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Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing

Dec 5, 2026 — Dec 26, 2026

Starting from

Free Laundry for Collectors:

Beyond Inclusive Package
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LISBON → PHILIPSBURG, ST. MAARTEN

21 Nights on Wind Surf

Cruise from Portugal across the Atlantic to white Caribbean beaches, vibrant tropical fish and savory West Indies cuisine during this 19-day transatlantic crossing. Relax, unwind and refocus with back-to-back spa days throughout your ocean crossing and dine on award-winning meals. Relive history while sailing aboard a former America's Cup competition sailboat or cook up delicious French meals with a certified chef in Philipsburg, St. Maarten. Roll out in offroad vehicles for an unrushed day of snorkeling on Tortola's secluded beaches. Swim and frolic with dolphins near Jost Van Dyke in the British Virgin Islands. Snorkel above colorful coral and dizzying schools of curious fish on Virgin Gorda in the British Virgin Islands. Glide over a sunken ship in a semi-submersible and take in a glowing Caribbean sunset during a catamaran cruise off Gustavia's tropical beaches on St. Barts.

Map routes may vary by sailing. Actual itineraries are listed below.
1
DEC 05, 2026
Lisbon
EMBARK
1:00 PM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
5

The rhythm of Lisbon invites you to join its captivating dance. This splendid capital city on the banks of the Rio Teja offers a warm welcome and an unparalleled blend of architectural styles. Elegant outdoor cafés line the cobbled sidewalks. Turn-of-the-century funiculars climb the scenic hills. Find the UNESCO sites of the Tower of Belem and the Monastery of the Hieronymites. And, everywhere, the city engages you with its easy style and remarkable charm.

Available Excursions

Lisbon

Time
8:30 AM
Duration
4 Hours
Activity Level
Easy

Add during booking

$749

Lisbon

Time
8:30 AM
Duration
4.5 Hours
Activity Level
Moderate

Add during booking

$135

Lisbon

Time
8:30 AM
Duration
3 Hours
Activity Level
Easy-Moderate

Add during booking

$375

Lisbon

Time
8:30 AM
Duration
3 Hours
Activity Level
Easy

Add during booking

$109

Lisbon

Time
8:30 AM
Duration
4 Hours
Activity Level
Easy

Add during booking

$875

2
DEC 06, 2026
AT SEA
3
DEC 07, 2026
AT SEA
4
DEC 08, 2026
AT SEA
5
DEC 09, 2026
AT SEA
6
DEC 10, 2026
AT SEA
7
DEC 11, 2026
AT SEA
8
DEC 12, 2026
AT SEA
9
DEC 13, 2026
AT SEA
10
DEC 14, 2026
AT SEA
11
DEC 15, 2026
AT SEA
12
DEC 16, 2026
AT SEA
13
DEC 17, 2026
AT SEA
14
DEC 18, 2026
St. John's
ARRIVE
8:00 AM
DEPART
7:00 PM
MARINA
NO
SHORE EXCURSIONS
9

St. John's is a city of Old World charm and elegance which lingers in the varied architecture of Georgian, Victorian, Vernacular, Romantic and International flavors.  The picturesque seafront where tiny, colorful boats are moored, the cheerful wooden buildings carefully refurbished to retain their original features, the vibrant Market Street offering vegetables, fruit and fish and the duty-free Heritage Quay shopping area provide a delightful atmosphere to captivate you.  Sites to see include St. John's Cathedral with its white Baroque towers, the Botanical Garden, St. John's Antigua Lighthouse, and Fort James.

Available Excursions

St. John's

Time
8:30 AM
Duration
3.5 Hours
Activity Level
Moderate

Add during booking

$99

St. John's

Time
8:30 AM
Duration
3 Hours
Activity Level
Easy-Moderate

Add during booking

$389

St. John's

Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous

Add during booking

$159

St. John's

Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous

Add during booking

$129

St. John's

Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate

Add during booking

$119

St. John's

Time
8:30 AM
Duration
1.75 Hours
Activity Level
Moderate-Strenuous

Add during booking

$379

St. John's

Time
8:30 AM
Duration
3.25 Hours
Activity Level
Easy-Moderate

Add during booking

$209

St. John's

Time
8:30 AM
Duration
4 Hours
Activity Level
Strenuous

Add during booking

$139

St. John's

Time
8:30 AM
Duration
4 Hours
Activity Level
Easy

Add during booking

$89

15
DEC 19, 2026
Philipsburg, St. Maarten
ARRIVE
6:00 AM
DEPART
7:00 PM
MARINA
NO
SHORE EXCURSIONS
4

Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.

Available Excursions

Philipsburg, St. Maarten

Time
7:30 AM
Duration
4.5 Hours
Activity Level
Easy-Moderate

Add during booking

$99

Philipsburg, St. Maarten

Time
7:30 AM
Duration
2.75 Hours
Activity Level
Moderate-Strenuous

Add during booking

$179

Philipsburg, St. Maarten

Time
7:30 AM
Duration
2.75 Hours
Activity Level
Moderate-Strenuous

Add during booking

$179

Philipsburg, St. Maarten

Time
7:30 AM
Duration
4.5 Hours
Activity Level
Easy

Add during booking

$99

16
DEC 20, 2026
Gustavia
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
YES
SHORE EXCURSIONS
6

Affectionately known as St. Barts, the Caribbean's most chic island adds a French flair to Riviera-like beaches and duty-free boutiques. Walk past gingerbread cottages in search of celebrities, shop for designer fashions, or sip the island's signature ti punch as kite surfers fly by.

Available Excursions

Gustavia

Time
9:30 AM
Duration
6 Hours
Activity Level
Easy-Moderate

Add during booking

$349

Gustavia

Time
9:45 AM
Duration
6 Hours
Activity Level
Easy-Moderate

Add during booking

$519

Gustavia

Time
5:00 PM
Duration
1.5 Hours
Activity Level
Easy-Moderate

Add during booking

$199

Gustavia

Time
9:00 AM
Duration
1 Hours
Activity Level
Easy

Add during booking

$139

Gustavia

Time
10:30 AM
Duration
2 Hours
Activity Level
Strenuous

Add during booking

$509

Gustavia

Time
9:00 AM
Duration
3 Hours
Activity Level
Moderate

Add during booking

$299

17
DEC 21, 2026
Falmouth Harbour
ARRIVE
8:00 AM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
7

It's said that Antigua has 365 beaches - one for every day of the year. See how many you can discover as our stay in port stretches into the evening to accommodate them all. Watch the stars come out as darkness falls and imagine how residents of Andromeda must envy you.

Available Excursions

Falmouth Harbour

Time
9:00 AM
Duration
3.5 Hours
Activity Level
Moderate

Add during booking

$99

Falmouth Harbour

Time
9:30 AM
Duration
4 Hours
Activity Level
Strenuous

Add during booking

$139

Falmouth Harbour

Time
12:30 PM
Duration
3 Hours
Activity Level
Moderate-Strenuous

Add during booking

$129

Falmouth Harbour

Time
12:45 PM
Duration
1.75 Hours
Activity Level
Moderate-Strenuous

Add during booking

$379

Falmouth Harbour

Time
10:00 AM
Duration
4 Hours
Activity Level
Easy

Add during booking

$89

Falmouth Harbour

Time
9:00 AM
Duration
3 Hours
Activity Level
Easy-Moderate

Add during booking

$79

Falmouth Harbour

Time
10:45 AM
Duration
2 Hours
Activity Level
Easy-Moderate

Add during booking

$139

18
DEC 22, 2026
Road Bay
ARRIVE
8:00 AM
DEPART
6:00 PM
MARINA
YES
SHORE EXCURSIONS
6

With its protected shoreline, calm surf, spectacular coral reefs and sugar-soft beaches, Road Bay has become a destination for boaters, with its delightful restaurants, bars, and shops. Anguilla has some of the most beautiful sunsets and delicious rum punch to be found in the Caribbean.  It is also home to Cuban tree frogs, red-footed tortoise, green iguanas and five species of bats.  Worth checking out is Wallblake House, a heritage plantation house and museum said to be the oldest building on the island and located nearby.

Available Excursions

Road Bay

Time
9:00 AM
Duration
2.5 Hours
Activity Level
Strenuous

Add during booking

$159

Road Bay

Time
8:30 AM
Duration
4 Hours
Activity Level
Easy

Add during booking

$129

Road Bay

Time
9:00 AM
Duration
2.5 Hours
Activity Level
Strenuous

Add during booking

$579

Road Bay

Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous

Add during booking

$329

Road Bay

Time
9:30 AM
Duration
5 Hours
Activity Level
Easy-Moderate

Add during booking

$459

Road Bay

Time
8:30 AM
Duration
4 Hours
Activity Level
Easy

Add during booking

$199

19
DEC 23, 2026
Soper's Hole
ARRIVE
8:00 AM
DEPART
6:00 PM
MARINA
YES
SHORE EXCURSIONS
5

Arrive at the boardwalk of Pusser's Landing and mingle with other yachtsmen in the utterly charming marina at Soper's Hole. Find a deserted stretch of beach to kick back and ponder this tiny port's rich heritage of romance, pirates, and adventure. An evening departure features a once-in-a-lifetime romantic sunset Sail Away. 

