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372 matching cruises

January 3, 2027
Norwegian Prima
S M L XL
San Juan → St. Thomas → Tortola → Oranjestad → Willemstad → San Juan
$1,159
$166 per day
Outside
December 26, 2026
7 Night Southern Caribbean Holiday
CruiseScore™ (3.88/5)
Royal Caribbean Rhapsody of the Seas
S M L XL
San Juan → Tortola → Philipsburg → St. John's, Antigua → Basseterre → St. Thomas → San Juan
$1,134
$162 per day
Inside
PRICE RISING
December 19, 2026
Virgin Voyages Valiant Lady
S M L XL
San Juan → Basseterre → Fort-de-France → Oranjestad → Willemstad → San Juan
$1,403
$200 per day
Balcony
July 3, 2027
7 Night Southern Caribbean Cruise
CruiseScore™ (3.88/5)
Royal Caribbean Grandeur of the Seas
S M L XL
San Juan → Tortola → Philipsburg → St. John's, Antigua → Basseterre → St. Croix → San Juan
$1,146
$164 per day
Outside
LOWEST PRICE EVER
February 13, 2027
Virgin Voyages Valiant Lady
S M L XL
San Juan → Samana → Grand Turk → Cabo Rojo → San Juan
$1,393
$199 per day
Balcony
February 28, 2027
Norwegian Prima
S M L XL
San Juan → Tortola → Roseau → Bridgetown → Philipsburg → St. Thomas → San Juan
$1,179
$168 per day
Outside
December 24, 2027
7 Night Southern Caribbean Holiday
CruiseScore™ (4.04/5)
Royal Caribbean Rhapsody of the Seas
S M L XL
San Juan → St. Thomas → St. John's, Antigua → Philipsburg → St. Croix → Basseterre → San Juan
$1,079
$154 per day
Inside
February 14, 2027
Norwegian Prima
S M L XL
San Juan → Tortola → Bridgetown → Basse-Terre → Philipsburg → St. Thomas → San Juan
$1,189
$170 per day
Outside
PRICE RISING
March 28, 2027
Norwegian Prima
S M L XL
San Juan → Tortola → St. Thomas → Castries → Oranjestad → San Juan
$1,329
$190 per day
Balcony
April 3, 2027
Virgin Voyages Valiant Lady
S M L XL
San Juan → Oranjestad → Willemstad → Fort-de-France → Basseterre → San Juan
$1,323
$189 per day
Outside
July 10, 2027
7 Night Southern Caribbean Cruise
CruiseScore™ (3.93/5)
Royal Caribbean Grandeur of the Seas
S M L XL
San Juan → St. Thomas → St. Croix → Philipsburg → Castries → Bridgetown → San Juan
$1,139
$163 per day
Inside
March 19, 2028
Emerald Princess
S M L XL
San Juan → Tortola → Basseterre → Roseau → St. George's, Grenada → Bridgetown → San Juan
$1,154
$165 per day
Inside
December 27, 2026
Crown Princess
S M L XL
San Juan → St. Thomas → Philipsburg → St. John's, Antigua → Castries → Bridgetown → San Juan → St. Thomas → Basseterre → Roseau → St. George's, Grenada → Bridgetown → San Juan
$2,496
$178 per day
Inside
LOWEST PRICE EVER
December 31, 2027
Royal Caribbean Rhapsody of the Seas
S M L XL
San Juan → St. Thomas → St. Croix → Basseterre → Castries → St. John's, Antigua → Bequia → San Juan
$1,308
$164 per day
Inside
April 4, 2027
Norwegian Prima
S M L XL
San Juan → Ponta Delgada → Funchal → Melilla → Motril → Ibiza → Palma de Mallorca → Marseille → Nice → Florence → Rome
$2,649
$156 per day
Outside

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