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Caribbean Cruises Starting In January 2027 and 2028

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482 Cruises (2,750 Cruise Departures)
8 Day Southern Caribbean 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: 09 January 2028
Visit: Puerto Rico, Saint Martin, Curacao, Saint Lucia, Saint Kitts and Nevis
Inside
$1,169
Oceanview
$1,369
Balcony
$1,619
Suite
$2,447
From
US$1,169
Per Person
View Trip
8 Day Western Caribbean with Mexico & Celebration Key with Princess
Cruise
 (6)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Jan 2027 to Feb 2027
Visit: USA, Bahamas, Honduras, Mexico
Princess Standard
Inside
$649
Oceanview
$759
Balcony
$914
Suite
$1,209
From
US$649
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 Seashore
Departures: Jan 2028 to Feb 2028
Visit: USA, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Dominican Republic, Bahamas
Inside
$1,221
Oceanview
$1,501
Balcony
$1,811
Suite
$2,757
From
US$1,221
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 Meraviglia
Departures: Jan 2028 to Mar 2028
Visit: Martinique, Guadeloupe, Saint Lucia, Barbados, Saint Vincent, Grenada
Inside
$889
Oceanview
$1,069
Balcony
$1,299
Suite
$2,479
From
US$889
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
Departures: Jan 2027 to Feb 2027
Visit: Martinique, Antigua and Barbuda, Virgin Islands, Dominican Republic, Saint Martin, Saint Kitts and Nevis, Barbados
Inside
$1,784
Oceanview
$2,032
Balcony
$2,954
Suite
$4,040
From
US$1,784
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 Prima
Departure: 31 January 2027
Visit: Puerto Rico, Curacao, Aruba, Virgin Islands
Inside
$1,379
Oceanview
$1,429
Balcony
$1,519
Suite
$2,080
From
US$1,379
Per Person
View Trip
9 Day Western Caribbean Cruise with Royal Caribbean
Cruise

9 Days (8 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ship: Serenade of the Seas
Departure: 21 January 2028
Visit: USA, Cayman Islands, Honduras, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$916
Oceanview
$1,016
Balcony
$1,416
Suite
$1,940
From
US$916
Save 473
Per Person
View Trip
6 Day Western Caribbean Getaway with Royal Caribbean
Cruise

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ships: Adventure of the Seas, Explorer of the Seas
Departures: Jan 2027 to Aug 2027
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$558
Oceanview
$608
Balcony
$761
Suite
$1,011
From
US$558
Save 345
Per Person
View Trip
22 Day Western & Eastern Caribbean: Mexico & Leeward Islands with Holland America
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departures: Jan 2027 to Mar 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands (+9 more), Honduras, Belize, Mexico, Saint Martin, Antigua and Barbuda, Dominica, Martinique, Saint Kitts and Nevis, Virgin Islands
Fare Saver
Inside
$2,389
Oceanview
$2,769
Balcony
$3,666
Suite
$5,528
From
US$2,389
Per Person
View Trip
8 Day Eastern Caribbean with St. Barths with Emerald Cruises
New ReleaseCruise
 (3)

8 Days (7 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra, Emerald Sakara
Departures: Mar 2026 to Mar 2027
Visit: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+4 more), Saint Kitts and Nevis, Saint Barthelemy, Saint Martin, Anguilla
Select Fare
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$4,854
Balcony
-
Suite
$6,211
From
US$4,854
Save 1,003
Per Person
View Trip
7 Day Eastern Caribbean Cruise with Virgin Voyages
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 24 January 2027
Visit: USA, Turks and Caicos Islands, Dominican Republic
Limited Time Offer
Inside
$714
Oceanview
$894
Balcony
$1,074
Suite
$2,910
From
US$714
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Lucia with Princess
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 16 January 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Barbados, Saint Lucia
Princess Standard
Inside
$869
Oceanview
$976
Balcony
$1,444
Suite
$1,769
From
US$869
Per Person
View Trip
22 Day Panama Canal & Eastern Caribbean: U.S. Virgin Islands with Holland America
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Nieuw Amsterdam
Departures: Jan 2027 to Feb 2027
Visit: USA, Bahamas, Aruba, Colombia (+6 more), Panama, Costa Rica, Cayman Islands, Antigua and Barbuda, Virgin Islands, Puerto Rico
Fare Saver
Inside
$2,499
Oceanview
$2,829
Balcony
$3,779
Suite
$7,500
From
US$2,499
Per Person
View Trip
10 Day Southern Caribbean with ABC Islands with Princess
Cruise