Available Excursions

Soper's Hole

Time
8:30 AM
Duration
4 Hours
Activity Level
Moderate

Add during booking

$199

Soper's Hole

Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous

Add during booking

$149

Soper's Hole

Time
8:30 AM
Duration
4 Hours
Activity Level
Moderate

Add during booking

$109

Soper's Hole

Time
8:30 AM
Duration
4.5 Hours
Activity Level
Easy

Add during booking

$119

Soper's Hole

Time
7:30 PM
Duration
Invalid Duration
Activity Level
Moderate-Strenuous

Add during booking

$259

Jost Van Dyke, Great Harbour
ARRIVE
7:00 PM
DEPART
11:59 PM
MARINA
YES
SHORE EXCURSIONS
0

For an island comprised of a mere eight square miles, it's amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis  Drake Waterway. After all that, you'll be ready for an evening drink on the beach - where you can admire your Windstar ship aglow in the harbor.

20
DEC 24, 2026
Jost Van Dyke, Great Harbour
ARRIVE
12:00 AM
DEPART
10:00 PM
MARINA
YES
SHORE EXCURSIONS
0

For an island comprised of a mere eight square miles, it's amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis  Drake Waterway. After all that, you'll be ready for an evening drink on the beach - where you can admire your Windstar ship aglow in the harbor.

21
DEC 25, 2026
Virgin Gorda / Prickly Pear, British Virgin Islands
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
YES
SHORE EXCURSIONS
2

The  beautiful Bank Barrier coral reef wavers just beneath you as your ship makes the break to the bird sanctuary of Prickly Pear Island, so named because it is dotted with prickly pear cacti. Althought uninhabited, it does have a beach bar and water sports facilities. Not far away lies the curious assembly of house-sized boulders called "The Baths," which form huge underground pools and caverns

Available Excursions

Virgin Gorda / Prickly Pear, British Virgin Islands

Time
8:00 AM
Duration
4 Hours
Activity Level
Strenuous

Add during booking

$89

Virgin Gorda / Prickly Pear, British Virgin Islands

Time
8:30 AM
Duration
2.75 Hours
Activity Level
Moderate-Strenuous

Add during booking

$269

22
DEC 26, 2026
Philipsburg, St. Maarten
ARRIVE
6:00 AM
DISEMBARK
7:00 AM
MARINA
NO
SHORE EXCURSIONS
0

Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.

Wind Surf

number of decks
6 Decks
yacht length
535 ft (163 meters)
yacht crew size
191 Crew Members
yacht guest capacity
342 Guests
See More Voyages

Staterooms

Room Size 376 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 495 sq ft
Max. Occupancy 3 Passengers
Amenities

Room Size 242 sq ft
Max. Occupancy 2 Passengers
Amenities

Room Size sq ft
Max. Occupancy 2 Passengers
Amenities

Available Dates

Date Yacht
Starting from
Actions
Nov 5 (Fri) – Nov 28 (Sun), 2027November 5 (Fri) – November 28 (Sun), 2027Wind Surf
Mar 12 (Sun) – Apr 3 (Mon), 2028March 12 (Sun) – April 3 (Mon), 2028Wind Surf

Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing

LISBON → PHILIPSBURG, ST. MAARTEN

21 Nights on Wind Surf

Dec 5, 2026 — Dec 26, 2026

Cruise from Portugal across the Atlantic to white Caribbean beaches, vibrant tropical fish and savory West Indies cuisine during this 19-day transatlantic crossing. Relax, unwind and refocus with back-to-back spa days throughout your ocean crossing and dine on award-winning meals. Relive history while sailing aboard a former America's Cup competition sailboat or cook up delicious French meals with a certified chef in Philipsburg, St. Maarten. Roll out in offroad vehicles for an unrushed day of snorkeling on Tortola's secluded beaches. Swim and frolic with dolphins near Jost Van Dyke in the British Virgin Islands. Snorkel above colorful coral and dizzying schools of curious fish on Virgin Gorda in the British Virgin Islands. Glide over a sunken ship in a semi-submersible and take in a glowing Caribbean sunset during a catamaran cruise off Gustavia's tropical beaches on St. Barts.

1
DEC 05, 2026
Lisbon
EMBARK
1:00 PM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
5

The rhythm of Lisbon invites you to join its captivating dance. This splendid capital city on the banks of the Rio Teja offers a warm welcome and an unparalleled blend of architectural styles. Elegant outdoor cafés line the cobbled sidewalks. Turn-of-the-century funiculars climb the scenic hills. Find the UNESCO sites of the Tower of Belem and the Monastery of the Hieronymites. And, everywhere, the city engages you with its easy style and remarkable charm.

Lisbon, Concierge Collection: Half Day Private Car & Guide *

Explore at your leisure with a private vehicle, driver, and English-speaking guide. This exclusive tour will allow you to customize your time ashore and explore the most interesting sites in the comfort and privacy of your own car. With your private vehicle, and the personalized attention of your driver and English-speaking guide, you will have the flexibility and independence to design your itinerary ashore. S ee the iconic sites of the city, or create your own personal stops to make the experience your own. Please note : Capacity: 1-2 guests. Private cars are ordered per vehicle (not per person). This tour includes transport in a private car, driver and English Speaking Guide. Itinerary can be adjusted with tour guide as long as it's in the area and does not exceed the duration of 4 hours. Recommended for physically challenged guests.

Port
Lisbon
Time
8:30 AM
Duration
4 Hours
Activity Level
Easy

Add during booking

$749 USD

Lisbon, Majestic Sintras & Cascais With Transfer to Windstar Hotel *

Your motor coach and English-speaking guide will take you via the beautiful coastal road bordering the River Tagus, driving through the fashionable resort of Estoril - the home of several international royal exiles during the Second World War - to the lively scenic village of Cascais. Here you will have a guided tour around its plaza and enjoy its colorful setting of seaside café terraces , small shops, and sailboats. For six centuries Sintra was the favorite summer residence of the kings of Portugal, who were attracted by the cool climate and the lush beauty of the town's setting. Writers and poets in general - Lord Byron, Alfred Tennyson, Hans Christian Andersen, and Isaac Bashevis Singer chose Sintra as a preferred destination . The tall conical chimneys of the National Palace and the fabulous Pena Palace, are two unmistakable landmarks of this area. You will have the opportunity to taste local pastry in one of the cafés in Sintra followed by a guided walk to explore this town recognized as a UNESCO World Heritage Site since 1995. Return back to your Windstar Hotel in Lisbon. Please note : Tour order may vary but all sites will be covered.

Port
Lisbon
Time
8:30 AM
Duration
4.5 Hours
Activity Level
Moderate

Add during booking

$135 USD

Lisbon by Tuk Tuk *

From the ship your tuk tuk will take you on a journey through the city in an up close and personal way. Lisbon is a city of contrasts and during your ride you can admire both the modern and historic aspects. As you travel through the streets, allow yourself to become immersed in the atmosphere. Admire the city's fine architecture, enjoy splendid views across the River Tagus and take a step back in time in the Old Town with its narrow alleyways and cobblestone streets. During your tour, several photo stops will be made along the way. You'll also have the opportunity to sample regional cheese, bread and port wine, as well as one of Lisbon's famous custard cream cakes. Please note : Wear comfortable walking shoes and sunscreen and bring your camera. This tour returns to the pier and does not include a transfer to the airport or hotel. It is intended for intransit guests. Price is per Tuk Tuk not per person.

Port
Lisbon
Time
8:30 AM
Duration
3 Hours
Activity Level
Easy-Moderate

Add during booking

$375 USD

Lisbon, Highlights with Transfer to Airport *

Lisbon is a city of contrasts, where modern trends merge with ancient ones, accentuating Lisbon's variety and intensity of color. You will continue along Liberty Avenue a charming old boulevard place of several international stores (such as Prada or Armani) lined with gardens and known for its unique black and white mosaics on the sidewalks on the way to Marquês de Pombal Square . The highlight of your visit is the church of the Jeronimos Monastery (outside visit only), a masterpiece of Manueline architecture, widely acknowledged to be the finest sight in Lisbon, built in the 16th century to commemorate the discoveries of Portuguese navigators. Nearby, you will see the lavishly decorated Belem Tower , and the Monument to the Discoveries , built to celebrate the 500th anniversary of the death of Prince Henry the Navigator. On the way to the hotel or to the airport, you will see, stretching across the Tagus River, the April 25th Bridge , sister to the Golden Gate, and the towering Christ the King statue on the far side. Please note: This tour is only for guests who have a flight later than 2:00 p.m. or an overnight stay in Lisbon. This tour includes transport in a private bus and a qualified English-speaking guide. We recommend respectful clothes when visiting religious sites. Visit to the church is conditioned to religious celebrations which may take place without prior notice. Tour order may vary but all sites will be covered.

