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SeaDream's Caribbean Voyages
Experience the Caribbean like never before on a small-ship luxury cruise with SeaDream Yacht Club.
EXPIRESDec 31, 2024
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.
Search the sailings below or connect with our experts at 1 (800) 439-7963 to start planning your Caribbean vacation with SeaDream.
Itineraries
Extra Amenities Included
7-night British Islands Discovery Cruise
St. Thomas (Charlotte Amalie) -> San Juan
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream I
Departs
Feb 7, 2026
Prices From
$5,219
Extra Amenities Included
7-night Caribbean Island Adventure Cruise
San Juan -> St. Thomas (Charlotte Amalie)
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream I
Departs
Jan 31, 2026
Prices From
$4,819
Extra Amenities Included
7-night Tropical New Year's II Cruise
San Juan -> Barbados
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream II
Departs
Dec 28, 2025
Extra Amenities Included
7-Night Tropical New Year's Cruise
San Juan -> St. Thomas (Charlotte Amalie)
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream I
Departs
Dec 27, 2025
Extra Amenities Included
7-night Leeward Islands Celebration Cruise
St. Thomas (Charlotte Amalie) -> San Juan
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream II
Departs
Dec 21, 2025
Prices From
$4,419
Extra Amenities Included
7-night Leeward Islands Celebration Cruise
St. Maarten (Philipsburg) -> San Juan
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream I
Departs
Dec 20, 2025
Prices From
$4,619
Extra Amenities Included
7-night Caribbean Islands Adventure Cruise
San Juan -> St. Thomas (Charlotte Amalie)
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream II
Departs
Dec 14, 2025
Prices From
$4,419
Extra Amenities Included
7-Night Spanish & British Caribbean Delight Cruise
San Juan -> St. Maarten (Philipsburg)
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream I
Departs
Dec 13, 2025
Prices From
$4,419
Extra Amenities Included
7-night Leeward Islands Adventure Cruise
San Juan -> San Juan
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream II
Departs
Dec 7, 2025
Prices From
$4,919
Extra Amenities Included
7-Night Grand Island Adventure Cruise
St. Thomas (Charlotte Amalie) -> San Juan
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream I
Departs
Dec 6, 2025
Prices From
$4,419
Extra Amenities Included
7-night Windward & British Virgin Islands Cruise
Bridgetown (Barbados) -> San Juan
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream II
Departs
Nov 30, 2025
Prices From
$4,419
Extra Amenities Included
7-Night Leeward Islands Discovery Cruise
St. Thomas (Charlotte Amalie) -> St. Thomas (Charlotte Amalie)
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream I
Departs
Nov 29, 2025
Prices From
$4,419
Extra Amenities Included
7-night The Glorious Grenadines Cruise
Bridgetown (Barbados) -> Bridgetown (Barbados)
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream II
Departs
Nov 23, 2025
Prices From
$4,419
Extra Amenities Included
7-night Windward Islands Discovery Cruise
Marigot, St. Martin -> Bridgetown (Barbados)
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream II
Departs
Nov 16, 2025
Extra Amenities Included
13-Night Transatlantic Autumn Voyage I Cruise
Malaga -> San Juan
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream I
Departs
Nov 2, 2025
Prices From
$4,719
Extra Amenities Included
13-Night Transatlantic Spring Voyage I Cruise
St. Maarten (Philipsburg) -> Malaga
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream I
Departs
Apr 19, 2025
Prices From
$4,719
Extra Amenities Included
7-night Turks & Caicos Cruise
San Juan -> West Palm Beach
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream II
Departs
Mar 29, 2025
Prices From
$6,419
Extra Amenities Included
7-night West Indies Explorer Cruise
Bridgetown (Barbados) -> St. Maarten (Philipsburg)
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream I
Departs
Mar 29, 2025
Prices From
$4,819
Extra Amenities Included
6-night Leeward Islands Adventure Cruise
San Juan -> San Juan
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream II
Departs
Mar 23, 2025
Prices From
$6,859
Extra Amenities Included
7-night French West Indies & The Grenadines Cruise
