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Windward Islands Surf & Sunsets

Dec 20, 2026 — Dec 27, 2026

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SAN JUAN → SAN JUAN

7 Nights on Star Pride

Revel in seven days of surf, sand and sunsets during this leisurely cruise up and down the Caribbean’s Windward Islands. It’s a perfect vacation getaway for anyone craving a quick escape from life’s everyday obligations. Swim among sea turtles and glide above dazzling coral reefs with a highly skilled diving guide off the coast of Les Saintes’ volcanic shoreline. Vacation time is always well spent among the Windward Islands, but nothing makes it more perfect than the personalized attention and unique excursion opportunities offered by Windstar.

Additional Information
Map routes may vary by sailing. Actual itineraries are listed below.
1
DEC 20, 2026
San Juan
EMBARK
1:00 PM
DEPART
7:00 PM
MARINA
NO
SHORE EXCURSIONS
5

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.

Available Excursions

San Juan

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

Add during booking

$159

San Juan

Time
8:30 AM
Duration
4 Hours
Activity Level
Easy

Add during booking

$829

San Juan

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

Add during booking

$159

San Juan

Time
8:30 AM
Duration
4 Hours
Activity Level
N/A

Add during booking

$729

San Juan

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

Add during booking

$289

2
DEC 21, 2026
AT SEA
3
DEC 22, 2026
St. George's
ARRIVE
9:00 AM
DEPART
10:00 PM
MARINA
NO
SHORE EXCURSIONS
10

Inhale the intoxicating aroma of the "Isle of Spice" as your eyes feast on what is widely claimed to be the most beautiful city in the Caribbean. Spend the day on 2-mile-long Grand Anse beach, and before you go, a taste of nutmeg ice cream is a must.

Available Excursions

St. George's

Time
9:30 AM
Duration
3.5 Hours
Activity Level
Moderate-Strenuous

Add during booking

$215

St. George's

Time
9:30 AM
Duration
2 Hours
Activity Level
Moderate-Strenuous

Add during booking

$119

St. George's

Time
9:30 AM
Duration
4.5 Hours
Activity Level
Moderate

Add during booking

$279

St. George's

Time
9:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous

Add during booking

$89

St. George's

Time
9:30 AM
Duration
7.5 Hours
Activity Level
Easy

Add during booking

$169

St. George's

Time
9:30 AM
Duration
3.5 Hours
Activity Level
Moderate

Add during booking

$99

St. George's

Time
9:30 AM
Duration
4.25 Hours
Activity Level
Moderate-Strenuous

Add during booking

$319

St. George's

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

Add during booking

$69

St. George's

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

Add during booking

$119

St. George's

Time
9:30 AM
Duration
3.5 Hours
Activity Level
Moderate-Strenuous

Add during booking

$99

4
DEC 23, 2026
Bequia
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
YES
SHORE EXCURSIONS
6

The only ships in port are those small enough to anchor alongside the yachts and fishing boats in Admiralty Bay. Bequia's whaling heritage is on display in the museum in pretty Port Elizabeth, or watch the island's famed model boat builders at work on their miniature masterpieces.

Available Excursions

Bequia

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

Add during booking

$149

Bequia

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

Add during booking

$89

Bequia

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

Add during booking

$99

Bequia

Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate

Add during booking

$169

Bequia

Time
8:30 AM
Duration
3 Hours
Activity Level
Strenuous

Add during booking

$119

Bequia

Time
8:30 AM
Duration
6 Hours
Activity Level
Moderate

Add during booking

$269

5
DEC 24, 2026
Mayreau
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
1

With fewer than 300 inhabitants and miles of secluded beaches, it's easy to feel as if you're on your own private island. Saline Bay is a delightful anchorage that separates the Caribbean from the Atlantic - and a perfect place to play with some of the toys from the Watersports Platform.

Available Excursions

Mayreau

Time
8:30 AM
Duration
3.5 Hours
Activity Level
Moderate

Add during booking

$89

6
DEC 25, 2026
Les Saintes
ARRIVE
10:00 AM
DEPART
5:00 PM
MARINA
YES
SHORE EXCURSIONS
8

This is the Caribbean as you've always imagined it, with yacht-filled harbors set against volcanic mountains and endless stretches of palm-fringed beach. The underwater world here attracted the likes of Jacques Cousteau, but even novice snorkelers will enjoy exploring these impossibly blue waters.

Available Excursions

Les Saintes

Time
10:30 AM
Duration
3 Hours
Activity Level
Easy-Moderate

Add during booking

$209

Les Saintes

Time
10:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous

Add during booking

$249

Les Saintes

Time
10:30 AM
Duration
2.5 Hours
Activity Level
Moderate

Add during booking

$129

Les Saintes

Time
10:30 AM
Duration
2 Hours
Activity Level
Strenuous

Add during booking

$149

Les Saintes

Time
10:30 AM
Duration
1 Hours
Activity Level
Easy

Add during booking

$119

Les Saintes

Time
10:30 AM
Duration
2 Hours
Activity Level
Strenuous

Add during booking

$119

Les Saintes

Time
10:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous

Add during booking

$179

Les Saintes

Time
10:30 AM
Duration
1.25 Hours
Activity Level
Moderate

Add during booking

$109

7
DEC 26, 2026
Marigot, St. Martin
ARRIVE
8:00 AM
DEPART
3:00 PM
MARINA
NO
SHORE EXCURSIONS
4

Established around 1689, Marigot is the attractive capital of French St. Martin, with its brightly colored houses, a lively open-air market, secluded beaches, and pretty waterfront promenade. Because of its tax-free status, Marigot is a popular center for duty-free shopping, where all of the world's most prestigious brands can be found.  Originally the area was marshy, and surrounded by mangroves. In the 1970s part of the bay was filled in to extend Marigot into a larger city with a marina. Overlooking Marigot is Fort St. Louis, the largest historical monument in St. Martin with an impressive panoramic view of the bay.

