Barbados & Caribbean Gems

From $11,998 per person

11 days

Ship: SeaDream II

A map showing Caribbean islands including Barbados, St. Kitts, St. Lucia, and the Grenadines, marked with location pins.
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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, engaging Îles des Saintes, and sheltered Bequia. Along the way, discover Rodney Bay, tucked away in St. Lucia’s northwest coast, defined by its endless stretches of white-sand beaches. See the isle of St. Kitts through the eyes of South Friars Bay, stretching along the isthmus coast of the island’s southeast peninsula. Unveil the Caribbean’s hidden treasure, a small island discovered in the 1700s named Sint Eustatius, tucked away in the Netherlands Antilles. Let time stand still in secluded Mayreau, where the azure waters of Salt Whistle Bay meet the aroma of savory lobster. Take in Tobago Cays, a dream for divers and snorkelers, boasting crystal-clear waters, coral reefs, and picture-perfect lagoons.

Journey Summary

  • Day 1 - Feb. 1, 2026, Sun. - Bridgetown, Barbados
  • Day 2 - Feb. 2, 2026, Mon. - Rodney Bay
  • Day 3 - Feb. 3, 2026, Tue. - South Friars Bay
  • Day 4 - Feb. 4, 2026, Wed. - Sint Eustatius
  • Day 5 - Feb. 5, 2026, Thu. - Gustavia
  • Day 6 - Feb. 6, 2026, Fri. - Terre De Haut, Îles des Saintes
  • Day 7 - Feb. 7, 2026, Sat. - Terre De Haut, Îles des Saintes
  • Day 8 - Feb. 8, 2026, Sun. - Mayreau
  • Day 9 - Feb. 9, 2026, Mon. - Tobago Cays
  • Day 10 - Feb. 10, 2026, Tue. - Port Elizabeth, Bequia
  • Day 11 - Feb. 11, 2026, Wed. - Bridgetown, Barbados

Detailed Itinerary

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

Day 1 - February 01, 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 02, 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 03, 2026

South Friars Bay

South Friar's Bay offers SeaDream guests a new way to explore the island of St. Kitts. Rather than docking at the capital, the yacht will be anchored in the bay. This particular bay is one of the two bays stretching along the coast of the isthmus connecting the Southeast Peninsula, with the rest of the island of Saint Kitts. From swimming and snorkeling on the south side to body surfing on the north, Friar's Bay offers guests several options. Many locals consider the southern beach the best on the island. If you are thirsty, no worries as there are multiple beach bars, offering various food and beverage options. The island itself offers several land adventure options including the Unesco Awarded Brimstone Fortress, Zip Lines, off road adventures and golf at the Royal St. Kitts.

Day 4 - February 04, 2026

Sint Eustatius

Unveil the Caribbean’s hidden treasure, a small island discovered in the 1700s named Sint Eustatius. Originally a trading hub for sugar and cotton, the island has now become a must-see landscape. This castaway-like frontier hosts a range of natural jewels including dazzling reefs, brimming marine life, and historical wrecks of the island’s capital, Oranjestad, which is now mostly submerged.

Day 5 - February 05, 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 06, 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 7 - February 07, 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 08, 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 9 - February 09, 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 10, 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 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.

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Feb 01, 2026

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