Port
Lisbon
Time
8:30 AM
Duration
3 Hours
Activity Level
Easy

Add during booking

$109 USD

Lisbon, Concierge Collection: Half Day Private Van & Guide *

Explore at your own pace with a private vehicle, driver and English-speaking guide at your service. You will have the flexibility and independence to design your itinerary ashore according to your own interests. On this half day option you can combine an itinerary in Lisbon only or choose its charming surroundings as Sintra, Cascais, Guincho or Cabo da Roca. Please note: Capacity: 3 - 6 guests. Private vans are ordered per vehicle (not per person).This tour includes transport in a private van, driver and English Speaking Guide. Itinerary in Lisbon, Sintra, Cascais, Guincho or Cabo da Roca areas and for 4 hours duration.

Port
Lisbon
Time
8:30 AM
Duration
4 Hours
Activity Level
Easy

Add during booking

$875 USD

2
DEC 06, 2026
AT SEA
3
DEC 07, 2026
AT SEA
4
DEC 08, 2026
AT SEA
5
DEC 09, 2026
AT SEA
6
DEC 10, 2026
AT SEA
7
DEC 11, 2026
AT SEA
8
DEC 12, 2026
AT SEA
9
DEC 13, 2026
AT SEA
10
DEC 14, 2026
AT SEA
11
DEC 15, 2026
AT SEA
12
DEC 16, 2026
AT SEA
13
DEC 17, 2026
AT SEA
14
DEC 18, 2026
St. John's
ARRIVE
8:00 AM
DEPART
7:00 PM
MARINA
NO
SHORE EXCURSIONS
9

St. John's is a city of Old World charm and elegance which lingers in the varied architecture of Georgian, Victorian, Vernacular, Romantic and International flavors.  The picturesque seafront where tiny, colorful boats are moored, the cheerful wooden buildings carefully refurbished to retain their original features, the vibrant Market Street offering vegetables, fruit and fish and the duty-free Heritage Quay shopping area provide a delightful atmosphere to captivate you.  Sites to see include St. John's Cathedral with its white Baroque towers, the Botanical Garden, St. John's Antigua Lighthouse, and Fort James.

St. Johns, Spectacular Antigua

Courteous and knowledgeable guides are eager to indulge you in the magnificent colonial history of Antigua. Once the Naval Base for the British in the Caribbean, Antigua's strategic location and excellent natural harbors create an Island haven for both ships and Sun Seekers alike. Only the best Coach buses, fully air-conditioned are waiting to take you on your Island discovery adventure! Your first stop will be at Dow's Hi ll, offering one of the best panoramic views on the island - perfect for taking photos. Take a short guided tour of the area and enjoy a multimedia presentation at the onsite visitors' center. Then it's on to Blockhouse Ruins built in 1787 standing 446 ft. atop a sheer cliff above the mighty Atlantic Ocean, you will overlook Indian Creek where the first Arawak Indians settled and lived. In this modern day, see the prestigious St. James' Club on Mamora Bay. On to Shirley Heights Lookout , the most southerly point in Antigua, named after Sir Thomas Shirley. There is a commanding cliff top view over the Atlantic Ocean and English Harbor 487 ft. above sea level. On a clear day, the volcanic island of Montserrat, 28 miles away, can be seen. Finish your tour at Nelson's Dockyard village, named after Admiral Lord Horatio Nelson, and built in 1725, to provide a base for a squadron of ships patrolling the West Indies maintaining England's sea. Please note : Bring your camera.

Port
St. John's
Time
8:30 AM
Duration
3.5 Hours
Activity Level
Moderate

Add during booking

$99 USD

St.Johns, Concierge Collection: Sail Snorkel and Beach

St.Johns, Concierge Collection: Sail Snorkel and Beach

Port
St. John's
Time
8:30 AM
Duration
3 Hours
Activity Level
Easy-Moderate

Add during booking

$389 USD

St. Johns, Segway Fort Conqueror

You will be met on the pier by a guide before being escorted to an awaiting air-conditioned taxi that will take you to Fort James Beach 40 minutes away from the pier. Travel back to a time in Antigua's history in 1706 when the British built one of its most impressive Forts to protect against French invasion. Conquer the trail leading to this most impressive structure of defense, built with full Masonic honors as your Segway PT moves you securely down the path of history after a complete safety orientation. You'll be amazed at how easy it is to manoeuver this phenomenon of motion as it carries you through the large wooden gates of Fort James where a spectacular sight of the Caribbean Sea awaits. After conquering the fort, embark on an endless adventure cruising by beach picnic parks, scores of fruit trees and miles of beach in minutes on your zero emission Segway as knowledgeable and fun guides fill you in on interesting facts about the area. After the tour enjoy delicious refreshments and cool drinks around a picnic table while indulging in a breathtaking view of one of the islands most popular beach bars and restaurant. With time to relax on the beach you can catch up on that good read or take a dip or just do absolutely nothing. Please note : Segway orientation, safety gear (helmets), bottled water, and soft-drinks are included. Bring sunscreen, your swimsuit, towel and camera.

Port
St. John's
Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous

Add during booking

$159 USD

St. Johns: Presidents Tour

This tour has been created especially for Windstar's President and guests. You will be greeted at the pier by your professional Tour Guide for the start of this interesting tour and listen to your Guide through the Whisper Radio System for ease and clarity, so you miss nothing even for those with hearing aids as there are special adaptors! Your first stop will be at Betty's Hope. Built in 1674 by Sir Christopher Codrington, this was the site of one of the first full-scale sugar plantations on Antigua and is located just south of Pares Village. For more than 300 years, this prominent sugar plantation has played a leading role in, and influenced the lives of many generations of Antiguans. This is the only twin sugar mill, standing side by side in the Eastern Caribbean and has several renovated sugar trains used to transport sugar cane across the island which you can view and photograph. Your tour will continue to Devil's Bridge. For hundreds of thousands of years, the Atlantic's waves have crashed into the east coast of Antigua creating a natural arch, or bridge. Numerous geysers and blowholes surround the arch as waves continually break against the coastal rocks. In addition to being a natural phenomenon, Devil's Bridge also holds cultural importance in Antiguan history. A prehistoric, Amerindian site is located within its vicinity and suggests that prehistoric peoples may have used the area for fishing and settlement. Popular belief suggests slaves leapt to their death off of the natural arch during the period of slavery in Antigua. Devil's Bridge gets its name from these myths as the stories contend the devil claimed those who leapt off the bridge. Your tour will continue where you will hug the south coast line and drive past Darkwood Beach, Turner's Beach, Fryes Beach, Jolly Harbour, many secluded beaches, 5* hotels and exclusive homes through Fig Tree Drive, Antigua's lush rainforest area through Antigua's countryside, rich in daily West Indian life, local villages, and old churches, that exemplify West Indian culture. Please note: Wear comfortable clothes and shoes. There is one step in and out of the bus.

Port
St. John's
Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous

Add during booking

$129 USD

St Johns, Swim with the Stingrays

Here is an outstanding tour and an opportunity to swim with, touch, and feed the stingrays of Antigua in the Caribbean Sea. The stingrays are very friendly and very gentle. You will board your air-conditioned transportation in Falmouth Marina and ride through Antigua's countryside, rich in daily West Indian life, local villages, and old churches. Start your adventure at Stingray City's land base where you can enjoy the company of their monkeys and parrots , and the hospitality of the experienced Stingray City's Guides. Following your safety briefing a short speedboat ride will whisk you to a shallow pool with a white-sand bottom surrounded by a beautiful coral reef in the Caribbean Sea. You will be able to stand up or swim with the stingrays, who will greet you with the familiarity of an old friend. You will be given an opportunity to hand-feed the stingrays and capture the moment with photographs! After feeding, snorkeling, and taking pictures with your new friends, you will return to the land base where you can rinse off the seawater under the bright Caribbean sun, with a shower under a coconut tree, and enjoy a complimentary rum or fruit punch , browse in the gift shop, and share this unique experience with your fellow guests before your return journey to your ship. Please note: Wear your swimsuit under a cover up, bring a towel, and sunscreen.

