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Caribbean Cruises Starting In June 2026 and 2027

Are you planning a cruise to the Caribbean in June 2026 or 2027? Choose from 78 unique cruises and 1,593 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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78 Cruises (1,593 Cruise Departures)
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
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
8 Day Caribbean Cruise From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Epic, Norwegian Prima
Departures: Mar 2026 to Apr 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$759
Oceanview
$999
Balcony
$1,049
Suite
$1,319
From
US$759
Per Person
View Trip
6 Day Grand Turk & Bimini Beach Club with Virgin Voyages
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: May 2026 to Oct 2026
Visit: USA, Turks and Caicos Islands, Bahamas
Limited Time Offer
Inside
$1,055
Oceanview
$1,079
Balcony
$1,198
Suite
$2,745
From
US$1,055
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

15 Days (14 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departures: Nov 2026 to Oct 2027
Visit: USA, Bahamas, Mexico, Dominican Republic
Inside
$986
Oceanview
$1,282
Balcony
$1,552
Suite
$2,828
From
US$986
Per Person
View Trip
8 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Icon Of The Seas
Departure: 20 June 2026
Visit: USA, Saint Martin, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,741
Oceanview
$2,073
Balcony
$2,084
Suite
$3,370
From
US$1,741
Save 1,004
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ships: Grandeur of the Seas, Rhapsody of the Seas
Departures: May 2027 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia, Barbados
Bonus Onboard Credit
Exclusive Savings
Inside
$689
Oceanview
$766
Balcony
$1,248
Suite
$1,448
From
US$689
Save 568
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico with Princess
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departures: May 2026 to Sep 2026
Visit: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico
Princess Standard
Inside
$491
Oceanview
$509
Balcony
$726
Suite
$861
From
US$491
Per Person
View Trip
6 Day Western Caribbean From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Breakaway, Norwegian Escape, Norwegian Getaway
Departures: Dec 2026 to Mar 2028
Visit: USA, Mexico, Bahamas
Inside
$589
Oceanview
$629
Balcony
$859
Suite
$999
From
US$589
Per Person
View Trip
8 Day Grand Cayman, Mexico & Perfect Day 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, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$822
Oceanview
$877
Balcony
$1,049
Suite
$3,007
From
US$822
Save 631
Per Person
View Trip
8 Day South Caribbean with MSC Cruises
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Apr 2027 to Oct 2027
Visit: Martinique, Guadeloupe, Virgin Islands, Dominican Republic, Saint Martin
Exclusive Savings
Inside
$629
Oceanview
$789
Balcony
$1,229
Suite
$1,869
From
US$629
Save 61
Per Person
View Trip
8 Day Mexico, Belize & Perfect Day with Celebrity Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 28 June 2026
Visit: USA, Bahamas, Mexico, Belize
Exclusive Savings
Inside
$1,029
Oceanview
$1,039
Balcony
$1,449
Suite
$3,507
From
US$1,029
Save 619
Per Person
View Trip
9 Day Southern Caribbean & Perfect Day with Royal Caribbean
Cruise

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departures: Jun 2026 to Oct 2026
Visit: USA, Bahamas, Aruba, Curacao
Exclusive Savings
Inside
$684
Oceanview
$863
Balcony
$1,231
Suite
$3,024
From
US$684
Save 588
Per Person
View Trip
8 Day Eastern Caribbean with St. Thomas From Fort Lauderdale with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ships: Majestic Princess, Regal Princess
Departures: Mar 2026 to Aug 2026
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Princess Standard
Inside
$539
Oceanview
-
Balcony
$754
Suite
$979
From
US$539
Per Person
View Trip
8 Day Western Caribbean with Mexico From Fort Lauderdale with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ships: Regal Princess, Star Princess, Sun Princess
Departures: Apr 2026 to Mar 2027
Visit: USA, Mexico, Belize, Honduras
Princess Standard
Sanctuary Collection
Inside
$479
Oceanview
$719
Balcony
$616
Suite
$849
From
US$479
Per Person
View Trip
9 Day Perfect Day Cococay & South Carib with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Allure of the Seas
Departures: Jun 2026 to Oct 2027
Visit: USA, Curacao, Aruba, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,011
Oceanview
$1,189
Balcony
$1,238
Suite
$2,648
From
US$1,011
Save 812
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

