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1,521
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Onboard
Star Pride
11-Night Caribbean Cruise
Roundtrip · San Juan
Wed, Oct 28 2026
San Juan, St. Barts, St. Kitts, Antigua, Les Saintes, Guadeloupe, Rodney Bay, Grenada, Jost Van Dyke Isl., Virgin Gorda, San Juan, San Juan
Rates Starting At
$2,884
per person
$262 per person per day
Onboard
Azamara Quest
8-Night Caribbean Cruise
San Juan → Barbados
Sun, Dec 19 2027
San Juan, Virgin Gorda, Antigua , Portsmouth/ENGLAND, St. Vincent, Grenada, Tobago, Barbados, Barbados
Rates Starting At
$2,189
per person
$274 per person per day
Onboard
Azamara Quest
7-Night Caribbean Cruise
Barbados → San Juan
Sun, Nov 14 2027
Barbados, St. Lucia, Dominica, St. Kitts, Nevis, St. Maarten, Tortola, San Juan, San Juan
Rates Starting At
$1,919
per person
$274 per person per day
Onboard
Azamara Quest
7-Night Caribbean Cruise
Barbados → San Juan
Sun, Nov 28 2027
Barbados, St. Lucia, Dominica, St. Kitts, Nevis, St. Maarten, St. Thomas, San Juan, San Juan
Rates Starting At
$1,919
per person
$274 per person per day
Onboard
Azamara Journey
8-Night Caribbean Cruise
Barbados → San Juan
Mon, Dec 28 2026
Barbados, Aruba, Curacao, St. Lucia, Nevis, St. Croix, San Juan, San Juan
Rates Starting At
$2,209
per person
$276 per person per day
Onboard
Azamara Quest
7-Night Caribbean Cruise
San Juan → Barbados
Sun, Nov 21 2027
San Juan, Virgin Gorda, Antigua , St. Vincent, Grenada, Tobago, Barbados, Barbados
Rates Starting At
$1,939
per person
$277 per person per day
Onboard
Azamara Quest
8-Night Caribbean Cruise
San Juan → Barbados
Sat, Nov 6 2027
San Juan, St. Thomas, Virgin Gorda, Antigua , St. Vincent, Grenada, Tobago, Barbados, Barbados
Rates Starting At
$2,229
per person
$279 per person per day
Onboard
Azamara Onward
14-Night Caribbean Cruise
Roundtrip · Miami
Wed, Dec 22 2027
Miami, Bimini/BAHAMAS, Virgin Gorda, St. Maarten, St. Kitts, St. Lucia, Barbados, San Juan, Miami, Miami
Rates Starting At
$3,959
per person
$283 per person per day
Onboard
Azamara Quest
9-Night Caribbean Cruise
Barbados → Miami
Mon, Dec 27 2027
Barbados, Bonaire, Curacao, Aruba, Puerto Plata, Nassau, Miami, Miami
Rates Starting At
$2,549
per person
$283 per person per day
Onboard
Azamara Quest
9-Night Caribbean Cruise
Barbados → Miami
Mon, Mar 13 2028
Barbados, Grenada, St. Lucia, Dominica, St. Maarten, Tortola, Miami, Miami
Rates Starting At
$2,789
per person
$310 per person per day
Onboard
Star Legend
7-Night Caribbean Cruise
Roundtrip · Barbados
Fri, Nov 27 2026
Barbados, Anses D'arlet, Martinique, Rodney Bay, Rodney Bay, Casablanca/MOROCCO , Mayreau, Grenada, Bequia, Barbados, Barbados
Rates Starting At
$2,419
per person
$346 per person per day
Onboard
Viking Sea
10-Night Caribbean Cruise
Roundtrip · San Juan
Sat, Nov 27 2027
San Juan, San Juan, St. Thomas, St. Kitts, St. Lucia, Barbados, Dominica, Antigua , St. Maarten, St. Croix, San Juan
Rates Starting At
$3,499
per person
$350 per person per day
Onboard
Wind Surf
7-Night Caribbean Cruise
Roundtrip · St. Maarten
Sat, Jan 2 2027
St. Maarten, Antigua, Road Bay, Anguilla, Sopers Hole, British Virgin Islands, Jost Van Dyke Isl., Jost Van Dyke Isl., Virgin Gorda, St. Barts, St. Maarten, St. Maarten
Rates Starting At
$2,483
per person
$355 per person per day
Onboard
Viking Mars
14-Night Caribbean Cruise
Roundtrip · Ft. Lauderdale
Thu, Dec 9 2027
Ft. Lauderdale, Montego Bay, Colon/PANAMA, San Jose/COSTA RICA, Roatan, Belize, Cozumel/MEXICO, Ft. Lauderdale
Rates Starting At
$4,999
per person
$357 per person per day
Onboard
Star Legend
15-Night Caribbean Cruise
Barbados → Aruba
Fri, Nov 27 2026
Barbados, Anses D'arlet, Martinique, Rodney Bay, Rodney Bay, Casablanca/MOROCCO , Mayreau, Grenada, Bequia, Barbados, Barbados, Rodney Bay, Bequia, Mayreau, Grenada, Curacao, Aruba, Aruba
Rates Starting At
$5,358
per person
$357 per person per day
Onboard
Norwegian Prima
7-Night Caribbean Cruise
Roundtrip · San Juan
Sun, Dec 27 2026
San Juan, St. Maarten, St. Kitts, Barbados, St. Lucia, St. Thomas, Tortola, San Juan
Rates Starting At
$2,519
per person
$360 per person per day
Onboard
Wind Surf
7-Night Caribbean Cruise
Roundtrip · St. Maarten
Sat, Mar 20 2027
St. Maarten, Jeju Isl./S. KOREA, Dominica, Mayreau, Les Saintes, Guadeloupe, St. Kitts, St. Barts, St. Maarten, St. Maarten
Rates Starting At
$2,537
per person
$362 per person per day
Onboard
Carnival Vista
8-Night Caribbean Cruise
Roundtrip · Port Canaveral
Sat, Jun 13 2026
Port Canaveral, Curacao, Aruba, Celebration Key, Bahamas, Port Canaveral
Rates Starting At
$2,924
per person
$366 per person per day
Onboard
Viking Sky
10-Night Caribbean Cruise
Roundtrip · San Juan
Mon, Nov 29 2027
San Juan, San Juan, St. Thomas, St. Kitts, St. Lucia, Barbados, Dominica, Antigua , St. Maarten, St. Croix, San Juan
Rates Starting At
$3,699
per person
$370 per person per day
Onboard
Viking Sky
10-Night Caribbean Cruise
Roundtrip · San Juan
Thu, Dec 9 2027
San Juan, San Juan, St. Thomas, St. Kitts, St. Lucia, Barbados, Dominica, Antigua , St. Maarten, St. Croix, San Juan
Rates Starting At
$3,699
per person
$370 per person per day
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