Port
St. John's
Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate

Add during booking

$119 USD

St Johns, Concierge Collection, Jet Ski Adventure

Captain your own 2-seater jet ski on a guided tour of Antigua's south coast and discover the exciting and amazing Antigua shoreline and some of its 365 beaches! Board your air-conditioned transportation for a 15-minute ride through Antigua's countryside, rich in daily West Indian life, local villages, and old churches, that exemplifies West Indian culture, to Hawksbill Beach in Five Islands. Whether you have driven a jet ski or not, or you own your own, this tour is for you. Our experienced and courteous guides ensure that you are comfortable operating the jet ski and then you will navigate at a pace that matches your comfort and experience level. At the calm waters of Hawksbill Beach you will be met by an experienced Guide, who will give you a safety briefing on how to operate your 2-seater Yamaha jet ski, equipped with all the latest safety features. Then it's time to follow your experienced Guide out of the harbor for a spectacular adventure along Antigua's south coast in and out of bays and around reefs and the south coast white-sand beaches. There will be chance to stop and simply take a swim or relax and soak up the sun in the idyllic beach location. You then will be guided back to Hawksbill Beach along the shoreline seeing dozens of beaches along the crystal-clear Caribbean waters and have another opportunity to soak up the Antiguan sun and see the Antiguan southwest coastline. There will be some time to just chill on the beach, to have a swim and a walk along the beach with a drink from the bar or browse the gift shop. Your air-conditioned transportation will be waiting for the return to the yacht. Please note: Jet skis are sold on the basis there are 2 guests on each jet ski and single guests will be charged double. Guests must be 18 years of age to drive the jet skis and show a valid id. Maximum weight of combined participants is 400 pounds. The tour is not suitable for guests with back problems, guests who are pregnant. Non-swimmers are welcome. Guests should bring sunglasses, sun cream, a towel and wear swim wear. GoPro cameras are available for rent to capture your Antigua tour memories.

Port
St. John's
Time
8:30 AM
Duration
1.75 Hours
Activity Level
Moderate-Strenuous

Add during booking

$379 USD

St Johns, Chocolate and Rum Making

Upon arrival at the pier, you will be greeted by your knowledgeable and friendly guide, who will escort you to your comfortable, air-conditioned transportation. After a short 10-minute drive, you'll arrive in the charming and tropical village of Hodges Bay. Here, you'll meet one of Antigua's most renowned chocolatiers and her expert team. They will welcome you with delicious homemade chocolate samples as they introduce you to your upcoming chocolate-making experience. Using fresh, locally sourced ingredients, you'll have the chance to craft your own gourmet chocolates. In this hands-on workshop, you'll be guided through every step of the chocolate-making process, from dipping and glazing to using molds, with plenty of local stories and insights along the way. You'll gain a deep appreciation for the art of chocolate-making as you create your own sweet creations, which will be packaged for you to take home. Next, we'll embark on a scenic 35-minute drive to the picturesque Galleon Beach in the historic English Harbour area. There, you'll delve into the fascinating history of Caribbean rum, which dates back to the 17th century when enslaved people on sugarcane plantations discovered how to turn molasses into fermented alcohol and eventually distilled rum. In a fun and interactive 90-minute rum masterclass, you'll explore this rich history while creating your own bespoke 750ml bottle of flavored rum. Under the guidance of experts, you'll choose your flavors and design your own label, making for a personalized and unforgettable rum experience.

Port
St. John's
Time
8:30 AM
Duration
3.25 Hours
Activity Level
Easy-Moderate

Add during booking

$209 USD

St. Johns, Open Course Canopy Challenge

You will be met at your ship by professional guides and taken by air-conditioned taxi to the Antigua rainforest some 30 minutes away. After a safety briefing and equipment distribution your exciting tour will begin. Starting at the Old Pump House, you will walk over a suspension bridge from the side of the building, which spans the gorge to the far bank. Once across the bridge, your remaining thrilling journey through the forest will begin, as you trail to the first aerial zip, and continue onto the others which criss-cross the vast gorge. There are zip lines of 52 feet to 328 feet in length. The geography of the gorge dictates that you will be above the treetops for large parts of the run - entering a corridor in the foliage at either end. There are a series of 12 zip lines, 9 typical challenge elements and 2 suspension bridges giving a bird's eye view of the flora and fauna in the rainforest while listening to the numerous bird species. You will also see a series of large trees (including the silk cotton, one of Antigua's National Symbols), prominent boulders, a rock pool, small waterfall and a shaded area with interesting plants, wild fruits, vines, mosses and lichens. Please note : This tour includes some slight physical exertion and is not recommended for pregnant women, persons with a history of heart conditions, seizures, back, knee or shoulder problems or other pre-existing health problems. Maximum weight is 235 lbs; minimum height is 5 feet. Participants should not wear strapless shoes or strapless sandals and ladies should wear shorts or long pants. A change of shirt is recommended. Guests are also offered complementary water on the course.

Port
St. John's
Time
8:30 AM
Duration
4 Hours
Activity Level
Strenuous

Add during booking

$139 USD

St. Johns, Beach Escape

To start or end the day in the best way possible you should experience a relaxing and carefree morning or afternoon on the half-mile secluded white-sand beach at Valley Church. The beach is beautiful, the water is warm and blue, and your experienced guides are on hand to make your day special. Board your air-conditioned taxi and drive approximately 30 - 35 minutes from St. John's to the famed Nest Beach Bar & Restaurant on Valley Church Beach. The beach here offers half a mile of soft white sand bordered by coconut palms and sea grape trees. You will be greeted on arrival with your complimentary drink, (rum punch or fruit punch) before you relax in a complimentary lounge chair in a specially designated area of the beach and sip on your welcome cocktail. Enjoy approximately 3 hours of relaxation while you soak up the sun, take a gentle stroll along the beach, refresh yourself by swimming in the Caribbean Sea or treat yourself to a snack or an early lunch in the restaurant overlooking the sand and sea. Umbrellas are available for a nominal charge. The Nest Beach Bar & Restaurant features restrooms, freshwater showers as well as a beach bar and restaurant. Please note : Bring a swimsuit, a towel, adequate sun protection, and a camera to record your special memories!

Port
St. John's
Time
8:30 AM
Duration
4 Hours
Activity Level
Easy

Add during booking

$89 USD

15
DEC 19, 2026
Philipsburg, St. Maarten
ARRIVE
6:00 AM
DEPART
7:00 PM
MARINA
NO
SHORE EXCURSIONS
4

Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.

St. Maarten, Post Island Tour with Transfer to Hotel

The best way to experience 80 different cultures in one day is to take the "Saint-Martin/Saint-Maarten Island Tour." You will depart from Philipsburg and head to Oyster Pond, a charming little locale with a picturesque marina on the French side of the island. From there, following Coralita Road, along the coast, you will stop at a l ookout point from where you can see St. Barth and Tintamare Island . You will continue past famous Orient Beach, well known for its clothing optional beach, past Grand Case, the Culinary Capital of the Caribbean, on your way to Marigot, capitol of the French side. Marigot is best known for its seaside, open-air market, where you can find truly charming souvenirs of your Caribbean vacation. If you are "shopped out", try one of the French cafés right next door, for a café au lait with a croissant. Upon leaving Marigot, you will make one more photo stop on Cay Hill, from where you have a wonderful view over Simpson Bay Lagoon . Our last stop will be Philipsburg, capital of the Dutch side, best known for its jewelry-, electronics-, and high end clothing stores. On the Boardwalk you will find quaint restaurants for a quick bite to eat before your flight and an excellent photo opportunity of your yacht lying in Philipsburg Harbor. From there, you will be taken straight to your Windstar Hotel Please note : Wear comfortable walking shoes.

Port
Philipsburg, St. Maarten
Time
7:30 AM
Duration
4.5 Hours
Activity Level
Easy-Moderate

Add during booking

$99 USD

St. Maarten: Americas Cup Sailboat Racing with Transfer to Windstar Hotel

Experience the thrill of racing multi-million dollar America's Cup Race sailboat s in the warm blue waters and brisk trade winds of St. Maarten. Previous sailing experience is not necessary for this excursion, which is one of the highest rated in the Caribbean. You will depart directly from your yacht in Marigot to Philipsburg, where after a briefing you will take a 10-minute tender ride out to your allocated sailboat. Either Dennis Conner's America's Cup winning Stars & Stripes, Canada II, or True North are yours for this once-in-a-lifetime adventure . The expert crew will show you exactly what to do if you want to take a "crew member's" position. Then it's off to the racecourse - grind a winch - trim a sail - punch a stopwatch, or just sit back, relax and enjoy the included refreshments. After the race enjoy a victory rum punch party and browse through the museum souvenir boutique before your transfer to your Windstar hotel. Please note : Wear suitable footwear for the sailboat. This event is weather/wind dependent.