Available Excursions

Marigot, St. Martin

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

Add during booking

$319

Marigot, St. Martin

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

Add during booking

$99

Marigot, St. Martin

Time
8:30 AM
Duration
5 Hours
Activity Level
Easy

Add during booking

$259

Marigot, St. Martin

Time
8:30 AM
Duration
4 Hours
Activity Level
Easy

Add during booking

$299

8
DEC 27, 2026
San Juan
ARRIVE
7:00 AM
DISEMBARK
8:00 AM
MARINA
NO
SHORE EXCURSIONS
0

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.

Star Pride

number of decks
6 Decks
yacht length
440 ft (134 meters)
yacht crew size
140 Crew Members
yacht guest capacity
312 Guests
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Staterooms

Room Size 575 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 400 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 468 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 2 Passengers
Amenities
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Available Dates

Date Yacht
Starting from
Actions
Nov 8 (Sun) – Nov 15 (Sun), 2026November 8 (Sun) – November 15 (Sun), 2026Star Pride
Nov 22 (Sun) – Nov 29 (Sun), 2026November 22 (Sun) – November 29 (Sun), 2026Star Pride
Dec 6 (Sun) – Dec 13 (Sun), 2026December 6 (Sun) – December 13 (Sun), 2026Star Pride
Jan 3 (Sun) – Jan 10 (Sun), 2027January 3 (Sun) – January 10 (Sun), 2027Star Pride
Nov 8 (Mon) – Nov 15 (Mon), 2027November 8 (Mon) – November 15 (Mon), 2027Star Pride
Nov 22 (Mon) – Nov 29 (Mon), 2027November 22 (Mon) – November 29 (Mon), 2027Star Pride
Dec 27 (Mon) – Jan 3 (Mon), 2028December 27 (Mon) – January 3 (Mon), 2028Star Legend
Jan 10 (Mon) – Jan 17 (Mon), 2028January 10 (Mon) – January 17 (Mon), 2028Star Legend
Jan 24 (Mon) – Jan 31 (Mon), 2028January 24 (Mon) – January 31 (Mon), 2028Star Legend
Feb 7 (Mon) – Feb 14 (Mon), 2028February 7 (Mon) – February 14 (Mon), 2028Star Legend
Feb 21 (Mon) – Feb 28 (Mon), 2028February 21 (Mon) – February 28 (Mon), 2028Star Legend
Mar 13 (Mon) – Mar 20 (Mon), 2028March 13 (Mon) – March 20 (Mon), 2028Star Pride
Mar 27 (Mon) – Apr 3 (Mon), 2028March 27 (Mon) – April 3 (Mon), 2028Star Pride

Windward Islands Surf & Sunsets

SAN JUAN → SAN JUAN

7 Nights on Star Pride

Dec 20, 2026 — Dec 27, 2026

Revel in seven days of surf, sand and sunsets during this leisurely cruise up and down the Caribbean’s Windward Islands. It’s a perfect vacation getaway for anyone craving a quick escape from life’s everyday obligations. Swim among sea turtles and glide above dazzling coral reefs with a highly skilled diving guide off the coast of Les Saintes’ volcanic shoreline. Vacation time is always well spent among the Windward Islands, but nothing makes it more perfect than the personalized attention and unique excursion opportunities offered by Windstar.

1
DEC 20, 2026
San Juan
EMBARK
1:00 PM
DEPART
7:00 PM
MARINA
NO
SHORE EXCURSIONS
5

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.

San Juan: Old San Juan Natl Historic Parks Walking Tour with Transfer to Windstar Hotel

Not every day will you get an opportunity to visit the 2nd oldest city in America. For about 90 minutes you will walk the cobblestone streets accompanied by an expert guide who will give you interesting information on many amazing structures and relate events that make Old San Juan a must-do on your bucket list . You will visit San Cristobal Fort, the largest fort built by the Spanish in the New World. Learn the mystery of the sentry boxes and other memorable facts. On the way to the airport you will also have the opportunity to visit and learn the history of the T apia Theater, Plaza Colon, Plaza de Armas, La Rogativa, The San Jose Church, The Governor's Main House, San Juan Cathedral , and other interesting sites. You will be transferred to the Windstar Hotel. Please note : Wear comfortable attire and walking shoes.

