Caribbean Cruises Starting In October 2026 and 2027

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58 Days
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$130,398pp
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173 Cruises (1,943 Cruise Departures)
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Sep 2026 to Apr 2028
Visit: USA, Aruba, Curacao, Bonaire
Exclusive Savings
Inside
$821
Oceanview
$921
Balcony
$1,196
Suite
$2,943
From
US$821
Save 904
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Aug 2026 to Nov 2026
Visit: USA, Virgin Islands, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$819
Oceanview
$1,071
Balcony
$1,031
Suite
$2,314
From
US$819
Save 479
Per Person
View Trip
Cruise

10 Days (9 Nights) New York to New York
Cruise Line: Royal Caribbean
Departure: 14 October 2027
Visit: USA, Canada
Bonus Onboard Credit
Exclusive Savings
Inside
$949
Oceanview
$1,198
Balcony
$1,769
Suite
$2,599
From
US$949
Save 451
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Jan 2026 to Jul 2027
Visit: USA, Saint Martin, Virgin Islands, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,424
Oceanview
$1,482
Balcony
$1,685
Suite
$2,822
From
US$1,424
Save 1,063
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Departures: May 2026 to Oct 2026
Visit: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$750
Oceanview
$892
Balcony
$1,058
Suite
$2,581
From
US$750
Save 779
Per Person
View Trip
Cruise

5 Days (4 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 20 October 2026
Visit: USA, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$474
Oceanview
$644
Balcony
$809
Suite
$904
From
US$474
Per Person
View Trip
Cruise

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departure: 24 October 2026
Visit: USA, Bahamas, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$688
Oceanview
$789
Balcony
$851
Suite
$1,031
From
US$688
Save 391
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Feb 2026 to Apr 2027
Visit: USA, Bahamas, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$1,221
Oceanview
$1,459
Balcony
$1,519
Suite
$3,258
From
US$1,221
Save 1,055
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departure: 23 October 2027
Visit: USA, Bahamas, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$967
Oceanview
$1,117
Balcony
$1,146
Suite
$2,181
From
US$967
Save 510
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, Dominican Republic, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$1,042
Oceanview
$1,242
Balcony
$1,542
Suite
$2,790
From
US$1,042
Save 57
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Apr 2027 to Oct 2027
Visit: Martinique, Antigua and Barbuda, Dominican Republic, Barbados
Bonus Onboard Credit
Inside
$629
Oceanview
$789
Balcony
$1,199
Suite
$1,839
From
US$629
Per Person
View Trip
Cruise

10 Days (9 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Departure: 29 October 2027
Visit: Puerto Rico, Antigua and Barbuda, Saint Lucia, Grenada, Barbados, Saint Vincent, Virgin Islands
Exclusive Savings
Inside
$880
Oceanview
$930
Balcony
$1,205
Suite
$3,247
From
US$880
Save 641
Per Person
View Trip
Cruise
 (1)

5 Days (4 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Jan 2026 to Oct 2027
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$366
Oceanview
$406
Balcony
$536
Suite
$821
From
US$366
Save 526
Per Person
View Trip
Cruise

6 Days (5 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departures: Jan 2026 to Sep 2027
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$438
Oceanview
$508
Balcony
$671
Suite
$881
From
US$438
Save 516
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
$423
Oceanview
$505
Balcony
$562
Suite
$867
From
US$423
Save 422
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
$587
Suite
$921
From
US$387
Save 437
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Jan 2026 to Apr 2027
Visit: USA, Dominican Republic, Bahamas
Inside
$723
Oceanview
$745
Balcony
$945
Suite
$2,245
From
US$723
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 30 October 2027
Visit: USA, Mexico, Bahamas
Inside
$795
Oceanview
$895
Balcony
$1,095
Suite
$2,950
From
US$795
Per Person
View Trip
Cruise
 (4)

18 Days (17 Nights) New York to Bridgetown
Cruise Line: Azamara Cruises
Departure: 28 October 2027
Visit: USA, Bermuda, Saint Martin, Virgin Islands (+7 more), Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Exclusive Savings
Inside
$3,940
Oceanview
$4,619
Balcony
$5,774
Suite
$9,237
From
US$3,940
Save 79
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Apr 2027 to Oct 2027
Visit: USA, Dominican Republic, Bahamas
Inside
$695
Oceanview
$795
Balcony
$995
Suite
$2,875
From
US$695
Per Person
View Trip
Cruise
 (4)

25 Days (24 Nights) New York to San Juan
Cruise Line: Azamara Cruises
Departure: 28 October 2027
Visit: USA, Bermuda, Saint Martin, Virgin Islands (+10 more), Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis
Azamara Always Included
Exclusive Savings
Inside
$5,711
Oceanview
$6,895
Balcony
$8,524
Suite
$13,549
From
US$5,711
Save 118
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
$689
Oceanview
$809
Balcony
$969
Suite
$1,119
From
US$689
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Jan 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
$2,100
From
US$916
Save 1,493
Per Person
View Trip
Cruise
 (3)

17 Days (16 Nights) New York to Bridgetown
Cruise Line: Azamara Cruises
Departure: 29 October 2026
Visit: USA, Bermuda, Saint Martin, Virgin Islands (+7 more), Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Exclusive Savings
Inside
$3,536
Oceanview
$3,934
Balcony
$4,933
Suite
$8,076
From
US$3,536
Save 73
Per Person
View Trip
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 31 October 2026
Visit: USA, Bahamas, Turks and Caicos Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$657
Oceanview
$794
Balcony
$893
Suite
$1,306
From
US$657
Save 296
Per Person
View Trip
Cruise
 (3)

10 Days (9 Nights) New York to San Juan
Cruise Line: Azamara Cruises
Departures: Oct 2026 to Oct 2027
Visit: USA, Bermuda, Saint Martin, Virgin Islands, Puerto Rico
Azamara Always Included
Inside
$1,489
Oceanview
$2,059
Balcony
$2,499
Suite
$4,342
From
US$1,489
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Jun 2026 to Oct 2026
Visit: USA, Virgin Islands, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,437
Oceanview
$1,554
Balcony
$1,798
Suite
$2,644
From
US$1,437
Save 828
Per Person
View Trip
Cruise

10 Days (9 Nights) New York to Miami
Cruise Line: Royal Caribbean
Departure: 28 October 2027
Visit: USA, Bermuda, Aruba, Cayman Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$840
Oceanview
$940
Balcony
$1,320
Suite
$2,310
From
US$840
Save 417
Per Person
View Trip
Cruise

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Princess
Departures: Oct 2027 to Mar 2028
Visit: USA, Bahamas, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$840
Oceanview
$1,040
Balcony
$1,325
Suite
$1,600
From
US$840
Per Person
View Trip
Cruise

9 Days (8 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departure: 31 October 2026
Visit: USA, Bahamas, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$625
Oceanview
$665
Balcony
$1,228
Suite
$1,889
From
US$625
Save 348
Per Person
View Trip
Results: 121-150 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