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372 matching cruises

December 18, 2027
Virgin Voyages Scarlet Lady
S M L XL
San Juan → Philipsburg → St. John's, Antigua → Roseau → Oranjestad → Willemstad → San Juan
$1,112
$139 per day
Inside
December 26, 2027
7 Night Southern Caribbean Holiday
CruiseScore™ (4.67/5)
Celebrity Summit
S M L XL
San Juan → St. Thomas → Bridgetown → Castries → St. John's, Antigua → Philipsburg → San Juan
$1,125
$161 per day
Outside
December 18, 2027
6 Night Southern Caribbean Cruise
CruiseScore™ (4.18/5)
Royal Caribbean Rhapsody of the Seas
S M L XL
San Juan → St. Thomas → St. Croix → Basseterre → St. John's, Antigua → San Juan
$768
$128 per day
Inside
LOWEST PRICE EVER
November 20, 2027
7 Night Southern Caribbean Cruise
CruiseScore™ (4.26/5)
Royal Caribbean Grandeur of the Seas
S M L XL
San Juan → Tortola → Philipsburg → St. John's, Antigua → Basseterre → St. Croix → San Juan
$889
$127 per day
Inside
April 15, 2028
Virgin Voyages Scarlet Lady
S M L XL
San Juan → St. Thomas → Basseterre → Castries → St. John's, Antigua → Philipsburg → San Juan
$973
$139 per day
Inside
PRICE RISING
October 31, 2026
Virgin Voyages Valiant Lady
S M L XL
San Juan → Willemstad → Oranjestad → Fort-de-France → Basseterre → San Juan
$1,183
$169 per day
Outside
July 31, 2027
7 Night Southern Caribbean Cruise
CruiseScore™ (3.99/5)
Royal Caribbean Grandeur of the Seas
S M L XL
San Juan → Tortola → Philipsburg → St. John's, Antigua → Basseterre → St. Croix → San Juan
$989
$141 per day
Outside
January 2, 2027
Virgin Voyages Valiant Lady
S M L XL
San Juan → Tortola → Bridgetown → Castries → St. John's, Antigua → Philipsburg → San Juan
$1,253
$179 per day
Balcony
LOWEST PRICE EVER
April 15, 2028
7 Night Southern Caribbean Cruise
CruiseScore™ (4.02/5)
Royal Caribbean Rhapsody of the Seas
S M L XL
San Juan → St. Thomas → St. Croix → Philipsburg → Castries → Bridgetown → San Juan
$961
$137 per day
Outside
April 9, 2028
7 Night Southern Caribbean Cruise
CruiseScore™ (4.17/5)
Royal Caribbean Vision of the Seas
S M L XL
San Juan → St. Thomas → Basseterre → Willemstad → Oranjestad → San Juan
$903
$129 per day
Inside
February 20, 2028
Emerald Princess
S M L XL
San Juan → Tortola → Basseterre → Fort-de-France → St. George's, Grenada → Bridgetown → San Juan
$1,084
$155 per day
Outside
February 27, 2027
Virgin Voyages Valiant Lady
S M L XL
San Juan → Oranjestad → Willemstad → Fort-de-France → Basseterre → San Juan
$1,253
$179 per day
Balcony
February 6, 2027
Virgin Voyages Valiant Lady
S M L XL
San Juan → Oranjestad → Willemstad → St. John's, Antigua → Philipsburg → San Juan
$1,253
$179 per day
Balcony
January 17, 2027
Norwegian Prima
S M L XL
San Juan → Kralendijk → Philipsburg → St. Thomas → Tortola → San Juan
$1,059
$151 per day
Outside
LOWEST PRICE EVER
January 31, 2027
Norwegian Prima
S M L XL
San Juan → Willemstad → Philipsburg → St. Thomas → Tortola → San Juan
$1,059
$151 per day
Outside

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