November 15, 2026
4 Night Western Caribbean Cruise
CruiseScore™ (4.11/5)
Carnival Paradise
S
M
L
XL
Tampa
→
Bimini
→
Celebration Key
→
Tampa
Outside
January 14, 2029
14 Night Southern Caribbean Adventurer
CruiseScore™ (4.61/5)
Caribbean 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
Suite
January 12, 2027
11 Night Eastern Caribbean: Windward & Leeward Islands Cruise
CruiseScore™ (4.41/5)
Holland America Rotterdam
S
M
L
XL
Fort Lauderdale
→
Philipsburg
→
St. John's, Antigua
→
Roseau
→
Fort-de-France
→
Basseterre
→
San Juan
→
Half Moon Cay
→
Fort Lauderdale
Inside
January 10, 2028
4 Night Round Trip Bahamas Cruise from Port Canaveral
CruiseScore™ (4.80/5)
Royal Caribbean Utopia of the Seas
S
M
L
XL
Port Canaveral
→
Nassau
→
CocoCay
→
Port Canaveral
Outside
April 9, 2027
10 Night Ultimate Southern Caribbean Cruise
CruiseScore™ (4.86/5)
Celebrity Ascent
S
M
L
XL
Fort Lauderdale
→
Philipsburg
→
Castries
→
St. George's, Grenada
→
Bridgetown
→
St. John's, Antigua
→
Fort Lauderdale
Inside
March 19, 2028
7 Night Eastern Caribbean Cruise, With St. Thomas
CruiseScore™ (4.66/5)
Regal Princess
S
M
L
XL
Miami
→
Half Moon Cay
→
San Juan
→
Philipsburg
→
Miami
Outside
January 31, 2028
4 Night Round Trip Bahamas Cruise from Port Canaveral
CruiseScore™ (4.82/5)
Royal Caribbean Utopia of the Seas
S
M
L
XL
Port Canaveral
→
Nassau
→
CocoCay
→
Port Canaveral
Balcony
November 24, 2026
9 Night St. Lucia, St. Kitts & St. Thomas Cruise
CruiseScore™ (4.68/5)
Celebrity Eclipse
S
M
L
XL
Fort Lauderdale
→
St. John's, Antigua
→
Castries
→
Basseterre
→
St. Thomas
→
Fort Lauderdale
Inside
April 4, 2027
6 Night Eastern Caribbean Cruise
CruiseScore™ (3.82/5)
MSC Meraviglia
S
M
L
XL
Miami
→
Grand Turk
→
Ocean Cay
→
Nassau
→
Miami
Inside
March 7, 2027
6 Night Eastern Caribbean Cruise
CruiseScore™ (3.94/5)
MSC Meraviglia
S
M
L
XL
Miami
→
Grand Turk
→
Ocean Cay
→
Nassau
→
Miami
Inside
LOWEST PRICE EVER
December 19, 2026
7 Night Classic Caribbean Yacht Harbors Cruise
CruiseScore™ (5.00/5)
Seabourn Ovation
S
M
L
XL
Bridgetown
→
Castries
→
Little Bay
→
St. John's, Antigua
→
Carambola Beach
→
Jost Van Dyke
→
Philipsburg
Inside
LOWEST PRICE EVER
December 5, 2026
14 Night Southern Caribbean Cruise from Philipsburg to Bridgetown
CruiseScore™ (5.00/5)
Seabourn Ovation
S
M
L
XL
Philipsburg
→
Soper's Hole
→
Carambola Beach
→
Trois-Ilets
→
Bequia
→
St. George's, Grenada
→
Bridgetown
→
Carambola Beach
→
Terre-de-Haut
→
Saint Pierre
→
Roseau
→
Rodney Bay
→
Bridgetown
Inside
LOWEST PRICE EVER
December 5, 2026
7 Night Yachtsman's Caribbean Cruise
CruiseScore™ (5.00/5)
Seabourn Ovation
S
M
L
XL
Philipsburg
→
Soper's Hole
→
Carambola Beach
→
Trois-Ilets
→
Bequia
→
St. George's, Grenada
→
Bridgetown
Inside
LOWEST PRICE EVER
November 20, 2026
15 Night Southern Caribbean Cruise from Miami to Philipsburg
CruiseScore™ (5.00/5)
Seabourn Ovation
S
M
L
XL
Miami
→
San Juan
→
Jost Van Dyke
→
Carambola Beach
→
Roseau
→
Bequia
→
Bridgetown
→
Rodney Bay
→
Little Bay
→
St. John's, Antigua
→
Carambola Beach
→
Virgin Gorda
→
Philipsburg
Inside
LOWEST PRICE EVER
August 14, 2027
8 Night Aruba, Bonaire & Curacao Cruise
CruiseScore™ (5.00/5)
Celebrity Beyond
S
M
L
XL
Miami
→
Oranjestad
→
Willemstad
→
Kralendijk
→
Miami
Suite