Port
Philipsburg, St. Maarten
Time
7:30 AM
Duration
2.75 Hours
Activity Level
Moderate-Strenuous

Add during booking

$179 USD

St. Maarten: Americas Cup Sailboat Racing with Transfer to Airport

Experience the thrill of racing multi-million dollar America's Cup Race sailboats in the warm blue waters and brisk trade winds of St. Maarten. Previous sailing experience is not necessary for this excursion, which is one of the highest rated in the Caribbean. You will be tendered out from the 12 Metre Clubhouse dock at Dock Maarten, where after a briefing you will take a 10-minute tender ride out to your allocated sailboat. Either Dennis Conner's America's Cup winning Stars & Stripes , Canada II, or True North IV are yours for this once-in-a-lifetime adventure. The expert crew will show you exactly what to do if you want to take a "crew member's" position. Then it's off to the racecourse - grind a winch - trim a sail - punch a stopwatch, or just sit back, relax and enjoy the included refreshments. After the race enjoy a victory rum punch party at the 12 Metre Clubhouse before your transfer to the airport. Please note : Wear soft-soled suitable footwear for the sailboat. This event is weather/wind dependent. Your flight must depart at 2:30pm or later to book this tour.

Port
Philipsburg, St. Maarten
Time
7:30 AM
Duration
2.75 Hours
Activity Level
Moderate-Strenuous

Add during booking

$179 USD

St. Maarten, Post Island Tour with Transfer to Airport

The best way to experience 80 different cultures in one day is to take the "Saint-Martin/Saint-Maarten Island Tour. " You will depart from Philipsburg and head to Oyster Pond, a charming little locale with a picturesque marina on the French side of the island. From there, following Coralita Road, along the coast, you will stop at a lookout point from where you can see St. Barth and Tintamare Island. You will continue past famous Orient Beach, well known for its clothing optional beach, past Grand Case, the Culinary Capital of the Caribbean, on your way to Marigot, capitol of the French side. Marigot is best known for its seaside, open-air market , where you can find truly charming souvenirs of your Caribbean vacation. If you are "shopped out", try one of the French cafés right next door, for a café au lait with a croissant. Upon leaving Marigot, you will make one more photo stop on Cay Hill, from where you have a wonderful view over Simpson Bay Lagoon. Our last stop will be Philipsburg, capital of the Dutch side, best known for its jewelry-, electronics-, and high end clothing stores. On the Boardwalk you will find quaint restaurants for a quick bite to eat before your flight and an excellent photo opportunity of your yacht lying in Philipsburg Harbor. From there, you will be taken straight to the airport. Please note : Wear comfortable walking shoes.

Port
Philipsburg, St. Maarten
Time
7:30 AM
Duration
4.5 Hours
Activity Level
Easy

Add during booking

$99 USD

16
DEC 20, 2026
Gustavia
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
YES
SHORE EXCURSIONS
6

Affectionately known as St. Barts, the Caribbean's most chic island adds a French flair to Riviera-like beaches and duty-free boutiques. Walk past gingerbread cottages in search of celebrities, shop for designer fashions, or sip the island's signature ti punch as kite surfers fly by.

St. Barts: Independent Explorer by Car

Here is a chance for the adventuresome to get away from the crowds, get behind the wheel, and enjoy the lush countryside on a self-guided tour . You will be escorted from the pier to the nearby starting point and after brief formalities you will be given the keys to your rental car. Armed with a map of the island, some suggested itineraries, and some details about historical facts and points of interest, you're ready to explore this beautiful island at your own pace . The cost is for the car; one to four people can explore at just one rate. Please note : Participants must be comfortable driving winding and hilly conditions. Bring your swimsuit, a credit card, and a current driver's license. The tour price is per car and includes CDW insurance, a $1200 euro deductible which will be fully or partially charged to the driver's credit card in the event the car is returned damaged. Fuel costs are included. Pricing is per car, and can hold up to 4 guests. Only one person in the party needs to purchase the tour. Your tour time may vary depending on when your ship docks.

Port
Gustavia
Time
9:30 AM
Duration
6 Hours
Activity Level
Easy-Moderate

Add during booking

$349 USD

St Barts, Concierge Collection: St. Barthelemy Beach Day

You will find Le Barthélemy Resort and Spa at the end of a beautiful bay right on a stunning beach. Le Barthélemy is sheer luxury, so let yourself be spoiled. In the rare beauty of the natural setting, you will understand the spirit of St. Barts; elegance, refinement, and discretion. Enjoy your lunch, swim, make use of the non-motorized watersport equipment provided, or do nothing at all, enjoy yourself. Le Barthélemy lets you forget all worries for the day and slips you into a cocoon of comfort and contentment. ENJOY! This is the life, St. Bart's style. This excursion was arranged specifically for and is exclusive to Windstar guests. Please note : Bring your swimsuit, sunscreen, and a cover up for the restaurant. Lunch is included at the resort restaurant.

Port
Gustavia
Time
9:45 AM
Duration
6 Hours
Activity Level
Easy-Moderate

Add during booking

$519 USD

St. Barts, Concierge Collection: Sunset Cruise

Boarding your sailing cat you will depart from Gustavia's tender pier. Your Captain will give a safety briefing as you set sail. You will have a peaceful and quiet sailing time in the vicinity of the harbor area to enjoy scenic views of the sunset. You will appreciate the scenic panorama, passing the mega yachts at anchor. The Captain will offer you Champagne, mineral water, soft drinks or beer and some assorted light snacks. The crew will be attentive and helpful. Please note : You will board the ship with a gangway that can be tricky because of the recurrent swell in Gustavia harbor. You will have to remove your shoes and be barefoot before boarding the vessel. The Captain is solely responsible and has the right to refuse boarding to a guest who would be judged unable to participate. Cancellations must be made 48 hours prior to cruise time for refunds.

Port
Gustavia
Time
5:00 PM
Duration
1.5 Hours
Activity Level
Easy-Moderate

Add during booking

$199 USD

St. Barts: Intimate Island Tour

This is an exclusive panorama island tour for five people with a local, English speaking driver/guide in an air-conditioned vehicle. Experience the local highlights as you wish, at your pace. Please note : Wear comfortable shoes and clothes.

Port
Gustavia
Time
9:00 AM
Duration
1 Hours
Activity Level
Easy

Add during booking

$139 USD

Gustavia, Concierge Collection: Jet Ski

Embark on an exciting adventure to discover St. Barth's most stunning beaches! Accompanied by professional instructors, you'll begin your journey from Gustavia Harbor, making stops at the picturesque Shell Beach, the secluded Gouverneur Beach, and the beautiful Salines Beach, before heading south to Coco Island, located 0.62 miles from St. Barth. Along the way, enjoy a 15-minute swim break in the calm waters before hopping back onto your jet-ski for the return ride to Gustavia. Please note: participants must be at least 16 years old. You will be required to sign a waiver prior to participating in this tour.

Port
Gustavia
Time
10:30 AM
Duration
2 Hours
Activity Level
Strenuous

Add during booking

$509 USD

St. Barts: Sailing Catamaran Adventure

Caribbean music and the friendly crew of a well-appointed, full-sail catamaran will welcome you aboard. This boat is specially designed to offer shade and refreshing breezes as you sail along the beautiful west coast of the island to the Marine Park at Colombier Bay . You will anchor about 80 feet offshore, close to coral reefs teeming with schools of colorful fish. A professional instructor will give you a full orientation and explain the use of the snorkel equipment. You will have time to swim and snorkel, or simply bask in the sun. On the return to Gustavia, soft drinks, beer, or refreshing rum punch or fruit punch will be offered. Please note : This exclusive experience is limited to 12 guests and sells out quickly. No previous sailing experience necessary. The catamaran will offer refreshments throughout the trip. Restrooms are located on board the catamaran. Bring sunscreen, hat, swimsuit, and underwater camera and towel. Snorkeling gear is available on the boat.

Port
Gustavia
Time
9:00 AM
Duration
3 Hours
Activity Level
Moderate

Add during booking

$299 USD

17
DEC 21, 2026
Falmouth Harbour
ARRIVE
8:00 AM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
7

It's said that Antigua has 365 beaches - one for every day of the year. See how many you can discover as our stay in port stretches into the evening to accommodate them all. Watch the stars come out as darkness falls and imagine how residents of Andromeda must envy you.

