SeaDream's Caribbean Voyages

Experience the Caribbean like never before on a small-ship luxury cruise with SeaDream Yacht Club.
Details & Inclusions
Experience the Caribbean like never before on a small-ship luxury cruise with SeaDream Yacht Club!
On a voyage with SeaDream, you'll experience a casual yachting atmosphere while still being pampered with luxurious amenities by an award-winning crew. Plan your tropical getaway with SeaDream and get extra perks from us like bonus savings or shipboard credit.
Start planning your Caribbean vacation with SeaDream by searching the sailings below or connect with our experts at 1 (800) 439-7963 and learn how you can receive exclusive extras, like shipboard credit!
Itineraries
- Extra Amenities Included7-night British Islands Discovery CruiseSt. Thomas (Charlotte Amalie) -> San Juan
Cruise Line
SeaDream Yacht ClubCruise Ship
SeaDream IDeparts
Feb 7, 2026Prices From
$5,419 - Extra Amenities Included7-night Caribbean Island Adventure CruiseSan Juan -> St. Thomas (Charlotte Amalie)
Cruise Line
SeaDream Yacht ClubCruise Ship
SeaDream IDeparts
Jan 31, 2026Prices From
$5,019 - Extra Amenities Included7-night Tropical New Year's II CruiseSan Juan -> Barbados
Cruise Line
SeaDream Yacht ClubCruise Ship
SeaDream IIDeparts
Dec 28, 2025 - Extra Amenities Included7-Night Tropical New Year's CruiseSan Juan -> St. Thomas (Charlotte Amalie)
Cruise Line
SeaDream Yacht ClubCruise Ship
SeaDream IDeparts
Dec 27, 2025 - Extra Amenities Included7-night Leeward Islands Celebration CruiseSt. Thomas (Charlotte Amalie) -> San Juan
Cruise Line
SeaDream Yacht ClubCruise Ship
SeaDream IIDeparts
Dec 21, 2025Prices From
$5,419 - Extra Amenities Included7-night Leeward Islands Celebration CruiseSt. Maarten (Philipsburg) -> San Juan
Cruise Line
SeaDream Yacht ClubCruise Ship
SeaDream IDeparts
Dec 20, 2025Prices From
$5,419 - Extra Amenities Included7-night Caribbean Islands Adventure CruiseSan Juan -> St. Thomas (Charlotte Amalie)
Cruise Line
SeaDream Yacht ClubCruise Ship
SeaDream IIDeparts
Dec 14, 2025Prices From
$4,419 - Extra Amenities Included7-night Spanish & British Caribbean Delight CruiseSan Juan -> St. Maarten (Philipsburg)
Cruise Line
SeaDream Yacht ClubCruise Ship
SeaDream IDeparts
Dec 13, 2025Prices From
$4,419 - Extra Amenities Included7-night Leeward Islands Adventure CruiseSan Juan -> San Juan
Cruise Line
SeaDream Yacht ClubCruise Ship
SeaDream IIDeparts
Dec 7, 2025Prices From
$5,419 - Extra Amenities Included7-night Grand Island Adventure CruiseSt. Thomas (Charlotte Amalie) -> San Juan
Cruise Line
SeaDream Yacht ClubCruise Ship
SeaDream IDeparts
Dec 6, 2025 - Extra Amenities Included7-night Windward & British Virgin Islands CruiseBridgetown (Barbados) -> San Juan
Cruise Line
SeaDream Yacht ClubCruise Ship
SeaDream IIDeparts
Nov 30, 2025 - Extra Amenities Included7-night Leeward Islands Discovery CruiseSt. Thomas (Charlotte Amalie) -> St. Thomas (Charlotte Amalie)
Cruise Line
SeaDream Yacht ClubCruise Ship
SeaDream IDeparts
Nov 29, 2025 - Extra Amenities Included7-night The Glorious Grenadines CruiseBridgetown (Barbados) -> Bridgetown (Barbados)
Cruise Line
SeaDream Yacht ClubCruise Ship
SeaDream IIDeparts
Nov 23, 2025Prices From
$4,819 - Extra Amenities Included7-night Windward Islands Discovery CruiseMarigot, St. Martin -> Bridgetown (Barbados)
Cruise Line
SeaDream Yacht ClubCruise Ship
SeaDream IIDeparts
Nov 16, 2025 - Extra Amenities Included13-night Transatlantic Autumn Voyage I CruiseMalaga -> San Juan
Cruise Line
SeaDream Yacht ClubCruise Ship
SeaDream IDeparts
Nov 2, 2025Prices From
$4,719
Terms & Conditions
Fares/rates are per person, based on double occupancy for select sail and travel dates; are capacity controlled and subject to availability at time booking and may be pulled without notice. We reserve the right to correct errors. Information and pricing is subject to change without notice. While we do our very best to ensure that information and pricing appearing in this website is complete and accurate, we cannot be responsible for incomplete and inaccurate representations, which may or may not be under our control. In the event of a pricing error, misrepresentation or omission, we reserve the right to adjust the pricing or make any other corrections. Other restrictions may apply. Contact Bon Voyage Travel for complete terms and conditions.