Port
San Juan
Time
8:30 AM
Duration
3.25 Hours
Activity Level
Moderate-Strenuous

Add during booking

$159 USD

San Juan, Concierge Collection: Half Day Private SUV with 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. See the iconic sites or create your own personal stops to make the experience your own. Please note : Capacity: 3-6 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
San Juan
Time
8:30 AM
Duration
4 Hours
Activity Level
Easy

Add during booking

$829 USD

San Juan: Old San Juan Natl Historic Parks Walking Tour with Transfer to Airport

Not every day will you get an opportunity to visit the 2nd oldest city in America. For about 90 minutes you will walk the cobblestone streets accompanied by an expert guide who will give you interesting information on many amazing structures and relate events that make Old San Juan a must-do on your bucket list. You will visit San Cristobal Fort, the largest fort built by the Spanish in the New World. Learn the mystery of the sentry boxes and other memorable facts. On the way to the airport you will also have the opportunity to visit and learn the history of the Tapia Theater, Plaza Colon, Plaza de Armas, La Rogativa, The San Jose Church, The Governor's Main House, San Juan Cathedral, and other interesting sites. Please note : Wear comfortable attire and walking shoes.

Port
San Juan
Time
8:30 AM
Duration
4 Hours
Activity Level
Moderate-Strenuous

Add during booking

$159 USD

Shore Excursion

Port
San Juan
Time
8:30 AM
Duration
4 Hours
Activity Level
N/A

Add during booking

$729 USD

San Juan, Bacardi Rum Tour & Tasting- With Transfer to Windstar Hotel

San Juan, Bacardi Rum Tour & Tasting- With Transfer to Windstar Hotel

Port
San Juan
Time
8:30 AM
Duration
3.5 Hours
Activity Level
Easy-Moderate

Add during booking

$289 USD

2
DEC 21, 2026
AT SEA
3
DEC 22, 2026
St. George's
ARRIVE
9:00 AM
DEPART
10:00 PM
MARINA
NO
SHORE EXCURSIONS
10

Inhale the intoxicating aroma of the "Isle of Spice" as your eyes feast on what is widely claimed to be the most beautiful city in the Caribbean. Spend the day on 2-mile-long Grand Anse beach, and before you go, a taste of nutmeg ice cream is a must.

St. Georges, Certified One-Tank Dive

This afternoon's dive will be at either Boss Reef or Purple Rain Reef , where coral, fish, and other sea life present an amazing kaleidoscope of color and texture. Site will be decided on the day of the dive. The dive time is between 45-50 minutes. Please note : Divers who have not logged a dive in the past 12 months will be required to take a refresher course which can be taken at an additional cost of $80. Wear your swimsuit under your clothing and bring a towel. Waiver release forms must be signed and medical conditions must be disclosed. Please bring your C-card.

Port
St. George's
Time
9:30 AM
Duration
3.5 Hours
Activity Level
Moderate-Strenuous

Add during booking

$215 USD

St. Georges, Powerboat & Snorkeling at the Statues Park *

You will be collected from the jetty next to your yacht's dock. Climb aboard the twin engine powerboat and enjoy a fun adventure. After a short safety briefing you will head north along Grenada's sheltered western coast. During your tour you will learn about the Spice Isle and also information on the ecology, wildlife, geography and local history of Grenada. The boat will stop for approximately 40 minutes so snorkelers can explore with a guide the world-famous underwater sculpture park of Grenada now listed as one of the Top 25 Wonders of the World by National Geographic . Non-snorkelers are free to stay on board with your captain. After the snorkel enjoy a local juice before zooming off for another hour of fun, exploring, and great photo opportunities. Your tour will visit the historic town of St. Georges where you cruise the protected inner harbor of one of the prettiest towns in the Caribbean, before one last blast back to the dock to disembark. Please note : Wear a swimsuit; bring a towel and adequate sun protection. A liability waiver is required. Itinerary and snorkel site are subject to change due to sea and weather conditions. The minimum age to participate is 8 years old. This tour is not recommended for pregnant women. Snorkelers should be able to swim. Maximum weight 275 lbs.

Port
St. George's
Time
9:30 AM
Duration
2 Hours
Activity Level
Moderate-Strenuous

Add during booking

$119 USD

St. Georges, Discover Scuba

St. George's offers a wonderful opportunity to begin the sport of SCUBA diving. Your package includes instruction and a shallow pool dive, as well as all equipment. Afterwards, you will proceed to a shallow dive area and explore the wonders of the beautiful waters of Grenad a. Please note : Minimum age is 10 years old.

Port
St. George's
Time
9:30 AM
Duration
4.5 Hours
Activity Level
Moderate

Add during booking

$279 USD

St. Georges, Clear Bottom Kayaking

Have you ever wondered what the underwater would look like but you can't snorkel or SCUBA dive? Well now you can, with Grenada's newest underwater adventure. You will discover what the underwater looks like in a "sit on top" double clear bottom kayak. The journey takes 15 minutes from the port to your starting point at Grand Mal Bay , next to the newly refurbish building formerly known as Sunset View Restaurant , on the West Coast. There you will board your kayak and begin your fantastic journey over the Grand Mal coral reefs, down to Cherry Hill, turn around and move on to Mollinere Bay where you will view the popular divers' reefs, and experience the wonders of the underwater world. After 1 1/4 hours you will return to the Kayak house where you will recover from the wonders of the underwater world, with a swim in the calm bay, and a complimentary drink at the bar (rum punch, local beer, local fruit juice, soft drink or water) before you will be returned to the pier. Please note : Bring your swimsuit and towel, sunscreen and a hat and/or sunglasses. Guests will be required to sign a waiver to participate on this tour. Minimum age is 8 years old and maximum weight is 250 lbs.

