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
March 8, 2027
4 Night Bahamas & Perfect Day Cruise
CruiseScore™ (4.92/5)
Royal Caribbean Utopia of the Seas
S
M
L
XL
Port Canaveral
→
Nassau
→
CocoCay
→
Port Canaveral
Balcony
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
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
February 20, 2027
14 Night Round Trip Eastern Caribbean Cruise from Fort Lauderdale
CruiseScore™ (4.90/5)
Regal Princess
S
M
L
XL
Fort Lauderdale
→
Fort Lauderdale
→
Philipsburg
→
San Juan
→
Amber Cove
→
Grand Turk
→
Fort Lauderdale
→
Celebration Key
→
Grand Turk
→
Nassau
→
Fort Lauderdale
Inside
LOWEST PRICE EVER
February 28, 2027
7 Night South Caribbean Cruise
CruiseScore™ (4.19/5)
MSC World Europa
S
M
L
XL
Pointe-a-Pitre
→
St. John's, Antigua
→
Philipsburg
→
Basse-Terre
→
Roseau
→
Fort-de-France
→
Pointe-a-Pitre
Outside
LOWEST PRICE EVER
January 23, 2027
14 Night Round Trip Eastern Caribbean Cruise from Fort Lauderdale
CruiseScore™ (4.90/5)
Regal Princess
S
M
L
XL
Fort Lauderdale
→
Fort Lauderdale
→
Amber Cove
→
San Juan
→
St. Thomas
→
Grand Turk
→
Fort Lauderdale
→
Celebration Key
→
Grand Turk
→
Nassau
→
Fort Lauderdale
Inside
LOWEST PRICE EVER
January 24, 2027
7 Night Southern Caribbean, San Juan Cruise
CruiseScore™ (4.54/5)
Norwegian Prima
S
M
L
XL
San Juan
→
Tortola
→
Basseterre
→
Bridgetown
→
Castries
→
Philipsburg
→
St. Thomas
→
San Juan
Inside
PRICE DROP
January 23, 2027
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
Outside
January 18, 2027
7 Night Bahamas Cruise
CruiseScore™ (3.94/5)
MSC Seaside
S
M
L
XL
Miami
→
Nassau
→
Ocean Cay
→
Miami
→
Nassau
→
Ocean Cay
→
Miami
Inside
LOWEST PRICE EVER
November 7, 2026
8 Night Aruba & Curacao & Bonaire Cruise
CruiseScore™ (4.49/5)
Celebrity Silhouette
S
M
L
XL
Fort Lauderdale
→
Oranjestad
→
Willemstad
→
Kralendijk
→
Fort Lauderdale
Suite