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Leeward Islands & Grenadines Discovery

Summary

From St. Thomas, this southward journey traces the full length of the eastern Caribbean, moving through the Virgin Islands and beyond as the islands grow quieter and more secluded with each passing day. Cruz Bay opens with the lush protected shores of Virgin Islands National Park before continuing to Spanish Town, where Virgin Gorda's unhurried character sets a relaxed tone, and Norman Island, where calm sheltered waters and hidden coves invite time to swim and explore. Continue to St. Barths for an overnight stay in Gustavia, where boutique-lined streets and softly lit terraces take on a more intimate rhythm once the harbor settles into evening. South Friars Bay reveals a quieter, more secluded stretch of golden sand framed by St. Kitts' volcanic hills, before continuing to Terre-de-Haut, where bougainvillea-draped lanes and a harbor ringed by green hills create a scene more reminiscent of provincial France than the tropics. An overnight in Bequia reveals Port Elizabeth's crescent harbor, handcrafted wooden boats, and the gentle rhythm of island life that makes it the Grenadines' most beloved anchorage. The Tobago Cays follow with crystalline waters and thriving coral gardens protected within a horseshoe reef, before Mayreau's tiny population and untouched shoreline offer one final moment of stillness before arrival in Bridgetown, where Barbados welcomes with its distinctive blend of British heritage and Caribbean warmth.

Cruise line SeaDream Yacht Club

Ship SeaDream I

Duration 11 nights

Type Ocean Cruise

Regions Caribbean,
Americas,
South America

Itinerary & Map

Charlotte Amalie → Bridgetown 12 days · 12 ports · 0 sea days
Day 1 Charlotte Amalie Embark
Day 2 Cruz Bay, Saint John
Day 3 Spanish Town, Virgin Gorda and Norman Island

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 Go...

Full description
Day 4 Gustavia Overnight

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...

Full description
Day 5 Gustavia

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...

Full description
Day 6 South Friars Bay
Day 7 Terre-de-Haut
Day 8 Port Elizabeth, Bequia Overnight

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 southw...

Full description
Day 9 Port Elizabeth, Bequia

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 southw...

Full description
Day 10 Tobago Cays

The Tobago Cays are an archipelago located in the Southern Grenadines of Saint Vincent and the Grenadines comprising five small islands and extensive coral reef...

Full description
Day 11 Mayreau Island

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 th...

Full description
Day 12 Bridgetown Disembark

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...

Full description
Scroll for all 12 days
Route overview map
Day 1 Charlotte Amalie Embark
Day 2 Cruz Bay, Saint John
Day 3 Spanish Town, Virgin Gorda and Norman Island

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 Go...

Full description
Day 4 Gustavia Overnight

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...

Full description
Day 5 Gustavia

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...

Full description
Day 6 South Friars Bay
Day 7 Terre-de-Haut
Day 8 Port Elizabeth, Bequia Overnight

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 southw...

Full description
Day 9 Port Elizabeth, Bequia

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 southw...

Full description
Day 10 Tobago Cays

The Tobago Cays are an archipelago located in the Southern Grenadines of Saint Vincent and the Grenadines comprising five small islands and extensive coral reef...

Full description
Day 11 Mayreau Island

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 th...

Full description
Day 12 Bridgetown Disembark

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...

Full description

Spanish Town, Virgin Gorda and Norman Island

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.

Gustavia

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.

Port Elizabeth, Bequia

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.

Tobago Cays

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.

Mayreau Island

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.

Bridgetown

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.

Date & price

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Sun 14 Jan 2029
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