Port
St. George's
Time
9:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous

Add during booking

$89 USD

St. Georges, The Best of Grenada

Discover the scents and aromas of the "Isle of Spice" on this full day sightseeing tour by motor coach. Your driver will follow the picturesque West Coast, rich in history and color, to the Diamond Chocolate Factory in Victoria, which produces the Jouvay chocolate ranked by the National Geographic in the top 10 of the Best Chocolate in the World. You will learn how chocolate (tree to bar) is produced and exported. A delicious chocolate tasting and sampling will conclude this enjoyable visit to one of the most amazing sites in the Caribbean. Next, drive north for a magnificent view of the Grenadine Islands to the fishing town of Sauteurs, located at the northern point of the island. Arrive at Lake Antoine, a shallow crater lake formed by the collapsed cone of a volcano which hosts a wide variety of wildlife, then on to a delicious Creole lunch served at the restaurant of the plantation. Leaving the restaurant you will return to the pier through the rainforest over the mountains with a stop at Grand Etang, home of the mona monkey, and Annandale Fall where you can take a short walk through the stunning gardens. Please note : Tour order may vary and taking photos or videos inside the nutmeg factory is not allowed.

Port
St. George's
Time
9:30 AM
Duration
7.5 Hours
Activity Level
Easy

Add during booking

$169 USD

St. Georges, Fort Frederick Rainforest & Waterfall

Your sightseeing adventure begins with a scenic drive through St. George's, the capital of Grenada, as you make your way to Fort Frederick. This 18th-century fortress, perched atop Richmond Hill, offers stunning panoramic views of St. George's harbor. Built originally by the French in 1779 and completed by the British in 1791, during the French Revolution, Fort Frederick is a striking stone quadrangle with bastions at each corner. Next, visit Annandale Waterfall, where a short yet steep walk leads you into a lush green paradise. The waterfall, framed by hanging ferns and a variety of local flowering and medicinal plants, is a true natural gem. Your final stop is Grand Etang National Park, where you'll enjoy a complimentary beverage while taking in the breathtaking views of the lake nestled in the crater of an extinct volcano. The park's stunning scenery offers an opportunity to witness the rich biodiversity of the rainforest, and with a bit of luck, you might even spot the Mona Monkey, which has made this area its home. Please note that the Fort Frederick visit is not suitable for guests with limited mobility, as it is not wheelchair accessible. The tour sequence may vary, and one complimentary drink per person is included. It is recommended that guests bring a bottle of water from the ship.

Port
St. George's
Time
9:30 AM
Duration
3.5 Hours
Activity Level
Moderate

Add during booking

$99 USD

St. Georges, Certified Two-Tank Dive

This 2-tank dive will visit both Boss Reef and Purple Rain Reef . Each dive will be about 45-50 minute s, with a surface interval between dives of approximately one hour. Please note : Divers who have not logged a dive in the past 12 months will be required to take a refresher course which can be taken at an additional cost of $80. Please wear your swimsuit under your clothes and bring a towel. Waiver release forms must be signed and medical conditions must be disclosed. Please bring your C-card.

Port
St. George's
Time
9:30 AM
Duration
4.25 Hours
Activity Level
Moderate-Strenuous

Add during booking

$319 USD

St Georges, Spice of Our Lives

Your journey will begin at the pier where you'll board your air-conditioned coach and enjoy a scenic drive through the capital of St. George's en route to De La Grenade Industries, where you can sample delicious products, such as jams, jellies and nutmeg syrup. Their prize-winning nutmeg liqueur and rum punch are not to be missed. Next head to Laura Herb and Spice Garden, an amazing botanical garden that grows herbs and spices used for medicinal remedies. Tour the grounds and discover the cornucopia of trees, herbs and spices grown here. The guide will accompany you along the garden path lined with nutmeg shells for an educational tour. You'll have time afterwards to explore the gift shop just before continuing on to Grenada Distillers. You will be welcomed at Grenada Distillers by friendly and knowledgeable guides who will explain the history and all the different processes and stages of making their fine rum from a factory that has been in operation since 1937. After the tour, you will be invited to sample their award-winning rums at the sample bar. From the Grenada Distillers you will drive back to the port. Please note: Wear comfortable walking shoes.

Port
St. George's
Time
9:30 AM
Duration
4 Hours
Activity Level
Easy-Moderate

Add during booking

$69 USD

St. Georges, Izzie's Great House Discovery

The Tower Estate is a unique property that is known as the Downton Abbey of Grenada. This estate has been the home of the Slinger Family since the mid 1940's and is a beautiful 107-year-old historic Victorian-style great house that sits atop a small peak in the Parish of St. George. It boasts a 1-1/2-acre lush tropical ornamental flower garden, surrounded by flowering trees, shrubs, vegetables, fruit trees and the island's world-famous array of spices. The magnificent stone and wood building features mahogany ceilings, hand-crafted paneled walls, furnished with period antiques, reminiscent of yesteryear and adorned with a unique collection of maps and prints that hold the keys to rich, historical stories of Grenada. Your tour will include a tour of the garden and the house where you will enjoy light snacks that will include Grenada's famous chocolate and incredible blue tea. Please note : Wear comfortable walking shoes. This tour is not recommended for guests with mobility issues due to the garden visit and the amount of time spent standing.

