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Caribbean Cruises Starting In June 2026

If you're looking at joining a cruise to the Caribbean in June 2026, we have 53 unique cruises with 1,123 departures from the world's leading cruise lines departing in June.
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Departures (June 2026)
< May 2026 July 2026 >
Duration
5 Days
17 Days
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53 Cruises (1,123 Cruise Departures)
15 Day Eastern Caribbean Adventurer with Princess
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departures: May 2026 to Aug 2026
Countries Visited: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Puerto Rico
Inside
$1,290
Oceanview
$1,475
Balcony
$1,815
Suite
$2,600
From
1,290
per person
View Trip
8 Day Eastern Caribbean with Turks & Caicos with Princess
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departures: May 2026 to Oct 2026
Countries Visited: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Inside
$644
Oceanview
$724
Balcony
$821
Suite
$1,211
From
644
per person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departures: Apr 2026 to Oct 2026
Countries Visited: USA, Bahamas, Mexico
Inside
$522
Oceanview
$642
Balcony
$732
Suite
$1,302
From
522
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 Escape (+3 more), Norwegian Getaway, Norwegian Joy, Norwegian Prima
Departures: Nov 2025 to Oct 2027
Countries Visited: USA, Dominican Republic, Virgin Islands, Bahamas
Inside
$682
Oceanview
$777
Balcony
$919
Suite
$1,577
From
682
per person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Radiance of the Seas
Departures: Apr 2026 to Apr 2027
Countries Visited: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Mutiple Deals Available
Inside
$660
Oceanview
$750
Balcony
$1,109
Suite
$1,715
Save
25
From
1,026
per person
View Trip
15 Day Caribbean East/West Adventurer with Princess
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departures: May 2026 to Aug 2026
Countries Visited: USA, Mexico, Belize, Honduras, Bahamas, Dominican Republic, Turks and Caicos Islands
Inside
$1,271
Oceanview
-
Balcony
$1,646
Suite
$2,260
From
1,271
per person
View Trip
7 Day Western Caribbean & Perfect Day with Royal Caribbean
Cruise

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departures: May 2026 to Sep 2026
Countries Visited: USA, Jamaica, Cayman Islands, Bahamas
Mutiple Deals Available
Inside
$720
Oceanview
$911
Balcony
$1,113
Suite
$1,553
Save
25
From
1,103
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: Nov 2025 to Oct 2027
Countries Visited: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$825
Oceanview
$1,054
Balcony
$1,034
Suite
$1,519
From
825
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 World America
Departures: Nov 2025 to Oct 2027
Countries Visited: USA, Honduras, Mexico, Bahamas, Dominican Republic, Puerto Rico
Inside
$1,450
Oceanview
$1,750
Balcony
$1,990
Suite
$3,480
From
1,450
per person
View Trip
10 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

10 Days (9 Nights) New York to New York
Cruise Line: Royal Caribbean
Ship: Oasis of the Seas
Departure: 19 June 2026
Countries Visited: USA, Bahamas, Dominican Republic
Mutiple Deals Available
Inside
$1,381
Oceanview
$1,569
Balcony
$1,551
Suite
$2,431
From
2,035
per person
View Trip
7 Day Western Caribbean Cruise with Royal Caribbean
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Allure of the Seas
Departures: Jun 2026 to Aug 2026
Countries Visited: USA, Haiti, Jamaica, Bahamas
Mutiple Deals Available
Inside
$962
Oceanview
$1,083
Balcony
$1,095
Suite
$2,035
Save
25
From
1,448
per person
View Trip
6 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Freedom of the Seas
Departures: May 2026 to Dec 2026
Countries Visited: USA, Bahamas, Haiti
Mutiple Deals Available
Inside
$590
Oceanview
$632
Balcony
$747
Suite
$1,280
Save
13
From
847
per person
View Trip
9 Day Southern Caribbean & Perfect Day with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ships: Allure of the Seas, Oasis of the Seas
Departures: Jan 2026 to Oct 2026
Countries Visited: USA, Curacao, Aruba, Bahamas
Mutiple Deals Available
Inside
$1,070
Oceanview
$1,081
Balcony
$1,273
Suite
$3,073
Save
25
From
1,603
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: Nov 2025 to Oct 2027
Countries Visited: USA, Honduras, Mexico, Bahamas
Inside
$775
Oceanview
$911
Balcony
$1,063
Suite
$1,353
From
775
per person
View Trip
17 Day Spotlight With Southern Living with Regent Seven Seas
Cruise

