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Caribbean Cruises Starting In January 2027 and 2028

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473 Cruises (2,777 Cruise Departures)
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
$736
Oceanview
$797
Balcony
$1,447
Suite
$1,566
From
US$736
Save 414
Per Person
View Trip
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 31 January 2027
Visit: Puerto Rico, Curacao, Aruba, Virgin Islands
Inside
$1,359
Oceanview
$1,409
Balcony
$1,709
Suite
$2,322
From
US$1,359
Per Person
View Trip
9 Day Caribbean And Antilles with MSC Cruises
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Meraviglia
Departure: 30 January 2027
Visit: USA, Bahamas, Puerto Rico, Saint Martin, Virgin Islands
Bonus Onboard Credit
Inside
$598
Oceanview
$818
Balcony
$928
Suite
$2,771
From
US$598
Per Person
View Trip
8 Day Eastern Caribbean with St. Thomas with Princess
Cruise
 (6)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Dec 2027 to Mar 2028
Visit: USA, Bahamas, Virgin Islands, Saint Martin
Princess Standard
Sanctuary Collection
Inside
$774
Oceanview
$974
Balcony
$1,099
Suite
$1,499
From
US$774
Per Person
View Trip
8 Day Wonders of the Caribbean with Ponant
Cruise
 (1)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: Ponant
Ship: Le Bougainville
Departures: Dec 2026 to Jan 2027
Visit: Martinique, Antigua and Barbuda, Virgin Islands, Saint Barthelemy, Guadeloupe
Inside
-
Oceanview
-
Balcony
$5,060
Suite
$7,560
From
US$5,060
Per Person
View Trip
15 Day An Extended Journey of Secluded Isles & Coastal Havens with Explora Journeys
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 29 January 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Turks and Caicos Islands (+4 more), USA, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$7,210
Suite
$8,295
From
US$7,210
Per Person
View Trip
13 Day Miami, Fl to Miami, Fl with Silversea
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Ray
Departure: 03 January 2028
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Martinique, Saint Kitts and Nevis
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,240
Suite
$10,600
From
US$6,240
Save 1,560
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
Departure: 20 January 2027
Visit: USA, Mexico, Honduras, Belize
Black Friday Sale + Your World Included
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$2,740
Suite
$4,292
From
US$2,740
Save 2,858
Per Person
View Trip
8 Day Eastern Caribbean with St. Thomas From Fort Lauderdale with Princess
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ships: Majestic Princess, Regal Princess, Sun Princess
Departures: Jan 2026 to Aug 2026
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Princess Standard
Princess Premier
Exclusive Savings
Inside
$534
Oceanview
-
Balcony
$609
Suite
$749
From
US$534
Save 151
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
Ships: Grandeur of the Seas, Rhapsody of the Seas
Departures: May 2027 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia, Barbados
Bonus Onboard Credit
Exclusive Savings
Inside
$689
Oceanview
$769
Balcony
$1,248
Suite
$1,398
From
US$689
Save 568
Per Person
View Trip
8 Day Caribbean Yachting Discovery with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Saint John's to San Juan
Cruise Line: Emerald Cruises
Ships: Emerald Kaia, Emerald Azzurra
Departures: Feb 2026 to Mar 2028
Visit: Antigua and Barbuda, Saint Barthelemy, Guadeloupe, Virgin Islands, Puerto Rico
Early Payment Discount
Wave Offer
Exclusive Savings
Inside
-
Oceanview
$4,787
Balcony
-
Suite
$4,816
From
US$4,787
Save 7,412
Per Person
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Princess Standard
Inside
$1,569
Oceanview
$1,799
Balcony
$2,569
Suite
$3,069
From
US$1,569
Per Person
View Trip
13 Day Panama Canal From Miami To Miami with Norwegian Cruise Line
Cruise
 (1)

13 Days (12 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Sun
Departures: Dec 2026 to Mar 2027
Visit: USA, Bahamas, Dominican Republic, Aruba (+4 more), Curacao, Colombia, Panama, Costa Rica
Exclusive Savings
Inside
$1,919
Oceanview
$2,343
Balcony
$3,759
Suite
$4,874
From
US$1,919
Save 70
Per Person
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ships: Radiance of the Seas, Rhapsody of the Seas
Departures: Feb 2026 to Jan 2027
Visit: USA, Mexico, Belize
Bonus Onboard Credit
Exclusive Savings
Inside
$746
Oceanview
$847
Balcony
$1,020
Suite
$1,426
From
US$746
Save 434
Per Person
View Trip
7 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (1)