Falmouth Harbour, Spectacular Antigua Island Tour

This sightseeing tour begins and takes you to Dow's Hill , for an amazing panoramic view and short guided tour of the area. Your vehicle will then head back south to the Island's countryside, exemplifying West Indies culture, and take in the magnificent view of Falmouth Harbour, English Harbour and Nelson's Dockyard. Your first stop will be at the Blockhouse Ruins , dating back to 1787, which are situated atop a sheer cliff 450 feet above the Atlantic. You'll see uninterrupted views of Indian Creek and the prestigious St. James's Club on Mamora Bay. The lookout at Shirley Heights, the island's most southerly point nearly 500 feet above sea level, offers unparalleled views of the Atlantic and English Harbor. On a clear day the island of Montserrat can be seen, nearly 30 miles away. You will see the world's last Georgian dockyard still in use and one of the eastern Caribbean's biggest attractions. Nelson's Dockyard Village was built in 1725. Your 45-minute stay will give you time to admire the sleek yachts tied to the old stone quayside and to explore the Admiral's Inn, the museum, and the mystery pillars. A r efreshing beverage will be offered at an 18th century inn before your return to Falmouth. Please note : The order of sites visited may vary.

Port
Falmouth Harbour
Time
9:00 AM
Duration
3.5 Hours
Activity Level
Moderate

Add during booking

$99 USD

Falmouth Harbour, Open Course Canopy Zipline

This exclusive tour is limited to only 30 participants - and sells out quickly! You will be met at your yacht by professional guides and taken by air-conditioned vehicle to the Antigua Rainforest approximately 30 minutes away where your exciting tour will begin. This tour offers uncompromised safety including your state-of-the-art harness and safety helmet. Commencing at the Old Pump House, you will walk over a suspension bridge that spans the gorge to the far bank and take the first aerial zip. There are a series of 13 zip lines and 2 suspension bridges that will give you a bird's-eye-view of the flora and fauna in the rainforest while you listen to the calls of numerous bird species. Please note : This tour includes some slight physical exertion and is not recommended for pregnant women, people with a history of heart problems, seizures, back, knee, or shoulder problems, or other pre-existing health problems. The maximum weight capacity is 235 lbs., and the minimum height is 5 feet. Participants should not wear strapless shoes or strapless sandals and women should wear shorts or long pants. A change of shirt is recommended. Also cameras are not allowed while doing this tour. You will be required to sign a waiver to participate on this tour.

Port
Falmouth Harbour
Time
9:30 AM
Duration
4 Hours
Activity Level
Strenuous

Add during booking

$139 USD

Falmouth Harbour, Presidents Tour

This tour has been created especially for Windstar's President and guests. You will be greeted at the pier by your professional Tour Guide for the start of this interesting tour and listen to your Guide through the Whisper Radio System for ease and clarity, so you miss nothing even for those with hearing aids as there are special adaptors! Your first stop will be at Betty's Hope. Built in 1674 by Sir Christopher Codrington, this was the site of one of the first full-scale sugar plantations on Antigua and is located just south of Pares Village. For more than 300 years, this prominent sugar plantation has played a leading role in, and influenced the lives of many generations of Antiguans. This is the only twin sugar mill, standing side by side in the Eastern Caribbean and has several renovated sugar trains used to transport sugar cane across the island which you can view and photograph. Your tour will continue to Devil's Bridge. For hundreds of thousands of years, the Atlantic's waves have crashed into the east coast of Antigua creating a natural arch, or bridge. Numerous geysers and blowholes surround the arch as waves continually break against the coastal rocks. In addition to being a natural phenomenon, Devil's Bridge also holds cultural importance in Antiguan history. A prehistoric, Amerindian site is located within its vicinity and suggests that prehistoric peoples may have used the area for fishing and settlement. Popular belief suggests slaves leapt to their death off of the natural arch during the period of slavery in Antigua. Devil's Bridge gets its name from these myths as the stories contend the devil claimed those who leapt off the bridge. Your tour will continue where you will hug the south coast line and drive past Darkwood Beach, Turner's Beach, Fryes Beach, Jolly Harbour, many secluded beaches, 5* hotels and exclusive homes through Fig Tree Drive, Antigua's lush rainforest area through Antigua's countryside, rich in daily West Indian life, local villages, and old churches, that exemplify West Indian culture. You'll stop for a quick snack at Claremont Farms before heading back to your ship. Please note: Wear comfortable clothes and shoes. There is one step in and out of the bus. The order of sites visited may vary.

Port
Falmouth Harbour
Time
12:30 PM
Duration
3 Hours
Activity Level
Moderate-Strenuous

Add during booking

$129 USD

Falmouth Harbour, Concierge Collection, Jet Ski Adventure

Captain your own 2-seater jet ski on a guided tour of Antigua's south coast and discover the exciting and amazing Antigua shoreline and some of its 365 beaches! Board your air-conditioned transportation for a 45-minute ride through Antigua's countryside, rich in daily West Indian life, local villages, and old churches, that exemplifies West Indian culture, to Hawksbill Beach in Five Islands. Whether you have driven a jet ski or not, or you own your own, this tour is for you. Our experienced and courteous guides ensure that you are comfortable operating the jet ski and then you will navigate at a pace that matches your comfort and experience level. At the calm waters of Hawksbill Beach you will be met by an experienced Guide, who will give you a safety briefing on how to operate your 2-seater Yamaha jet ski, equipped with all the latest safety features. Then it's time to follow your experienced Guide out of the harbor for a spectacular adventure along Antigua's south coast in and out of bays and around reefs and the south coast white-sand beaches. There will be chance to stop and simply take a swim or relax and soak up the sun in the idyllic beach location. You then will be guided back to Hawksbill Beach along the shoreline seeing dozens of beaches along the crystal-clear Caribbean waters and have another opportunity to soak up the Antiguan sun and see the Antiguan western coastline. There will be some time to just chill on the beach, to have a swim and a walk along the beach with a drink from the bar or browse the gift shop. Your air-conditioned transportation will be waiting for the return to the yacht. Please note: Jet skis are sold on the basis there are 2 guests on each jet ski and single guests will be charged double. Guests must be 18 years of age to drive the jet skis and show a valid id. Maximum weight of combined participants is 400 pounds. The tour is not suitable for guests with back problems, guests who are pregnant. Non-swimmers are welcome. Guests should bring sunglasses, sun cream, a towel and wear swim wear.

Port
Falmouth Harbour
Time
12:45 PM
Duration
1.75 Hours
Activity Level
Moderate-Strenuous

Add during booking

$379 USD

Falmouth Harbour, Antigua Beach Escape *

To start or end the day in the best way possible you should experience a relaxing and carefree morning or afternoon on the half-mile secluded white sand beach at Valley Church. The beach is beautiful, the water is warm and blue, and our experienced guides are on hand to make your day special. Board your air-conditioned taxi and drive approximately 30 -35 minutes to the famed Nest Beach Bar & Restaurant on Valley Church Beach. The beach here offers half a mile of soft white sand bordered by coconut palms and sea grape trees. You will be greeted on arrival with your complimentary drink, (rum punch or fruit punch) before you relax in a complimentary lounge chair in a specially designated area of the beach and sip on your welcome cocktail. Enjoy approximately 3 hours of relaxation while you soak up the sun, take a casual stroll along the beach, refresh yourself by swimming in the Caribbean Sea or treat yourself to a snack or an early lunch in the restaurant overlooking the sand and sea. Umbrellas are available for a nominal charge. The Nest Beach Bar & Restaurant features restrooms, freshwater showers as well as a beach bar and restaurant. Please note: Bring a swimsuit, towel, adequate sun protection, and a camera to record your special memories!

Port
Falmouth Harbour
Time
10:00 AM
Duration
4 Hours
Activity Level
Easy

Add during booking

$89 USD

Falmouth Harbour, Nelsons Dockyard Walking Tour & Boat around English Harbour

Nelson's Dockyard Walking Tour & Boating Around English Harbour - 2022 Approximately 3 hours Activity Level: Easy to Moderate Be greeted at the jetty by your professional Tour Guide for the start of this interesting tour and listen to your Guide through the Whisper Radio System for ease and clarity, so you miss nothing even for those with hearing aids as we have special adaptors! You will take a short stroll, through to English Harbour and Nelson's Dockyard. Built in 1725, a UNESCO World Heritage Site, Nelson's Dockyard served as the base for the English naval squadron patrolling the West Indies. As you enter this historic park, the only working Georgian dockyard in the world, you will be met by your National Park's Guide who will lead you on a short, informative walking tour through the Dockyard with its beautifully restored buildings, detailed plaques, and many points of interest. Here you enjoy a complimentary and refreshing rum or fruit punch. There's then a fascination and unique way to see Nelson's Dockyard while boating around English Harbour. Your Guide will point out the interesting buildings, fascinating history, stories and anecdotes with numerous photo opportunities including the Pillars of Hercules. After the tour you will have free time to explore the Dockyard, museum, art gallery, gift shop, and boutiques. Your Guide will be on hand for the full duration of the tour and will escort you back to Falmouth Jetty. Please note : Bring sun protection, a hat or cover-up, comfortable walking shoes and your camera!

