Star Collector: Spanish Shores Transatlantic Crossing

Mar 27, 2027 — Apr 19, 2027

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PHILIPSBURG, ST. MAARTEN → BARCELONA

23 Nights on Wind Surf

Cross the Atlantic on an unforgettable journey between the Caribbean and Spain. After days of open-sea serenity, the dramatic landscapes of Madeira and Porto Santo reveal lush gardens, volcanic peaks, and golden beaches. Continue on to Lisbon to explore tiled streets, historic trams, and a lively waterfront. Next, discover Spain’s vibrant south, with ports that range from Andalusian charm in Cádiz and Málaga to the Moorish legacy of Almería and Cartagena. The voyage is capped off with the beauty of Mallorca’s coastlines and time in Barcelona, a city alive with Gaudí’s masterpieces and Mediterranean energy.

Popular Highlights

Map routes may vary by sailing. Actual itineraries are listed below.
1
MAR 27, 2027
Philipsburg, St. Maarten
EMBARK
1:00 PM
DEPART
5:00 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

Time
7:30 AM
Duration
4.5 Hours
Activity Level
Easy-Moderate
Price
$99

St. Maarten, Post Island Tour with Transfer to Airport

Time
7:30 AM
Duration
4.5 Hours
Activity Level
Easy
Price
$99

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

Time
7:30 AM
Duration
2.75 Hours
Activity Level
Moderate-Strenuous
Price
$179

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

Time
7:30 AM
Duration
2.75 Hours
Activity Level
Moderate-Strenuous
Price
$179
2
MAR 28, 2027
AT SEA
3
MAR 29, 2027
AT SEA
4
MAR 30, 2027
AT SEA
5
MAR 31, 2027
AT SEA
6
APR 01, 2027
AT SEA
7
APR 02, 2027
AT SEA
8
APR 03, 2027
AT SEA
9
APR 04, 2027
AT SEA
10
APR 05, 2027
AT SEA
11
APR 06, 2027
AT SEA
12
APR 07, 2027
Funchal
ARRIVE
8:00 AM
DEPART
11:59 PM
MARINA
NO
SHORE EXCURSIONS
0

Considered one of Portugal's main tourist attractions and home of world-famous footballer Cristiano Ronaldo, Funchal is known for its style and beauty.  Visit Cabo Girao, the highest sea cliff in Europe or take a trip to the Pica da Torre for an incredible view of Camara de Lobos, a delightful fishing village. With a long history of Madeira winemaking, there'll be time here for a little wine tasting, a meal at one of the many 5-star restaurants, sightseeing to 15th century Cathedral of Our Lady of the Assumption, shopping the bargains to be found here, or experiencing the vibrant night life.

13
APR 08, 2027
PORTO SANTO, MADEIRA
ARRIVE
8:00 AM
DEPART
1:00 PM
MARINA
NO
SHORE EXCURSIONS
2

PORTO SANTO, MADEIRA

Porto Santo, Hike Pico do Castelo

Time
9:00 AM
Duration
3 Hours
Activity Level
Strenuous
Price
$79

Porto Santo, Island Horseback Riding

Time
9:30 AM
Duration
1.5 Hours
Activity Level
Moderate
Price
$145
14
APR 09, 2027
AT SEA
15
APR 10, 2027
AT SEA
16
APR 11, 2027
Lisbon
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
0

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.

17
APR 12, 2027
AT SEA
18
APR 13, 2027
Cádiz
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Cádiz is the most southern province of the Iberian Peninsula. It is extremely rich in natural beauty and some of the most important Natural Parks of Spain and Europe are found here including Sierra de Grazalema and los Alcornocales. Both are rich in flora and fauna, including species under threat of extinction. Many birds find their resting and feeding place here just after or before making the jump from or to Africa.

19
APR 14, 2027
Gibraltar
ARRIVE
9:00 AM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
0

It's an odd bit of Britain here at the toe of Spain, with Barbary apes and miles of tunnels as well as traditional red phone boxes. Legend says Gibraltar was one of the two pillars erected by Hercules to mark the edge of the world. Take the cable car to the top to see if you can see it from here. No, that's not it. That's just Africa. What a view.

20
APR 15, 2027
Málaga
ARRIVE
8:00 AM
DEPART
8:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Here, on the shores of Costa del Sol, the Andalusian spirit thrives. Be sure to include an optional visit to see the brilliant and comprehensive collection of Picasso's work at Museo Picasso Málaga, a tribute to this artistic genius in the city of his birth. Or you may choose to opt for a visit to the beautiful village of Mijas, where picturesque Andalusian country life creates some of the world's best wines. 