Bridgetown (Barbados) -> Bridgetown (Barbados)
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream I
Departs
Mar 22, 2025
Prices From
$4,819
Extra Amenities Included
7-night Windward Islands Explorer Cruise
St. Maarten (Philipsburg) -> Barbados
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream I
Departs
Mar 15, 2025
Prices From
$4,719
Extra Amenities Included
7-Night Windward & British Virgin Islands Cruise
Bridgetown (Barbados) -> St. Maarten (Philipsburg)
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream I
Departs
Mar 8, 2025
Prices From
$4,419
Extra Amenities Included
8-night British & French Islands Explorer Cruise
St. Maarten (Philipsburg) -> San Juan
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream II
Departs
Mar 8, 2025
Prices From
$6,179
Extra Amenities Included
7-Night French West Indies & The Grenadines Cruise
Bridgetown (Barbados) -> Bridgetown (Barbados)
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream I
Departs
Mar 1, 2025
Prices From
$5,419
Extra Amenities Included
7-night British & French Islands Explorer Cruise
St. Thomas (Charlotte Amalie) -> St. Maarten (Philipsburg)
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream II
Departs
Mar 1, 2025
Prices From
$6,419
Extra Amenities Included
7-night Best Of British Virgin Islands & St.Barths Cruise
San Juan -> St. Thomas (Charlotte Amalie)
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream II
Departs
Feb 22, 2025
Prices From
$5,919
Extra Amenities Included
7-Night West Indies Explorer Cruise
St. John's, Antigua -> Barbados
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream I
Departs
Feb 22, 2025
Extra Amenities Included
7-night Leeward Islands Adventure Cruise
San Juan -> San Juan
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream II
Departs
Feb 15, 2025
Extra Amenities Included
7-Night Windward Islands Explorer Cruise
St. Maarten (Philipsburg) -> Barbados
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream I
Departs
Feb 8, 2025
Extra Amenities Included
7-night Leeward Islands Discovery Cruise
St. Maarten (Philipsburg) -> St. Maarten (Philipsburg)
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream I
Departs
Feb 1, 2025
Prices From
$4,819
Extra Amenities Included
7-night British & French Islands Explorer Cruise
St. Thomas (Charlotte Amalie) -> St. Maarten (Philipsburg)
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream II
Departs
Feb 1, 2025
Prices From
$5,019
Extra Amenities Included
7-night Best of British Virgin Islands & St. Barths Cruise
St. Thomas (Charlotte Amalie) -> St. Thomas (Charlotte Amalie)
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream II
Departs
Jan 25, 2025
Prices From
$5,419
Extra Amenities Included
7-Night Best of the British Virgin Islands & St. Barths Cruise
St. Maarten (Philipsburg) -> St. Maarten (Philipsburg)
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream I
Departs
Jan 25, 2025
Prices From
$5,019
Extra Amenities Included
7-night Best Of British Virgin Islands & St. Barths Cruise
San Juan -> St. Thomas (Charlotte Amalie)
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream II
Departs
Jan 18, 2025
Prices From
$5,119
Extra Amenities Included
7-Night Windward & British Virgin Islands Cruise
Bridgetown (Barbados) -> St. Maarten (Philipsburg)
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream I
Departs
Jan 18, 2025
Prices From
$5,019
Extra Amenities Included
7-night Spanish & British Caribbean Delight Cruise
San Juan -> San Juan
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream II
Departs
Jan 11, 2025
Extra Amenities Included
7-Night The Glorious Grenadines Cruise
Bridgetown (Barbados) -> Bridgetown (Barbados)
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream I
Departs
Jan 11, 2025
Prices From
$5,319
Extra Amenities Included
7-night Best Of British Virgin Islands & St. Barths Cruise
St. Thomas (Charlotte Amalie) -> San Juan
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream II
Departs
Jan 4, 2025
Prices From
$5,419
Extra Amenities Included
7-Night Windward Islands Explorer Cruise
St. Maarten (Philipsburg) -> Barbados
Cruise Line
SeaDream Yacht Club
Cruise Ship
SeaDream I
Departs
Jan 4, 2025
Prices 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.