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Caribbean Cruises Starting In January 2027 and 2028

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482 Cruises (2,750 Cruise Departures)
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Seaview
Departures: Dec 2026 to Mar 2027
Visit: Martinique, Guadeloupe, Saint Lucia, Barbados, Saint Vincent, Grenada
Inside
$878
Oceanview
$964
Balcony
$1,228
Suite
$1,823
From
US$878
Per Person
View Trip
8 Day Reverie Under Sail in the Heart of the Lesser Antilles with Ponant
Cruise

8 Days (7 Nights) Marigot to Marigot
Cruise Line: Ponant
Ship: Le Ponant
Departures: Jan 2027 to Mar 2027
Visit: Saint Martin, Anguilla, Virgin Islands
Inside
-
Oceanview
$8,770
Balcony
$12,440
Suite
$13,390
From
US$8,770
Per Person
View Trip
12 Day Miami, Fl to Miami, Fl with Silversea
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Nova
Departure: 20 January 2028
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Antigua and Barbuda
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,600
Suite
$11,000
From
US$6,600
Save 1,500
Per Person
View Trip
7 Day Caribbean And Antilles with MSC Cruises
Cruise

7 Days (6 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departures: Jan 2028 to Feb 2028
Visit: USA, Dominican Republic, Bahamas
Inside
$495
Oceanview
$614
Balcony
$742
Suite
$1,215
From
US$495
Per Person
View Trip
8 Day A Journey Through the Caribbean's Elegant Charm & Vibrant Soul with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 22 January 2028
Visit: Puerto Rico, Saint Barthelemy, Virgin Islands, Dominican Republic, Bahamas, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$3,655
From
US$3,655
Per Person
View Trip
13 Day Eastern Caribbean Cruise From New York To New York with Norwegian Cruise Line
Cruise

13 Days (12 Nights) New York to New York
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Bliss
Departure: 03 January 2028
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Saint Kitts and Nevis, Virgin Islands
Inside
$1,499
Oceanview
$1,899
Balcony
$2,189
Suite
$2,480
From
US$1,499
Per Person
View Trip
8 Day Western Caribbean with Mexico From Fort Lauderdale with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ships: Regal Princess, Star Princess, Sun Princess
Departures: Apr 2026 to Mar 2027
Visit: USA, Mexico, Belize, Honduras
Princess Standard
Inside
$459
Oceanview
$749
Balcony
$619
Suite
$909
From
US$459
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Kitts with Princess
Cruise
 (7)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ships: Crown Princess, Emerald Princess
Departures: Jan 2027 to Jan 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Princess Standard
Inside
$761
Oceanview
$837
Balcony
$1,076
Suite
$1,607
From
US$761
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Ship: Grandeur of the Seas
Departures: May 2026 to Mar 2028
Visit: Colombia, Aruba, Curacao, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$866
Oceanview
$970
Balcony
$1,263
Suite
$1,298
From
US$866
Save 1,106
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Galveston to Galveston
Cruise Line: MSC Cruises
Ship: MSC Seascape
Departures: Mar 2026 to Apr 2028
Visit: USA, Mexico, Honduras
Inside
$309
Oceanview
$429
Balcony
$499
Suite
$1,275
From
US$309
Per Person
View Trip
8 Day Mexico & Key West Cruise with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departure: 15 January 2028
Visit: USA, Mexico
Exclusive Savings
Inside
$1,021
Oceanview
$1,121
Balcony
$1,246
Suite
$2,771
From
US$1,021
Save 595
Per Person
View Trip
8 Day Southern Caribbean with Barbados and Tortola with Princess
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Princess Standard
Inside
$769
Oceanview
$866
Balcony
$1,324
Suite
$1,609
From
US$769
Per Person
View Trip
8 Day Caribbean Cruise From Galveston to Galveston with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Galveston to Galveston
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Escape, Norwegian Viva
Departures: Oct 2026 to Apr 2028
Visit: USA, Mexico, Honduras, Belize
Inside
$759
Oceanview
$959
Balcony
$1,059
Suite
$1,209
From
US$759
Per Person
View Trip
12 Day Southern Caribbean with Barbados with Princess
Cruise
 (1)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Enchanted Princess
Departures: Jan 2028 to Feb 2028
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Barbados, Antigua and Barbuda, Saint Martin
Princess Standard
Inside
$1,224
Oceanview
$1,624
Balcony
$1,749
Suite
$2,599
From
US$1,224
Per Person
View Trip
15 Day Discover Eastern Caribbean & Grenadines with Emerald Cruises
Cruise
 (3)