Port
Falmouth Harbour
Time
9:00 AM
Duration
3 Hours
Activity Level
Easy-Moderate

Add during booking

$79 USD

Falmouth Harbour, Make Your Own Rum

The traditional history of modern-style rum tells of its invention in the Caribbean, in the 17 th century, by slaves on sugarcane plantations, who discovered that molasses, a by-product of the sugar refining process, could be fermented into alcohol, and then distilled. What better way to learn of the history of Caribbean rum than in a fun and interactive class and then create and conceive your own bottle of flavored rum complete with label under the watchful and helpful eyes of experts in a 90- minute rum masterclass? You will be met at Falmouth jetty and driven the short distance to picturesque and historic Galleon Beach. Now the fun begins: experts will show you how to create truly exceptional and unique rum. They will take you through a selection of rum flavoring samples to help you create your own rum blend as unique as your imagination. The characteristics of rum are varied and unique. You will be taught the art of tasting and blending your rum during the distillation process to create a perfect bottle for you. Guests works with their own pot still to create a bottle of rum truly unique to them, distilled in the traditional West Indian way. By the end of the class you'll take away a 750ml bottle of your own exceptional bespoke rum. Once you've created your rum, you'll go through the bottling and labelling process to ensure it looks as distinctive as the rum you've created. Personalized labels and a wax sealed bottle ensure you can take your rum home safely and proudly share your one-of-a-kind creation. Please note: Wear comfortable walking shoes and bring your credit card, sunglasses, hat and camera.

Port
Falmouth Harbour
Time
10:45 AM
Duration
2 Hours
Activity Level
Easy-Moderate

Add during booking

$139 USD

18
DEC 22, 2026
Road Bay
ARRIVE
8:00 AM
DEPART
6:00 PM
MARINA
YES
SHORE EXCURSIONS
6

With its protected shoreline, calm surf, spectacular coral reefs and sugar-soft beaches, Road Bay has become a destination for boaters, with its delightful restaurants, bars, and shops. Anguilla has some of the most beautiful sunsets and delicious rum punch to be found in the Caribbean.  It is also home to Cuban tree frogs, red-footed tortoise, green iguanas and five species of bats.  Worth checking out is Wallblake House, a heritage plantation house and museum said to be the oldest building on the island and located nearby.

Road Bay, French Invasion Hike

Road Bay, French Invasion Hike

Port
Road Bay
Time
9:00 AM
Duration
2.5 Hours
Activity Level
Strenuous

Add during booking

$159 USD

Road Bay, Shoal Bay Beach Transfer

The guests will be driven from Road Bay to Shoal Bay Beach one of the most beautiful beaches in the Caribbean, some say the whole world, with its pinkish hued white sand and intense turquoise water, Shoal Bay in itself is a destination. Here you will spend the day at a local, low key Caribbean style bar and restaurant on the more secluded end of the beach. Windstar guests will have their own designated area on the beach and will receive beach chairs and umbrellas, as well as a drink (mixed drink, beer, wine, soda or water) upon arrival. Shoal Beach is 2 miles long, so you can walk from end to end. Enjoy this tranquil and beautiful Caribbean setting. Please note: Wear your swimsuit under your clothing and bring a towel, sunglasses, a hat and sunscreen.

Port
Road Bay
Time
8:30 AM
Duration
4 Hours
Activity Level
Easy

Add during booking

$129 USD

Road Bay, Island Exploration by Moke

Port
Road Bay
Time
9:00 AM
Duration
2.5 Hours
Activity Level
Strenuous

Add during booking

$579 USD

Concierge Collection: Road Bay, Snorkel Adventure by Speedboat

Board your privatized speedboat and set off to your first snorkel spot at Little Bay, the tiniest beach on Anguilla and one of the most beautiful locations to snorkel. It is also one of the most private beaches on Anguilla, since the only way to get there is by foot or by water, and since it is protected by high cliffs on three sides there is hardly any surf, making it a perfect snorkel stop. Snorkeling in these crystal-clear warm waters will be a rewarding experience with plenty of colorful fish, squid and shells. In general, Anguilla is well known for its snorkeling and has an abundance of fish; you can find the feisty little black-barred Sergeant Major and plenty of colorful wrasses, snappers and grunts. Then on to the second snorkel stop, which is Shoal Bay, where you will find a reef abundant with coral and sea fans, along with Parrot Fish, Blue Tang and even Trunk Fish, the ones that look like little triangular boxes. The third and last snorkel spot will be Sandy Island, also famous for its excellent snorkeling with plenty to be seen. After this last stop, rum punch will be served and the guests will return to the pier in Sandy Ground. Please note : Guests must be able to swim and feel comfortable with snorkeling equipment. In addition, the Captain will use his discretion when selecting the stops and snorkeling locations based upon the current weather and sea conditions for the best guest's experience. Wear your swimsuit, sunscreen, hat and cover-up and bring a towel.

Port
Road Bay
Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous

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$329 USD

Road Bay, Concierge Collection: Relaxing Day at Savi with Lunch

Take the scenic route to Savi Beach where everyday is a celebration. Inspired by Anguilla's famous hospitality, Savi Beach ensures that everyone has an exceedingly great day. You will be greeted with a smile and taken to your beach chairs for some relaxation and much needed swim in the Caribbean Sea. Lunch will be served at the restaurant or on the beach (based on your preference) at a predetermined time. Spend some more time at the beach and then head back to the ship.

Please Note: We recommend you bring a swimsuit, cover-up, towel,sunscreen, cash or credit card. 

Port
Road Bay
Time
9:30 AM
Duration
5 Hours
Activity Level
Easy-Moderate

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$459 USD

Road Bay, Iconic Island Highlights with Salt Tasting and Beach Time

Embark on a captivating 2-hour island tour guided by a knowledgeable Anguilla local, providing an opportunity to explore the iconic sights of this stunning island. Your journey includes stops at Sandy Ground village, Anguilla's Sands and Salts, the Iconic Arch, the Pink House, and Back Street South Hill, and a leisurely visit to Shoal Bay for a delightful beach experience. At Sands and Salts, you'll have a unique salt tasting activity, allowing you to sample 6-8 different salts and rim your cocktail with your preferred flavor. You'll be able to relax for a bit while you sip your refreshment and as a memento, take home a small bottle of the salt of your choice. At the beach, enjoy a welcome drink of rum or fruit punch, along with a provided chair and umbrella to soak in the breathtaking ocean views, take a refreshing swim, and unwind. Afterwards, you will return to your awaiting ship. Please note: We recommend you bring a swimsuit and cover up, comfortable shoes, and a towel.

Port
Road Bay
Time
8:30 AM
Duration
4 Hours
Activity Level
Easy

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$199 USD

19
DEC 23, 2026
Soper's Hole
ARRIVE
8:00 AM
DEPART
6:00 PM
MARINA
YES
SHORE EXCURSIONS
5

Arrive at the boardwalk of Pusser's Landing and mingle with other yachtsmen in the utterly charming marina at Soper's Hole. Find a deserted stretch of beach to kick back and ponder this tiny port's rich heritage of romance, pirates, and adventure. An evening departure features a once-in-a-lifetime romantic sunset Sail Away. 

Tortola, Tortola Jeep & Beach Tour

Kick start your adventure at Soper's Hole Marina. After a quick safety briefing, you'll set out caravan style and follow your guide in the lead vehicle. Communicating by VHF radio, you'll head offroad and park your vehicle at the stunning, secluded Smugglers Beach. Stroll along the shoreline of one of Tortola's most inviting beaches. Bask in the sun, swim, or simply admire the natural beauty and serenity of the sea. Back in the Jeep, you'll wind through Long Bay and skirt the beautiful western shores of Apple Bay and the fishing village of Carrot Bay. Ascending Windy Hill, you'll take photos from a 360 degree view up at Sky world, before you continue to Cane Garden Bay and back to Nanny Cay Marina. Enjoy your scenic drive back to the ship. Please note : Minimum age is 4 years (car seat provided). Four guests per vehicle; you can take turns driving. Bring your driver's license (must be 25 to drive). Wear your swimsuit under your clothing; bring a towel, reef-safe/biodegradable sunscreen, a cover-up for further protection from the sun, and a hat. Drinks at Peg Legs Beach Bar include soft drinks, beers and water.

