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Caribbean Cruises Starting In January 2027

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Departures (January 2027)
< December 2026 February 2027 >
Duration
5 Days
91 Days
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Price
$100pp
$120,998pp
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238 Cruises (1,703 Cruise Departures)
13 Day Miami to Bridgetown with Silversea
Cruise

13 Days (12 Nights) Miami to Bridgetown
Cruise Line: Silversea
Ship: Silver Nova
Departure: 06 January 2027
Countries Visited: USA, Puerto Rico, Virgin Islands, Saint Barthelemy (+5 more), Saint Kitts and Nevis, Aruba, Curacao, Bonaire, Barbados
Port-to-PortDoor-to-Door Upgrade Option
Inside
-
Oceanview
-
Balcony
-
Suite
$9,000
From
9,000
per person
View Trip
8 Day South Caribbean with MSC Cruises
Cruise

8 Days (7 Nights) La Romana to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departure: 11 January 2027
Countries Visited: Dominican Republic, Barbados, Martinique, Antigua and Barbuda, Virgin Islands
Exclusive Savings + Onboard Credit
Inside
$668
Oceanview
$826
Balcony
$1,298
Suite
$1,886
From
668
per person
View Trip
10 Day A Journey from From Hidden Shores to Timeless Elegance with Explora Journeys
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 11 January 2027
Countries Visited: USA, Dominican Republic, Puerto Rico, Virgin Islands
Inside
-
Oceanview
-
Balcony
$4,950
Suite
$5,660
From
4,950
per person
View Trip
12 Day Miami to Miami with Silversea
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Ray
Departure: 05 January 2027
Countries Visited: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Antigua and Barbuda
Port-to-PortDoor-to-Door Upgrade Option
Inside
-
Oceanview
-
Balcony
-
Suite
$7,800
From
7,800
per person
View Trip
6 Day Western Caribbean Cruise with Royal Caribbean
Cruise

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Explorer of the Seas
Departures: Feb 2026 to Apr 2027
Countries Visited: USA, Mexico
Inside
$539
Oceanview
$658
Balcony
$841
Suite
$1,130
Save
368
From
539
per person
View Trip
7 Day Mexico & Bahamas Cruise with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Silhouette
Departure: 24 January 2027
Countries Visited: USA, Mexico, Bahamas
Inside
$867
Oceanview
$917
Balcony
$917
Suite
$2,172
Save
605
From
867
per person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Ship: Jewel of the Seas
Departure: 31 January 2027
Countries Visited: Colombia, Curacao, Aruba, Bonaire, Panama
Inside
$964
Oceanview
$1,015
Balcony
$1,137
Suite
$1,502
Save
528
From
964
per person
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departures: Oct 2026 to Feb 2027
Countries Visited: USA, Saint Martin, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Love Boat Sale
Inside
$749
Oceanview
-
Balcony
$933
Suite
$1,359
From
749
per person
View Trip
6 Day Eastern Caribbean Cruise with Royal Caribbean
Cruise

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Explorer of the Seas
Departure: 22 January 2027
Countries Visited: USA, Haiti, Dominican Republic
Inside
$595
Oceanview
$635
Balcony
$886
Suite
$1,129
Save
302
From
595
per person
View Trip
7 Day Eastern Caribbean with Turks & Caicos with Princess
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departures: Nov 2026 to Apr 2027
Countries Visited: USA, Bahamas, Turks and Caicos Islands
Love Boat Sale
Inside
$629
Oceanview
-
Balcony
$783
Suite
$1,129
From
629
per person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC World America
Departures: Aug 2025 to Oct 2027
Countries Visited: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Savings + Onboard Credit
Inside
$560
Oceanview
$710
Balcony
$890
Suite
$1,268
From
560
per person
View Trip
8 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Icon Of The Seas
Departures: Aug 2025 to Apr 2027
Countries Visited: USA, Sint Maarten, Virgin Islands, Bahamas
Inside
$1,141
Oceanview
$1,218
Balcony
$1,429
Suite
$2,584
Save
5,161
From
1,141
per person
View Trip
15 Day Southern/Eastern Caribbean Adventurer with Princess
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departures: Nov 2026 to Jan 2027
Countries Visited: USA, Bahamas, Turks and Caicos Islands, Curacao, Aruba, Bonaire
Love Boat Sale
Inside
$1,358
Oceanview
-
Balcony
$1,831
Suite
$2,768
From
1,358
per person
View Trip
8 Day South Caribbean with MSC Cruises
Cruise

