CaribbeanCarnival Cruise Line
5-Day Western Caribbean from Tampa, FL
Carnival Paradise
- Departure
- Mon, Dec 21, 2026
- back Dec 26
- Length
- 5 nights
- From Tampa, FL
- Ports
- Grand Cayman, Cayman Islands
From$519per guestas of 7 hours ago
View sailingShowing 409–432 of 5,434 sailings
Booking links are affiliate — we may earn a commission at no extra cost to you.
- CaribbeanPrincess Cruises
Eastern Caribbean with Celebration Key Holiday
Sky Princess
- Departure
- Mon, Dec 21, 2026
- back Dec 27
- Length
- 6 nights
- From Port Canaveral (Orlando), FL
- Ports
- Celebration Key, Bahamas · Amber Cove, Dominican Republic · Grand Turk
From$835per guestas of 6 hours agoView sailing - CaribbeanRoyal Caribbean International
Perfect Day CocoCay & Caribbean Holiday
Oasis of the Seas
- Departure
- Mon, Dec 21, 2026
- back Dec 28
- Length
- 7 nights
- From Fort Lauderdale
- Ports
- Nassau · Perfect Day CocoCay · Falmouth
From$1,259per guestas of 7 hours agoView sailing - CaribbeanRoyal Caribbean International
Western Caribbean Holiday Cruise
Explorer of the Seas
- Departure
- Mon, Dec 21, 2026
- back Dec 28
- Length
- 7 nights
- From Orlando (Port Canaveral)
- Ports
- Grand Bahama Island · Falmouth · George Town · Cozumel
From$1,339per guestas of 7 hours agoView sailing - CaribbeanMSC Cruises
Caribbean & Bahamas
MSC Seaside
- Departure
- Mon, Dec 21, 2026
- back Dec 28
- Length
- 7 nights
- From Miami
- Ports
- Puerto Plata · Ocean Cay MSC Marine Reserve, Bahamas · San Juan
From$639per guestas of 5 hours agoView sailing - CaribbeanCelebrity Cruises
Western Caribbean Holiday
Celebrity Reflection
- Departure
- Mon, Dec 21, 2026
- back Dec 28
- Length
- 7 nights
- From Fort Lauderdale
- Ports
- Key West · Cozumel · George Town
From$1,297per guestas of 7 hours agoView sailing - CaribbeanSilversea Cruises
Unknown Port to Unknown Port
Silver Nova
- Departure
- Mon, Dec 21, 2026
- back Dec 29
- Length
- 8 nights
- From Unknown Port
- Ports
- Unknown Port · Unknown Port · Unknown Port · Unknown Port · Unknown Port +1 more
From$5,050per guestas of 3 hours agoView sailing - CaribbeanMSC Cruises
Caribbean & Bahamas
MSC Seaside
- Departure
- Mon, Dec 21, 2026
- back Jan 4
- Length
- 14 nights
- From Miami
- Ports
- Puerto Plata · Falmouth, Jamaica · Ocean Cay MSC Marine Reserve, Bahamas · Miami · George Town, Grand Cayman +2 more
From$1,874per guestas of 5 hours agoView sailing - CaribbeanSilversea Cruises
Unknown Port to Unknown Port
Silver Dawn
- Departure
- Mon, Dec 21, 2026
- back Jan 8
- Length
- 18 nights
- From Unknown Port
- Ports
- Unknown Port · Unknown Port · Unknown Port · Unknown Port · Unknown Port +2 more
Pricing not availableCheck cruise line for live ratesas of 3 hours agoView sailing - CaribbeanDisney Cruise Line
5-Night Very Merrytime Western Caribbean Cruise from Galveston
Disney Magic
- Departure
- Tue, Dec 22, 2026
- back Dec 27
- Length
- 5 nights
- From Galveston, TX
From$1,870per guestas of 4 hours agoView sailing - CaribbeanNorwegian Cruise Line
9-Day Caribbean Round-trip Orlando: St. Thomas & Dominican Republic
Norwegian Getaway
- Departure
- Tue, Dec 22, 2026
- back Dec 31
- Length
- 9 nights
- From Port Canaveral (Orlando), FL
- Ports
- Tortola, British Virgin Islands · San Juan · Great Stirrup Cay, Bahamas · Charlotte Amalie · Puerto Plata
From$1,319per guestas of 8 hours agoView sailing - CaribbeanHolland America Line
11-DAY EASTERN CARIBBEAN HOLIDAY: WINDWARD & LEEWARD ISLANDS
Rotterdam
- Departure
- Tue, Dec 22, 2026
- back Jan 2
- Length
- 11 nights
- From Fort Lauderdale
From$1,565per guestas of 6 hours agoView sailing - CaribbeanCelebrity Cruises