17 Days (16 Nights) Miami to New York
Cruise Line: Regent Seven Seas
Ship: Seven Seas Mariner
Departure: 13 June 2026
Countries Visited: USA, Aruba, Curacao, Bonaire (+4 more), Grenada, Saint Lucia, Saint Barthelemy, Puerto Rico
Free First Class Air
Inside
-
Oceanview
-
Balcony
$10,099
Suite
$11,299
Save
16,499
From
10,099
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: May 2026 to Aug 2026
Countries Visited: USA, Bahamas, Puerto Rico, Virgin Islands
Mutiple Deals Available
Inside
$1,125
Oceanview
$1,185
Balcony
$1,628
Suite
$2,228
From
1,675
per person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Ships: Grandeur of the Seas, Serenade of the Seas
Departures: Oct 2025 to Apr 2027
Countries Visited: Panama, Colombia, Aruba, Curacao
Mutiple Deals Available
Inside
$726
Oceanview
$826
Balcony
$1,086
Suite
$1,230
Save
514
From
726
per person
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Ships: Harmony of the Seas, Symphony of the Seas
Departures: Oct 2025 to Jun 2026
Countries Visited: USA, Mexico, Honduras
Mutiple Deals Available
Inside
$690
Oceanview
$760
Balcony
$758
Suite
$2,691
Save
25
From
1,058
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
Countries Visited: USA, Saint Kitts and Nevis, Sint Maarten, Puerto Rico, Bahamas
Mutiple Deals Available
Inside
$1,250
Oceanview
$1,453
Balcony
$1,513
Suite
$2,968
From
1,853
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
Countries Visited: USA, Bahamas, Mexico
Inside
$778
Oceanview
$958
Balcony
$1,098
Suite
$1,928
From
778
per person
View Trip
8 Day 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
Countries Visited: USA, Bahamas, Virgin Islands, Saint Martin
Inside
$1,447
Oceanview
$1,692
Balcony
$2,276
Suite
$5,176
Save
25
From
1,472
per person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departures: May 2026 to Aug 2026
Countries Visited: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Bahamas
Inside
$1,368
Oceanview
$1,528
Balcony
$1,843
Suite
$2,638
From
1,368
per person
View Trip
8 Day Eastern Caribbean From Miami To Miami with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Luna
Departures: Oct 2025 to Apr 2027
Countries Visited: USA, Dominican Republic, Virgin Islands, Bahamas
Inside
$975
Oceanview
$1,074
Balcony
$1,359
Suite
$1,758
From
975
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: Sep 2025 to Oct 2027
Countries Visited: USA, Dominican Republic, Puerto Rico, Bahamas
Inside
$489
Oceanview
$639
Balcony
$819
Suite
$1,268
From
489
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
Departures: Sep 2025 to Apr 2027
Countries Visited: USA, Sint Maarten, Virgin Islands, Bahamas
Mutiple Deals Available
Inside
$1,229
Oceanview
$1,392
Balcony
$1,356
Suite
$2,905
From
1,814
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 World America
Departures: Nov 2025 to Oct 2027
Countries Visited: USA, Dominican Republic, Puerto Rico, Bahamas, Honduras, Mexico
Inside
$1,482
Oceanview
$1,800
Balcony
$2,040
Suite
$3,380
From
1,482
per person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Ships: Grandeur of the Seas, Serenade of the Seas
Departures: Oct 2025 to Apr 2027
Countries Visited: Colombia, Aruba, Curacao, Panama
Mutiple Deals Available
Inside
$756
Oceanview
$866
Balcony
$1,206
Suite
$1,291
Save
544
From
756
per person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ships: Brilliance of the Seas, Radiance of the Seas
Departures: May 2026 to Apr 2027
Countries Visited: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica
Mutiple Deals Available
Inside
$653
Oceanview
$693
Balcony
$1,046
Suite
$1,585
Save
25
From
1,011
per person
View Trip
6 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Freedom of the Seas
Departures: Dec 2025 to Jan 2027
Countries Visited: USA, Haiti, Bahamas
Mutiple Deals Available
Inside
$566
Oceanview
$590
Balcony
$695
Suite
$1,282
Save
13
From
813
per person
View Trip
8 Day St. Thomas, 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
Countries Visited: USA, Bahamas, Virgin Islands, Saint Kitts and Nevis
Inside
$1,597
Oceanview
$1,871
Balcony
$2,511
Suite
$5,171
Save
25
From
1,622
per person
View Trip
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