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  • Port Canaveral
    (91)
  • Miami
    (85)
  • Fort Lauderdale
    (29)
  • Galveston
    (25)
  • Tampa
    (11)
  • Carnival
    (103)
  • Royal Caribbean
    (80)
  • MSC Cruises
    (24)
  • Disney Cruise Line
    (20)
  • MSC Yacht Club
    (16)
  • Star of the Seas
    (9)
  • Jewel of the Seas
    (8)
  • Carnival Vista
    (8)
  • Mardi Gras
    (8)
  • Celebrity Beyond
    (8)
  • Between 300 and 1000 passengers
    (2)
  • Between 1000 and 4000 passengers
    (176)
  • More than 4000 passengers
    (111)
  • Interior
    (260)
  • Ocean view
    (22)
  • Balcony
    (12)
  • Suite
    (20)
  • Free Children
    (103)
  • Flight Included
    (51)
  • MSC Yacht Club
    (40)
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    (18)
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    (14)
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    (1)
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    (107)
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    (184)
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    (40)

Cruises Caribbean departure in may 2026 - 2027

289cruisesfound

Your search criteria:

Caribbean - may 2026 - 2027

United States, Bahamas

Itinerary : Miami, Nassau, Ocean Cay MSC Marine Reserve, Miami

MSC Cruises
MSC Seaside
On-board meals included
MSC Seaside

47 other departures

MSC Seaside

5 d

Inside Stateroom

Miami

5/11/2026

from

404 $CA

+

from

1 105 $CA

Flight available

Children's Club (3 to 17 years old)
Kids Sail Free up to 12 years
On-board meals included

Other departures:

27 Apr 2026

04-18-25 May 2026

01-08-15-22-29 Jun 2026

Other departures

View offers
United States, Bahamas

Itinerary : Miami, Great Stirrup Cay, Nassau, Miami

Norwegian Cruise Line
Norwegian Getaway
On-board meals included
Norwegian Getaway

52 other departures

Norwegian Getaway

5 d

Inside Stateroom

Miami

5/4/2026

from

527 $CA

+

from

1 334 $CA

Flight available

Shows and Entertainment included
On-board meals included

Other departures:

27 Apr 2026

11-18-25 May 2026

01-08-15-22-29 Jun 2026

Other departures

View offers
Mexico, United States, Honduras

Itinerary : Galveston, Costa Maya, Roatan, Cozumel, Galveston

MSC Cruises
MSC Seascape
On-board meals included
MSC Seascape

98 other departures

MSC Seascape

8 d

Inside Stateroom

Galveston

5/10/2026

from

574 $CA

Children's Club (3 to 17 years old)
Kids Sail Free up to 12 years
On-board meals included

Other departures:

26 Apr 2026

03-17-24-31 May 2026

07-14-21-28 Jun 2026

Other departures

View offers
Bahamas, United States

Itinerary : Miami, Nassau, Ocean Cay MSC Marine Reserve, Miami, Nassau, Ocean Cay MSC Marine Reserve, Miami

MSC Cruises
MSC Seaside
On-board meals included
MSC Seaside

27 other departures

MSC Seaside

8 d

Inside Stateroom

Miami

5/11/2026

from

769 $CA

Children's Club (3 to 17 years old)
Kids Sail Free up to 12 years
On-board meals included

Other departures:

18-25 May 2026

01-08-15-22-29 Jun 2026

06-13-20-27 Jul 2026

Other departures

View offers
United States, Bahamas, Mexico

Itinerary : Port Canaveral, Nassau, Cozumel, Costa Maya, Ocean Cay MSC Marine Reserve, Port Canaveral

MSC Cruises
MSC Seashore
On-board meals included
MSC Seashore

12 other departures

MSC Seashore

8 d

Inside Stateroom

Port Canaveral

5/31/2026

from

796 $CA

Children's Club (3 to 17 years old)
Kids Sail Free up to 12 years
On-board meals included

Other departures:

