CaribbeanCelebrity Cruises
Southern Caribbean
Celebrity Constellation
- Departure
- Sat, Dec 19, 2026
- back Dec 26
- Length
- 7 nights
- From San Juan
- Ports
- Tortola · Basseterre · Roseau · Castries · Bridgetown
From$679per guestas of 3 hours ago
View sailingShowing 1129–1152 of 5,220 sailings
Booking links are affiliate — we may earn a commission at no extra cost to you.
- CaribbeanCelebrity Cruises
St. Thomas, St. Kitts & Puerto Plata
Celebrity Apex
- Departure
- Sat, Dec 19, 2026
- back Dec 26
- Length
- 7 nights
- From Orlando (Port Canaveral)
- Ports
- Puerto Plata · Charlotte Amalie · Basseterre
From$1,064per guestas of 3 hours agoView sailing - CaribbeanRoyal Caribbean International
Southern Caribbean Cruise
Rhapsody of the Seas
- Departure
- Sat, Dec 19, 2026
- back Dec 26
- Length
- 7 nights
- From San Juan
- Ports
- Charlotte Amalie · Philipsburg · St. Croix · St. Johns · Roseau
From$576per guestas of 3 hours agoView sailing - CaribbeanPrincess Cruises
Eastern Caribbean with Puerto Rico Holiday
Coral Princess
- Departure
- Sat, Dec 19, 2026
- back Dec 26
- Length
- 7 nights
- From Ft. Lauderdale, Florida
- Ports
- Princess Cays, Bahamas · San Juan · St. Maarten
From$719per guestas of 2 hours agoView sailing - CaribbeanRoyal Caribbean International
Western Caribbean Cruise
Mariner of the Seas
- Departure
- Sat, Dec 19, 2026
- back Dec 26
- Length
- 7 nights
- From New Orleans, LA
- Ports
- Cozumel · George Town · Montego Bay
From$779per guestas of 3 hours agoView sailing - CaribbeanVirgin Voyages
8-night Caribbean cruise
Resilient Lady
- Departure
- Sat, Dec 19, 2026
- back Dec 27
- Length
- 8 nights
- From Miami, FL
- Ports
- Puerto Plata · San Juan · Philipsburg
From$1,352per guestas of 39 minutes agoView sailing - CaribbeanCelebrity Cruises
Aruba, Curacao & Bonaire
Celebrity Silhouette
- Departure
- Sat, Dec 19, 2026
- back Dec 27
- Length
- 8 nights
- From Fort Lauderdale
- Ports
- Oranjestad · Willemstad · Kralendijk
From$1,298per guestas of 3 hours agoView sailing - CaribbeanCarnival Cruise Line
8-Day Western Caribbean from Galveston, TX
Carnival Dream
- Departure
- Sat, Dec 19, 2026
- back Dec 27
- Length
- 8 nights
- From Galveston, TX
- Ports
- Cozumel · Grand Cayman, Cayman Islands
From$1,111per guestas of 2 hours agoView sailing - CaribbeanRoyal Caribbean International
Southern Caribbean Cruise
Adventure of the Seas
- Departure
- Sat, Dec 19, 2026
- back Dec 27
- Length
- 8 nights
- From Fort Lauderdale
- Ports
- Nassau · Cabo Rojo · Oranjestad · Willemstad
From$906per guestas of 3 hours agoView sailing - CaribbeanCarnival Cruise Line
8-Day Southern Caribbean from Miami, FL
Carnival Horizon
- Departure
- Sat, Dec 19, 2026
- back Dec 27
- Length
- 8 nights
- From Miami, FL
- Ports
- Curaçao · Bonaire, Caribbean Netherlands
From$997per guestas of 2 hours agoView sailing - CaribbeanSilversea Cruises
Bridgetown to Bridgetown
Silver Spirit
- Departure
- Sat, Dec 19, 2026
- back Dec 27
- Length
- 8 nights
- From Bridgetown
- Ports
- Bequia · Fort-de-France · Roseau · St. Kitts (Basseterre) · St John +1 more
From$3,840per guestas of 2 days agoView sailing - CaribbeanPrincess Cruises
Southern Caribbean Islander Holiday
Crown Princess
- Departure
- Sat, Dec 19, 2026
- back Dec 27
- Length
- 8 nights
- From Ft. Lauderdale, Florida
- Ports
- Aruba · Curacao · Antigua · St. Thomas, Virgin Islands
