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

13 Days (12 Nights) Tampa to Tampa
Cruise Line: Norwegian Cruise Line
Departure: 28 November 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Martin, Jamaica, Cayman Islands
Inside
$1,099
Oceanview
$1,149
Balcony
$2,049
Suite
$2,199
From
US$1,099
Per Person
View Trip
Cruise

19 Days (18 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 25 November 2026
Visit: USA, Curacao, Aruba, Colombia (+5 more), Cayman Islands, Mexico, Guatemala, Belize, Honduras
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$9,345
From
US$9,345
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

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
$8,999
Suite
$9,799
From
US$8,999
Save 8,999
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Nov 2026 to Mar 2027
Visit: USA, Turks and Caicos Islands, Dominican Republic, Bahamas, Honduras, Belize, Mexico
Princess Standard
Sanctuary Collection
Inside
$1,438
Oceanview
$1,478
Balcony
$1,718
Suite
$2,078
From
US$1,438
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departure: 15 November 2026
Visit: USA, Belize, Mexico
Exclusive Savings
Inside
$476
Oceanview
$565
Balcony
$1,087
Suite
$1,388
From
US$476
Save 335
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

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Jan 2028
Visit: USA, Bahamas, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$749
Oceanview
$849
Balcony
$868
Suite
$1,683
From
US$749
Save 439
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
$381
Oceanview
$533
Balcony
$687
Suite
$1,343
From
US$381
Save 174
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 14 November 2027
Visit: USA, Bahamas, Dominican Republic, Virgin Islands, Antigua and Barbuda, Saint Martin
Inside
$1,348
Oceanview
$1,617
Balcony
$1,915
Suite
$2,958
From
US$1,348
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
$642
Oceanview
$672
Balcony
$917
Suite
$3,134
From
US$642
Save 383
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Jun 2026 to Jul 2027
Visit: USA, Saint Martin, Virgin Islands, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,268
Oceanview
$1,566
Balcony
$1,645
Suite
$2,780
From
US$1,268
Save 1,548
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 28 November 2027
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Inside
$709
Oceanview
$859
Balcony
$1,019
Suite
$1,539
From
US$709
Per Person
View Trip
Cruise

15 Days (14 Nights) La Romana to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Nov 2027 to Dec 2027
Visit: Dominican Republic, Virgin Islands, Saint Martin, Saint Kitts and Nevis (+5 more), Antigua and Barbuda, Aruba, Curacao, Bonaire, Grenada
Inside
$1,372
Oceanview
$1,672
Balcony
$2,652
Suite
$3,792
From
US$1,372
Per Person
View Trip
Cruise

23 Days (22 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 09 November 2026
Visit: USA, Barbados, Trinidad and Tobago, Brazil, Grenada, Puerto Rico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$19,099
Suite
$19,499
From
US$19,099
Save 19,099
Per Person
View Trip
Cruise

11 Days (10 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departures: Nov 2026 to Dec 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands
Inside
$1,061
Oceanview
$1,231
Balcony
$1,461
Suite
$5,741
From
US$1,061
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

10 Days (9 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 05 November 2027
Visit: USA, Bahamas, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Dominican Republic
Inside
$879
Oceanview
$1,069
Balcony
$1,279
Suite
$1,929
From
US$879
Per Person
View Trip
New ReleaseCruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Emerald Cruises
Departure: 21 November 2026
Visit: Puerto Rico, Turks and Caicos Islands, Bahamas, USA
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,432
From
US$5,432
Save 2,058
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: Explora Journeys
Ship: Explora III
Departure: 22 November 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe (+5 more), Saint Martin, Puerto Rico, Saint Kitts and Nevis, Saint Barthelemy, Turks and Caicos Islands
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$8,400
From
US$8,400
Per Person
View Trip
Cruise

4 Days (3 Nights) Fort-de-France to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departure: 12 November 2027
Visit: Martinique, Guadeloupe, Virgin Islands, Dominican Republic
Inside
$209
Oceanview
$279
Balcony
$449
Suite
$719
From
US$209
Per Person
View Trip
Cruise

7 Days (6 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departures: Nov 2027 to Dec 2027
Visit: USA, Bahamas, Dominican Republic
Inside
$529
Oceanview
$648
Balcony
$776
Suite
$1,249
From
US$529
Per Person
View Trip
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 25 November 2026
Visit: USA, Virgin Islands, Saint Martin, Saint Barthelemy, Martinique, Guadeloupe, Antigua and Barbuda
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,590
Suite
$6,375
From
US$4,590
Save 6,208
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
$4,020
From
US$4,020
Per Person
View Trip
Cruise

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departure: 13 November 2026
Visit: USA, Turks and Caicos Islands, Bahamas
Exclusive Savings
Inside
$578
Oceanview
$620
Balcony
$835
Suite
$1,494
From
US$578
Save 360
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 08 November 2026
Visit: USA, Turks and Caicos Islands, Dominican Republic, Virgin Islands, Saint Barthelemy, Puerto Rico
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$5,585
From
US$5,585
Per Person
View Trip
Cruise

16 Days (15 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 05 November 2027
Visit: USA, Bahamas, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Dominican Republic
Inside
$1,389
Oceanview
$1,698
Balcony
$2,036
Suite
$3,159
From
US$1,389
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
$1,727
Oceanview
$1,874
Balcony
$2,018
Suite
$3,328
From
US$1,727
Save 918
Per Person
View Trip
Cruise

12 Days (11 Nights) Bridgetown to Bridgetown
Cruise Line: MSC Cruises
Departure: 19 November 2027
Visit: Barbados, Martinique, Guadeloupe, Antigua and Barbuda (+4 more), Saint Martin, Saint Kitts and Nevis, Dominica, Saint Lucia
Inside
$1,589
Oceanview
$1,871
Balcony
$2,327
Suite
$4,336
From
US$1,589
Per Person
View Trip
Results: 271-300 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