15 Days (14 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departures: Jan 2027 to Mar 2027
Visit: Saint Martin, Anguilla, Saint Barthelemy, Saint Kitts and Nevis (+5 more), Antigua and Barbuda, Guadeloupe, Saint Lucia, Saint Vincent, Barbados
Exclusive Savings
Inside
-
Oceanview
$12,042
Balcony
-
Suite
$15,234
From
US$12,042
Save 464
Per Person
View Trip
8 Day Treasures Of Aruba, Bonaire & Curacao with Seabourn
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 02 January 2027
Visit: Barbados, Saint Lucia, Curacao, Aruba, Bonaire
Yours to Explore
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,933
Suite
$11,773
From
US$3,933
Save 66
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 30 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica
Bonus Onboard Credit
Exclusive Savings
Inside
$656
Oceanview
$727
Balcony
$1,276
Suite
$1,663
From
US$985
Save 50
Per Person
View Trip
15 Day Southern/Eastern Caribbean Adventurer with Celebration Key with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departure: 31 January 2027
Visit: USA, Bahamas, Turks and Caicos Islands, Aruba, Curacao, Bonaire
Princess Standard
Inside
$3,108
Oceanview
-
Balcony
$4,521
Suite
$5,246
From
US$3,108
Per Person
View Trip
8 Day A Journey from Dominican Rhythms & Tranquil Bahamian Bliss with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 09 January 2028
Visit: USA, Dominican Republic, Virgin Islands, Saint Martin, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$3,655
From
US$3,655
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Jan 2028 to Feb 2028
Visit: USA, Bahamas, Puerto Rico, Dominican Republic (+4 more), Turks and Caicos Islands, Jamaica, Cayman Islands, Mexico
Princess Standard
Inside
$1,418
Oceanview
$2,068
Balcony
$1,999
Suite
$2,988
From
US$1,418
Per Person
View Trip
11 Day Caribbean Cruise From Philadelphia To Philadelphia with Norwegian Cruise Line
Cruise
 (1)

11 Days (10 Nights) Philadelphia to Philadelphia
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Pearl
Departures: Nov 2026 to Feb 2028
Visit: USA, Virgin Islands, Puerto Rico, Dominican Republic
Inside
$1,029
Oceanview
$1,219
Balcony
$1,699
Suite
$1,947
From
US$1,029
Per Person
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ships: Brilliance of the Seas, Enchantment of the Seas
Departures: Jan 2027 to Mar 2028
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$513
Oceanview
$583
Balcony
$1,088
Suite
$1,451
From
US$513
Save 579
Per Person
View Trip
8 Day Yachtsman's Caribbean with Seabourn
Cruise

8 Days (7 Nights) Philipsburg to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departures: Dec 2026 to Mar 2027
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique, Saint Vincent, Grenada, Barbados
Yours to Explore
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,228
Suite
$7,854
From
US$4,228
Save 107
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Ship: Grandeur of the Seas
Departures: Jan 2028 to Apr 2028
Visit: Panama, Colombia, Curacao, Aruba
Bonus Onboard Credit
Exclusive Savings
Inside
$839
Oceanview
$949
Balcony
$1,329
Suite
$1,423
From
US$839
Save 542
Per Person
View Trip
11 Day Eastern Caribbean with St. Kitts & Celebration Key with Princess
Cruise
 (1)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Enchanted Princess
Departures: Jan 2027 to Apr 2027
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Princess Standard
Inside
$904
Oceanview
$1,124
Balcony
$1,149
Suite
$1,629
From
US$904
Per Person
View Trip
12 Day Grenadines, Colombia & Panama Canal transit with Emerald Cruises
New ReleaseCruise
 (3)