From$679per guestas of 2 hours agoView sailing - CaribbeanCarnival Cruise Line
8-Day Western Caribbean from Tampa, FL
Carnival Legend
- Departure
- Sat, Dec 19, 2026
- back Dec 27
- Length
- 8 nights
- From Tampa, FL
- Ports
- Grand Cayman, Cayman Islands · Isla Tropicale, Roatan · Belize
From$1,027per guestas of 2 hours agoView sailing - CaribbeanHolland America Line
14-DAY EASTERN CARIBBEAN: BAHAMAS & SAN JUAN HOLIDAY
Zuiderdam
- Departure
- Sat, Dec 19, 2026
- back Jan 2
- Length
- 14 nights
- From Miami, FL
From$1,451per guestas of 2 hours agoView sailing - CaribbeanHolland America Line
14-DAY EASTERN/WESTERN CARIBBEAN: SAN JUAN & MEXICO HOLIDAY
Eurodam
- Departure
- Sat, Dec 19, 2026
- back Jan 2
- Length
- 14 nights
- From Fort Lauderdale
From$1,529per guestas of 2 hours agoView sailing - CaribbeanPrincess Cruises
Eastern/Western Caribbean withCelebration Key Holiday
Star Princess
- Departure
- Sat, Dec 19, 2026
- back Jan 2
- Length
- 14 nights
- From Ft. Lauderdale, Florida
- Ports
- Cozumel · Belize City · Roatan · Ft. Lauderdale, Florida · Grand Turk +2 more
From$2,908per guestas of 2 days agoView sailing - CaribbeanPrincess Cruises
Eastern Caribbean with Celebration Key Holiday
Regal Princess
- Departure
- Sun, Dec 20, 2026
- back Dec 26
- Length
- 6 nights
- From Ft. Lauderdale, Florida
- Ports
- Celebration Key · Grand Turk · Nassau
From$679per guestas of 2 hours agoView sailing - CaribbeanRoyal Caribbean International
Perfect Day Cococay & West Carib
Legend of the Seas
- Departure
- Sun, Dec 20, 2026
- back Dec 26
- Length
- 6 nights
- From Fort Lauderdale
- Ports
- Perfect Day CocoCay · Costa Maya · Cozumel
From$1,369per guestas of 3 hours agoView sailing - CaribbeanNorwegian Cruise Line
New Orleans Cruisetour
Norwegian Breakaway
- Departure
- Sun, Dec 20, 2026
- back Dec 27
- Length
- 7 nights
- From New Orleans, LA
- Ports
- Cozumel · Roatan · Harvest Caye, Belize
From$2,438per guestas of 3 hours agoView sailing - CaribbeanRoyal Caribbean International
Western Caribbean Cruise
Symphony of the Seas
- Departure
- Sun, Dec 20, 2026
- back Dec 27
- Length
- 7 nights
- From Galveston, TX
- Ports
- Roatan · Costa Maya · Cozumel
From$1,064per guestas of 3 hours agoView sailing - CaribbeanNorwegian Cruise Line
7-Day Caribbean Round-trip Miami: Great Stirrup Cay & Dominican Republic
Norwegian Aqua
- Departure
- Sun, Dec 20, 2026
- back Dec 27
- Length
- 7 nights
- From Miami, FL
- Ports
- Puerto Plata · Charlotte Amalie · Tortola, British Virgin Islands
From$1,569per guestas of 5 days agoView sailing - CaribbeanRoyal Caribbean International
Western Caribbean Cruise
Enchantment of the Seas
- Departure
- Sun, Dec 20, 2026
- back Dec 27
- Length
- 7 nights
- From Tampa, FL
- Ports
- Cozumel · Roatan · Belize City · Costa Maya
From$615per guestas of 3 hours agoView sailing - CaribbeanRoyal Caribbean International
Western Caribbean Holiday
Independence of the Seas
- Departure
- Sun, Dec 20, 2026
- back Dec 27
- Length
- 7 nights
- From Miami, FL
- Ports
- Bimini · George Town · Ocho Rios · Falmouth
From$725per guestas of 3 hours agoView sailing - CaribbeanCarnival Cruise Line
7-Day Western Caribbean from Port Canaveral (Orlando), FL
Carnival Venezia
- Departure
- Sun, Dec 20, 2026
- back Dec 27
- Length
- 7 nights
- From Port Canaveral (Orlando), FL
- Ports
- Celebration Key · Cozumel
From$889per guestas of 2 hours agoView sailing