8 Days (7 Nights) La Romana to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Dec 2026 to Jan 2027
Countries Visited: Dominican Republic, Virgin Islands, Saint Kitts and Nevis, Saint Martin
Exclusive Savings + Onboard Credit
Inside
$668
Oceanview
$826
Balcony
$1,298
Suite
$1,886
From
668
per person
View Trip
11 Day St. Maarten, Tortola, San Juan & more with Virgin Voyages
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Brilliant Lady
Departures: Nov 2026 to Mar 2027
Countries Visited: USA, Saint Martin, Virgin Islands, Puerto Rico, Dominican Republic, Bahamas
Swing Into Savings Best Rate
Inside
$1,390
Oceanview
$1,690
Balcony
$1,990
Suite
$6,100
From
1,390
per person
View Trip
8 Day Vibes of the Virgin Islands with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Saint Thomas to Saint Thomas
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departures: Dec 2026 to Mar 2027
Countries Visited: Virgin Islands, Anguilla, Saint Martin, Saint Barthelemy
Mutiple Deals Available
Inside
-
Oceanview
$4,960
Balcony
-
Suite
$6,548
Save
6,742
From
4,960
per person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC World America
Departures: Nov 2025 to Oct 2027
Countries Visited: USA, Honduras, Mexico, Bahamas
Exclusive Savings + Onboard Credit
Inside
$765
Oceanview
$885
Balcony
$1,063
Suite
$1,278
From
765
per person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Ships: Jewel of the Seas, Serenade of the Seas
Departures: Oct 2025 to Jan 2027
Countries Visited: Colombia, Curacao, Aruba, Panama
Inside
$952
Oceanview
$1,003
Balcony
$1,125
Suite
$1,490
Save
932
From
952
per person
View Trip
7 Day Splendours of the Caribbean with Emerald Cruises
New ReleaseCruise

7 Days (6 Nights) Saint Thomas to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 03 January 2027
Countries Visited: Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy, Puerto Rico
Mutiple Deals Available
Inside
-
Oceanview
$4,560
Balcony
-
Suite
$5,905
Save
4,630
From
4,560
per person
View Trip
8 Day Tropical Retreats with Oceania Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Allura
Departures: Dec 2026 to Jan 2027
Countries Visited: USA, Mexico, Honduras, Belize
Inside
-
Oceanview
-
Balcony
$2,999
Suite
$4,499
Save
2,999
From
2,999
per person
View Trip
15 Day South Caribbean with MSC Cruises
Cruise

15 Days (14 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Opera
Departure: 01 January 2027
Countries Visited: Martinique, Antigua and Barbuda, Virgin Islands, Dominican Republic, Saint Kitts and Nevis, Saint Martin, Barbados
Exclusive Savings + Onboard Credit
Inside
$1,451
Oceanview
$1,751
Balcony
$2,651
Suite
$3,771
From
1,451
per person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Radiance of the Seas
Departure: 30 January 2027
Countries Visited: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica
Inside
$714
Oceanview
$814
Balcony
$1,133
Suite
$1,722
Save
408
From
714
per person
View Trip
5 Day Western Caribbean Cruise with Royal Caribbean
Cruise

5 Days (4 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Ships: Liberty of the Seas, Mariner of the Seas
Departures: Aug 2025 to Apr 2027
Countries Visited: USA, Mexico
Latest Offer
Inside
$444
Oceanview
$484
Balcony
$672
Suite
$1,210
Save
503
From
444
per person
View Trip
6 Day Western Caribbean Cruise with Royal Caribbean
Cruise
 (1)

6 Days (5 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ships: Grandeur of the Seas, Rhapsody of the Seas
Departures: Oct 2026 to Apr 2027
Countries Visited: USA, Mexico
Inside
$474
Oceanview
$518
Balcony
$871
Suite
$1,140
Save
352
From
474
per person
View Trip
6 Day Western Caribbean Cruise with Royal Caribbean
Cruise