21
APR 16, 2027
Almeria, Spain
ARRIVE
7:00 AM
DEPART
8:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Enjoy a walking tour of this ancient city. If you prefer, opt for a beautiful drive through the Andalusian countryside to Granada and the magnificent UNESCO site, the Alhambra Palace. Built in the 14th century, this breathtaking example of Moorish architecture combines intricate mosaics and stone-cast latticework in a tapestry of grace and sophistication unparalleled in western civilization. Or take an optional excursion into nature at one of three UNESCO Biosphere Reserves. 

22
APR 17, 2027
Cartagena
ARRIVE
7:00 AM
DEPART
12:00 PM
MARINA
NO
SHORE EXCURSIONS
0

The walled town of Cartagena is a popular seaport with a large naval shipyard. The seashore offers a wide range of activities from windsurfing to good snorkeling to sailing. From Cartagena you can easily explore the ancient city of Murcia, the coastal resorts of Mazarrón, Cala Cortina, and Cabo de Palos or a little further north, the world famous resort of Mar Menor.

23
APR 18, 2027
Palma de Mallorca
ARRIVE
9:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Mallorca is steep, green, and fringed with enticing coves and more than 200 lush beaches. But all that natural beauty is just the beginning. Stroll along the tree-shaded Paseo de Born in search of tapas. Shop for a Siurell; a traditional red, green, and white clay whistle dating back to the time of the Moors. Watch the street performers on the piazza around the church, or cross the island to beautiful Sóller. Not to be missed is the cultural landscape of the Serra de Tramuntana, a UNESCO World Heritage Site.

24
APR 19, 2027
Barcelona
ARRIVE
7:00 AM
DISEMBARK
8:00 AM
MARINA
NO
SHORE EXCURSIONS
0

The old meets the new in this sunny Catalan metropolis, where narrow alleyways contrast with grand boulevards, trendy cuisine meets homemade tapas, and everywhere you're greeted by the warm, welcoming smiles of the fashionable locals. Don't miss UNESCO sites like the mind-boggling architecture of Antoni Gaudí or La Sagrada Familia Cathedral, with its eight decorative spires soaring hundreds of feet into the sky.

Wind Surf

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

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

No other dates are available.

Star Collector: Spanish Shores Transatlantic Crossing

PHILIPSBURG, ST. MAARTEN → BARCELONA

23 Nights on Wind Surf

Mar 27, 2027 — Apr 19, 2027

Cross the Atlantic on an unforgettable journey between the Caribbean and Spain. After days of open-sea serenity, the dramatic landscapes of Madeira and Porto Santo reveal lush gardens, volcanic peaks, and golden beaches. Continue on to Lisbon to explore tiled streets, historic trams, and a lively waterfront. Next, discover Spain’s vibrant south, with ports that range from Andalusian charm in Cádiz and Málaga to the Moorish legacy of Almería and Cartagena. The voyage is capped off with the beauty of Mallorca’s coastlines and time in Barcelona, a city alive with Gaudí’s masterpieces and Mediterranean energy.

1
MAR 27, 2027
Philipsburg, St. Maarten
EMBARK
1:00 PM
DEPART
5:00 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, 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

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

2
MAR 28, 2027
AT SEA
3
MAR 29, 2027
AT SEA
4
MAR 30, 2027
AT SEA
5
MAR 31, 2027
AT SEA
6
APR 01, 2027
AT SEA
7
APR 02, 2027
AT SEA
8
APR 03, 2027
AT SEA
9
APR 04, 2027
AT SEA
10
APR 05, 2027
AT SEA
11
APR 06, 2027
AT SEA
12
APR 07, 2027
Funchal
ARRIVE
8:00 AM
DEPART
11:59 PM
MARINA
NO
SHORE EXCURSIONS
0

Considered one of Portugal's main tourist attractions and home of world-famous footballer Cristiano Ronaldo, Funchal is known for its style and beauty.  Visit Cabo Girao, the highest sea cliff in Europe or take a trip to the Pica da Torre for an incredible view of Camara de Lobos, a delightful fishing village. With a long history of Madeira winemaking, there'll be time here for a little wine tasting, a meal at one of the many 5-star restaurants, sightseeing to 15th century Cathedral of Our Lady of the Assumption, shopping the bargains to be found here, or experiencing the vibrant night life.

