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Caribbean Islands Adventure

Caribbean Islands Adventure

San Juan to Charlotte Amalie, St. Thomas

Jan 31, 2026 to Feb 7, 2026

7 Days

SeaDream I

12605

The 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. Begin in Old Town San Juan before calling on St. John’s delightful Cruz Bay, for snorkeling and diving spots off perfectly manicured beaches. Play at Beef Island’s Trellis Bay, where an elegant barbeque and lively fire dancers enchant during the island’s celebratory Full Moon Party. Appreciate the untouched beauty of Sandy Ground, Anguilla, before overnighting in chic St. Barths, the jetsetter’s Caribbean playground. Discover bustling Philipsburg, the capital of Sint Maarten, and Jost van Dyke’s sheltered White Bay, home to our signature Champagne & Caviar Splash. Explore Virgin Gorda’s Spanish Town and the hidden bays and water-level caves of Norman Island before disembarking in lovely Charlotte Amalie, where its Danish colonial architecture shines and welcomes you for independent exploration.

Date Ports of Call Arrive Depart
Jan 31, 2026 San Juan,
Puerto Rico
2 PM - 4 PM
(Embarkation)
Evening
Feb 01, 2026 Cruz Bay, St. John,
U.S.V.I.
Morning Afternoon
Feb 01, 2026 Trellis Bay, Beef Island,
B. V. I.
Evening Late Evening
Feb 02, 2026 Sandy Ground,
Anguilla, B.W.I.
Morning Afternoon
Feb 02, 2026 Gustavia,
St. Barths, F.W.I.
Evening Overnight
Feb 03, 2026 Gustavia,
St. Barths, F.W.I.
Late Evening
Feb 04, 2026 Philipsburg,
Sint Maarten, Dutch Caribbean
Morning Evening
Feb 05, 2026 White Bay, Jost van Dyke,
B. V. I.
Morning Evening
Feb 06, 2026 Spanish Town, Virgin Gorda,
B. V. I.
Morning Afternoon
Feb 06, 2026 Norman Island,
B. V. I.
Afternoon Evening
Feb 07, 2026 Charlotte Amalie, St. Thomas,
U.S.V.I.
Morning 8 AM - 10 AM
(Disembarkation)

Ports

  • San Juan
    San Juan

    San Juan, founded in the 1520’s by Spanish settlers, is both the largest city and the capital city of Puerto Rico. A territory of the Unites States, Puerto Rico is comprised of the large main island as well as five smaller islands, including the popular islands of Vieques and Culebra (both ports of call on select SeaDream voyages). SeaDream docks in Old San Juan, the oldest part of the city. Parts of this historic port city are still surrounded by stone walls dating back to the 1500’s. Narrow cobblestone streets, small shops, and points of interest like Cathedral of San Juan Bautista make this charming city a great place to stroll. Guests sailing into or departing from San Juan will enjoy views of Castillo de San Felipe del Morro, a mid- 1700’s Spanish fortress. San Juan Luiz Munoz Marin Airport is approximately a 30-minute drive to the port in Old San Juan. Currency in Puerto Rico is USD.

  • Cruz Bay, St. John
    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.

  • Trellis Bay, Beef Island
    Trellis Bay, Beef Island

    Trellis Bay’s signature image is one of long stretches of white sand, alluring turquoise waters, and gorgeous shorelines. Enjoy the best of Beef Island’s scenic spots with water experiences such as kayaking, snorkeling, diving, and sailing. With such breathtaking views of its unspoiled nature, you’ll be surprised at how long you can manage to lounge under the sun and simply stare at the breathtakingly beautiful landscape right before your eyes.

  • Sandy Ground
    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.

  • Gustavia
    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.

  • Philipsburg
    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.

  • White Bay, Jost van Dyke
    White Bay, Jost van Dyke

    The BVI’s barefoot island and home of the "Painkiller" drink. Population depends on the month – typically 250-300. This is another SeaDream destination where you may be served Champagne & Caviar Splash® followed by a beach barbecue lunch. A hike is always offered to guests to visit the famous Foxy’s Bar at Great Harbour (hopefully, the boutique is open) or you can stroll a few meters down the beach to the Soggy Dollar Bar. Snorkeling equipment is provided as well as some of our water toys!

