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Leeward & Windward Islands Explorer
SeaDream Yacht Club — SeaDream II

Leeward & Windward Islands Explorer

Volcanic silhouettes, secluded palm-lined beaches, and unassuming island charm define your yachting journey through the British Virgin Islands, French West Indies, Guadeloupe, and...

Departs Sat 12/02/2028
Duration 11 Nights
Ship SeaDream II
From San Juan (Puerto Rico)
Arrives Bridgetown
Region Caribbean
Day by Day

Ports of Call & Itinerary

11-night voyage departing San Juan (Puerto Rico), arriving Bridgetown.

Printable Itinerary (PDF)

Route Map

Leeward & Windward Islands Explorer

13 ports plotted · click a marker for details

Day 1

San Juan (Puerto Rico) , Puerto Rico

Saturday, 12/02/2028

If you associate Puerto Rico's capital with the colonial streets of Old San Juan, then you know only part of the picture. San Juan is a major metropolis, radiating out from the bay on the Atlantic Ocean that was discovered by Juan Ponce de León. More than a third of the island's nearly 4 million citizens proudly call themselves sanjuaneros. The city may be rooted in the past, but it has its eye on the future. Locals go about their business surrounded by colonial architecture and towering modern structures.By 1508 the explorer Juan Ponce de León had established a colony in an area now known as Caparra, southeast of present-day San Juan. He later moved the settlement north to a more hospitable peninsular location. In 1521, after he became the first colonial governor, Ponce de León switched the name of the island—which was then called San Juan Bautista in honor of St. John the Baptist—with that of the settlement of Puerto Rico ("rich port").Defended by the imposing Castillo San Felipe del Morro (El Morro) and Castillo San Cristóbal, Puerto Rico's administrative and population center remained firmly in Spain's hands until 1898, when it came under U.S. control after the Spanish-American War. Centuries of Spanish rule left an indelible imprint on the city, particularly in the walled area now known as Old San Juan. The area is filled with cobblestone streets and brightly painted, colonial-era structures, and its fortifications have been designated a UNESCO World Heritage Site.Old San Juan is a monument to the past, but most of the rest of the city is planted firmly in the 21st century and draws migrants island-wide and from farther afield to jobs in its businesses and industries. The city captivates residents and visitors alike with its vibrant lifestyle as well as its balmy beaches, pulsing nightclubs, globe-spanning restaurants, and world-class museums. Once you set foot in this city, you may never want to leave.

San Juan (Puerto Rico)

Day 2

Cruz Bay, Saint John , U.S. Virgin Islands

Sunday, 13/02/2028

Cruz Bay, Saint John

Day 3

Spanish Town, Virgin Gorda , Saint Kitts and Nevis

Monday, 14/02/2028

Virgin Gorda, or "Fat Virgin," received its name from Christopher Columbus. The explorer envisioned the island as a pregnant woman in a languid recline, with Gorda Peak being her belly and the boulders of the Baths as her toes. Different in topography from Tortola, with an arid landscape covered with scrub brush and cactus, the pace of life is slower here, too. Goats and cattle own the right of way, and the unpretentious friendliness of the people is winning. The top sight (and beach for that matter) is the Baths, which draws scores of cruise-ship passengers and day-trippers to its giant boulders and grottoes that form a perfect snorkeling environment.

Spanish Town, Virgin Gorda

Day 3

Norman Island , British Virgin Islands

Monday, 14/02/2028

Norman Island

Day 4

Gustavia , Saint Barthélemy

Tuesday, 15/02/2028

You can easily explore all of Gustavia during a two-hour stroll. Some shops close from noon to 3 or 4, so plan lunch accordingly, but stores stay open past 7 in the evening. Parking in Gustavia is a challenge, especially during vacation times. A good spot to park is rue de la République, alongside the catamarans, yachts, and sailboats.

Gustavia

Day 5

Gustavia , Saint Barthélemy

Wednesday, 16/02/2028

You can easily explore all of Gustavia during a two-hour stroll. Some shops close from noon to 3 or 4, so plan lunch accordingly, but stores stay open past 7 in the evening. Parking in Gustavia is a challenge, especially during vacation times. A good spot to park is rue de la République, alongside the catamarans, yachts, and sailboats.

