All Caribbean Cruises

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1,873 Cruises (4,900 Cruise Departures)
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 16 January 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Barbados, Saint Lucia
Princess Standard
Inside
$850
Oceanview
$969
Balcony
$1,300
Suite
$1,650
From
US$850
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 05 December 2026
Visit: Barbados, Saint Vincent, Martinique, Guadeloupe, Saint Barthelemy, Antigua and Barbuda, Saint Lucia
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$3,920
Balcony
$4,410
Suite
$4,130
From
US$3,920
Save 1,680
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
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
Cruise

17 Days (16 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 04 January 2027
Visit: Puerto Rico, Saint Martin, Antigua and Barbuda, Montserrat, Virgin Islands, USA, Dominican Republic
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$7,385
Suite
$8,330
From
US$7,385
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departures: Nov 2026 to Feb 2027
Visit: USA, Jamaica, Bahamas
Inside
$795
Oceanview
$895
Balcony
$1,095
Suite
$2,575
From
US$795
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 21 December 2026
Visit: USA, Bahamas, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$1,688
Oceanview
$1,778
Balcony
$1,966
Suite
$2,967
From
US$1,688
Save 823
Per Person
View Trip
Cruise

15 Days (14 Nights) Philipsburg to Bridgetown
Cruise Line: Seabourn
Departure: 07 March 2026
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique (+6 more), Saint Vincent, Grenada, Barbados, Guadeloupe, Dominica, Saint Lucia
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$20,507
From
US$20,507
Save 393
Per Person
View Trip
Cruise

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Jan 2028 to Mar 2028
Visit: USA, Aruba, Colombia, Panama, Costa Rica, Cayman Islands, Mexico
Princess Standard
Inside
$1,550
Oceanview
$1,789
Balcony
$1,700
Suite
$3,000
From
US$1,550
Per Person
View Trip
Cruise
 (6)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 27 December 2026
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Princess Standard
Inside
$1,301
Oceanview
$1,451
Balcony
$1,901
Suite
$2,341
From
US$1,301
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Departure: 06 February 2027
Visit: Barbados, Saint Kitts and Nevis, Martinique, Dominica, Guadeloupe, Saint Lucia
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,178
Suite
$7,510
From
US$4,178
Save 71
Per Person
View Trip
Cruise
 (5)

9 Days (8 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departure: 20 March 2026
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Bahamas
Inside
$792
Oceanview
$952
Balcony
$1,192
Suite
$3,752
From
US$792
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Dec 2026 to Feb 2027
Visit: USA, Virgin Islands, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$945
Oceanview
$936
Balcony
$1,035
Suite
$2,033
From
US$936
Save 518
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Departure: 26 April 2026
Visit: USA, Dominican Republic, Puerto Rico, Turks and Caicos Islands, Bahamas
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$1,832
Suite
$3,879
From
US$2,184
Save 855
Per Person
View Trip
Cruise

16 Days (15 Nights) Miami to Philipsburg
Cruise Line: Seabourn
Departure: 20 November 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis (+7 more), Dominica, Saint Vincent, Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Martin
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,442
Suite
$12,773
From
US$7,442
Save 122
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 26 December 2027
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,264
Oceanview
$1,464
Balcony
$1,864
Suite
$4,604
From
US$1,264
Save 777
Per Person
View Trip
Cruise

10 Days (9 Nights) New York to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 31 October 2027
Visit: USA, Aruba, Curacao
Bonus Onboard Credit
Exclusive Savings
Inside
$873
Oceanview
$1,033
Balcony
$1,104
Suite
$2,443
From
US$873
Save 469
Per Person
View Trip
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departure: 19 December 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands (+4 more), Mexico, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Princess Standard
Inside
$1,579
Oceanview
$2,378
Balcony
$2,089
Suite
$2,929
From
US$1,579
Per Person
View Trip
Cruise

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Departure: 01 March 2026
Visit: Colombia, Bonaire, Aruba, Panama
Exclusive Savings
Inside
$1,194
Oceanview
$1,194
Balcony
$1,214
Suite
$1,453
From
US$1,194
Save 636
Per Person
View Trip
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
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$3,915
Suite
$4,415
From
US$3,915
Per Person
View Trip
Cruise
 (13)

13 Days (12 Nights) Miami to Miami
Cruise Line: Cunard
Departure: 17 December 2026
Visit: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Saint Martin
Inside
$1,349
Oceanview
$1,549
Balcony
$1,869
Suite
$4,999
From
US$1,349
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Jan 2026 to Feb 2027
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$509
Oceanview
$894
Balcony
$1,006
Suite
$1,527
From
US$509
Save 455
Per Person
View Trip
Cruise
 (2)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 23 November 2027
Visit: USA, Cayman Islands, Aruba, Curacao, Saint Lucia, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,309
Oceanview
$1,659
Balcony
$1,959
Suite
$5,735
From
US$1,309
Save 802
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 21 January 2027
Visit: USA, Virgin Islands, Anguilla, Martinique, Saint Kitts and Nevis, Saint Martin, Puerto Rico
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$4,690
Suite
$5,460
From
US$4,690
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 15 April 2027
Visit: USA, Cayman Islands, Jamaica, Bahamas
Inside
$903
Oceanview
$1,043
Balcony
$1,323
Suite
$4,060
From
US$903
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Apr 2026 to Aug 2026
Visit: USA, Bahamas, Puerto Rico, Virgin Islands, Mexico, Belize, Honduras
Princess Standard
Inside
$1,058
Oceanview
-
Balcony
$1,221
Suite
$1,428
From
US$1,058
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Departures: Feb 2026 to Mar 2027
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,012
Suite
$7,510
From
US$4,012
Save 88
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Departures: Mar 2026 to Mar 2027
Visit: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+4 more), Saint Barthelemy, Anguilla, Saint Martin, Saint Kitts and Nevis
Early Payment Discount
Wave Offer
Exclusive Savings
Inside
-
Oceanview
$3,660
Balcony
-
Suite
$5,261
From
US$3,660
Save 18,075
Per Person
View Trip
Cruise
 (1)

7 Days (6 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 14 November 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Lucia, Saint Kitts and Nevis
Inside
$954
Oceanview
$1,134
Balcony
$1,254
Suite
$3,540
From
US$954
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Seabourn
Departures: Nov 2027 to Dec 2027
Visit: USA, Puerto Rico, Saint Kitts and Nevis, Montserrat, Saint Barthelemy, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
$4,429
Balcony
$5,311
Suite
$7,957
From
US$4,429
Save 70
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Ship: MSC Seaview
Departures: Mar 2027 to Apr 2027
Visit: Guadeloupe, Saint Lucia, Barbados, Grenada, Saint Vincent, Martinique
Bonus Onboard Credit
Inside
$862
Oceanview
$1,092
Balcony
$1,292
Suite
$1,762
From
US$862
Per Person
View Trip
Results: 601-630 of 1873

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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 London 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 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 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 Panama City to Miami 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 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 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