Caribbean Cruises Starting In November 2026, 2027 and 2028

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48 Days
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430 Cruises (2,298 Cruise Departures)
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 05 November 2027
Visit: USA, Turks and Caicos Islands, Saint Barthelemy, Guadeloupe, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$4,835
From
US$4,835
Per Person
View Trip
Cruise

15 Days (14 Nights) New York to Miami
Cruise Line: Regent Seven Seas
Departure: 04 November 2027
Visit: USA, Bahamas, Dominican Republic, Curacao, Aruba, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,999
Suite
$14,949
From
US$12,999
Save 12,999
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
Inside
-
Oceanview
-
Balcony
$4,098
Suite
$8,498
From
US$4,098
Per Person
View Trip
Cruise

5 Days (4 Nights) Bridgetown to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departure: 11 November 2027
Visit: Barbados, Martinique, Guadeloupe, Virgin Islands, Dominican Republic
Inside
-
Oceanview
-
Balcony
$709
Suite
$939
From
US$709
Per Person
View Trip
Cruise

6 Days (5 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Jun 2026 to Apr 2028
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$358
Oceanview
$396
Balcony
$515
Suite
$816
From
US$358
Save 539
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
Inside
-
Oceanview
-
Balcony
-
Suite
$13,945
From
US$13,945
Per Person
View Trip
Cruise

5 Days (4 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departures: May 2026 to Mar 2028
Visit: USA, Turks and Caicos Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$414
Oceanview
$454
Balcony
$534
Suite
$844
From
US$414
Save 367
Per Person
View Trip
Cruise

15 Days (14 Nights) Paris to Pointe-A-Pitre
Cruise Line: MSC Cruises
Departure: 07 November 2027
Visit: France, Portugal, Antigua and Barbuda, Saint Vincent, Barbados, Martinique, Guadeloupe
Inside
$958
Oceanview
$1,148
Balcony
$1,368
Suite
$4,760
From
US$958
Per Person
View Trip
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
$803
Oceanview
$1,031
Balcony
$1,054
Suite
$2,085
From
US$803
Save 712
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Apr 2027
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$532
Oceanview
$674
Balcony
$845
Suite
$1,508
From
US$532
Save 526
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Nov 2026 to Mar 2027
Visit: USA, Turks and Caicos Islands, Dominican Republic, Bahamas
Princess Standard
Sanctuary Collection
Inside
$629
Oceanview
$699
Balcony
$884
Suite
$1,109
From
US$629
Per Person
View Trip
New ReleaseCruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Emerald Cruises
Departure: 30 November 2026
Visit: USA, Bahamas, Turks and Caicos Islands, Puerto Rico
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$4,033
Balcony
-
Suite
$5,432
From
US$4,033
Save 1,812
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Departures: Nov 2027 to Jan 2028
Visit: Martinique, Guadeloupe, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica
Inside
$889
Oceanview
$1,069
Balcony
$1,299
Suite
$2,549
From
US$889
Per Person
View Trip
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Sep 2026 to Nov 2027
Visit: USA, Aruba, Curacao, Dominican Republic, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$674
Oceanview
$820
Balcony
$1,105
Suite
$2,148
From
US$674
Save 550
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 11 November 2026
Visit: USA, Cayman Islands, Jamaica, Aruba (+5 more), Curacao, Grenada, Barbados, Saint Lucia, Saint Kitts and Nevis
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,015
Suite
$7,097
From
US$5,015
Save 6,783
Per Person
View Trip
Cruise

10 Days (9 Nights) Orlando to Orlando
Cruise Line: Princess
Departures: Nov 2027 to Mar 2028
Visit: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands
Princess Standard
Sanctuary Collection
Inside
$924
Oceanview
$1,254
Balcony
$1,349
Suite
$1,799
From
US$924
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

11 Days (10 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Jan 2028
Visit: USA, Bahamas, Dominican Republic, Aruba, Curacao, Jamaica, Cayman Islands
Inside
$1,129
Oceanview
$1,179
Balcony
$1,919
Suite
$2,259
From
US$1,129
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Jun 2026 to Mar 2028
Visit: USA, Honduras, Mexico, Bahamas, Dominican Republic, Puerto Rico
Inside
$1,160
Oceanview
$1,511
Balcony
$1,911
Suite
$3,591
From
US$1,160
Per Person
View Trip
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 14 November 2027
Visit: USA, Honduras, Mexico
Exclusive Savings
Inside
$909
Oceanview
$997
Balcony
$1,182
Suite
$2,926
From
US$909
Save 525
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Departure: 28 November 2027
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$622
Oceanview
$658
Balcony
$952
Suite
$2,884
From
US$622
Save 350
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departures: Nov 2027 to Feb 2028
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$3,755
From
US$3,755
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
Sanctuary Collection
Inside
$749
Oceanview
$904
Balcony
$974
Suite
$1,349
From
US$749
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
Exclusive Savings
Inside
$485
Oceanview
$714
Balcony
$1,100
Suite
$1,158
From
US$485
Save 534
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departures: Sep 2027 to Nov 2027
Visit: USA, Curacao, Aruba, Dominican Republic, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,065
Oceanview
$1,205
Balcony
$1,244
Suite
$2,439
From
US$1,065
Save 555
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Nov 2026 to Mar 2028
Visit: USA, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Dominican Republic
Inside
$598
Oceanview
$778
Balcony
$928
Suite
$1,738
From
US$598
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Holland America
Ship: Zuiderdam
Departure: 21 November 2026
Visit: USA, Jamaica, Cayman Islands, Mexico, Bahamas, Dominican Republic, Turks and Caicos Islands
Fare Saver
Inside
$1,179
Oceanview
$1,269
Balcony
$1,719
Suite
$2,479
From
US$1,179
Per Person
View Trip
Cruise

13 Days (12 Nights) New York to New York
Cruise Line: Norwegian Cruise Line
Departure: 28 November 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Saint Kitts and Nevis, Virgin Islands
Inside
$1,469
Oceanview
$1,809
Balcony
$2,089
Suite
$2,559
From
US$1,469
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Eurodam
Departure: 21 November 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Puerto Rico, Virgin Islands
Fare Saver
Inside
$1,224
Oceanview
$1,314
Balcony
$1,764
Suite
$3,024
From
US$1,224
Per Person
View Trip
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Silversea
Departure: 18 November 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Montserrat, Saint Kitts and Nevis
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$5,900
Balcony
$6,800
Suite
$10,000
From
US$5,900
Save 1,500
Per Person
View Trip
Results: 211-240 of 430

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Routes

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 London 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 Barcelona Cruises from London to Fort Lauderdale Cruises from London to Reykjavik Cruises from London to Rome 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 Miami 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 Peru to Argentina 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 Brazil to France 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 France to Iceland Cruises from Brazil to Spain Cruises from USA to Puerto Rico Cruises from Canada to England 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 Italy Cruises from England to Spain 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