13
APR 08, 2027
PORTO SANTO, MADEIRA
ARRIVE
8:00 AM
DEPART
1:00 PM
MARINA
NO
SHORE EXCURSIONS
2

PORTO SANTO, MADEIRA

Porto Santo, Hike Pico do Castelo

Begin with a short transfer from the pier to the starting point of your hike at Pico do Castelo, one of Porto Santo’s most iconic peaks. The trail winds through reforested areas of pine and native vegetation, a striking contrast to the island’s naturally dry landscape. As you climb toward the 437-meter summit, enjoy sweeping views over the island’s coastline and inland valleys, with several scenic points perfect for photography along the way. Upon reaching the top, take in panoramic vistas of the Atlantic Ocean and surrounding terrain before descending along the same path. Following your hike, a short transfer will take you to Campo de Cima for a brief refreshment stop before returning to the pier. Tour itinerary may vary depending on local conditions.
Port
PORTO SANTO, MADEIRA
Time
9:00 AM
Duration
3 Hours
Activity Level
Strenuous

Add during booking

$79 USD

Porto Santo, Island Horseback Riding

Experience the natural beauty of Porto Santo from a new perspective on a guided horseback adventure through scenic island trails. After a short transfer to the Porto Santo Equestrian Center, you’ll be greeted by professional guides and matched with a well-trained horse suited to your experience level. Following a safety briefing, set out on a relaxing ride across volcanic landscapes, sandy paths, and open countryside, taking in peaceful views of the island’s hills and coastline. This slow-paced excursion offers an enjoyable and accessible way to connect with nature, ideal for both beginners and experienced riders alike. Please note: The tour includes horses and riding gear, a safety briefing, and an escort from the Equestrian Center; no prior riding experience is required.
Port
PORTO SANTO, MADEIRA
Time
9:30 AM
Duration
1.5 Hours
Activity Level
Moderate

Add during booking

$145 USD

14
APR 09, 2027
AT SEA
15
APR 10, 2027
AT SEA
16
APR 11, 2027
Lisbon
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
0

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.

17
APR 12, 2027
AT SEA
18
APR 13, 2027
Cádiz
ARRIVE
8:00 AM
DEPART
10:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Cádiz is the most southern province of the Iberian Peninsula. It is extremely rich in natural beauty and some of the most important Natural Parks of Spain and Europe are found here including Sierra de Grazalema and los Alcornocales. Both are rich in flora and fauna, including species under threat of extinction. Many birds find their resting and feeding place here just after or before making the jump from or to Africa.

19
APR 14, 2027
Gibraltar
ARRIVE
9:00 AM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
0

It's an odd bit of Britain here at the toe of Spain, with Barbary apes and miles of tunnels as well as traditional red phone boxes. Legend says Gibraltar was one of the two pillars erected by Hercules to mark the edge of the world. Take the cable car to the top to see if you can see it from here. No, that's not it. That's just Africa. What a view.

20
APR 15, 2027
Málaga
ARRIVE
8:00 AM
DEPART
8:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Here, on the shores of Costa del Sol, the Andalusian spirit thrives. Be sure to include an optional visit to see the brilliant and comprehensive collection of Picasso's work at Museo Picasso Málaga, a tribute to this artistic genius in the city of his birth. Or you may choose to opt for a visit to the beautiful village of Mijas, where picturesque Andalusian country life creates some of the world's best wines. 

21
APR 16, 2027
Almeria, Spain
ARRIVE
7:00 AM
DEPART
8:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Enjoy a walking tour of this ancient city. If you prefer, opt for a beautiful drive through the Andalusian countryside to Granada and the magnificent UNESCO site, the Alhambra Palace. Built in the 14th century, this breathtaking example of Moorish architecture combines intricate mosaics and stone-cast latticework in a tapestry of grace and sophistication unparalleled in western civilization. Or take an optional excursion into nature at one of three UNESCO Biosphere Reserves. 

22
APR 17, 2027
Cartagena
ARRIVE
7:00 AM
DEPART
12:00 PM
MARINA
NO
SHORE EXCURSIONS
0

The walled town of Cartagena is a popular seaport with a large naval shipyard. The seashore offers a wide range of activities from windsurfing to good snorkeling to sailing. From Cartagena you can easily explore the ancient city of Murcia, the coastal resorts of Mazarrón, Cala Cortina, and Cabo de Palos or a little further north, the world famous resort of Mar Menor.

23
APR 18, 2027
Palma de Mallorca
ARRIVE
9:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Mallorca is steep, green, and fringed with enticing coves and more than 200 lush beaches. But all that natural beauty is just the beginning. Stroll along the tree-shaded Paseo de Born in search of tapas. Shop for a Siurell; a traditional red, green, and white clay whistle dating back to the time of the Moors. Watch the street performers on the piazza around the church, or cross the island to beautiful Sóller. Not to be missed is the cultural landscape of the Serra de Tramuntana, a UNESCO World Heritage Site.

24
APR 19, 2027
Barcelona
ARRIVE
7:00 AM
DISEMBARK
8:00 AM
MARINA
NO
SHORE EXCURSIONS
0

The old meets the new in this sunny Catalan metropolis, where narrow alleyways contrast with grand boulevards, trendy cuisine meets homemade tapas, and everywhere you're greeted by the warm, welcoming smiles of the fashionable locals. Don't miss UNESCO sites like the mind-boggling architecture of Antoni Gaudí or La Sagrada Familia Cathedral, with its eight decorative spires soaring hundreds of feet into the sky.