Caribbean Cruises Starting In November 2026 and 2027

Are you planning a cruise to the Caribbean in November 2026 or 2027? Choose from 434 unique cruises and 2,454 departures operated by Caribbean's leading cruise lines. Easily compare prices, itineraries, inclusions and traveller reviews to find the Caribbean cruise that best matches your travel style, budget and dates.
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434 Cruises (2,454 Cruise Departures)
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Departures: May 2026 to Apr 2028
Visit: Panama, Colombia, Aruba, Curacao
Exclusive Savings
Inside
$1,232
Oceanview
$1,248
Balcony
$1,629
Suite
$1,819
From
A$1,232
Save 1,423
Per Person
View Trip
Cruise
 (5)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Viking Cruises
Departures: Nov 2026 to Feb 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+4 more), Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Viking Savings Event
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,924
Suite
$8,864
From
A$5,924
Save 1,387
Per Person
View Trip
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 11 November 2027
Visit: USA, Bonaire, Aruba, Dominican Republic, Jamaica, Cayman Islands
Exclusive Savings
Inside
$1,649
Oceanview
$1,807
Balcony
$2,173
Suite
$7,332
From
A$1,649
Per Person
View Trip
Cruise
 (2)

10 Days (9 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 20 November 2026
Visit: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Saint Martin, Bahamas
Princess Standard
Exclusive Savings
Inside
$1,540
Oceanview
-
Balcony
$2,001
Suite
$2,698
From
A$1,540
Per Person
View Trip
Cruise
 (1)

16 Days (15 Nights) Miami to Miami
Cruise Line: Princess
Departure: 27 November 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands, Bahamas
Princess Standard
Exclusive Savings
Inside
$2,315
Oceanview
-
Balcony
$2,658
Suite
$4,196
From
A$2,315
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to San Juan
Cruise Line: Princess
Departure: 14 November 2027
Visit: USA, Jamaica, Aruba, Curacao (+6 more), Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Princess Standard
Exclusive Savings
Inside
$2,284
Oceanview
$2,630
Balcony
$3,304
Suite
$5,284
From
A$2,284
Per Person
View Trip
Cruise
 (3)

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Departures: Nov 2026 to Nov 2027
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+8 more), Saint Martin, Virgin Islands, Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago
Azamara Always Included
Exclusive Savings
Inside
$5,459
Oceanview
$6,899
Balcony
$8,399
Suite
$12,799
From
A$5,459
Save 107
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Departures: Nov 2026 to Dec 2027
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Virgin Islands, Puerto Rico
Azamara Always Included
Exclusive Savings
Inside
$2,465
Oceanview
$3,190
Balcony
$4,043
Suite
$6,228
From
A$2,465
Save 41
Per Person
View Trip
Cruise
 (1)

16 Days (15 Nights) Miami to Miami
Cruise Line: Princess
Departure: 20 November 2027
Visit: USA, Belize, Honduras, Mexico (+5 more), Bahamas, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands
Princess Standard
Exclusive Savings
Inside
$2,385
Oceanview
-
Balcony
$2,519
Suite
$4,602
From
A$2,385
Per Person
View Trip
New ReleaseCruise
 (3)

10 Days (9 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Departure: 20 November 2026
Visit: Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda (+5 more), Guadeloupe, Martinique, Saint Lucia, Saint Vincent, Barbados
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$8,831
Balcony
-
Suite
$11,560
From
A$8,831
Save 2,664
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Seabourn
Departure: 22 November 2026
Visit: USA, Puerto Rico, Anguilla, Saint Kitts and Nevis (+5 more), Dominica, Martinique, Guadeloupe, Montserrat, Virgin Islands
Yours to Explore
Exclusive Savings
Inside
-
Oceanview
$8,348
Balcony
$9,720
Suite
$16,678
From
A$8,348
Save 151
Per Person
View Trip
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
Limited Time Offer
Inside
$1,842
Oceanview
$2,060
Balcony
$2,169
Suite
$5,002
From
A$1,842
Per Person
View Trip
Cruise
 (3)