Port
St. George's
Time
9:30 AM
Duration
3 Hours
Activity Level
Easy-Moderate

Add during booking

$119 USD

St. Georges, Sailing Cruise to the Statue Park

Travel along Grenada's picturesque coastline aboard a spacious, 65-foot catamaran sloop designed and built specifically for day charters cruises. Step aboard and you'll embark on a journey that will showcase the picturesque island and all the beauty of Grenada's west coast with stops at the underwater sculpture park and Mango Bay. From St. George's harbor, you will sail north along Grenada's west coast to stop and discover the underwater sculpture park of Grenada in their Marine Protected Area. These statues are sympathetically located to enhance the reef, making natural use of its varied topography of craggy gullies and sun-dappled sandy patches. Then you will sail to Mango Bay Beach for a second stop before a one hour sailing back to the cruise terminal. Please note : Unlimited beverages are provided throughout, including rum punch, juices, and mineral water. Half of the boat has shade. You must walk in ankle-deep water to (dis)embark the boat. Wear aqua shoes and your swimsuit under your clothing, bring a towel, sunscreen, and a hat. Mask, snorkel, and snorkel vest are provided (No fins). Rum punch will be served only after the snorkeling.

Port
St. George's
Time
9:30 AM
Duration
3.5 Hours
Activity Level
Moderate-Strenuous

Add during booking

$99 USD

4
DEC 23, 2026
Bequia
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
YES
SHORE EXCURSIONS
6

The only ships in port are those small enough to anchor alongside the yachts and fishing boats in Admiralty Bay. Bequia's whaling heritage is on display in the museum in pretty Port Elizabeth, or watch the island's famed model boat builders at work on their miniature masterpieces.

Bequia, Taste of Bequia

Embark on a tantalizing culinary expedition across Bequia, awakening your taste buds with an array of flavors. Your guide will greet you as your adventure commences with a leisurely stroll along the Belmont Waterfront Boardwalk. Your first destination is the famed Frangipani's waterfront open-air restaurant and bar, recognized among the world's top 100 bars. Indulge in an assortment of Caribbean-infused cocktails featuring enticing flavors like mango, passion fruit, golden apple, and the renowned Frangi Fever. This establishment serves gourmet West Indian cuisine with global influences, highlighting fresh fruits, vegetables, and locally sourced seafood from the Grenadines. Relish a sampling platter of the island's specialties before proceeding to your next venue. Your next stop is Mac's, renowned for over 40 years for their exceptional pizzas boasting a selection of more than 45 toppings, including lobster during its season, you'll experience a casual, laid-back atmosphere against the backdrop of the Caribbean Sea. Engage your senses fully: taste the delectable pizza, feel the gentle Caribbean breeze, admire the natural surroundings, and immerse yourself in the ambient background music. Your last stop of the tour is the Plantation Restaurant and Bar. Serenaded by the soothing sounds of waves, capture the postcard-perfect views of Admiralty Bay while anticipating a delightful selection of freshly baked sweet island delicacies. As your culinary voyage draws to a close, you'll journey back to the port, cherishing the delightful memories created during your time exploring the culinary delights of Bequia. Please note: we recommend you wear comfortable walking shoes and bring local currency.

Port
Bequia
Time
8:30 AM
Duration
3.5 Hours
Activity Level
Easy-Moderate

Add during booking

$149 USD

Bequia Highlights

Hop into the back of a covered safari-style jeep, the island's signature mode of transportation, and embark on an exciting tour of Bequia. Starting in the bustling town of Port Elizabeth, we'll drive towards Fort Hamilton, an historic fort perched 300 feet above sea level. From here, you'll enjoy panoramic views of Admiralty Bay and the surrounding area, while learning about the French cannons once used in their conflict with the British centuries ago. Next, we'll head to Mount Pleasant, where you can take in breathtaking views of charming local homes and the stunning bays that surround the island. Continuing along the scenic Atlantic coastline, we'll stop at Spring and visit the Firefly Plantation. Here, a guided tour will introduce you to the island's diverse fruit trees and lush vegetation. After exploring Bequia's highlights, we'll return to the harbor and head back to the ship, having experienced the island's natural beauty and rich history from a unique perspective. Please note : Bring sunscreen and wear comfortable walking shoes.

Port
Bequia
Time
8:30 AM
Duration
2.5 Hours
Activity Level
Easy-Moderate

Add during booking

$89 USD

Bequia, Bequia Fort & Lower Beach Getaway *

Enjoy a scenic drive from the port to Fort Hamilton where there are beautiful views of the harbor of Port Elizabeth. A wonderful location to take memorable pictures of your visit. Then you will drive to Lower Bay Beach where you will get a beach chair and choice of a local rum punch, local beer or soft drink (juice). Relax on the beach, take a swim and enjoy a few hours relaxing in the sun until it is time to return to the port. Please note: Bring your swimsuit, local currency, sunscreen, a hat, and towels.