  • Spanish Town, Virgin Gorda
    Spanish Town, Virgin Gorda

    Nearly every publication written about Virgin Gorda will emphasize the need to visit “The Baths” – don’t miss it! SeaDream generally arrives early and anchors off Spanish Town to give guests an early start to view The Baths before all of the tourists arrive from the neighboring Islands. You may also consider excellent scuba diving options or an opportunity to swim with the dolphins. SeaDream navigates scenically up the coast and arrives in North Sound to anchor just off the Bitter End Yacht Club. Here we offer watersports, land adventures, hiking options with the crew and tenders to the Bitter End! Depending on the voyage, you may also visit Prickly Pear Island for another signature Champagne & Caviar Splash® option with an incredible setting.

  • Norman Island
    Norman Island

    Norman Island is located at the southern tip of the British Virgin Islands. It could very well be the very same island reputed to be the inspiration for Robert Louis Stevenson's pirate novel Treasure Island. It is said that the island was named after a pirate who purchased it at some point during the early 18th century. The island is uninhabited and privately owned by Dr Henry Jarecki. Its area is about 600 acres (2.4 km²), and it is about 2.5 miles (4 km) long. A large harbor is known as "The Bight" offers one of the most protected anchorages in the area. Guests will enjoy some great hiking opportunities as well as snorkeling and scuba diving. Another attractive option may be to check out the Willie T that is generally anchored in the harbor or simply have a beverage at the Pirates Bight Bar.

  • Charlotte Amalie, St. Thomas
    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.


Suites & Staterooms

*Single Supplement for this voyage is 200% for Yacht Club Deck 2, 3 and 4. For Commodore, Admiral and Owners Suite, a 200% single supplement rate applies.


Government, Port, Document Issuance, Handling & Service fees: $420 per guest (included)


Please Note: Fares are capacity controlled and may change without notice. The fares are per person based on double occupancy. Single and third person rates are also available. SeaDream Yacht Club strongly recommends that all guests purchase travel insurance.


Yachting Land Adventures & Activities

Pre-Book Online for 10% savings

  • Sandy Ground - Golf at the Aurora Anguilla Resort & Golf Club

    Description

    Discover the Ultimate Golf Experience in Anguilla! Welcome to Aurora Anguilla, home to the #3 best Caribbean golf course!

    With its breathtaking views of Saint Martin and the Caribbean Sea, this 18-hole PAR 72 course spans 7,165 yards, offering a perfect blend of challenge and beauty. Designed by the renowned Greg Norman Golf Course Design, Aurora International Golf Club promises an unforgettable golfing adventure. Experience the thrill of conquering one of the most challenging finishing holes in the Caribbean, with a demanding tee shot over a salt pond and a narrow green guarded by three large bunkers. The newly remastered course was meticulously crafted to be one of the best in the world.

    As the only golf course on the island, Aurora Anguilla Resort & Golf Club prides itself on offering an unmatched golfing experience. Enjoy panoramic views of the Caribbean Sea as you navigate the course's rich variety of shot angles, distances, and integrated design elements, suitable for golfers of all skill levels.

    Your package includes everything you need for a seamless golfing escape based on 18 holes of golf at the Aurora Anguilla Resort & Golf Club with round-trip transportation, shared cart rental for two guests, golf club rental and 2 sleeves of balls are all part of this exciting experience.

    Notes

    A minimum participation is required to operate all Yachting Land Adventures, and some may have limited capacity. All adventures in the SeaDream Yachting Land Adventures program are subject to change. Final departure times will be published on-board.

    Duration

    4.5 hour(s)

    Price

    979 (USD)

    Book Land Adventure

Prices are per person, in USD. Duration is in hours.


Testimonials

...We had a great time-best ever, and will be coming back...Charlie and I feel like we've been yachting with our "best friends". Hard to believe we didn't know anyone on the yacht 8 days ago-now we've met new traveling friends for the years to come. Mr & Mrs HoganWashington
I believe if someone has ever tried travelling with SeaDream at least once he will want to do it gain. John S.Texas