7 Days (6 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Jan 2027 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia
Inside
$834
Oceanview
$1,014
Balcony
$1,194
Suite
$3,540
From
US$834
Per Person
View Trip
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 17 January 2027
Visit: Puerto Rico, Bonaire, Curacao, Virgin Islands
Inside
$1,229
Oceanview
$1,359
Balcony
$1,619
Suite
$2,283
From
US$1,229
Per Person
View Trip
9 Day Southern Caribbean & Perfect Day with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Oasis of the Seas
Departures: Jan 2026 to Apr 2026
Visit: USA, Aruba, Curacao, Bahamas
Exclusive Savings
Inside
$899
Oceanview
$1,409
Balcony
$1,522
Suite
$3,572
From
US$899
Save 727
Per Person
View Trip
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Viva
Departure: 16 January 2028
Visit: Puerto Rico, Aruba, Barbados, Saint Martin, Saint Kitts and Nevis
Inside
$1,199
Oceanview
$1,399
Balcony
$1,669
Suite
$2,515
From
US$1,199
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Virtuosa
Departures: Jan 2026 to Mar 2026
Visit: Martinique, Guadeloupe, Virgin Islands, Sint Maarten, Saint Kitts and Nevis, Antigua and Barbuda
Bonus Onboard Credit
Inside
$721
Oceanview
$969
Balcony
$1,091
Suite
$2,004
From
US$721
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Dec 2027 to Feb 2028
Visit: USA, Belize, Honduras, Mexico, Bahamas, Virgin Islands, Saint Martin
Princess Standard
Sanctuary Collection
Inside
$1,598
Oceanview
$1,898
Balcony
$2,198
Suite
$2,898
From
US$1,598
Per Person
View Trip
6 Day Western Caribbean From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Breakaway, Norwegian Escape, Norwegian Getaway
Departures: Dec 2026 to Mar 2028
Visit: USA, Mexico, Bahamas
Inside
$699
Oceanview
$789
Balcony
$949
Suite
$1,139
From
US$699
Per Person
View Trip
8 Day Eastern Caribbean with St. Barths with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departures: Nov 2027 to Apr 2028
Visit: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+4 more), Saint Kitts and Nevis, Saint Barthelemy, Virgin Islands, Saint Martin
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$4,574
Balcony
-
Suite
$6,272
From
US$4,574
Save 7,173
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: 15 January 2028
Visit: Puerto Rico, Virgin Islands, Dominica, Antigua and Barbuda, Saint Martin
Bonus Onboard Credit
Exclusive Savings
Inside
$756
Oceanview
$826
Balcony
$1,455
Suite
$1,606
From
US$756
Save 422
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 10 January 2027
Visit: USA, Bahamas, Honduras, Mexico, Puerto Rico, Dominican Republic
Princess Standard
Sanctuary Collection
Inside
$1,598
Oceanview
$1,788
Balcony
$1,832
Suite
$2,458
From
US$1,598
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
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$10,249
Balcony
-
Suite
$12,917
From
US$10,249
Save 12,741
Per Person
View Trip
8 Day Grand Cayman, Mexico & Bahamas with Celebrity Cruises
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Dec 2026 to Apr 2027
Visit: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$689
Oceanview
$884
Balcony
$1,065
Suite
$2,840
From
US$689
Save 845
Per Person
View Trip
15 Day Southern/Eastern Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departure: 03 January 2027
Visit: USA, Bahamas, Turks and Caicos Islands, Aruba, Bonaire, Curacao
Princess Standard
Inside
$1,488
Oceanview
-
Balcony
$2,115
Suite
$3,008
From
US$1,488
Per Person
View Trip
9 Day St. Maarten, Antigua & San Juan with Celebrity Cruises
Cruise
 (2)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Eclipse
Departure: 31 January 2026
Visit: USA, Sint Maarten, Antigua and Barbuda, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$988
Oceanview
-
Balcony
$2,008
Suite
-
From
US$988
Save 702
Per Person
View Trip
7 Day Mexico & Belize Cruise with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Nov 2027 to Jan 2028
Visit: USA, Mexico, Belize
Exclusive Savings
Inside
$691
Oceanview
$791
Balcony
$891
Suite
$2,166
From
US$691
Save 563
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
Departures: Dec 2027 to Feb 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$732
Oceanview
$792
Balcony
$1,332
Suite
$1,462
From
US$732
Save 435
Per Person
View Trip
Results: 241-270 of 473

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Caribbean & Bahamas Cruises

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Travel Styles

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Countries

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

Cities

Cruises from Baltimore Cruises from Boston Cruises from Bridgetown Cruises from Cartagena Cruises from Colon Cruises from Fort Lauderdale 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 Juan Cruises from San Juan Cruises from San Juan Cruises from Santiago Cruises from Seattle Cruises from Singapore Cruises from Tampa Cruises from Valparaiso

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 Cartagena to Cartagena Cruises from Colon to Colon Cruises from Fort Lauderdale to Los Angeles 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 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 Barcelona 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 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 Philadelphia to Philadelphia 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 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 Rome to Rome 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 Seattle Cruises from Singapore to Hong Kong Cruises from Tampa to Tampa Cruises from Venice to Barcelona Cruises from Venice to Rome

Country Routes

Cruises from Peru to Argentina Cruises from USA to Portugal 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 Chile to USA Cruises from USA to Iceland Cruises from France to Brazil Cruises from Brazil to France Cruises from Iceland to Canada Cruises from England to Germany Cruises from Singapore to China 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 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 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 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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