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Caribbean Cruises Starting In November 2026 and 2027

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379 Cruises (2,364 Cruise Departures)
7 Day Eastern Caribbean with Turks & Caicos with Princess
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departures: Nov 2026 to Feb 2027
Visit: USA, Bahamas, Turks and Caicos Islands
Princess Standard
Inside
$554
Oceanview
-
Balcony
$609
Suite
$839
From
US$554
Per Person
View Trip
16 Day Broadway To The ABC Islands with Oceania Cruises
Cruise
 (1)

16 Days (15 Nights) New York to Miami
Cruise Line: Oceania Cruises
Departure: 06 November 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis (+5 more), Bonaire, Curacao, Aruba, Jamaica, Cayman Islands
Black Friday Sale + Your World Included
Your World Inclusions
Exclusive Savings
Inside
$4,118
Oceanview
$4,506
Balcony
$6,834
Suite
$9,356
From
US$4,118
Save 4,280
Per Person
View Trip
6 Day Caribbean Getaway With Grand Turk Holiday with Princess
Cruise

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Star Princess
Departure: 23 November 2027
Visit: USA, Bahamas, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$840
Oceanview
$1,040
Balcony
$1,325
Suite
$1,700
From
US$840
Per Person
View Trip
11 Day A Journey Of Caribbean Charm & Spectacular Natural Beauty with Explora Journeys
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ships: Explora II, Explora I
Departures: Nov 2026 to Nov 2027
Visit: USA, Curacao, Aruba, Colombia, Cayman Islands
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$5,215
Suite
$5,880
From
US$5,215
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (2)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 29 November 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$686
Oceanview
-
Balcony
$754
Suite
$1,091
From
US$686
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Nov 2027 to Feb 2028
Visit: USA, Bahamas, Dominican Republic, Puerto Rico (+4 more), Turks and Caicos Islands, Belize, Honduras, Mexico
Princess Standard
Sanctuary Collection
Inside
$1,498
Oceanview
$1,898
Balcony
$2,198
Suite
$2,898
From
US$1,498
Per Person
View Trip
16 Day Southern Caribbean In Depth with Seabourn
Cruise

16 Days (15 Nights) Miami to Philipsburg
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 20 November 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis (+7 more), Dominica, Saint Vincent, Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Martin
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,775
Suite
$12,773
From
US$7,775
Save 129
Per Person
View Trip
9 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departures: Nov 2026 to Apr 2027
Visit: USA, Bahamas, Dominican Republic, Aruba, Curacao
Bonus Onboard Credit
Exclusive Savings
Inside
$1,028
Oceanview
$1,207
Balcony
$1,468
Suite
$2,415
From
US$1,028
Save 644
Per Person
View Trip
10 Day Perfect Day Cococay & South Carib with Royal Caribbean
Cruise

10 Days (9 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departure: 17 November 2027
Visit: USA, Bonaire, Aruba, Curacao, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,292
Oceanview
$1,704
Balcony
$2,438
Suite
$3,070
From
US$1,292
Save 654
Per Person
View Trip
11 Day Caribbean Cruise From Philadelphia To Philadelphia with Norwegian Cruise Line
Cruise
 (1)

11 Days (10 Nights) Philadelphia to Philadelphia
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Pearl
Departures: Nov 2026 to Feb 2028
Visit: USA, Virgin Islands, Puerto Rico, Dominican Republic
Inside
$1,099
Oceanview
$1,299
Balcony
$1,869
Suite
$2,093
From
US$1,099
Per Person
View Trip
15 Day Eastern Caribbean: Bahamas & San Juan with Holland America
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
$1,344
Oceanview
$1,524
Balcony
$2,064
Suite
$3,627
From
US$1,344
Per Person
View Trip
9 Day Western Caribbean Cruise with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Explorer of the Seas
Departure: 27 November 2027
Visit: USA, Mexico, Jamaica, Haiti, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,043
Oceanview
$1,163
Balcony
$1,372
Suite
$1,972
From
US$1,043
Save 521
Per Person
View Trip
8 Day A Journey Through Beguiling Caribbean Coastlines & Lush Landscapes with Explora Journeys
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
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$4,400
Suite
$5,080
From
US$4,400
Per Person
View Trip
8 Day Antiguan Elegance & Sunny St. Isles with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 28 November 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Martin
Inside
$833
Oceanview
$973
Balcony
$1,183
Suite
$4,130
From
US$833
Per Person
View Trip
22 Day Caribbean And Antilles with MSC Cruises
Cruise
 (3)

22 Days (21 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 11 November 2027
Visit: USA, Bonaire, Aruba, Dominican Republic (+7 more), Jamaica, Cayman Islands, Colombia, Panama, Costa Rica, Honduras, Belize
Bonus Onboard Credit
Inside
$2,034
Oceanview
-
Balcony
$2,740
Suite
-
From
US$2,034
Per Person
View Trip
6 Day Western Caribbean with Norwegian Cruise Line
Cruise