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

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$99 USD

Bequia, Concierge Collection: Rum Tasting at Firefly Plantation

Enjoy a peaceful ride on board an open back safari type jeep where the refreshing island breeze is sure to relax you. As you journey to the Firefly Plantation, take in the wonderful green landscape and beautiful island vibes. Your experience at the Firefly Plantation begins with an introduction and educational estate walk through the grounds that are abundant with fruit trees, you will have the opportunity to sample some of the locally grown fruits. After your estate walk, refresh and cool down with a complimentary cold towel and infused water. Then, take a spot at the bar; here you will be greeted by an enthusiastic bartender, who will introduce your taste buds to a variety of flavors from locally made rums, 2 dark rums and 1 light rum . While tasting and enjoying these rums, a brief history will be given on each rum along with facts about the rums and the ingredients used. Local bar snack will be served as a pairing with the rum tasting. At the end of this one-of-a-kind experience, you get to take home your own mini rums along with a recipe card so you can make your own drinks at home.

Port
Bequia
Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate

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$169 USD

Bequia Snorkel Adventure

What better way to enjoy the Caribbean than to engage in what the area is best known for! A coastal scenic trip and a bit of snorkeling are just the right combination to provide some adventure. You will climb aboard an adventure power boat and set off towards one of the island's snorkel sites. See tiny shellfish in their natural habitat and watch the schools of fish dart playfully around you. After a while in the water you will return to your boat where the Captain's famous rum punch will be served. Enjoy the scenery as you sip on your beverage and your boat takes you back to the pier and your waiting yacht. Please note : Wear your swimsuit under your clothing and bring a towel. You may stay on board and enjoy the atmosphere if you choose not to snorkel.

Port
Bequia
Time
8:30 AM
Duration
3 Hours
Activity Level
Strenuous

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$119 USD

Bequia, Mustique Magic with Lunch

Enjoy power cruising over to the island of the rich and famous. Discover Mustique, a 14-acre gem with fertile valleys surrounded by coral reef, coves and dazzling beaches. You will enjoy a coastal tour while boating in along the coast, the history and homes of this exotic getaway of the rich and famous are pointed out at this time. Upon arrival visit the unique shops, relax on one of Mustique's white-sand beaches or enjoy the vividness and beauty of the underwater marine life or take an optional taxi tour around the island. The tour continues with a delicious local lunch at an island restaurant . Have a swim before heading back to Bequia. Please note : This power boat experience may have waves and splashing and is not recommended for persons with back problems. Wear your swimsuit under your clothing and bring a towel. Bring a hat, local and US currency and sunscreen.

Port
Bequia
Time
8:30 AM
Duration
6 Hours
Activity Level
Moderate

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$269 USD

5
DEC 24, 2026
Mayreau
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
1

With fewer than 300 inhabitants and miles of secluded beaches, it's easy to feel as if you're on your own private island. Saline Bay is a delightful anchorage that separates the Caribbean from the Atlantic - and a perfect place to play with some of the toys from the Watersports Platform.

Mayreau, Grenadines Island Escape

This exclusive sail-away tour will take you through part of the Grenadines archipelago experiencing coastlines garlanded with white-sand beaches as you make your way to Mopion . Along the way, you will sail past Palm Island, a private island is a resort named after the hundreds of coconut palms planted by the original owner over 30 years ago. Continuing on, you will head for Mopion - an islet resembling an atoll in the South Pacific surrounded by a reef lagoon. Upon arrival to Mopion, your mind will be set back decades, as this perfect setting is the antidote for the stresses of everyday life. The crystal-clear waters and white sand are breathtaking - life does not get more ideal than this! On your return, you can enjoy the Captain's special rum punch . But watch out as it has a kick! Please note: Remember your sunblock and beach towels. You may bring along your own snorkel gear from the yacht and you will be taken ashore by small boat as it is illegal to anchor on the reef.

Port
Mayreau
Time
8:30 AM
Duration
3.5 Hours
Activity Level
Moderate

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$89 USD

6
DEC 25, 2026
Les Saintes
ARRIVE
10:00 AM
DEPART
5:00 PM
MARINA
YES
SHORE EXCURSIONS
8

This is the Caribbean as you've always imagined it, with yacht-filled harbors set against volcanic mountains and endless stretches of palm-fringed beach. The underwater world here attracted the likes of Jacques Cousteau, but even novice snorkelers will enjoy exploring these impossibly blue waters.

Les Saintes, Sample Culinary Treasures of Guadeloupe

This culinary delight will start with a boat ride from the pier to Pain de Sucre beach. You'll cross Les Saintes Bay, and your hostess will welcome you to the pontoon and take you on a culinary history tour of the island. Along the way, you'll taste punches and syrups, foie gras and duck breast toasts with Creole flavors, smoked fish, rum, and sweets with coffee and chocolate. After your food tour, you'll have time to relax in a lounge chair on the Pain de Sucre beach before heading back to the ship. Please note: This menu is an example of the foods you may taste on your tour and the menu is subject to change. Guests are encouraged to wear a swimsuit under their clothing and bring a towel, sunscreen, and local currency.

