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Caribbean Cruises Starting In October 2026 and 2027

Are you planning a cruise to the Caribbean in October 2026 or 2027? Choose from 175 unique cruises and 1,907 departures operated by Caribbean's leading cruise lines. Easily compare prices, itineraries, inclusions and traveler reviews to find the Caribbean cruise that best matches your travel style, budget and dates.
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175 Cruises (1,907 Cruise Departures)
8 Day Tortola, St. Maarten & Puerto Plata with Celebrity Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departures: May 2026 to Oct 2026
Visit: USA, Dominican Republic, Virgin Islands, Saint Martin
Exclusive Savings
Inside
$809
Oceanview
$974
Balcony
$1,144
Suite
$2,970
From
US$960
Save 2,064
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departures: Mar 2026 to Oct 2027
Visit: USA, Bahamas, Dominican Republic
Drinks & WiFi Package
Inside
$449
Oceanview
$559
Balcony
$669
Suite
$1,407
From
US$449
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Celebration Key with Princess
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Star Princess
Departure: 31 October 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Honduras, Belize, Mexico
Princess Standard
Sanctuary Collection
Inside
$1,473
Oceanview
$1,613
Balcony
$2,108
Suite
$2,908
From
US$1,473
Per Person
View Trip
8 Day Perfect Day Cococay & East Carib with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Star Of The Seas
Departures: May 2027 to Oct 2027
Visit: USA, Bahamas, Dominican Republic, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$1,440
Oceanview
$1,560
Balcony
$1,680
Suite
$3,105
From
US$1,440
Save 1,028
Per Person
View Trip
7 Day Western Caribbean Cruise with Royal Caribbean
Cruise

7 Days (6 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Ships: Icon Of The Seas, Liberty of the Seas, Symphony of the Seas
Departures: Oct 2026 to Apr 2028
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$692
Oceanview
$802
Balcony
$812
Suite
$1,667
From
US$692
Save 565
Per Person
View Trip
22 Day Panama Canal & Southern Caribbean: ABC Islands with Holland America
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Nieuw Amsterdam
Departure: 18 October 2026
Visit: USA, Bahamas, Aruba, Colombia (+5 more), Panama, Costa Rica, Cayman Islands, Dominican Republic, Curacao
Fare Saver
Inside
$1,874
Oceanview
$2,234
Balcony
$3,044
Suite
$6,010
From
US$1,874
Per Person
View Trip
11 Day Western Caribbean: Greater Antilles, Belize & Mexico with Holland America
Cruise
 (3)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departures: Oct 2026 to Mar 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Honduras, Belize, Mexico
Fare Saver
Inside
$949
Oceanview
$1,149
Balcony
$1,449
Suite
$2,199
From
US$949
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Galveston to Galveston
Cruise Line: MSC Cruises
Ship: MSC Seascape
Departures: Mar 2026 to Apr 2028
Visit: USA, Mexico, Honduras
Inside
$309
Oceanview
$429
Balcony
$499
Suite
$1,275
From
US$309
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Celebration Key with Princess
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Star Princess
Departure: 24 October 2026
Visit: USA, Honduras, Belize, Mexico, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$1,363
Oceanview
$1,513
Balcony
$2,208
Suite
$3,008
From
US$1,363
Per Person
View Trip
8 Day Great Stirrup Cay & Dominican Republic with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Epic (+4 more), Norwegian Escape, Norwegian Getaway, Norwegian Joy, Norwegian Prima
Departures: Mar 2026 to Mar 2028
Visit: USA, Dominican Republic, Virgin Islands, Bahamas
Inside
$719
Oceanview
$929
Balcony
$989
Suite
$1,179
From
US$719
Per Person
View Trip
15 Day Caribbean Enchantment with Oceania Cruises
Cruise

15 Days (14 Nights) New York to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 28 October 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis (+4 more), Saint Lucia, Grenada, Curacao, Aruba
Your World Inclusions
Your World Included Credit
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,776
Suite
$6,837
From
US$4,776
Save 6,722
Per Person
View Trip
9 Day Perfect Day Cococay & West Carib with Royal Caribbean
Cruise

9 Days (8 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Ship: Icon Of The Seas
Departures: Aug 2027 to Nov 2027
Visit: USA, Mexico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,524
Oceanview
$1,723
Balcony
$1,737
Suite
$3,247
From
US$1,524
Save 845
Per Person
View Trip
9 Day Aruba, Bonaire & Curacao Cruise with Celebrity Cruises
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ships: Celebrity Beyond, Celebrity Xcel
Departures: Nov 2026 to Oct 2027
Visit: USA, Aruba, Bonaire, Curacao
Exclusive Savings
Inside
$1,126
Oceanview
$1,245
Balcony
$1,445
Suite
$3,503
From
US$1,332
Save 672
Per Person
View Trip
8 Day Western Caribbean Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Ships: Celebrity Constellation, Celebrity Summit
Departures: Apr 2026 to Mar 2027
Visit: USA, Mexico, Belize
Exclusive Savings
Inside
$533
Oceanview
$624
Balcony
$819
Suite
$2,610
From
US$628
Save 392
Per Person
View Trip
9 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departures: Sep 2026 to Oct 2026
Visit: USA, Virgin Islands, Puerto Rico, Bahamas
Exclusive Savings
Inside
$724
Oceanview
$867
Balcony
$1,217
Suite
$2,520
From
US$724
Save 550
Per Person
View Trip
8 Day South Caribbean with MSC Cruises
Cruise