Gustavia

Day 6

South Friars Bay , Saint Kitts and Nevis

Thursday, 17/02/2028

South Friars Bay

Day 7

Terre-de-Haut , Guadeloupe

Friday, 18/02/2028

Terre-de-Haut

Day 8

Port Elizabeth, Bequia , Saint Vincent and the Grenadines

Saturday, 19/02/2028

Bequia is a Carib word meaning "island of the cloud." Hilly and green with several golden-sand beaches, Bequia is 9 miles (14½ km) south of St. Vincent's southwestern shore; with a population of 5,000, it's the largest of the Grenadines. Although boatbuilding, whaling, and fishing have been the predominant industries here for generations, sailing has now become almost synonymous with Bequia. Admiralty Bay is a favored anchorage for both privately owned and chartered yachts. Lodgings range from comfortable resorts and villas to cozy West Indian—style inns. Bequia's airport and the frequent ferry service from St. Vincent make this a favorite destination for day-trippers, as well. The ferry docks in Port Elizabeth, a tiny town with waterfront bars, restaurants, and shops where you can buy handmade souvenirs—including the exquisitely detailed model sailboats that are a famous Bequia export. The Easter Regatta is held during the four-day Easter weekend, when revelers gather to watch boat races and celebrate the island's seafaring traditions with food, music, dancing, and competitive games.To see the views, villages, beaches, and boatbuilding sites around Bequia, hire a taxi at the jetty in Port Elizabeth. Several usually line up under the almond trees to meet each ferry from St. Vincent.

Port Elizabeth, Bequia

Day 9

Port Elizabeth, Bequia , Saint Vincent and the Grenadines

Sunday, 20/02/2028

Bequia is a Carib word meaning "island of the cloud." Hilly and green with several golden-sand beaches, Bequia is 9 miles (14½ km) south of St. Vincent's southwestern shore; with a population of 5,000, it's the largest of the Grenadines. Although boatbuilding, whaling, and fishing have been the predominant industries here for generations, sailing has now become almost synonymous with Bequia. Admiralty Bay is a favored anchorage for both privately owned and chartered yachts. Lodgings range from comfortable resorts and villas to cozy West Indian—style inns. Bequia's airport and the frequent ferry service from St. Vincent make this a favorite destination for day-trippers, as well. The ferry docks in Port Elizabeth, a tiny town with waterfront bars, restaurants, and shops where you can buy handmade souvenirs—including the exquisitely detailed model sailboats that are a famous Bequia export. The Easter Regatta is held during the four-day Easter weekend, when revelers gather to watch boat races and celebrate the island's seafaring traditions with food, music, dancing, and competitive games.To see the views, villages, beaches, and boatbuilding sites around Bequia, hire a taxi at the jetty in Port Elizabeth. Several usually line up under the almond trees to meet each ferry from St. Vincent.

Port Elizabeth, Bequia

Day 10

Tobago Cays , Saint Vincent and the Grenadines

Monday, 21/02/2028

The Tobago Cays are an archipelago located in the Southern Grenadines of Saint Vincent and the Grenadines comprising five small islands and extensive coral reefs. The cays – Petit Rameau, Petit Bateau, Baradal, Petit Tabac and Jamesby – are a popular tourism destination.

Tobago Cays

Day 11

Mayreau Island , Saint Vincent and the Grenadines

Tuesday, 22/02/2028

The small island of Mayreau, just one and 1/2 square miles in area (3.9 square kilometres) is the smallest inhabited island of The Grenadines, and is part of the independent state of St.Vincent in the eastern Caribbean Sea. Two of the best known islands in The Grenadines are Mustique and Bequia, the second largest island in this group. The Grenadine Islands are strung out in a gentle sweep between St.Vincent and Grenada. Most visitors to Mayreau arrive from cruise ships, on the regular ferry, or by yacht. There are no proper roads on the island, only a few vehicles, no airport and only a single unnamed village. Mayreau and the neighboring Tobago Cays are very popular for divers and snorkellers. Saline Bay, on the west coast of the island, has a wonderful broad beach and a few local vendors selling T-shirts and local craft. A climb up the road to the hilltop village on the island provides breathtaking views across Mayreau, Canouan, the Tobago Cays and Carriacou.

Mayreau Island

Day 12

Bridgetown , Barbados

Wednesday, 23/02/2028

Located beside the island’s only natural harbour, the capital of Barbados combines modern and colonial architecture with glorious palm tree-lined beaches and a number of historical attractions. Experience the relaxed culture of the city renowned for its British-style parliament buildings and vibrant beach life, and seek out the Anglican church and the 19th-century Barbados Garrison. The distance between the ship and your tour vehicle may vary. This distance is not included in the excursion grades.

Bridgetown
Choose Your Accommodation

Room Type & Prices

All prices per person based on double occupancy. Solo traveller prices — single occupancy. Contact our cruise experts for the latest availability and best fares.

