Caribbean Cruises Starting In May 2026 and 2027

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90 Cruises (1,666 Cruise Departures)
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Departure: 22 May 2027
Visit: USA, Cayman Islands, Mexico, Bahamas
Exclusive Savings
Inside
$1,354
Oceanview
$1,463
Balcony
$1,703
Suite
$3,009
From
US$2,031
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Princess
Departures: May 2026 to Oct 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$509
Oceanview
$509
Balcony
$724
Suite
$819
From
US$509
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Departure: 03 May 2026
Visit: USA, Cayman Islands, Mexico, Bahamas
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$1,519
Suite
$4,570
From
US$1,519
Save 977
Per Person
View Trip
Cruise

10 Days (9 Nights) Miami to New York
Cruise Line: Royal Caribbean
Departure: 10 May 2027
Visit: USA, Aruba, Curacao, Turks and Caicos Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$1,079
Oceanview
$1,229
Balcony
$1,502
Suite
$2,177
From
US$1,079
Save 550
Per Person
View Trip
Cruise

11 Days (10 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departures: Apr 2026 to Oct 2026
Visit: USA, Bahamas, Mexico
Inside
$848
Oceanview
$1,028
Balcony
$1,178
Suite
$2,005
From
US$848
Per Person
View Trip
Cruise

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Apr 2027 to Feb 2028
Visit: USA, Bahamas, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$557
Oceanview
$657
Balcony
$690
Suite
$1,058
From
US$557
Save 538
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: May 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Bahamas, Honduras, Mexico
Exclusive Savings
Inside
$1,311
Oceanview
$1,781
Balcony
$2,061
Suite
$3,498
From
US$1,311
Save 61
Per Person
View Trip
Cruise

8 Days (7 Nights) La Romana to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Apr 2027 to Nov 2027
Visit: Dominican Republic, Virgin Islands, Saint Martin, Martinique, Antigua and Barbuda
Inside
$629
Oceanview
$789
Balcony
$1,229
Suite
$1,869
From
US$629
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Departure: 29 May 2027
Visit: USA, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,380
Oceanview
$1,522
Balcony
$1,601
Suite
$3,374
From
US$2,094
Per Person
View Trip
Cruise

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: May 2026 to Aug 2026
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Exclusive Savings
Inside
$801
Oceanview
$1,111
Balcony
$1,263
Suite
$2,283
From
US$801
Save 707
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departures: Jun 2026 to Oct 2027
Visit: USA, Curacao, Aruba, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,011
Oceanview
$1,199
Balcony
$1,238
Suite
$2,673
From
US$1,011
Save 795
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Mar 2026 to Mar 2028
Visit: USA, Honduras, Mexico, Bahamas
Inside
$578
Oceanview
$778
Balcony
$1,028
Suite
$1,318
From
US$578
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 02 May 2026
Visit: USA, Mexico, Honduras
Exclusive Savings
Inside
$1,128
Oceanview
$1,228
Balcony
$1,291
Suite
$2,791
From
US$1,687
Save 50
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Oct 2026 to May 2027
Visit: USA, Honduras, Belize, Mexico, Bahamas
Inside
$1,009
Oceanview
$1,059
Balcony
$1,249
Suite
$1,799
From
US$1,009
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Apr 2026 to Mar 2028
Visit: USA, Dominican Republic, Virgin Islands, Bahamas
Exclusive Savings
Inside
$939
Oceanview
$1,009
Balcony
$1,359
Suite
$1,699
From
US$939
Save 66
Per Person
View Trip
Cruise

10 Days (9 Nights) New York to New York
Cruise Line: Royal Caribbean
Departures: May 2026 to Jul 2026
Visit: USA, Bermuda, Sint Maarten, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,512
Oceanview
$2,262
Balcony
$2,220
Suite
$2,875
From
US$1,682
Save 1,217
Per Person
View Trip
Cruise

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Princess
Departure: 11 May 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$799
Oceanview
$938
Balcony
-
Suite
$1,489
From
US$799
Per Person
View Trip
Cruise
 (1)

5 Days (4 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Apr 2026 to Oct 2027
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$358
Oceanview
$379
Balcony
$524
Suite
$808
From
US$358
Save 352
Per Person
View Trip
Cruise

5 Days (4 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departures: Mar 2026 to Apr 2028
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$349
Oceanview
$478
Balcony
$548
Suite
$926
From
US$349
Save 417
Per Person
View Trip
Cruise

6 Days (5 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Oct 2026 to Apr 2028
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$387
Oceanview
$429
Balcony
$580
Suite
$921
From
US$387
Save 437
Per Person
View Trip
Cruise

6 Days (5 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departures: Mar 2026 to Sep 2027
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$399
Oceanview
$528
Balcony
$648
Suite
$864
From
US$399
Save 482
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Jun 2026 to Apr 2028
Visit: USA, Cayman Islands, Bahamas
Limited Time Offer
Inside
$595
Oceanview
$695
Balcony
$895
Suite
$2,795
From
US$595
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 29 May 2027
Visit: USA, Bahamas, Virgin Islands, Saint Martin
Bonus Onboard Credit
Exclusive Savings
Inside
$1,733
Oceanview
$2,003
Balcony
$2,106
Suite
$3,189
From
US$1,733
Save 824
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Oct 2026 to Mar 2028
Visit: USA, Dominican Republic, Bahamas
Inside
$659
Oceanview
$719
Balcony
$939
Suite
$1,029
From
US$659
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Mar 2026 to Apr 2028
Visit: USA, Bahamas, Virgin Islands, Saint Martin
Bonus Onboard Credit
Exclusive Savings
Inside
$916
Oceanview
$1,067
Balcony
$1,096
Suite
$2,175
From
US$916
Save 1,655
Per Person
View Trip
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: May 2026 to Feb 2027
Visit: USA, Mexico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$479
Oceanview
$649
Balcony
$729
Suite
$1,173
From
US$479
Save 300
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Apr 2026 to Apr 2027
Visit: USA, Dominican Republic, Bahamas
Limited Time Offer
Inside
$695
Oceanview
$695
Balcony
$895
Suite
$2,145
From
US$695
Per Person
View Trip
Cruise

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Mar 2026 to Jun 2026
Visit: USA, Bahamas, Jamaica
Exclusive Savings
Inside
$699
Oceanview
$1,026
Balcony
$1,154
Suite
$1,585
From
US$699
Save 50
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: May 2026 to Feb 2027
Visit: USA, Mexico, Belize, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$526
Oceanview
$606
Balcony
$856
Suite
$1,201
From
US$526
Save 677
Per Person
View Trip
Cruise

8 Days (7 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departures: Mar 2026 to Apr 2028
Visit: USA, Honduras, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$640
Oceanview
$730
Balcony
$753
Suite
$1,973
From
US$640
Save 1,108
Per Person
View Trip
Results: 61-90 of 90

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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