6 Days (5 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Ships: Allure of the Seas, Liberty of the Seas, Mariner of the Seas
Departures: Aug 2025 to Apr 2027
Countries Visited: USA, Mexico
Latest Offer
Inside
$404
Oceanview
$474
Balcony
$554
Suite
$1,056
Save
539
From
404
per person
View Trip
5 Day Western Caribbean Cruise with Royal Caribbean
Cruise

5 Days (4 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ships: Enchantment of the Seas, Grandeur of the Seas, Rhapsody of the Seas
Departures: Aug 2025 to Apr 2027
Countries Visited: USA, Mexico
Inside
$323
Oceanview
$353
Balcony
$662
Suite
$859
Save
447
From
323
per person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Meraviglia
Departure: 10 January 2027
Countries Visited: USA, Turks and Caicos Islands, Bahamas, Saint Martin, Antigua and Barbuda, Virgin Islands, Dominican Republic
Exclusive Savings + Onboard Credit
Inside
$1,014
Oceanview
$1,280
Balcony
$1,670
Suite
$5,327
From
1,014
per person
View Trip
8 Day Eastern Caribbean Holiday: Amber Cove & Bahamas with Holland America
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ships: Eurodam, Nieuw Statendam
Departures: Dec 2026 to Feb 2027
Countries Visited: USA, Bahamas, Turks and Caicos Islands, Dominican Republic
Exclusive Deal
Inside
$869
Oceanview
$1,069
Balcony
$1,269
Suite
$2,264
From
869
per person
View Trip
6 Day Western Caribbean Cruise with Royal Caribbean
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Freedom of the Seas
Departures: Nov 2025 to Apr 2027
Countries Visited: USA, Bahamas, Haiti
Inside
$349
Oceanview
$448
Balcony
$538
Suite
$873
Save
299
From
349
per person
View Trip
8 Day Cayman Isles & Jamaican Miles with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 17 January 2027
Countries Visited: USA, Jamaica, Cayman Islands, Bahamas
Swing Into Savings Best Rate
Inside
$1,114
Oceanview
$1,324
Balcony
$1,534
Suite
$3,840
From
1,114
per person
View Trip
Results: 181-210 of 238

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Caribbean & Bahamas Cruises

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Countries

Aruba Bahamas Barbados Belize Cayman Islands Colombia Curacao Dominican Republic Greenland Haiti Honduras Iceland Jamaica Mexico Panama Puerto Rico Saint Lucia Saint Martin Saint Vincent Turks and Caicos Islands USA Virgin Islands

Cities

Baltimore Boston Bridgetown Cape Liberty Cartagena Colon Fort Lauderdale Galveston La Romana Los Angeles Marigot Miami New York Orlando Panama City Reykjavik San Diego San Juan San Juan Santiago Seattle Tampa Valparaiso Vancouver