6 Days (5 Nights) Tampa to Tampa
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Gem
Departure: 16 November 2026
Visit: USA, Mexico, Honduras
Inside
$569
Oceanview
$669
Balcony
$999
Suite
$1,149
From
US$569
Per Person
View Trip
19 Day An Extended Journey Through Caribbean Beauty & Ocean Stillness with Explora Journeys
Cruise

19 Days (18 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 17 November 2026
Visit: USA, Mexico, Honduras, Belize (+5 more), Bahamas, Curacao, Aruba, Colombia, Cayman Islands
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$8,810
Suite
$9,975
From
US$8,810
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
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
Bonus Onboard Credit
Inside
$1,343
Oceanview
$1,623
Balcony
$1,933
Suite
$2,877
From
US$1,343
Per Person
View Trip
11 Day Caribbean And Antilles with MSC Cruises
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
Bonus Onboard Credit
Inside
$848
Oceanview
$1,008
Balcony
$1,198
Suite
$2,334
From
US$848
Per Person
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ship: Enchantment of the Seas
Departure: 15 November 2026
Visit: USA, Belize, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$542
Oceanview
$541
Balcony
$1,024
Suite
$1,505
From
US$541
Save 327
Per Person
View Trip
6 Day Perfect Day Cococay & East Carib with Royal Caribbean
Cruise

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ships: Adventure of the Seas, Explorer of the Seas
Departures: Feb 2027 to Apr 2028
Visit: USA, Haiti, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$503
Oceanview
$552
Balcony
$577
Suite
$904
From
US$503
Save 385
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 22 November 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Mexico, Honduras
Princess Standard
Sanctuary Collection
Inside
$1,367
Oceanview
$1,747
Balcony
$1,917
Suite
$2,677
From
US$1,367
Per Person
View Trip
15 Day Eastern Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departure: 28 November 2026
Visit: USA, Saint Martin, Puerto Rico, Dominican Republic, Turks and Caicos Islands, Bahamas
Princess Standard
Inside
$1,258
Oceanview
-
Balcony
$1,448
Suite
$2,018
From
US$1,258
Per Person
View Trip
7 Day Mexico & Belize Cruise with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Nov 2027 to Jan 2028
Visit: USA, Mexico, Belize
Exclusive Savings
Inside
$691
Oceanview
$791
Balcony
$891
Suite
$2,166
From
US$691
Save 563
Per Person
View Trip
11 Day Southern Caribbean with St. Lucia with Princess
Cruise
 (6)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Island Princess
Departure: 05 November 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, Saint Lucia, Antigua and Barbuda, Saint Martin
Princess Standard
Inside
$1,095
Oceanview
$1,219
Balcony
$1,471
Suite
$1,949
From
US$1,095
Per Person
View Trip
8 Day Perfect Day Cococay & West Carib with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Harmony of the Seas
Departure: 06 November 2027
Visit: USA, Mexico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$908
Oceanview
$1,048
Balcony
$1,078
Suite
$2,052
From
US$908
Save 480
Per Person
View Trip
15 Day South Caribbean with MSC Cruises
Cruise

15 Days (14 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Opera
Departure: 20 November 2026
Visit: Martinique, Guadeloupe, Virgin Islands, Dominican Republic, Saint Martin, Saint Kitts and Nevis, Barbados
Bonus Onboard Credit
Inside
$1,248
Oceanview
$1,528
Balcony
-
Suite
-
From
US$1,248
Per Person
View Trip
8 Day Western Caribbean with Grand Cayman with Princess
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Feb 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Princess Standard
Inside
$825
Oceanview
$1,224
Balcony
$1,119
Suite
$1,600
From
US$825
Per Person
View Trip
8 Day Western Caribbean with Mexico with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ships: Regal Princess, Star 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
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Princess Standard
Inside
$1,569
Oceanview
$1,799
Balcony
$2,569
Suite
$3,069
From
US$1,569
Per Person
View Trip
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Countries

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Cities

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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

Cruise Lines Exploring The Caribbean & Bahamas

Azamara Caribbean Cruises Celebrity Caribbean Cruises Cunard Caribbean Cruises Emerald Caribbean Cruises Explora Journeys Caribbean Cruises Holland America Caribbean Cruises MSC Caribbean Cruises NCL Caribbean Cruises Oceania Caribbean Cruises Ponant Caribbean Cruises Princess Caribbean Cruises Regent Seven Seas Caribbean Cruises Royal Caribbean Caribbean Cruises Scenic Caribbean Cruises Seabourn Caribbean Cruises Silversea Caribbean Cruises Viking Caribbean Cruises Virgin Voyages Caribbean Cruises

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