Caribbean Cruises Starting In November 2026 and 2027

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48 Days
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430 Cruises (2,459 Cruise Departures)
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Mar 2027
Visit: USA, Saint Martin, Virgin Islands, Dominican Republic
Bonus Onboard Credit
Exclusive Savings
Inside
$861
Oceanview
$926
Balcony
$1,070
Suite
$2,095
From
US$861
Save 562
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to Bridgetown
Cruise Line: Seabourn
Departure: 20 November 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Saint Vincent, Barbados
Yours to Explore
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,739
Suite
$7,855
From
US$3,739
Save 60
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Departure: 28 November 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia, Grenada
Exclusive Savings
Inside
$624
Oceanview
$662
Balcony
$917
Suite
$2,821
From
US$731
Save 264
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 13 November 2027
Visit: Puerto Rico, Virgin Islands, Dominican Republic, USA, Bahamas
Inside
-
Oceanview
-
Balcony
-
Suite
$3,915
From
US$3,915
Per Person
View Trip
Cruise

10 Days (9 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departure: 18 November 2026
Visit: USA, Antigua and Barbuda, Barbados, Dominica, Saint Kitts and Nevis
Exclusive Savings
Inside
$959
Oceanview
$1,321
Balcony
$1,837
Suite
$2,813
From
US$959
Save 557
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Holland America
Ship: Zuiderdam
Departure: 11 November 2026
Visit: USA, Bonaire, Curacao, Aruba, Dominican Republic, Bahamas
Fare Saver
Inside
$949
Oceanview
$1,149
Balcony
$1,549
Suite
$3,185
From
US$949
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Apr 2028
Visit: USA, Bahamas, Dominican Republic, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$965
Oceanview
$1,075
Balcony
$1,115
Suite
$2,330
From
US$965
Save 718
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Oct 2026 to Dec 2026
Visit: USA, Mexico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$527
Oceanview
$702
Balcony
$1,258
Suite
$1,575
From
US$527
Save 570
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Princess
Departures: Oct 2027 to Feb 2028
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Princess Standard
Inside
$789
Oceanview
$949
Balcony
$1,024
Suite
$1,399
From
US$789
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Holland America
Ship: Zuiderdam
Departures: Nov 2026 to Mar 2027
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Fare Saver
Inside
$544
Oceanview
$644
Balcony
$944
Suite
$1,544
From
US$544
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Silversea
Departures: Nov 2027 to Dec 2027
Visit: USA, Bahamas, Turks and Caicos Islands
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$3,300
Balcony
$4,000
Suite
$6,600
From
US$3,300
Save 1,500
Per Person
View Trip
Cruise

8 Days (7 Nights) La Romana to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Nov 2026 to Nov 2027
Visit: Dominican Republic, Barbados, Martinique, Guadeloupe, Virgin Islands
Inside
$559
Oceanview
$789
Balcony
$1,229
Suite
$1,869
From
US$559
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Silversea
Departure: 30 November 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis
All-Inclusive Fare
Inside
-
Oceanview
$6,000
Balcony
$6,900
Suite
$10,300
From
US$6,000
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 01 November 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Anguilla, USA
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$4,600
From
US$4,600
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
$1,535
Oceanview
$1,724
Balcony
$1,737
Suite
$3,272
From
US$1,535
Save 866
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 21 November 2027
Visit: USA, Saint Martin, Puerto Rico, Dominican Republic
Bonus Onboard Credit
Exclusive Savings
Inside
$964
Oceanview
$1,075
Balcony
$1,344
Suite
$2,524
From
US$964
Save 499
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Jan 2028
Visit: Puerto Rico, Barbados, Grenada, Saint Vincent, Antigua and Barbuda, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$729
Oceanview
$780
Balcony
$1,509
Suite
$1,735
From
US$729
Save 477
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
Exclusive Savings
Inside
$786
Oceanview
$969
Balcony
$1,049
Suite
$3,859
From
US$786
Save 558
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 28 November 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Saint Martin, Saint Barthelemy
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,546
Suite
$9,624
From
US$8,546
Save 8,852
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Apr 2027
Visit: USA, Saint Martin, Puerto Rico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$893
Oceanview
$1,044
Balcony
$1,077
Suite
$2,414
From
US$893
Save 725
Per Person
View Trip
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 28 November 2026
Visit: USA, Bahamas, Cayman Islands
Exclusive Savings
Inside
$569
Oceanview
$679
Balcony
$869
Suite
$1,461
From
US$569
Save 254
Per Person
View Trip
Cruise

8 Days (7 Nights) La Romana to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Mar 2027 to Apr 2028
Visit: Dominican Republic, Virgin Islands, Saint Martin, Saint Kitts and Nevis, Antigua and Barbuda
Inside
$579
Oceanview
$799
Balcony
$1,289
Suite
$1,859
From
US$579
Per Person
View Trip
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 29 November 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy (+4 more), Turks and Caicos Islands, USA, Antigua and Barbuda, Guadeloupe
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$7,140
From
US$7,140
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 Nov 2027
Visit: Martinique, Antigua and Barbuda, Dominican Republic, Barbados
Inside
$629
Oceanview
$789
Balcony
$1,229
Suite
$1,869
From
US$629
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departure: 21 November 2026
Visit: USA, Mexico, Belize
Exclusive Savings
Inside
$735
Oceanview
$905
Balcony
$1,007
Suite
$1,777
From
US$735
Save 441
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Bonaire, Curacao, Aruba
Bonus Onboard Credit
Exclusive Savings
Inside
$723
Oceanview
$773
Balcony
$1,243
Suite
$1,458
From
US$723
Save 632
Per Person
View Trip
New ReleaseCruise

14 Days (13 Nights) Miami to Saint Thomas
Cruise Line: Emerald Cruises
Departure: 30 November 2026
Visit: USA, Bahamas, Turks and Caicos Islands, Puerto Rico (+4 more), Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$13,552
From
US$13,552
Save 393
Per Person
View Trip
Cruise

13 Days (12 Nights) New York to New York
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Nov 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Exclusive Savings
Inside
$1,509
Oceanview
$1,909
Balcony
$2,199
Suite
$2,490
From
US$1,509
Save 73
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Departures: Nov 2026 to Mar 2027
Visit: USA, Saint Martin, Virgin Islands, Dominican Republic
Exclusive Savings
Inside
$1,042
Oceanview
$1,224
Balcony
$1,362
Suite
$3,443
From
US$1,220
Save 714
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Nov 2026 to Feb 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Fare Saver
Inside
$644
Oceanview
$744
Balcony
$994
Suite
$1,499
From
US$644
Per Person
View Trip
Results: 271-300 of 430

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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