Port
Les Saintes
Time
10:30 AM
Duration
3 Hours
Activity Level
Easy-Moderate

Add during booking

$209 USD

Les Saintes, Sailing the Bay

Prepare for your voyage aboard an 80-foot sailing catamaran. Following a brief introduction and safety instructions, the captain will navigate you through the stunning bay. You'll sail through multiple islands, including Ilet Cabrit, Ilet Redonde, Grand Ilet, and Ilets les Augustins, before stopping near Pain de Sucre. Renowned for its tranquil, crystal-clear waters, Pain de Sucre offers the perfect opportunity for a delightful swim. After your stop, you'll have the opportunity to enjoy a complimentary drink as you make your way back to the pier. Please Note : we recommend you bring a swimsuit under cover up, towel, sunglasses, hat, and reef safe sunscreen.

Port
Les Saintes
Time
10:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous

Add during booking

$249 USD

Les Saintes, Historic Tastes & Treasures of Fort Napoleon

Fort Napoleon has a rich history and is the setting for some of the most dramatic harbor views in the Caribbean. Join your English-speaking guide at the pier where a private shuttle will bring you to the gate at the top of Napoleon Hill . Afternoon entry to the fort allows a more intimate opportunity to enjoy the history of the fort, its gardens, and eclectic museum collection depicting life on the island over the last 2500 years. Following your guided tour of these areas, you will retreat to the original fort's kitchen where you will sample a variety of local, iconic foods including the famous local cakes. No Windstar tour in the Caribbean would be complete without a taste of rum and today you will sample the " Sun Rum " mixed on the island. When you are ready to leave you have the option to hike back to the town or take advantage of the shuttle service provided for you. Please note : This exclusive tour accommodates a maximum of 24 people. Space is limited, sign up early.

Port
Les Saintes
Time
10:30 AM
Duration
2.5 Hours
Activity Level
Moderate

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$129 USD

Les Saintes, Blue Escape Kayaking *

Explore the pristine turquoise waters of Les Saintes during an eco-friendly excursion, aboard a clear-bottom kayak. With a short transfer by boat you will go to the kayaking base. After a safety briefing, begin your guided kayaking tour with your instructor along the most beautiful spot: Le Pain de Sucre. Paddle along the crystal-clear waters, see the exquisite seabed, tropical fishes and marine life. At your return to the base, enjoy a cocktail and return back to the pier. At your return to the base, enjoy a cocktail and free time on the beach. At your disposal are a beach chair, snorkeling equipment, kayak and others. You will head back to the pier by boat. Please note: Wear light clothes, hat or visor, sunscreen, and sunglasses. Guests paddle themselves in their kayak. Not recommended for guests who suffer from: seasickness, salt and sun allergies or back and shoulder problems.

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

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$149 USD

Les Saintes, Terre de Haut Panoramic Tour

Depart from the pier with your guide by small bus to explore Terre-de-Haut. Drive through the village with its multicolored houses and Catholic Church towards the Caribbean coast. First photo stop on one of the most beautiful places of the Archipelago, Le Pain de Sucre, a 164-foot volcanic hill above sea level, whose steep slopes fall into Les Saintes Bay. Discover the cemetery made up of shells and look for iguanas. Then take pictures at Grande Anse Beach, well-known for the concert that nature offers when the waves crash. See the small airport where pilots must hold a special clearance and the panoramic view on Marigot Bay with its turquoise water. Please note: Wear comfortable and casual clothes and shoes and bring sunscreen sunglasses, a cap or hat and water.

Port
Les Saintes
Time
10:30 AM
Duration
1 Hours
Activity Level
Easy

Add during booking

$119 USD

Les Saintes, Snorkel Experience in Les Saintes *

Sail along the third most beautiful bay of the word, Terre de Haut, passing by islands and islets en route to Terre de Bas. Explore the seabeds of Terre de Bas and the idyllic cove of Anse Fidelin during a guided snorkeling session in these warm, crystal-clear waters. Along the way, look for the colorful coral, sea turtles, tropical fish, and marine life that inhabit your exquisite surrounds. At the conclusion of your snorkeling session, embark the boat and relax with a refreshment during the short ride back to the pier. Please note: This tour is weather dependent and guests must have no mobility issues. You will have to bring your swimsuit, towel, sunscreen, sunglasses and a hat. Tour operates on a boat and is not recommended for guests who suffer from seasickness, salt and sun allergies.

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

Add during booking

$119 USD

Les Saintes, Relax & Snorkel *

Admire the tropical beauty of Isles des Saintes with this panoramic sightseeing and snorkeling excursion. Boat-Ride and see the beautiful bay, passing by Ilet Cabrit, Terre de Bas, Ilet Redonde, Grand Ilet, Ilet de la Coche, and Ilets Les Augustins. Then stop for a guided snorkeling session in the warm, crystal-clear waters nearest Pain de Sucre. Relax as you return back to the pier. Please note: This tour is weather dependent and guests must have no mobility issues. You will have to bring your swimsuit, towel, sunscreen, sunglasses and a hat. Tour operates on a boat and is not recommended for guests who suffer from seasickness, salt and sun allergies.