Ultimate Southern Caribbean
Celebrity Eclipse
- Departure
- Tue, Dec 22, 2026
- back Jan 3
- Length
- 12 nights
- From Fort Lauderdale
- Ports
- Basseterre · Castries · Bridgetown · Willemstad · Kralendijk +1 more
From$2,842per guestas of 7 hours agoView sailing - CaribbeanSilversea Cruises
Unknown Port to Unknown Port
Silver Ray
- Departure
- Tue, Dec 22, 2026
- back Jan 5
- Length
- 14 nights
- From Unknown Port
- Ports
- Unknown Port · Unknown Port · Unknown Port · Unknown Port · Unknown Port +2 more
From$10,880per guestas of 3 hours agoView sailing - CaribbeanHolland America Line
14-DAY SOUTHERN CARIBBEAN: ABC & WINDWARD ISLANDS HOLIDAY
Volendam
- Departure
- Tue, Dec 22, 2026
- back Jan 5
- Length
- 14 nights
- From Fort Lauderdale
From$1,260per guestas of 6 hours agoView sailing - CaribbeanHolland America Line
21-DAY EASTERN & WESTERN CARIBBEAN HOLIDAY: BELIZE & MEXICO
Rotterdam
- Departure
- Tue, Dec 22, 2026
- back Jan 12
- Length
- 21 nights
- From Fort Lauderdale
From$2,428per guestas of 6 hours agoView sailing - CaribbeanVirgin Voyages
5-night Caribbean cruise
Brilliant Lady
- Departure
- Wed, Dec 23, 2026
- back Dec 28
- Length
- 5 nights
- From Miami
- Ports
- Bimini
From$1,388per guestas of 5 hours agoView sailing - CaribbeanCarnival Cruise Line
5-Day Western Caribbean from Galveston, TX
Carnival Breeze
- Departure
- Wed, Dec 23, 2026
- back Dec 28
- Length
- 5 nights
- From Galveston, TX
- Ports
- Progreso, Yucatán
From$715per guestas of 6 hours agoView sailing - CaribbeanRoyal Caribbean International
Perfect Day CocoCay & Caribbean Cruise
Harmony of the Seas
- Departure
- Wed, Dec 23, 2026
- back Dec 30
- Length
- 7 nights
- From Orlando (Port Canaveral)
- Ports
- Philipsburg · San Juan · Perfect Day CocoCay
From$2,023per guestas of 7 hours agoView sailing - CaribbeanNorwegian Cruise Line
7-Day Caribbean Round-trip Orlando: Dominican Republic & St. Thomas
Norwegian Escape
- Departure
- Wed, Dec 23, 2026
- back Dec 30
- Length
- 7 nights
- From Port Canaveral (Orlando), FL
- Ports
- Puerto Plata · Charlotte Amalie · Tortola, British Virgin Islands
From$1,329per guestas of 8 hours agoView sailing - CaribbeanNorwegian Cruise Line
11-Day Caribbean: Round-Trip Philadelphia: Dominican Republic & St. Thomas
Norwegian Pearl
- Departure
- Wed, Dec 23, 2026
- back Jan 3
- Length
- 11 nights
- From Philadelphia, Pennsylvania
- Ports
- Tortola, British Virgin Islands · San Juan · Charlotte Amalie · Puerto Plata
From$1,419per guestas of 8 hours agoView sailing - CaribbeanNorwegian Cruise Line
12-Day Caribbean Round-trip New York: Dominican Republic & St. Thomas
Norwegian Bliss
- Departure
- Wed, Dec 23, 2026
- back Jan 4
- Length
- 12 nights
- From Manhattan, New York City, NY
- Ports
- Tortola, British Virgin Islands · San Juan · Charlotte Amalie · Puerto Plata · Basseterre, St. Kitts
From$1,999per guestas of 8 hours agoView sailing - CaribbeanNorwegian Cruise Line
12-Day Caribbean Round-trip Miami: Curacao, Aruba & Dominican Republic
Norwegian Jewel
- Departure
- Wed, Dec 23, 2026
- back Jan 4
- Length
- 12 nights
- From Miami, FL
- Ports
- Cabo Rojo, Dominican Republic · Tortola, British Virgin Islands · Great Stirrup Cay, Bahamas · Charlotte Amalie · Willis Island (Cruising) +2 more
From$1,519per guestas of 7 hours agoView sailing - CaribbeanMSC Cruises
Caribbean & Bahamas
MSC Poesia
- Departure
- Wed, Dec 23, 2026
- back Jan 14
- Length
- 22 nights
- From Miami
- Ports
- Isla de Roatan, Honduras · Puerto Limon, Costa Rica · Miami · Montego Bay · Ocho Rios +3 more
From$2,529per guestas of 5 hours agoView sailing