Caribbean Cruises Starting In November 2026 and 2027

Are you planning a cruise to the Caribbean in November 2026 or 2027? Choose from 435 unique cruises and 2,456 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.
Filter Results
Departures
Duration
4 Days
48 Days
Start & End Cities
Ship Size
Cruise Lines
Show More...
Price
$100pp
$186,550pp
Countries
Show More...
Filter Results
435 Cruises (2,456 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
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 27 November 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Saint Lucia, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,149
Oceanview
$1,231
Balcony
$1,979
Suite
$2,441
From
A$1,149
Save 677
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departures: Apr 2026 to Oct 2027
Visit: USA, Bahamas, Dominican Republic
Easter Flash Sale
Exclusive Savings
Inside
$609
Oceanview
$718
Balcony
$827
Suite
$2,490
From
A$609
Save 11
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Nov 2026 to Jan 2027
Visit: Puerto Rico, Saint Martin, Barbados, Saint Lucia, Martinique, Saint Kitts and Nevis
Limited Time Offer
Inside
$1,515
Oceanview
$1,624
Balcony
$1,950
Suite
$5,764
From
A$1,515
Per Person
View Trip
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departure: 01 November 2026
Visit: USA, Cayman Islands, Jamaica, Bahamas
Limited Time Offer
Inside
$1,625
Oceanview
$1,951
Balcony
$2,169
Suite
$5,438
From
A$1,625
Per Person
View Trip
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
Your World Inclusions
Exclusive Savings
Inside
$6,391
Oceanview
$6,992
Balcony
$10,601
Suite
$14,510
From
A$6,391
Save 2,129
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
 (2)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Nov 2026 to Apr 2027
Visit: USA, Antigua and Barbuda, Saint Lucia, Saint Kitts and Nevis, Virgin Islands
Exclusive Savings
Inside
$1,307
Oceanview
$1,659
Balcony
$1,824
Suite
$5,791
From
A$1,307
Save 1,214
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Apr 2026 to Mar 2028
Visit: USA, Dominican Republic, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,379
Oceanview
$1,512
Balcony
$1,721
Suite
$1,914
From
A$1,379
Save 21
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departures: Nov 2027 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Barbados, Saint Lucia, Dominica, Saint Martin
Limited Time Offer
Inside
$1,187
Oceanview
$1,405
Balcony
$1,929
Suite
$6,004
From
A$1,187
Per Person
View Trip
Cruise
 (1)

13 Days (12 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departure: 06 November 2027
Visit: USA, Bahamas, Dominican Republic, Puerto Rico
Exclusive Savings
Inside
$2,051
Oceanview
$2,289
Balcony
$2,665
Suite
$4,536
From
A$2,051
Per Person
View Trip
Cruise
 (4)

11 Days (10 Nights) New York to Fort Lauderdale
Cruise Line: Princess
Departure: 26 November 2027
Visit: USA, Puerto Rico, Aruba, Curacao
Princess Standard
Exclusive Savings
Inside
$2,312
Oceanview
$2,353
Balcony
$2,601
Suite
$3,431
From
A$2,312
Per Person
View Trip
New ReleaseCruise
 (3)

17 Days (16 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
-
Balcony
-
Suite
$14,952
From
A$14,952
Save 11,278
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 15 November 2026
Visit: USA, Mexico, Honduras, Bahamas, Puerto Rico, Dominican Republic
Princess Standard
Sanctuary Collection
Exclusive Savings
Inside
$1,877
Oceanview
$2,285
Balcony
$2,602
Suite
$3,819
From
A$1,877
Per Person
View Trip
Cruise
 (6)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 21 November 2027
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Exclusive Savings
Inside
$1,152
Oceanview
$1,390
Balcony
$1,687
Suite
$2,350
From
A$1,152
Per Person
View Trip
Cruise
 (3)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departures: Nov 2026 to Dec 2026
Visit: USA, Saint Martin, Antigua and Barbuda, Dominica (+4 more), Saint Lucia, Saint Kitts and Nevis, Virgin Islands, Bahamas
Fare Saver
Exclusive Savings
Inside
$1,538
Oceanview
$1,924
Balcony
$2,310
Suite
$4,300
From
A$1,538
Per Person
View Trip
Cruise
 (13)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Departure: 17 November 2026
Visit: USA, Cayman Islands, Jamaica, Honduras (+7 more), Mexico, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Sint Maarten, Virgin Islands
Exclusive Savings
Inside
$3,778
Oceanview
$4,719
Balcony
$5,877
Suite
$13,975
From
A$3,778
Per Person
View Trip
Cruise
 (13)

10 Days (9 Nights) Miami to Miami
Cruise Line: Cunard
Departures: Nov 2026 to Dec 2026
Visit: USA, Cayman Islands, Jamaica, Honduras, Mexico
First Come, First Served Offer
Exclusive Savings
Inside
$1,497
Oceanview
$1,933
Balcony
$2,289
Suite
$6,714
From
A$1,497
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Nov 2027 to Jan 2028
Visit: USA, Bahamas, Dominican Republic, Puerto Rico (+4 more), Turks and Caicos Islands, Belize, Honduras, Mexico
Princess Standard
Sanctuary Collection
Exclusive Savings
Inside
$2,283
Oceanview
$2,702
Balcony
$3,277
Suite
$4,642
From
A$2,283
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departures: Nov 2027 to Apr 2028
Visit: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Saint Martin
Limited Time Offer
Inside
$1,187
Oceanview
$1,405
Balcony
$1,949
Suite
$6,004
From
A$1,187
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) New York to Miami
Cruise Line: Princess
Departure: 06 November 2027
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+4 more), Saint Lucia, Barbados, Aruba, Turks and Caicos Islands
Princess Standard
Exclusive Savings
Inside
$2,383
Oceanview
-
Balcony
$2,938
Suite
$3,769
From
A$2,383
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
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
 (13)

15 Days (14 Nights) Miami to Miami
Cruise Line: Cunard
Departures: Nov 2027 to Nov 2027
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Grenada, Barbados, Saint Lucia, Saint Martin
First Come, First Served Offer
Exclusive Savings
Inside
$2,499
Oceanview
$2,954
Balcony
$3,350
Suite
$8,468
From
A$2,499
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 13 November 2027
Visit: Puerto Rico, Virgin Islands, Saint Lucia, Barbados, Saint Kitts and Nevis, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,329
Oceanview
$2,627
Balcony
$3,000
Suite
$4,339
From
A$2,329
Per Person
View Trip
Cruise
 (3)

15 Days (14 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Departure: 29 November 2026
Visit: Barbados, Saint Vincent, Saint Lucia, Guadeloupe (+5 more), Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Anguilla, Saint Martin
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$11,784
From
A$11,784
Save 11,216
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 28 November 2026
Visit: USA, Saint Martin, Puerto Rico, Dominican Republic, Turks and Caicos Islands, Bahamas
Princess Standard
Exclusive Savings
Inside
$1,741
Oceanview
-
Balcony
$2,520
Suite
$3,434
From
A$1,741
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Mar 2028
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Exclusive Savings
Inside
$925
Oceanview
$1,177
Balcony
$1,202
Suite
$1,836
From
A$925
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Departures: Nov 2026 to Apr 2027
Visit: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,396
Oceanview
$1,411
Balcony
$1,592
Suite
$3,637
From
A$1,396
Save 4,588
Per Person
View Trip
Results: 1-30 of 435

No trips found. Try adjusting the search filters.