Port
Les Saintes
Time
10:30 AM
Duration
3 Hours
Activity Level
Moderate-Strenuous

Add during booking

$179 USD

Les Saintes, Explore Terra de Haut by Foot

Start your walk from the pier with your expert guide. Terre de Haut is a charming island well known for its colorful houses, transparent waters, and mountains. With your guide, you'll explore the village of Terre de Haut and learn about the heart of island life, visit the town hall square, walk past colorful fishermen's houses, and visit the local church. Before walking back to the boat, you'll have time to taste a Terre de Haut specialty, Tourments d/Amour, a round cake filled with jam. Please note : Guests are encouraged to wear comfortable walking shoes and bring a hat, sunscreen, water bottle, and local currency.

Port
Les Saintes
Time
10:30 AM
Duration
1.25 Hours
Activity Level
Moderate

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$109 USD

7
DEC 26, 2026
Marigot, St. Martin
ARRIVE
8:00 AM
DEPART
3:00 PM
MARINA
NO
SHORE EXCURSIONS
4

Established around 1689, Marigot is the attractive capital of French St. Martin, with its brightly colored houses, a lively open-air market, secluded beaches, and pretty waterfront promenade. Because of its tax-free status, Marigot is a popular center for duty-free shopping, where all of the world's most prestigious brands can be found.  Originally the area was marshy, and surrounded by mangroves. In the 1970s part of the bay was filled in to extend Marigot into a larger city with a marina. Overlooking Marigot is Fort St. Louis, the largest historical monument in St. Martin with an impressive panoramic view of the bay.

Marigot, French Creole Cooking Class

Located just 25 minutes from the port, Creole Culinary is renowned for its lively atmosphere and hands-on Cooking Masterclasses. Spend time with Chef Anna or Francky as they share their expertise and guide you in crafting a delicious Creole-inspired meal. Along the way, enjoy a brief history of the region, and afterward, savor your culinary creation while sipping a cocktail or a glass of wine. 

Port
Marigot, St. Martin
Time
8:30 AM
Duration
5 Hours
Activity Level
Easy-Moderate

Add during booking

$319 USD

Marigot, French and Dutch Island Discovery

Depart Marigot port for a scenic drive toward Paradise Peak, the island’s highest point, passing Grand Case and continuing by Orient Beach to Paradise Lookout Point for stunning views of Orient Beach and St. Barth. Travel through Quartier d’Orleans, or French Quarter, before crossing into the Dutch side of the island. In Philipsburg, the Dutch capital, enjoy about an hour of free time to shop along Front Street or stroll the Boardwalk with its restaurants, bars, and ice cream parlors, as well as views of the cruise ships at the Dr. A.C. Wathey Cruise & Cargo Facility. The tour continues to Cay Hill Lookout Point for photo-worthy views of Simpson Bay Lagoon—the Caribbean’s largest land-enclosed lagoon—Simpson Bay Beach, and the approach to Princess Juliana International Airport. At the famous Sunset Beach Bar, witness planes landing dramatically overhead before returning to Marigot port to tender back to the ship.

Port
Marigot, St. Martin
Time
8:30 AM
Duration
4 Hours
Activity Level
Easy-Moderate

Add during booking

$99 USD

Marigot, Beach Day at KKO With Lunch

Escape to paradise with a scenic 25-minute drive to the charming French village of Orient Bay, where your experience begins at KKO Beach Restaurant. Enjoy a welcome drink before settling into your reserved beach lounge chair, then savor breathtaking ocean views, the soothing sound of the waves, and a beautifully crafted three-course French lunch prepared in advance for a seamless dining experience. Spend the rest of the day soaking up the sun, swimming in the turquoise sea, or browsing the boutique shops along the beach. As the day winds down, you’ll return to port with unforgettable memories of this idyllic French Caribbean escape.

Port
Marigot, St. Martin
Time
8:30 AM
Duration
5 Hours
Activity Level
Easy

Add during booking

$259 USD

Marigot, Rhum and Rhythm

This curated half-day tour offers an immersive taste of Sint Maarten, ideal for cruise guests wanting to experience local rhum culture, coastal relaxation, and authentic cuisine in a short time. Begin at the Rusty Parrot with a pirate-themed rhum tasting and ship tour, then continue to the Lolo’s in Grand Case for a traditional Creole BBQ meal. Next, visit Colombier Traditions to experience the heritage of the historic Colombier hills while sampling a variety of locally crafted rhums. The journey concludes in the heart of Marigot with a refreshing Guavaberry Slushie or Passionfruit Rum Punch at the Sugar Apple. Blending storytelling, island flavors, plane spotting, beachside charm, and a lively musical ride back to port, this unique four-stop adventure delivers far more than most guests expect—all in just four hours.

Port
Marigot, St. Martin
Time
8:30 AM
Duration
4 Hours
Activity Level
Easy

Add during booking

$299 USD

8
DEC 27, 2026
San Juan
ARRIVE
7:00 AM
DISEMBARK
8:00 AM
MARINA
NO
SHORE EXCURSIONS
0

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.