Windward Islands Discovery

From $8,418 per person

8 days

Ship: SeaDream II

Windward Islands Discovery

Journey Summary

  • Day 1 - Nov. 16, 2025, Sun. - Marigot
  • Day 2 - Nov. 17, 2025, Mon. - Deshaies
  • Day 3 - Nov. 18, 2025, Tue. - Terre De Haut, Îles des Saintes
  • Day 4 - Nov. 19, 2025, Wed. - Rodney Bay
  • Day 5 - Nov. 20, 2025, Thu. - Port Elizabeth, Bequia
  • Day 6 - Nov. 21, 2025, Fri. - Mayreau
  • Day 7 - Nov. 22, 2025, Sat. - Tobago Cays
  • Day 8 - Nov. 23, 2025, Sun. - Bridgetown, Barbados

Detailed Itinerary

Day-by-day description of your cruise and cruise activities.

Day 1 - November 16, 2025

Marigot

Marigot is the main town and capital on the French side of Saint Martin. The city of Marigot is perhaps the most French in spirit of all the cities in the Caribbean. Colonial houses stand beside cafés and bistros, pastry shops and luxury boutiques, and in many ways, it looks just like any of the French market towns you might expect to find in Europe. At the southern end of town by the harbor is Marina Port la Royale. This area includes elegant stores with the latest in European designer fashion and fine jewelry, all duty and tax-free. The entire city is only four streets wide, so it is very easy to get around. Marigot was named the capital during the reign of King Louis XVI, who built Fort St. Louis on a hill near Marigot Bay. Today, that building is the most important in the city. SeaDream anchors off Marigot and offers several yachting land adventures as well as the possibility to play with the toys at the marina.

Day 2 - November 17, 2025

Deshaies

Deshaies is located on the leeward northwest coast of Basse-Terre Island and is secluded in a bay.
It is famous for "The Jardin Botanique de Deshaies (Botanical Garden of Deshaies)" and its beautiful beaches. Deshaies is a commune in the French overseas region and department of Guadeloupe, in the Lesser Antilles. It is on the northwest coast of Basse-Terre Island. The inhabitants are called Deshaisiens.

Day 3 - November 18, 2025

Terre De Haut, Îles des Saintes

If you’re looking for a small part of France in the heart of Guadeloupe, Terre de Haut is your go-to. Being the largest of the eight small islands that make up Les Saintes, Terre de Haut is a charming and scenic village rich with red-roofed houses and accompanying gardens of flourishing Hibiscus. Known for its robust reefs and great underwater visibility, Terre de Haut has also become a favorite among divers.

Day 4 - November 19, 2025

Rodney Bay

Rodney Bay is a bay on the North West coast of Saint Lucia; it is along the northwestern coast of the island to the north of Choc Bay. It is named after British naval officer George Brydges Rodney. We will anchor and offer tender service to one of the local bars or direct to the marina. Guests can enjoy the Yachting Land Adventures, water sports, the local beaches or a hike to Pigeon Island.

Day 5 - November 20, 2025

Port Elizabeth, Bequia

Bequia is the northernmost and largest of the Grenadines, just seven square miles of quiet lagoons, reefs, and long silvery stretches of beach. Among the first things you will notice are the colorful model boats set up on stands around the tiny harbor, representing the island's maritime history. If you are lucky enough to have a late call, don’t miss Mac’s Lobster Pizza.

Day 6 - November 21, 2025

Mayreau

Accessible only by yacht and small sailboats, Mayreau is the smallest public island of the Grenadines, with an area of about .46 square miles and a population of less than 300, centered in an unnamed village on a hilltop in the southwest of the island—its highest point and a nice hike from Saline Beach, where SeaDream anchors. Surrounded by magnificent coral reefs and gorgeous beaches, Mayreau and its surrounding Tobago Cays waters sit in a nationally protected area that has experienced a resurgence of marine life, including turtles that swim and feed while you mingle with and observe them. Take in the flora and fauna and don’t miss some of the best snorkeling in the world. Perhaps the ideal spot to anchor, Saline Bay provides easy access to Saline Bay Beach and Salt Whistle Bay Beach, a rare double-sided beach.

Day 7 - November 22, 2025

Tobago Cays

Imagine an intimate cluster of five uninhabited islands, heavenly lagoons full of green turtles, coral reefs, colorful fish and crystal clear waters. This is the setting when SeaDream anchors off the Tobago Cays. Zodiacs will whisk guests from the marina to the beautiful beach. There may be some locals selling crafts so remember to bring some dollars. This is an idyllic yachting anchorage, a dream for scuba divers, a paradise for beachcombers, and a film location for the Pirates of the Caribbean, the Tobago Cays and the Tobago Cays Marine Park is one of the world’s most awe inspiring island destinations.

Day 8 - November 23, 2025

Bridgetown, Barbados

SeaDream uses the port of Bridgetown as the hub for their Southern Caribbean voyages as well as some voyages that cross the Atlantic. The Island itself includes UNESCO Heritage Sites, excellent beaches and history dating back to 1628. The climate is tropical with constant warm temperatures during the year cooled by light trade winds.

Dates and Prices

(per person*)

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* Per double occupancy. Some pricing may reflect single traveler rate.

Ship

Your cruise ship

SeaDream II sails gracefully on calm waters under a clear blue sky, showcasing luxury and elegance.
SeaDream Yacht Club logo
About this ship

SeaDream II

SeaDream II offers a refined alternative to conventional cruising, delivering a private yacht-style voyage for discerning travelers seeking exclusivity, elegance, and personalized service. With a maximum capacity of just 112 guests served by a dedicated crew of 95, the yacht offers an exceptional staff-to-guest ratio that ensures attentive, intuitive hospitality throughout each sailing.

Originally built in 1985 and continuously modernized, SeaDream II blends classic nautical charm with contemporary sophistication. Her sleek profile and smaller scale allow access to secluded harbors and hidden ports in the Caribbean and Mediterranean—destinations that larger ships cannot reach—offering guests a more immersive and less-traveled perspective of the world’s most storied coastlines.

Onboard, the ambiance is casually elegant. There are no formal nights or rigid dress codes, allowing guests to relax in a refined yet unpretentious environment. All 56 ocean-view staterooms are thoughtfully appointed with fine Belgian linens, marble-accented bathrooms, and luxury Bvlgari bath amenities. With a focus on comfort and understated luxury, each suite becomes a personal sanctuary at sea.

Culinary experiences aboard SeaDream II rival those of the world’s finest restaurants. Meals are prepared à la minute and emphasize fresh, seasonal ingredients. Guests can dine al fresco under the stars or enjoy open-seating elegance in the main dining salon. A curated selection of fine wines and premium spirits is included in the fare, enhancing the sense of relaxed indulgence.

SeaDream II is outfitted with a retractable marina platform, offering complimentary access to watersports including kayaking, paddleboarding, sailing, and snorkeling. A Thai-certified spa, outdoor Balinese Dream Beds for open-air sleeping or stargazing, a golf simulator, and a well-equipped fitness center round out the ship’s distinctive amenities.

Deckplans

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