Leeward Islands Discovery

Leeward Islands Discovery

Charlotte Amalie, St. Thomas to Charlotte Amalie, St. Thomas

Nov 29, 2025 to Dec 6, 2025

7 Days

SeaDream I

12546

The U.S. and British Virgin Islands meet the French West Indies on a journey of discovery and delight. Experience St. John’s beautiful Cruz Bay for snorkeling and diving spots off perfectly manicured beaches and explore Jost van Dyke’s pristine White Bay, home to our signature Champagne & Caviar Splashâ. Take in the awe-inspiring coral reefs and private beaches of Anguilla’s Sandy Ground before overnighting in chic St. Barths, the jetsetter’s Caribbean playground. Take in Dutch-infused Philipsburg, the lively capital of Sint Maarten, before disembarking in lovely Charlotte Amalie, where Danish colonial architecture shines and welcomes you for further independent exploration.

Date Ports of Call Arrive Depart
Nov 29, 2025 Charlotte Amalie, St. Thomas,
U.S.V.I.
2 PM - 4 PM
(Embarkation)
Evening
Nov 30, 2025 Cruz Bay, St. John,
U.S.V.I.
Morning Evening
Dec 01, 2025 White Bay, Jost van Dyke,
B. V. I.
Morning Evening
Dec 02, 2025 Sandy Ground,
Anguilla,B.W.I.
Morning Late Evening
Dec 03, 2025 Gustavia,
St. Barths, F.W.I.
Morning Overnight
Dec 04, 2025 Gustavia,
St. Barths, F.W.I.
Evening
Dec 05, 2025 Philipsburg,
Sint Maarten, Dutch Caribbean
Morning Evening
Dec 06, 2025 Charlotte Amalie, St. Thomas,
U.S.V.I.
Morning 8 AM - 10 AM
(Disembarkation)

Ports

  • 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.

  • 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.

  • 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!

  • 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.


Suites & Staterooms

*Single Supplement for this voyage is 175% 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

    Please check back soon for updates.


Testimonials

We've had a lovely time. My husband's request for his 70th birthday was to be on SeaDream in the Caribbean, and we've really enjoyed it. SeaDream is by far, the best cruise line in the Caribbean. Catherine B.Great Britain
This was our 3rd voyage with SeaDream – and we think the best one. We'll be back. Mr & Mrs StenstadvoldNorway