Barbados & Caribbean Gems

From $13,258 per person

12 days

Ship: SeaDream II

A serene beach scene in Barbados with clear waters, boats, and lush greenery under a bright blue sky.
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The sunny southern Caribbean, French West Indies, and Grenadines come alive on an enriching journey bookended by Bridgetown, Barbados’ colonial capital. Go island hopping through this beloved corner of the Caribbean and experience three unforgettable overnights in chic St. Barths, sheltered Bequia, and engaging Îles des Saintes. Along the way, discover Rodney Bay, tucked away in St. Lucia’s northwest coast, defined by its endless stretches of white-sand beaches. Call on Dominica’s Portsmouth, where your yacht drops anchor at Prince Rupert Bay, to navigate the Indian River or explore Cabrits National Park. Explore the verdant mountainous landscape of Nevis and venture into the island’s charming cobblestoned capital of Charlestown. See the isle of St. Kitts through the eyes of South Friars Bay, stretching along the isthmus coast of the island’s southeast peninsula. Take in Tobago Cays, a dream for divers and snorkelers, boasting crystal-clear waters, coral reefs, and picture-perfect lagoons. Let time stand still in secluded Mayreau, where the azure waters of Salt Whistle Bay meet the aroma of savory lobster.

Journey Summary

  • Day 1 - Feb. 11, 2026, Wed. - Bridgetown, Barbados
  • Day 2 - Feb. 12, 2026, Thu. - Rodney Bay
  • Day 3 - Feb. 13, 2026, Fri. - Portsmouth
  • Day 4 - Feb. 14, 2026, Sat. - Gustavia
  • Day 5 - Feb. 15, 2026, Sun. - Gustavia
  • Day 6 - Feb. 16, 2026, Mon. - Charlestown, Nevis
  • Day 7 - Feb. 17, 2026, Tue. - Terre De Haut, Îles des Saintes
  • Day 8 - Feb. 18, 2026, Wed. - Terre De Haut, Îles des Saintes
  • Day 9 - Feb. 19, 2026, Thu. - Tobago Cays
  • Day 10 - Feb. 20, 2026, Fri. - Port Elizabeth, Bequia
  • Day 11 - Feb. 21, 2026, Sat. - Mayreau
  • Day 12 - Feb. 22, 2026, Sun. - Bridgetown, Barbados

Detailed Itinerary

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

Day 1 - February 11, 2026

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.

Day 2 - February 12, 2026

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 3 - February 13, 2026

Portsmouth

With nearly 3,000 residents, Portsmouth is the second largest town in Dominica. SeaDream can either dock alongside the unique wooden pier or lie at anchor in Prince Rupert Bay to offer activities from the marina. A must would be to navigate Indian River with a SeaDream Land Adventure or explore Cabrits National Park.

Day 4 - February 14, 2026

Gustavia

Perhaps our most treasured destination in the Caribbean! This small island belonging to the French West Indies has so much to offer our SeaDream guests. Incredible shopping only steps away from the pier. Incredible beaches, resorts, restaurants and activities both day and night. SeaDream has created various land adventures for you to discover the island from sea or land. Ask one of the officers to take you on a hike or bike ride around the island. Another great activity here is to simply relax and watch all of the incredible yachts arriving and departing just off your SeaDream yacht.

Day 5 - February 15, 2026

Gustavia

Perhaps our most treasured destination in the Caribbean! This small island belonging to the French West Indies has so much to offer our SeaDream guests. Incredible shopping only steps away from the pier. Incredible beaches, resorts, restaurants and activities both day and night. SeaDream has created various land adventures for you to discover the island from sea or land. Ask one of the officers to take you on a hike or bike ride around the island. Another great activity here is to simply relax and watch all of the incredible yachts arriving and departing just off your SeaDream yacht.

Day 6 - February 16, 2026

Charlestown, Nevis

Nevis is one of our favorite islands, and we encourage you to explore Nevis beyond the small town to make the most of your visit! We offer several excellent and varied options for you to do so and still leave you with plenty of time on your own for the beach. Less commercial and laidback than its large neighbor St. Kitts, Nevis, at first glimpse, offers a stunning approach with dramatic views of the potentially active volcanic Nevis Peak (3,232 feet/985 meters). Your SeaDream tender will bring you within a few steps of the small town center. Charlestown does not offer too many sightseeing or shopping opportunities though the house where American statesman Alexander Hamilton was born is only a short walk away along the waterfront (now the Museum of Nevis History). To enjoy Nevis to its full potential, we recommend that you divide your day into Morning, Lunch/Afternoon and Evening activities.

Morning - Start your day by exploring the island, above or under water, on one of our fun optional Land Adventures. They are all enjoyable & exciting, and you will also support the local community. The Four Seasons Resort still offers incredible golf options as well as beautiful beach and dining facilities. Another option for lunch could be at Coconut Grove (less than ten minutes from Charlestown by taxi). Make sure to ask Gary, the owner, to show you his extensive wine & champagne cellar!

Evening - For a romantic sunset with cocktails and a snack or dinner, we like to take the short drive to see Gillian, the owner of the charming Bananas Restaurant, which offers lovely views surrounded by lush tropical gardens. Of course, there is also Sunshine's Beach Bar & Grill, home of the famous "Killer Bee" Caribbean rum drink. We hope that the above recommendations allow you to plan your special day on Nevis. Now, all you have to do is to decide which of the optional morning activities to join.

Day 7 - February 17, 2026

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 8 - February 18, 2026

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 9 - February 19, 2026

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 10 - February 20, 2026

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 11 - February 21, 2026

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 12 - February 22, 2026

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.

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Feb 11, 2026

Ship

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SeaDream II sails gracefully on calm waters under a clear blue sky, showcasing luxury and elegance.
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