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372 matching cruises

December 5, 2026
7 Night Southern Caribbean Cruise
CruiseScore™ (4.48/5)
Celebrity Constellation
S M L XL
San Juan → St. Thomas → Philipsburg → St. John's, Antigua → Castries → Bridgetown → San Juan
$1,060
$151 per day
Inside
April 4, 2027
10 Night Southern Caribbean Cruise
CruiseScore™ (4.09/5)
Royal Caribbean Vision of the Seas
S M L XL
San Juan → St. Thomas → St. Croix → Philipsburg → St. John's, Antigua → Roseau → Castries → Basseterre → Miami
$1,152
$115 per day
Inside
PRICE RISING
March 14, 2027
Crown Princess
S M L XL
San Juan → St. Thomas → Basseterre → Roseau → St. George's, Grenada → Bridgetown → San Juan
$1,069
$153 per day
Outside
December 19, 2027
Emerald Princess
S M L XL
San Juan → St. Thomas → Philipsburg → St. John's, Antigua → Castries → Bridgetown → San Juan → Tortola → Basseterre → Roseau → St. George's, Grenada → Bridgetown → San Juan
$1,823
$130 per day
Inside
March 13, 2027
Virgin Voyages Valiant Lady
S M L XL
San Juan → Tortola → Basseterre → St. John's, Antigua → Castries → San Juan
$1,014
$169 per day
Balcony
February 20, 2027
Virgin Voyages Valiant Lady
S M L XL
San Juan → Tortola → Castries → Bridgetown → Roseau → Philipsburg → San Juan
$1,183
$169 per day
Balcony
PRICE DROP
March 6, 2027
Virgin Voyages Valiant Lady
S M L XL
San Juan → Philipsburg → Bridgetown → Castries → St. John's, Antigua → Tortola → San Juan
$1,183
$169 per day
Balcony
April 2, 2028
7 Night Southern Caribbean Cruise
CruiseScore™ (4.20/5)
Royal Caribbean Vision of the Seas
S M L XL
San Juan → St. Thomas → St. John's, Antigua → Bequia → St. George's, Grenada → Bridgetown → San Juan
$852
$122 per day
Inside
January 17, 2027
Crown Princess
S M L XL
San Juan → Philipsburg → Fort-de-France → St. George's, Grenada → Castries → Bridgetown → San Juan
$1,099
$157 per day
Outside
February 19, 2028
7 Night Southern Caribbean Cruise
CruiseScore™ (4.18/5)
Royal Caribbean Rhapsody of the Seas
S M L XL
San Juan → St. Thomas → St. Croix → Philipsburg → Castries → Bridgetown → San Juan
$868
$124 per day
Inside
April 16, 2028
7 Night Southern Caribbean Cruise
CruiseScore™ (4.13/5)
Royal Caribbean Vision of the Seas
S M L XL
San Juan → St. Thomas → St. John's, Antigua → Willemstad → Oranjestad → San Juan
$873
$125 per day
Inside
December 26, 2027
Emerald Princess
S M L XL
San Juan → Tortola → Basseterre → Roseau → St. George's, Grenada → Bridgetown → San Juan
$1,044
$149 per day
Outside
February 20, 2028
Emerald Princess
S M L XL
San Juan → Tortola → Basseterre → Fort-de-France → St. George's, Grenada → Bridgetown → San Juan → St. Thomas → Philipsburg → St. John's, Antigua → Castries → Bridgetown → San Juan
$1,873
$134 per day
Inside
March 6, 2027
10 Night Southern Caribbean Cruise
CruiseScore™ (4.17/5)
Royal Caribbean Rhapsody of the Seas
S M L XL
San Juan → Tortola → Philipsburg → St. John's, Antigua → Bridgetown → Castries → Roseau → St. Croix → Miami
$1,231
$123 per day
Inside
November 12, 2027
Virgin Voyages Scarlet Lady
S M L XL
San Juan → Tortola → Basseterre → Bridgetown → Castries → Roseau → Philipsburg → San Juan
$1,112
$139 per day
Inside

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