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Departure: 28 November 2026
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+9 more), Saint Martin, Saint Barthelemy, Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago
Azamara Always Included
Exclusive Savings
Inside
$5,800
Oceanview
$6,398
Balcony
$7,985
Suite
$12,631
From
A$5,800
Save 89
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 28 November 2027
Visit: Puerto Rico, Aruba, Curacao, Saint Martin, Saint Kitts and Nevis
Just Cruise Fare
Exclusive Savings
Inside
$1,972
Oceanview
$2,270
Balcony
$2,642
Suite
$3,981
From
A$1,972
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to San Juan
Cruise Line: Princess
Departure: 14 November 2027
Visit: USA, Jamaica, Aruba, Curacao, Puerto Rico
Princess Standard
Exclusive Savings
Inside
$1,093
Oceanview
$1,260
Balcony
$1,687
Suite
$2,518
From
A$1,093
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Apr 2026 to Apr 2028
Visit: USA, Mexico
Exclusive Savings
Inside
$632
Oceanview
$693
Balcony
$815
Suite
$1,412
From
A$632
Save 2,521
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Departure: 20 November 2027
Visit: USA, Mexico, Bahamas
Exclusive Savings
Inside
$1,734
Oceanview
$1,889
Balcony
$2,167
Suite
$4,504
From
A$1,734
Save 938
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Nov 2027 to Dec 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Princess Standard
Exclusive Savings
Inside
$1,261
Oceanview
$1,427
Balcony
$1,686
Suite
$2,825
From
A$1,261
Per Person
View Trip
Cruise
 (5)

16 Days (15 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departure: 06 November 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin
Azamara Always Included
Exclusive Savings
Inside
$5,902
Oceanview
$7,343
Balcony
$9,048
Suite
$13,674
From
A$5,902
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 21 November 2027
Visit: USA, Mexico, Honduras, Belize
Your World Inclusions
Exclusive Savings
Inside
$2,901
Oceanview
$3,046
Balcony
$4,705
Suite
$6,664
From
A$2,901
Save 2,049
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Nov 2026 to Apr 2028
Visit: USA, Turks and Caicos Islands, Bahamas
Limited Time Offer
Inside
$925
Oceanview
$1,083
Balcony
$1,392
Suite
$3,974
From
A$925
Per Person
View Trip
Cruise
 (3)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departure: 21 November 2026
Visit: USA, Bahamas, Jamaica, Honduras, Belize, Mexico
Fare Saver
Exclusive Savings
Inside
$1,389
Oceanview
$1,775
Balcony
$2,003
Suite
$3,072
From
A$1,389
Per Person
View Trip
Cruise
 (6)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Oct 2027 to Feb 2028
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Princess Standard
Exclusive Savings
Inside
$895
Oceanview
$959
Balcony
$1,099
Suite
$1,944
From
A$895
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departure: 21 November 2027
Visit: USA, Bahamas, Cayman Islands, Jamaica
Exclusive Savings
Inside
$1,213
Oceanview
$1,371
Balcony
$1,628
Suite
$2,737
From
A$1,213
Per Person
View Trip
Cruise
 (1)

10 Days (9 Nights) Galveston to Galveston
Cruise Line: Norwegian Cruise Line
Departure: 04 November 2027
Visit: USA, Mexico, Cayman Islands, Jamaica, Belize
Just Cruise Fare
Exclusive Savings
Inside
$1,943
Oceanview
$2,316
Balcony
$2,688
Suite
$2,986
From
A$1,943
Per Person
View Trip
Cruise
 (6)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 05 November 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, Saint Lucia, Antigua and Barbuda, Saint Martin
Princess Standard
Exclusive Savings
Inside
$1,974
Oceanview
$1,895
Balcony
$2,466
Suite
$3,292
From
A$1,895
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) San Juan to Bridgetown
Cruise Line: Princess
Departure: 21 November 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Princess Standard
Exclusive Savings
Inside
$1,112
Oceanview
$1,310
Balcony
$1,627
Suite
$1,924
From
A$1,112
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departures: May 2027 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,119
Oceanview
$1,224
Balcony
$1,877
Suite
$2,396
From
A$1,119
Save 927
Per Person
View Trip
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Nov 2027 to Jan 2028
Visit: USA, Turks and Caicos Islands, Dominican Republic, Bahamas
Limited Time Offer
Inside
$1,297
Oceanview
$1,624
Balcony
$1,951
Suite
$5,459
From
A$1,297
Per Person
View Trip
Cruise
 (1)

9 Days (8 Nights) Miami to Miami
Cruise Line: Princess
Departure: 27 November 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands
Princess Standard
Exclusive Savings
Inside
$1,123
Oceanview
-
Balcony
$1,260
Suite
$2,311
From
A$1,123
Per Person
View Trip
Results: 1-30 of 434

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