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Caribbean Princess
Departures: Dec 2027 to Jan 2028
Visit: USA, Turks and Caicos Islands, Aruba, Curacao, Bonaire
Princess Standard
Inside
$724
Oceanview
$777
Balcony
$989
Suite
$1,489
From
US$724
Per Person
View Trip
8 Day Perfect Day Cococay & East Carib with Royal Caribbean
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Explorer of the Seas
Departure: 02 January 2028
Visit: USA, Bahamas, Haiti, Dominican Republic
Bonus Onboard Credit
Exclusive Savings
Inside
$905
Oceanview
$1,016
Balcony
$1,195
Suite
$1,780
From
US$905
Save 473
Per Person
View Trip
15 Day 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: 23 January 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Turks and Caicos Islands, Bahamas
Princess Standard
Inside
$1,438
Oceanview
-
Balcony
$2,388
Suite
$2,878
From
US$1,438
Per Person
View Trip
11 Day Best Of Southern Caribbean with Celebrity Cruises
Cruise
 (2)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Eclipse
Departures: Jan 2027 to Mar 2027
Visit: USA, Antigua and Barbuda, Saint Lucia, Barbados, Saint Vincent, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,319
Oceanview
$1,466
Balcony
$1,470
Suite
$5,067
From
US$1,319
Save 782
Per Person
View Trip
10 Day Vibrant Island Culture with Regent Seven Seas
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 27 January 2028
Visit: USA, Saint Barthelemy, Saint Kitts and Nevis, Saint Lucia, Saint Martin
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,423
Suite
$9,815
From
US$9,423
Save 9,775
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Mar 2028
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$649
Oceanview
$829
Balcony
$824
Suite
$1,289
From
US$649
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
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Antigua and Barbuda
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,900
Suite
$9,800
From
US$6,900
Save 2,500
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
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$8,560
From
US$8,560
Per Person
View Trip
11 Day Caribbean And Antilles with MSC Cruises
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 14 January 2027
Visit: USA, Curacao, Aruba, Jamaica, Cayman Islands, Mexico
Inside
$969
Oceanview
$1,079
Balcony
$1,309
Suite
$5,197
From
US$969
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: Mar 2026 to Jan 2027
Visit: Puerto Rico, Virgin Islands, Barbados, Saint Lucia, Antigua and Barbuda, Saint Martin
Limited Time Offer
Inside
$973
Oceanview
$1,183
Balcony
$1,463
Suite
$3,983
From
US$973
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: 23 January 2028
Visit: Puerto Rico, Saint Kitts and Nevis, Saint Lucia, Bonaire, Curacao
Inside
$1,169
Oceanview
$1,369
Balcony
$1,619
Suite
$2,447
From
US$1,169
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
Departure: 31 January 2027
Visit: Colombia, Curacao, Aruba, Bonaire, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$1,222
Oceanview
$1,252
Balcony
$1,864
Suite
$1,670
From
US$1,222
Save 644
Per Person
View Trip
8 Day Grand Cayman & Mexico Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Ship: Celebrity Constellation
Departures: Nov 2027 to Mar 2028
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$622
Oceanview
$666
Balcony
$952
Suite
$2,481
From
US$622
Save 488
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (7)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departures: Dec 2026 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Princess Standard
Inside
$1,484
Oceanview
$1,686
Balcony
$2,096
Suite
$3,024
From
US$1,484
Per Person
View Trip
15 Day Eastern Caribbean: Bahamas & San Juan with Holland America
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Nieuw Statendam
Departure: 17 January 2027
Visit: USA, Bahamas, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Virgin Islands
Fare Saver
Inside
$1,589
Oceanview
$1,819
Balcony
$2,299
Suite
$3,019
From
US$1,589
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (7)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 17 January 2027
Visit: Puerto Rico, Saint Martin, Martinique, Grenada (+4 more), Saint Lucia, Barbados, Virgin Islands, Antigua and Barbuda
Princess Standard
Inside
$1,428
Oceanview
$1,518
Balcony
$2,238
Suite
$3,117
From
US$1,428
Per Person
View Trip
13 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

13 Days (12 Nights) New York to New York
Cruise Line: Royal Caribbean
Ship: Odyssey of the Seas
Departure: 24 January 2028
Visit: USA, Saint Kitts and Nevis, Antigua and Barbuda, Barbados, Saint Lucia, Saint Martin
Bonus Onboard Credit
Exclusive Savings
Inside
$1,713
Oceanview
$1,953
Balcony
$2,115
Suite
$4,559
From
US$1,713
Save 807
Per Person
View Trip
Results: 181-210 of 482

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Countries

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Cities

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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

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