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
April 4, 2027
6 Night Eastern Caribbean Cruise
CruiseScore™ (3.80/5)
MSC Meraviglia
S
M
L
XL
Miami
→
Grand Turk
→
Ocean Cay
→
Nassau
→
Miami
Inside
March 7, 2027
6 Night Eastern Caribbean Cruise
CruiseScore™ (3.93/5)
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
March 8, 2027
4 Night Bahamas & Perfect Day Cruise
CruiseScore™ (4.67/5)
Royal Caribbean Utopia of the Seas
S
M
L
XL
Port Canaveral
→
Nassau
→
CocoCay
→
Port Canaveral
Balcony
November 27, 2027
14 Night Eastern Caribbean: Bahamas & San Juan Cruise
CruiseScore™ (4.45/5)
Holland America Zuiderdam
S
M
L
XL
Miami
→
Half Moon Cay
→
Amber Cove
→
Grand Turk
→
Nassau
→
Miami
→
Grand Turk
→
San Juan
→
St. Thomas
→
Half Moon Cay
→
Miami
Inside
February 14, 2027
7 Night Eastern Caribbean with Puerto Rico Cruise
CruiseScore™ (4.67/5)
Sun Princess
S
M
L
XL
Fort Lauderdale
→
Grand Turk
→
San Juan
→
Amber Cove
→
Fort Lauderdale
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