15 Days (14 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departures: Nov 2026 to Oct 2027
Visit: USA, Bahamas, Dominican Republic, Mexico
Exclusive Savings
Inside
$1,042
Oceanview
$1,232
Balcony
$1,532
Suite
$2,780
From
US$1,042
Save 58
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Ship: Grandeur of the Seas
Departures: May 2026 to Mar 2028
Visit: Colombia, Aruba, Curacao, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$866
Oceanview
$913
Balcony
$1,107
Suite
$1,178
From
US$866
Save 1,106
Per Person
View Trip
8 Day San Juan,st Kitts & Perfect Day with Celebrity Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 21 June 2026
Visit: USA, Bahamas, Puerto Rico, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,243
Oceanview
$1,319
Balcony
$1,599
Suite
$5,870
From
US$1,243
Save 756
Per Person
View Trip
8 Day US Vi, St. Maarten & Perfect Day with Celebrity Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Jun 2026 to Aug 2026
Visit: USA, Bahamas, Puerto Rico, Saint Martin
Exclusive Savings
Inside
$1,029
Oceanview
$1,226
Balcony
$1,449
Suite
$3,527
From
US$1,029
Save 757
Per Person
View Trip
15 Day Caribbean East/West Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departures: Jun 2026 to Aug 2026
Visit: USA, Bahamas, Puerto Rico, Virgin Islands, Mexico, Belize, Honduras
Princess Standard
Inside
$1,483
Oceanview
-
Balcony
$1,431
Suite
$2,108
From
US$1,431
Per Person
View Trip
15 Day Caribbean East/West Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departures: May 2026 to Aug 2026
Visit: USA, Mexico, Belize, Honduras, Bahamas, Puerto Rico, Virgin Islands
Princess Standard
Inside
$1,143
Oceanview
-
Balcony
$1,281
Suite
$1,978
From
US$1,143
Per Person
View Trip
6 Day Grand Turk & Bimini Beach Club with Virgin Voyages
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ships: Resilient Lady, Scarlet Lady, Valiant Lady
Departures: Nov 2026 to Apr 2028
Visit: USA, Turks and Caicos Islands, Bahamas
Limited Time Offer
Inside
$595
Oceanview
$695
Balcony
$895
Suite
$2,550
From
US$595
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: Apr 2026 to Oct 2026
Visit: USA, Bahamas, Mexico
Inside
$848
Oceanview
$1,028
Balcony
$1,178
Suite
$2,005
From
US$848
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
8 Day Eastern Caribbean From Miami To Miami with Norwegian Cruise Line
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Aura, Norwegian Luna
Departures: Mar 2026 to Mar 2028
Visit: USA, Dominican Republic, Virgin Islands, Bahamas
Exclusive Savings
Inside
$959
Oceanview
$1,009
Balcony
$1,359
Suite
$1,749
From
US$959
Save 66
Per Person
View Trip
8 Day Western Caribbean with Royal Caribbean
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ships: Enchantment of the Seas, Radiance of the Seas, Serenade of the Seas
Departures: Jun 2027 to Nov 2027
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$659
Oceanview
$749
Balcony
$1,222
Suite
$1,471
From
US$659
Save 503
Per Person
View Trip
9 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Allure of the Seas
Departures: Jun 2026 to Sep 2026
Visit: USA, Saint Kitts and Nevis, Sint Maarten, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,051
Oceanview
$1,211
Balcony
$1,173
Suite
$3,201
From
US$1,051
Save 750
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
9 Day Perfect Day Cococay & South Carib with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Allure of the Seas
Departures: May 2026 to Oct 2027
Visit: USA, Curacao, Aruba, Dominican Republic, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,063
Oceanview
$1,244
Balcony
$1,284
Suite
$2,879
From
US$1,063
Save 823
Per Person
View Trip
Results: 1-30 of 78

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