Port
Soper's Hole
Time
8:30 AM
Duration
4 Hours
Activity Level
Moderate

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$199 USD

Tortola, Snorkel Adventure at Peter Island

Board your catamaran at the pier. Your friendly crew will greet you and conduct a short safety briefing to make sure you are well-settled before the Captain sets off. Cruise approximately 45 minutes across the Sir Francis Drake Channel to one of the British Virgin Island's prime snorkel sites. Your approximately 60-minute snorkeling adventure is all about enjoying the beautiful clear waters of the Virgin Islands, the myriad marine life and an idyllic Caribbean beach. Upon arriving at your snorkel site, an experienced instructor will guide you around the underwater world of a secluded location on Peter Island. Back on board, enjoy some drinks before moving on to your 2nd snorkel spot. You can choose to relax on board, swim or enjoy a 2nd guided snorkel tour. Finally, reboard your catamaran and cruise approximately 45 minutes back to the pier in Soper's Hole. Please note : Alternative snorkel locations may be selected according to sea and weather conditions. Wear your swimsuit under your clothing; bring a towel, reef-safe/biodegradable sunscreen, a cover-up for further protection from the sun, and a hat. Masks, snorkels and snorkel vests are provided as well as instruction for novices. You will have approximately 1-1/2 hour snorkel time. Water will be available on board.

Port
Soper's Hole
Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous

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$149 USD

Soper's Hole: Cane Garden Bay Beach Break

Kick start your adventure at Soper's Hole Marina. After a quick safety brief, you will have a 30-minute drive through Zion Hill with beautiful views of Capoons, Carrot and Apple Bays. Enjoy 3 hours free time at Myetts Beach Lounge, a bright colorful, beach bar and restaurant. The beach bar sun loungers and picnic tables are set right at the edge of a white sandy beach. With a drink in one hand and toes in the sand, music drifting out from the bar, you know you have left your worries far behind for a taste of everything Irie (that's Jamaican for pleasing). Swim, relax or take a stroll on the beautiful shores. Your driver will be waiting to take you back to the Marina after a relaxing day. Please note: Swimming is at your own risk, so always use caution. The buses used for the transfer are island style open air buses. Guests must be able to board with minimal assistance. Social distancing is highly encouraged. Wear your swimsuit under your clothing and beach shoes; bring a towel, reef-safe/biodegradable sunscreen, a cover-up for further protection from the sun, and a hat.

Port
Soper's Hole
Time
8:30 AM
Duration
4 Hours
Activity Level
Moderate

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$109 USD

Tortola, Scenic Drive & Beach

From your tender dock, you will take an open-air safari bus on a scenic drive through the capital Roadtown , featuring both coasts of this beautiful island. Follow the Ridge Road and ascend Fort Hill , pausing for photos and commentary along the way. The views towards Anegada, the U.S. Virgin Islands, and many of the British Virgin Islands are unparalleled. After passing the local village of Long Trench with its colorful wall mural depicting historical scenes of island life, you will glimpse the settlement of Fahie Hill . More outstanding views continue as you follow along the ridge, before descending Ross Path to beautiful Cane Garden Bay for a one-hour stay Swim and relax in the crystal clear water at this spectacular white-sand beach and enjoy a complimentary beverage . Changing/showering facilities, a restaurant, and bar (for additional extra-charge drinks) are also available. Your return to Roadtown will include a short visit to the historic Callwoods Rum Distillery and trace the scenic north shore, past Zion Hill and the Sir Francis Drake Channel. Please note : This tour is operated using open safari tour buses that are accessed by three steps and involves driving over winding, steep hills. The buses drive on the left hand side of the road. You will have free time at the beach where a lifeguard will be present. Wear your swimwear under your clothes and bring a towel. Beach chairs and umbrellas are available for rent at the beach.

Port
Soper's Hole
Time
8:30 AM
Duration
4.5 Hours
Activity Level
Easy

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$119 USD

Jost Van Dyke, Catamaran Cruise & Swim to Norman Island

This outing contains all the right ingredients for a fun-filled and memorable day on the water in the BVI. Board a power catamaran from Great Harbor and take in the breathtaking and incredible views of the islands of both the USVI and BVI. Your captain and crew have extensive local knowledge and will share geographical and nautical facts and lore with you. The boat will dock at Pirates Bight on Norman Island, famously known as Treasure Island. The reputed history of piracy on this island is immortalized in Robert Louis Stevenson's famous book Treasure Island . Here, you have free time to snorkel from the beach, enjoy a stroll or simply relax. Please note : Wear your swimsuit under your clothing; bring a towel, sunscreen, and a hat. Guests with heart problems, epilepsy or asthma are not allowed to participate in snorkeling. A waiver must be signed, and medical conditions disclosed. Guests participating in snorkeling should be able to swim and be in good physical condition.

Port
Soper's Hole
Time
7:30 PM
Duration
Invalid Duration
Activity Level
Moderate-Strenuous

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$259 USD

Jost Van Dyke, Great Harbour
ARRIVE
7:00 PM
DEPART
11:59 PM
MARINA
YES
SHORE EXCURSIONS
0

For an island comprised of a mere eight square miles, it's amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis  Drake Waterway. After all that, you'll be ready for an evening drink on the beach - where you can admire your Windstar ship aglow in the harbor.

20
DEC 24, 2026
Jost Van Dyke, Great Harbour
ARRIVE
12:00 AM
DEPART
10:00 PM
MARINA
YES
SHORE EXCURSIONS
0

For an island comprised of a mere eight square miles, it's amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis  Drake Waterway. After all that, you'll be ready for an evening drink on the beach - where you can admire your Windstar ship aglow in the harbor.

21
DEC 25, 2026
Virgin Gorda / Prickly Pear, British Virgin Islands
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
YES
SHORE EXCURSIONS
2

The  beautiful Bank Barrier coral reef wavers just beneath you as your ship makes the break to the bird sanctuary of Prickly Pear Island, so named because it is dotted with prickly pear cacti. Althought uninhabited, it does have a beach bar and water sports facilities. Not far away lies the curious assembly of house-sized boulders called "The Baths," which form huge underground pools and caverns

Virgin Gorda: Highlights & Bath Tour

Enjoy the best that Virgin Gorda has to offer when you take this Island Tour to the world famous Baths. Board your open air safari bus at Gun Creek and wind up the hills to Gorda Peak where you will have the opportunity to photograph the impressive archipelago of the B.V.I. Your route will take you on down the spine of this beautiful island. From here you will drive to The Baths. These massive granite boulders stand out against powdery white sand and crystal-clear waters, so seize this chance to scramble through narrow gaps, intricate pools and passages which comprise this adventurous footpath before it opens out to the spectacular white sands of Devil's Bay. The beach at The Baths boasts an appealing bar, souvenir stand and restrooms. For those not physically inclined, you can still be witness to these dramatic batholiths should you take a drink at the Top of The Baths, or the less strenuous path direct down to Devils Bay. Before boarding the safari busses, sample a complimentary rum punch, punch or water at the gazebo above the Baths, and then enjoy the remainder of your circular island tour via Nail Bay with homes of the rich and famous and Hog's Heaven for some stunning shots of the ship anchored in North Sound. Please note : Wear your swimsuit under your clothes, bring reef-friendly sun screen, towel, camera, reef or aqua shoes to explore the Baths, flip-flops are not recommended. This tour is not recommended for those with mobility issues. Use caution while walking down the trail and through the boulders in the caves. Path is uneven and slippery. On some days expect crowds. Please be aware of the National Flag Warning System and adhere to it at all times. Red Flag: Danger - No Swimming. Yellow Flag: Caution - Weak swimmers are discouraged from entering the water. Purple Flag: Jellyfish Warning. The only way to experience this natural wonder is with our pre- arranged shore excursion being offered onboard.

Port
Virgin Gorda / Prickly Pear, British Virgin Islands
Time
8:00 AM
Duration
4 Hours
Activity Level
Strenuous

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$89 USD

Virgin Gorda: Snorkel Adventure

Board a 36-foot Newton Dive Special vessel for a fun and relaxing cruise through the islands surrounding Virgin Gorda. Motor across the stunning Virgin Gorda waters with views of neighboring islands. The boat will moor at your first snorkel spot, chosen by the Captain as the best location for the day. The crew will assist with getting your snorkel gear ready, give a safety briefing and guide you in the water while pointing out interesting sea life. Once back on board, the Captain will pick out a second snorkel spot for you to enjoy. The tour will end with refreshments on board and a cruise back to shore in time for your beach barbecue. Please note: wear your swimsuit under your clothes, bring a towel, a dry t-shirt or sweatshirt, reef friendly sunscreen, waterproof camera (if you want to record the boulders ashore), and a hat. Participants must sign a waiver before departing the dock. Depending on weather and sea state the snorkel locations might have to be adjusted. Minimum age is 7 years. The only way to experience this natural wonder is with our pre- arranged shore excursion being offered onboard.

Port
Virgin Gorda / Prickly Pear, British Virgin Islands
Time
8:30 AM
Duration
2.75 Hours
Activity Level
Moderate-Strenuous

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$269 USD

22
DEC 26, 2026
Philipsburg, St. Maarten
ARRIVE
6:00 AM
DISEMBARK
7:00 AM
MARINA
NO
SHORE EXCURSIONS
0

Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.