8 Days (7 Nights) La Romana to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Apr 2027 to Nov 2027
Visit: Dominican Republic, Virgin Islands, Saint Martin, Martinique, Antigua and Barbuda
Inside
$629
Oceanview
$789
Balcony
$1,229
Suite
$1,869
From
US$629
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: Jul 2026 to Mar 2027
Visit: USA, Honduras, Belize, Mexico
Princess Standard
Sanctuary Collection
Inside
$469
Oceanview
$649
Balcony
$484
Suite
$829
From
US$469
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Ship: Grandeur of the Seas
Departures: May 2026 to Apr 2028
Visit: Panama, Colombia, Aruba, Curacao
Bonus Onboard Credit
Exclusive Savings
Inside
$753
Oceanview
$773
Balcony
$1,027
Suite
$1,151
From
US$753
Save 917
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC World America
Departures: Mar 2026 to Mar 2028
Visit: USA, Honduras, Mexico, Bahamas
Inside
$578
Oceanview
$778
Balcony
$928
Suite
$1,318
From
US$578
Per Person
View Trip
11 Day Boston To Fort Lauderdale with Celebrity Cruises
Cruise

11 Days (10 Nights) Boston to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Silhouette
Departure: 16 October 2027
Visit: USA, Aruba, Curacao, Bonaire
Exclusive Savings
Inside
$976
Oceanview
$1,120
Balcony
$1,644
Suite
$4,436
From
US$1,139
Save 376
Per Person
View Trip
10 Day Southern Caribbean: ABC Islands with Holland America
Cruise
 (3)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Nieuw Amsterdam
Departure: 30 October 2026
Visit: USA, Dominican Republic, Curacao, Aruba, Bahamas
Fare Saver
Inside
$814
Oceanview
$1,014
Balcony
$1,314
Suite
$2,614
From
US$814
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departures: Nov 2026 to Oct 2027
Visit: USA, Bahamas, Mexico
Inside
$449
Oceanview
$639
Balcony
$639
Suite
$1,511
From
US$449
Per Person
View Trip
22 Day Southern Caribbean & Panama Canal: ABC Islands with Holland America
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Nieuw Amsterdam
Departure: 30 October 2026
Visit: USA, Dominican Republic, Curacao, Aruba (+5 more), Bahamas, Colombia, Panama, Costa Rica, Jamaica
Fare Saver
Inside
$1,869
Oceanview
$2,229
Balcony
$2,949
Suite
$6,005
From
US$1,869
Per Person
View Trip
9 Day Western Caribbean & Perfect Day with Royal Caribbean
Cruise

9 Days (8 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Ship: Symphony of the Seas
Departures: Aug 2026 to Oct 2026
Visit: USA, Bahamas, Mexico
Exclusive Savings
Inside
$949
Oceanview
$998
Balcony
$1,120
Suite
$3,452
From
US$949
Save 590
Per Person
View Trip
12 Day Caribbean And Antilles with MSC Cruises
Cruise

12 Days (11 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departures: May 2026 to Oct 2026
Visit: USA, Bahamas, Mexico
Inside
$838
Oceanview
$1,048
Balcony
$1,188
Suite
$2,093
From
US$838
Per Person
View Trip
8 Day A Journey Of Caribbean Adventure & Shimmering Tropical Harmony with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ships: Explora III, Explora I
Departures: Oct 2026 to Dec 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Martin, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$3,745
From
US$3,745
Per Person
View Trip
9 Day Aruba, Bonaire & Curacao Cruise with Celebrity Cruises
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departures: May 2027 to Oct 2027
Visit: USA, Aruba, Curacao, Bonaire
Exclusive Savings
Inside
$1,095
Oceanview
$1,215
Balcony
$1,415
Suite
$3,430
From
US$1,295
Save 653
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departure: 17 October 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Mexico, Belize, Honduras
Princess Standard
Inside
$1,013
Oceanview
-
Balcony
$1,298
Suite
$1,808
From
US$1,013
Per Person
View Trip
10 Day Southern Caribbean Cruise with Celebrity Cruises
Cruise

10 Days (9 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Ship: Celebrity Summit
Departure: 29 October 2027
Visit: Puerto Rico, Antigua and Barbuda, Saint Lucia, Grenada, Barbados, Saint Vincent, Virgin Islands
Exclusive Savings
Inside
$955
Oceanview
$1,005
Balcony
$1,227
Suite
$3,321
From
US$1,127
Save 394
Per Person
View Trip
8 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Star Of The Seas
Departures: May 2026 to Oct 2026
Visit: USA, Bahamas, Virgin Islands, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,402
Oceanview
$1,512
Balcony
$1,805
Suite
$3,305
From
US$1,402
Save 935
Per Person
View Trip
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Country Routes

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Cruise Lines Exploring The Caribbean & Bahamas

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