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Yacht Club Stateroom – Deck 2 Yacht Club Stateroom – Deck 2 Yacht Club Stateroom – Deck 2 Yacht Club Stateroom – Deck 2

Yacht Club Stateroom – Deck 2

195 sqft · Up to 2 guests

The Yacht Club Staterooms on Deck 2 offer 195 square feet of refined comfort at sea. Two round porthole windows bring the ocean into the room in a way that feels intimate and unhurried. A marble-lined bathroom with a multi-jet shower, an open living area with sofa, cocktail table, and writing desk, and ample closet spa...
✓ Queen or Twin Configuration ✓ Shower ✓ Toiletries Provided ✓ Room Service Available ✓ TV ✓ Safe ✓ Hair Dryer ✓ Telephone

Yacht Club Stateroom (Deck 2)
Yacht Club Stateroom – Deck 3 & 4 Yacht Club Stateroom – Deck 3 & 4 Yacht Club Stateroom – Deck 3 & 4 Yacht Club Stateroom – Deck 3 & 4

Yacht Club Stateroom – Deck 3 & 4

195 sqft · Up to 2 guests

Averaging 195 square feet, the Yacht Club Stateroom is where the yachting lifestyle truly comes to life. Picture windows frame the open sea, while a marble-lined bathroom with a multi-jet shower and well-appointed living area with sofa, cocktail table, and writing desk offer every comfort you need. Choose between twin...
✓ Queen or Twin Configuration ✓ Lounge Area ✓ Vanity Area ✓ Whirlpool Bath ✓ Toiletries Provided ✓ Room Service Available ✓ Free Mini Bar ✓ TV

Yacht Club Stateroom (Deck 3)
Yacht Club Stateroom (Deck 4)
Commodore Suite Commodore Suite Commodore Suite Commodore Suite

Commodore Suite

390 sqft · Up to 2 guests

The Commodore Suite brings two Yacht Club Staterooms together into one beautifully considered space averaging 390 square feet. The result is a suite that feels genuinely spacious and luxurious. Two full marble bathrooms with multi-jet showers, a seating area with sofa and cocktail table, two spacious closets, and a bui...
✓ Queen or Twin Configuration ✓ Lounge Area ✓ Shower ✓ Toiletries Provided ✓ Room Service Available ✓ Free Mini Bar ✓ TV ✓ Wi-Fi (Additional Cost)

Commodore Suite (Deck 2)
Commodore Suite (Deck 3)
Admiral Suite Admiral Suite Admiral Suite

Admiral Suite

375 sqft · Up to 2 guests

At 375 square feet, the Admiral’s Suite is a luminous retreat at sea. Three picture windows frame the ocean from every angle, filling the partitioned living and dining area with natural light throughout the day. A separate master bedroom with a permanent queen bed offers privacy and quiet, while the marble bathroom dra...
✓ Queen or Twin Configuration ✓ Lounge Area ✓ Vanity Area ✓ Shower ✓ Bath ✓ Toiletries Provided ✓ Room Service Available ✓ Free Mini Bar
Owner's Suite Owner's Suite Owner's Suite Owner's Suite Owner's Suite Owner's Suite Owner's Suite

Owner's Suite

447 sqft · Up to 2 guests

At 447 square feet, the Owner’s Suite is the largest and most considered accommodation on the yacht. A separate master bedroom with a permanent queen bed opens to a spacious living and dining area, generous enough to host family and friends in comfort, while the marble bathroom offers both a massage shower and a soakin...
✓ Queen or Twin Configuration ✓ Lounge Area ✓ Vanity Area ✓ Shower ✓ Bath ✓ Toiletries Provided ✓ Room Service Available ✓ Suite Benefits

Oceanview

Yacht Club Stateroom – Deck 2 · 195 sqft

S2 Yacht Club Stateroom (Deck 2)

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Yacht Club Stateroom – Deck 3 & 4 · 195 sqft

S3 Yacht Club Stateroom (Deck 3)

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Yacht Club Stateroom – Deck 3 & 4 · 195 sqft

S4 Yacht Club Stateroom (Deck 4)

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Suite

Commodore Suite · 390 sqft

C2 Commodore Suite (Deck 2)

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Commodore Suite · 390 sqft

C3 Commodore Suite (Deck 3)

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Admiral Suite · 375 sqft

AD

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Owner's Suite · 447 sqft

OW

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SeaDream Yacht Club

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Your Ship

SeaDream II

SeaDream I and SeaDream II are twin mega-yachts built around a single belief: that the finest way to travel by sea is aboard a private yacht, where the pace is yours and the experience is entirely your own.

SeaDream II
112
Passengers
4,300
Gross Tonnage
1985
Year Built
5
Decks
56
Cabins
95
Crew

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