St. Barths & Caribbean Gems

From $8,418 per person

8 days

Ship: SeaDream II

Map detailing the Caribbean itinerary featuring St. Barths, Virgin Islands, and other island destinations.
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The U.S. and British Virgin Islands and French-infused St. Barths meld into the dreamiest of island journeys, complete with the most breathtakingly diverse spots in the Caribbean. From lovely Charlotte Amalie, St. Thomas, call on St. John’s Cruz Bay for snorkeling and diving spots off perfectly manicured beaches. Let time stand still in Prickly Pear, an uninhabited national-park island on the North Sound of Virgin Gorda fringed by spectacular coral reefs. Appreciate the untouched beauty of Sandy Ground, Anguilla, before overnighting in chic St. Barths, the jetsetter’s Caribbean playground. Be greeted by South Friars Bay’s white-sand beaches and Antigua’s Falmouth Bay, a short stroll from Nelson's Dockyard and the English Harbor. Disembark in Dutch-infused Philipsburg, Sint Maarten’s lively capital, where you may choose to explore more.

Journey Summary

  • Day 1 - Jan. 11, 2026, Sun. - Charlotte Amalie, St. Thomas
  • Day 2 - Jan. 12, 2026, Mon. - Cruz Bay, St. John
  • Day 3 - Jan. 13, 2026, Tue. - Prickly Pear
  • Day 4 - Jan. 14, 2026, Wed. - Sandy Ground
  • Day 5 - Jan. 15, 2026, Thu. - Gustavia
  • Day 6 - Jan. 16, 2026, Fri. - South Friars Bay
  • Day 7 - Jan. 17, 2026, Sat. - Falmouth Bay
  • Day 8 - Jan. 18, 2026, Sun. - Philipsburg

Detailed Itinerary

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

Day 1 - January 11, 2026

Charlotte Amalie, St. Thomas

The capital and largest city in the U.S. Virgin Islands. It has two ports of call for cruise vessels, Havensight and Crown Bay. SeaDream yachts are almost always docked at Crown Bay which is very close to the airport. In the event the yachts call to the island as a port of call rather than an embarkation point, you will find the yacht anchored in the bay and tendering downtown. The island has tons of history, beautiful beaches, a fantastic golf course and incredible shopping options.

Day 2 - January 12, 2026

Cruz Bay, St. John

Two-thirds of St. John Island has been dedicated as a national park and is the most virgin of the U.S. Virgin Islands. It is blessed with many beautiful beaches and bays, fine anchorages and verdant hills. Enjoy the day with snorkeling trip to Trunk Bay with its underwater guided trail, or join our kayaking land adventure. Ask your Club Director for a guided hike to Caneel Bay stopping at beautiful Honeymoon Beach for a quiet swim. Rental Cars are available should you want to explore on your own or you could borrow a SeaDream Mountain Bike for independent exploration.

Day 3 - January 13, 2026

Prickly Pear

A stunning island situated in the North Sound of Virgin Gorda and got its name because of the large flowering cactus all over the island. The island was declared a National Park in 1988 meaning the 180 acres will have no further development, just an island filled with natural beauty. Breathtaking hiking trails start from the main beach Vixen Point, winds around the island filled with salt ponds heading to the north shore which has two other amazing secluded beaches.

Day 4 - January 14, 2026

Sandy Ground

This British Overseas Territory is becoming more popular due to the incredible resort options as well as world recognized beaches and amazing golf. SeaDream offers an opportunity to tee off, snorkel, or, for the energetic, bike around the island with the Club Director. Naturally, we will also offer water sports while we are anchored off Sandy Ground.

Day 5 - January 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 - January 16, 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 7 - January 17, 2026

Falmouth Bay

Falmouth Bay is a short walk from Nelson's Dockyard and the English Harbour. Historic buildings and mills surround it. This harbor and the quiet village has plenty of shops, restaurants and the yacht club. Historic sites, tasty cuisine and a lively cultural scene can all be found on Antigua. But most often it's the beauty and versatility of the island's 365 beaches that draw travelers from afar. Land Adventure possibilities include a helicopter ride over Montserrat, a jeep and snorkel safari and a St. John’s City and shopping exploration.

Day 8 - January 18, 2026

Philipsburg

Philipsburg is the main town on the Dutch side of St. Maarten. The town is situated on a narrow stretch of land between Great Bay and the Great Salt Pond. Philipsburg was founded in 1763 by John Philips, a Scottish captain in the Dutch navy. The settlement soon became a center for international trade. The main shopping district is located on Front Street and is in the heart of the city. Many consider Philipsburg to be the best shopping opportunity in the Caribbean. Depending on the traffic, SeaDream has the option to anchor or dock alongside. One of the highlight activities may be to participate in the America’s Cup 12 Metre Regatta.

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Jan 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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