Find Your Perfect Cruise

As seen in Wall Street Journal, NBC Today, The New York Times, Business Insider, and USA Today

372 matching cruises

March 26, 2028
Emerald Princess
S M L XL
San Juan → Willemstad → Oranjestad → Kralendijk → Fort Lauderdale
$914
$131 per day
Inside
February 27, 2028
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
$2,213
$158 per day
Outside
PRICE RISING
January 3, 2027
Crown Princess
S M L XL
San Juan → St. Thomas → Basseterre → Roseau → St. George's, Grenada → Bridgetown
$794
$159 per day
Outside
PRICE DROP
April 10, 2027
Virgin Voyages Valiant Lady
S M L XL
San Juan → Grand Turk → Bimini → Miami
$845
$169 per day
Balcony
January 10, 2027
Norwegian Prima
S M L XL
San Juan → Tortola → Philipsburg → Bridgetown → Castries → Basseterre → St. Thomas → San Juan
$1,099
$157 per day
Outside
July 24, 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
$1,016
$145 per day
Inside
PRICE DROP
January 29, 2027
Virgin Voyages Valiant Lady
S M L XL
San Juan → Oranjestad → Willemstad → Kralendijk → Fort-de-France → Philipsburg → San Juan
$1,512
$189 per day
Balcony
January 24, 2027
Norwegian Prima
S M L XL
San Juan → Tortola → Basseterre → Bridgetown → Castries → Philipsburg → St. Thomas → San Juan
$1,049
$150 per day
Inside
July 17, 2027
7 Night Southern Caribbean Cruise
CruiseScore™ (3.89/5)
Royal Caribbean Grandeur of the Seas
S M L XL
San Juan → Tortola → Philipsburg → St. John's, Antigua → Basseterre → St. Croix → San Juan
$1,029
$147 per day
Inside
LOWEST PRICE EVER
December 19, 2027
Royal Caribbean Vision of the Seas
S M L XL
San Juan → St. Thomas → St. John's, Antigua → Roseau → St. George's, Grenada → Bridgetown → Philipsburg → San Juan
$1,129
$141 per day
Inside
December 26, 2026
7 Night Southern Caribbean Holiday
CruiseScore™ (4.37/5)
Celebrity Constellation
S M L XL
San Juan → St. Thomas → Philipsburg → St. John's, Antigua → Castries → Bridgetown → San Juan
$1,219
$174 per day
Inside
March 12, 2028
Emerald Princess
S M L XL
San Juan → St. Thomas → Philipsburg → St. John's, Antigua → Castries → Bridgetown → San Juan
$1,054
$151 per day
Inside
March 5, 2028
Emerald Princess
S M L XL
San Juan → Tortola → Basseterre → Roseau → St. George's, Grenada → Bridgetown → San Juan → St. Thomas → Philipsburg → St. John's, Antigua → Castries → Bridgetown → San Juan
$2,113
$151 per day
Inside
March 5, 2028
Emerald Princess
S M L XL
San Juan → Tortola → Basseterre → Roseau → St. George's, Grenada → Bridgetown → San Juan
$1,164
$166 per day
Outside
March 12, 2028
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
$2,153
$154 per day
Inside

Get Weekly Cruise Deals

Weekly emails with the best deals, fully customized for you. No spam ever.

Let’s book your cruise

Tell us who’s sailing to see available cabins and fares.

Guests in this cabin
Ages at the time of sailing

Special fares are dependent on eligibility