12 Days (11 Nights) Bridgetown to Panama City
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 13 January 2028
Visit: Barbados, Saint Vincent, Bonaire, Curacao, Aruba, Colombia, Panama
Select Fare
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$11,026
Balcony
-
Suite
$13,427
From
US$11,026
Save 1,269
Per Person
View Trip
8 Day Western Caribbean with Mexico & Celebration Key with Princess
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Princess
Ship: Regal Princess
Departures: Dec 2027 to Mar 2028
Visit: USA, Belize, Honduras, Mexico, Bahamas
Princess Standard
Inside
$749
Oceanview
-
Balcony
$954
Suite
$1,349
From
US$749
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Celebration Key with Princess
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 17 January 2027
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Mexico, Belize, Honduras
Princess Standard
Inside
$1,198
Oceanview
$1,458
Balcony
$1,738
Suite
$3,158
From
US$1,198
Per Person
View Trip
8 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Nov 2026 to Jan 2027
Visit: Puerto Rico, Saint Martin, Barbados, Saint Lucia, Martinique, Saint Kitts and Nevis
Limited Time Offer
Inside
$973
Oceanview
$1,183
Balcony
$1,393
Suite
$3,913
From
US$973
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 Mar 2027
Visit: Dominican Republic, Barbados, Martinique, Antigua and Barbuda, Virgin Islands
Inside
$779
Oceanview
$939
Balcony
$1,498
Suite
$1,974
From
US$779
Per Person
View Trip
Results: 151-180 of 482

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Countries

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Cities

Cruises from Baltimore Cruises from Boston Cruises from Bridgetown Cruises from Cartagena Cruises from Colon Cruises from Fort Lauderdale Cruises from Fort-de-France Cruises from Galveston Cruises from Jacksonville Cruises from La Romana Cruises from Los Angeles Cruises from Marigot Cruises from Miami Cruises from Montreal Cruises from New Orleans Cruises from New York Cruises from Orlando Cruises from Panama City Cruises from Philadelphia Cruises from Philipsburg Cruises from Quebec City Cruises from Reykjavik Cruises from San Francisco Cruises from San Juan Cruises from San Juan Cruises from San Juan Cruises from Santiago Cruises from Seattle Cruises from Singapore Cruises from Tampa Cruises from Valparaiso Cruises from Vancouver Cruises from Vancouver

Routes

Cruises from Baltimore to Baltimore Cruises from Barcelona to Fort Lauderdale Cruises from Barcelona to Lisbon Cruises from Barcelona to Rome Cruises from Barcelona to Barcelona Cruises from Barcelona to Miami Cruises from Boston to Boston 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 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-de-France to Fort-de-France Cruises from Galveston to Galveston Cruises from Genoa to Genoa Cruises from Hamburg to London Cruises from Hamburg to Hamburg Cruises from Jacksonville to Jacksonville Cruises from La Romana to La Romana Cruises from Lisbon to Lisbon Cruises from Lisbon to London Cruises from Lisbon to Barcelona Cruises from Lisbon to Rome 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 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 Rome 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 Boston Cruises from Montreal to Miami Cruises from Montreal to New York Cruises from New Orleans to New Orleans Cruises from New York to New York Cruises from New York to London Cruises from Orlando to Orlando Cruises from Panama City to Miami Cruises from Paris to Paris Cruises from Philadelphia to Philadelphia Cruises from Philipsburg to Bridgetown Cruises from Pointe-A-Pitre to Pointe-A-Pitre Cruises from Quebec City to Boston 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 Barcelona Cruises from Rome to Fort Lauderdale Cruises from Rome to Rome Cruises from San Francisco to San Francisco 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 Seattle Cruises from Singapore to Hong Kong Cruises from Tampa to Tampa Cruises from Vancouver to Los Angeles Cruises from Vancouver to Seattle Cruises from Venice to Barcelona Cruises from Venice to Rome

Country Routes

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 USA Cruises from Portugal to France Cruises from Chile to USA Cruises from USA to Iceland Cruises from France to Brazil Cruises from Iceland to Canada Cruises from England to Canada Cruises from England to Germany Cruises from Singapore to China 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 Argentina to USA 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 USA Cruises from France to Italy Cruises from Saint Martin to Barbados 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 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 NCL 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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