Caribbean Cruises Starting In October 2026 and 2027

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58 Days
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173 Cruises (1,943 Cruise Departures)
Cruise
 (1)

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
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
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Apr 2026 to Mar 2027
Visit: USA, Mexico, Belize, Honduras
Princess Standard
Sanctuary Collection
Inside
$484
Oceanview
$824
Balcony
$595
Suite
$769
From
US$484
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 03 October 2026
Visit: USA, Honduras, Belize, Mexico, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$918
Oceanview
-
Balcony
$1,348
Suite
$1,618
From
US$918
Per Person
View Trip
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Feb 2026 to Oct 2027
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$762
Oceanview
$862
Balcony
$892
Suite
$2,067
From
US$762
Save 5,346
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Departures: Jul 2026 to Oct 2026
Visit: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis
Exclusive Savings
Inside
$891
Oceanview
$960
Balcony
$1,071
Suite
$2,860
From
US$891
Save 779
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 25 October 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe (+5 more), Saint Martin, Puerto Rico, Saint Kitts and Nevis, Saint Barthelemy, Anguilla
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$7,725
Suite
$8,510
From
US$7,725
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departure: 31 October 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands (+9 more), Honduras, Belize, Mexico, Saint Martin, Antigua and Barbuda, Dominica, Saint Lucia, Saint Kitts and Nevis, Virgin Islands
Fare Saver
Inside
$1,924
Oceanview
$2,304
Balcony
$3,354
Suite
$4,935
From
US$1,924
Per Person
View Trip
Cruise

11 Days (10 Nights) Boston to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 16 October 2027
Visit: USA, Aruba, Curacao, Bonaire
Exclusive Savings
Inside
$1,023
Oceanview
$1,123
Balcony
$1,698
Suite
$3,828
From
US$1,023
Save 607
Per Person
View Trip
Cruise

9 Days (8 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departures: Aug 2027 to Nov 2027
Visit: USA, Mexico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,398
Oceanview
$1,597
Balcony
$1,610
Suite
$3,198
From
US$1,398
Save 772
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Oct 2026 to Nov 2027
Visit: USA, Aruba, Bonaire, Curacao
Exclusive Savings
Inside
$942
Oceanview
$1,258
Balcony
$1,403
Suite
$3,568
From
US$942
Save 814
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 31 October 2026
Visit: Puerto Rico, Curacao, Aruba, Martinique, Saint Kitts and Nevis
Inside
-
Oceanview
$1,183
Balcony
$1,393
Suite
$4,200
From
US$1,183
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Mar 2026 to Mar 2027
Visit: USA, Honduras, Belize, Mexico
Princess Standard
Princess Premier
Sanctuary Collection
Inside
$484
Oceanview
$774
Balcony
$619
Suite
$799
From
US$484
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

9 Days (8 Nights) Halifax to Bridgetown
Cruise Line: Seabourn
Departures: Oct 2026 to Oct 2027
Visit: Canada, Saint Kitts and Nevis, Spain, Saint Lucia, Barbados
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,432
From
US$5,432
Save 96
Per Person
View Trip
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departures: Nov 2026 to Oct 2027
Visit: USA, Bahamas, Mexico, Dominican Republic
Bonus Onboard Credit
Inside
$1,092
Oceanview
$1,292
Balcony
$1,562
Suite
$2,838
From
US$1,092
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Departures: Oct 2026 to Nov 2027
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$737
Oceanview
$764
Balcony
$920
Suite
$2,519
From
US$737
Save 1,004
Per Person
View Trip
Cruise

7 Days (6 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Departures: May 2027 to Oct 2027
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$690
Oceanview
$790
Balcony
$890
Suite
$2,096
From
US$690
Save 665
Per Person
View Trip
Cruise
 (3)

16 Days (15 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departures: Oct 2026 to Oct 2027
Visit: USA, Cayman Islands, Jamaica, Bonaire, Aruba, Curacao, Dominican Republic
Bonus Onboard Credit
Inside
$1,386
Oceanview
$1,536
Balcony
$1,926
Suite
$8,500
From
US$1,386
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Departures: May 2026 to Apr 2028
Visit: Panama, Colombia, Aruba, Curacao
Bonus Onboard Credit
Exclusive Savings
Inside
$625
Oceanview
$738
Balcony
$1,060
Suite
$1,120
From
US$625
Save 631
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: May 2027 to Oct 2027
Visit: USA, Bahamas, Dominican Republic, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$1,440
Oceanview
$1,560
Balcony
$1,680
Suite
$3,218
From
US$1,440
Save 1,028
Per Person
View Trip
Cruise

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Sep 2026 to Oct 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$647
Oceanview
$696
Balcony
$782
Suite
$1,282
From
US$647
Save 475
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Jan 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Bahamas
Bonus Onboard Credit
Free Balcony Upgrade
Inside
$617
Oceanview
$797
Balcony
$914
Suite
$1,410
From
US$617
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Feb 2026 to Mar 2028
Visit: USA, Honduras, Mexico, Bahamas, Dominican Republic, Puerto Rico
Bonus Onboard Credit
Exclusive Savings
Inside
$1,419
Oceanview
$1,749
Balcony
$2,089
Suite
$3,515
From
US$1,419
Save 69
Per Person
View Trip
Cruise
 (4)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Oct 2026 to Mar 2027
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Princess Standard
Inside
$809
Oceanview
$869
Balcony
$1,049
Suite
$1,239
From
US$809
Per Person
View Trip
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 31 October 2027
Visit: USA, Dominican Republic, Bahamas
Exclusive Savings
Inside
$722
Oceanview
$822
Balcony
$922
Suite
$2,197
From
US$722
Save 545
Per Person
View Trip
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Aug 2026 to Mar 2027
Visit: USA, Mexico, Cayman Islands, Bahamas
Exclusive Savings
Inside
$538
Oceanview
$578
Balcony
$697
Suite
$2,121
From
US$538
Save 675
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Galveston to Galveston
Cruise Line: Norwegian Cruise Line
Departures: Oct 2026 to Apr 2028
Visit: USA, Mexico, Honduras, Belize
Exclusive Savings
Inside
$789
Oceanview
$989
Balcony
$1,109
Suite
$1,279
From
US$789
Save 53
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Jan 2026 to Mar 2028
Visit: USA, Dominican Republic, Virgin Islands, Bahamas
Exclusive Savings
Inside
$979
Oceanview
$1,159
Balcony
$1,409
Suite
$1,819
From
US$979
Save 58
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Departures: Feb 2026 to Apr 2027
Visit: USA, Mexico, Belize
Exclusive Savings
Inside
$495
Oceanview
$597
Balcony
$784
Suite
$2,130
From
US$495
Save 4,814
Per Person
View Trip
Cruise

11 Days (10 Nights) Baltimore to San Juan
Cruise Line: Royal Caribbean
Departure: 22 October 2026
Visit: USA, Turks and Caicos Islands, Saint Martin, Dominica (+4 more), Martinique, Antigua and Barbuda, Virgin Islands, Puerto Rico
Bonus Onboard Credit
Exclusive Savings
Inside
$816
Oceanview
$946
Balcony
$1,966
Suite
$2,591
From
US$816
Save 439
Per Person
View Trip
Results: 31-60 of 173

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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 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