Routes

Cruises from Baltimore to Baltimore Cruises from Barcelona to Fort Lauderdale Cruises from Barcelona to Lisbon Cruises from Barcelona to London Cruises from Barcelona to Barcelona Cruises from Barcelona to Miami Cruises from Bridgetown to Miami Cruises from Bridgetown to Bridgetown Cruises from Buenos Aires to Rio de Janeiro Cruises from Buenos Aires to Buenos Aires Cruises from Buenos Aires to Santiago Cruises from Cape Liberty to Cape Liberty Cruises from Cartagena to Cartagena Cruises from Colon to Colon Cruises from Fort Lauderdale to Los Angeles Cruises from Fort Lauderdale to London Cruises from Fort Lauderdale to Barcelona Cruises from Fort Lauderdale to Fort Lauderdale Cruises from Fort Lauderdale to San Diego Cruises from Fort Lauderdale to Vancouver Cruises from Fort-de-France to Fort-de-France Cruises from Galveston to Galveston Cruises from Hamburg to London Cruises from Hamburg to Hamburg Cruises from Lisbon to Lisbon Cruises from Lisbon to London Cruises from Lisbon to Barcelona Cruises from London to Hamburg Cruises from London to Fort Lauderdale Cruises from London to Reykjavik Cruises from London to London Cruises from London to Lisbon Cruises from London to New York Cruises from Los Angeles to Miami Cruises from Los Angeles to Vancouver Cruises from Los Angeles to Los Angeles Cruises from Marseille to Marseille Cruises from Miami to San Juan Cruises from Miami to Lisbon Cruises from Miami to Los Angeles Cruises from Miami to Bridgetown Cruises from Miami to Panama City Cruises from Miami to Barcelona Cruises from Miami to Miami Cruises from Miami to London Cruises from Montreal to New York Cruises from New York to New York Cruises from New York to London Cruises from Orlando to Orlando Cruises from Pointe-A-Pitre to Pointe-A-Pitre Cruises from Reykjavik to New York Cruises from Reykjavik to London Cruises from Reykjavik to Reykjavik Cruises from Rio de Janeiro to Buenos Aires Cruises from Rio de Janeiro to Rio de Janeiro Cruises from Rio de Janeiro to Barcelona Cruises from Rome to Lisbon Cruises from Rome to Miami Cruises from Rome to Barcelona Cruises from Rome to Fort Lauderdale Cruises from San Diego to Fort Lauderdale Cruises from San Diego to Vancouver Cruises from San Diego to San Diego Cruises from San Juan to Bridgetown Cruises from San Juan to Miami Cruises from San Juan to San Juan Cruises from Santiago to Buenos Aires Cruises from Santiago to Santiago Cruises from Seattle to Vancouver Cruises from Seattle to Miami Cruises from Seattle to Seattle Cruises from Tampa to Tampa Cruises from Vancouver to Vancouver Cruises from Vancouver to Los Angeles Cruises from Vancouver to Seattle Cruises from Vancouver to San Diego Cruises from Venice to Barcelona

Country Routes

Cruises from Peru to Argentina Cruises from USA to Portugal Cruises from USA to Germany Cruises from Germany to England Cruises from France to Spain Cruises from Portugal to England Cruises from Iceland to USA Cruises from Puerto Rico to Barbados Cruises from Puerto Rico to USA Cruises from Portugal to France Cruises from Chile to USA Cruises from USA to Iceland Cruises from France to Brazil Cruises from Brazil to France Cruises from France to USA Cruises from Iceland to Canada Cruises from England to Canada Cruises from England to Germany Cruises from Brazil to Portugal Cruises from Dominican Republic to USA Cruises from Brazil to Spain Cruises from USA to Puerto Rico Cruises from Argentina to Brazil Cruises from USA to Brazil Cruises from Argentina to Chile Cruises from Brazil to Italy Cruises from Peru to USA Cruises from Barbados to USA Cruises from Brazil to Argentina Cruises from Canada to USA Cruises from Chile to Argentina Cruises from England to Iceland Cruises from England to Spain Cruises from England to USA Cruises from France to Italy Cruises from USA to Dominican Republic Cruises from Iceland to England Cruises from Italy to Brazil Cruises from Italy to France Cruises from Italy to Portugal Cruises from Italy to Spain Cruises from Italy to USA Cruises from Panama to USA Cruises from Spain to Brazil Cruises from Portugal to Italy Cruises from Portugal to Spain Cruises from Portugal to USA Cruises from Barbados to Saint Martin Cruises from Spain to France Cruises from Spain to Italy Cruises from Spain to Portugal Cruises from Spain to USA Cruises from USA to Argentina Cruises from USA to Barbados Cruises from USA to Canada Cruises from England to Portugal Cruises from USA to Chile Cruises from USA to England Cruises from USA to Italy Cruises from Spain to England Cruises from USA to Panama Cruises from USA to Peru Cruises from USA to Spain

Cruise Lines Exploring The Caribbean & Bahamas

Azamara Caribbean Cruises Celebrity Caribbean Cruises Cunard Caribbean Cruises Emerald Caribbean Cruises Explora Journeys Caribbean Cruises Holland America Caribbean Cruises MSC Caribbean Cruises Oceania Caribbean Cruises Ponant Caribbean Cruises Princess Caribbean Cruises Regent Seven Seas Caribbean Cruises Royal Caribbean Caribbean Cruises Scenic Caribbean Cruises Seabourn Caribbean Cruises Silversea Caribbean Cruises Viking Caribbean Cruises Virgin Voyages Caribbean Cruises

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