03-17 May 2026

14-28 Jun 2026

12-26 Jul 2026

Other departures

View offers
Belize, Mexico, United States, Honduras

Itinerary : Fort Lauderdale, Cozumel, Belize City, Roatan, Fort Lauderdale

Princess Cruises
Regal Princess
On-board meals included
Regal Princess

8 other departures

Regal Princess

8 d

Inside Stateroom

Fort Lauderdale

5/30/2026

from

857 $CA

Up to $1000 on board credit
Premium Cruise
On-board meals included

Other departures:

02-16 May 2026

13-27 Jun 2026

11 Jul 2026

Other departures

View offers
Puerto Rico, Dominican Republic, United States, Bahamas

Itinerary : Miami, Puerto Plata, San Juan, Ocean Cay MSC Marine Reserve, Miami

MSC Cruises
MSC World America
On-board meals included
MSC World America

49 other departures

MSC World America

8 d

Inside Stateroom

Miami

5/2/2026

from

880 $CA

+

from

1 780 $CA

Flight available

New Ship 2025
Children's Club (3 to 17 years old)
Kids Sail Free up to 12 years
On-board meals included

Other departures:

16-30 May 2026

13-27 Jun 2026

11-25 Jul 2026

Other departures

View offers
Honduras, Mexico, United States, Belize

Itinerary : Miami, Cozumel, Roatan, Harvest Caye, Costa Maya, Miami

Norwegian Cruise Line
Norwegian Escape
On-board meals included
Norwegian Escape

11 other departures

Norwegian Escape

8 d

Inside Stateroom

Miami

5/31/2026

from

943 $CA

+

from

1 660 $CA

Flight available

Shows and Entertainment included
On-board meals included

Other departures:

24 May 2026

07-14-21-28 Jun 2026

05-12-19-26 Jul 2026

Other departures

View offers
Mexico, Honduras, United States, Bahamas

Itinerary : Miami, Roatan, Costa Maya, Cozumel, Ocean Cay MSC Marine Reserve, Miami

MSC Cruises
MSC World America
On-board meals included
MSC World America

47 other departures

MSC World America

8 d

Inside Stateroom

Miami

5/23/2026

from

1 015 $CA

+

from

1 795 $CA

Flight available

Children's Club (3 to 17 years old)
Kids Sail Free up to 12 years
On-board meals included

Other departures:

25 Apr 2026

09 May 2026

06-20 Jun 2026

Other departures

View offers
Bahamas, United States

Itinerary : Port Canaveral, Nassau, Coco Cay, Port Canaveral

Royal Caribbean
Utopia of the Seas
On-board meals included
Utopia of the Seas

77 other departures

Utopia of the Seas

5 d

Inside Stateroom

Port Canaveral

5/18/2026

from

1 038 $CA

On-board meals included

Other departures:

11 May 2026

01-08-15-22-29 Jun 2026

13-27 Jul 2026

Other departures

View offers
United States, Bahamas

Itinerary : Miami, Key West, Bimini, Miami

Virgin Voyages
Resilient Lady
On-board meals included
Resilient Lady

9 other departures

Resilient Lady

5 d

Inside Stateroom

Miami

5/21/2026

from

1 097 $CA

+

from

1 903 $CA

Flight available

100% adults-only
Specialty dining included
Standard WiFi included
On-board meals included

Other departures:

07 May 2026

04-18 Jun 2026

02-16-30 Jul 2026

Other departures

View offers
United States, Puerto Rico, Dominican Republic

Itinerary : Port Canaveral, Grand Turk, Amber Cove, San Juan, Port Canaveral

Princess Cruises
Caribbean Princess
On-board meals included
Caribbean Princess

8 other departures

Caribbean Princess

8 d

Ocean view Stateroom

Port Canaveral

5/24/2026

from

1 163 $CA

Up to $1000 on board credit
Premium Cruise
On-board meals included

Other departures:

31 May 2026

14-21 Jun 2026

05-26 Jul 2026

Other departures

View offers
United States, Bahamas, Jamaica

Itinerary : Fort Lauderdale, Coco Cay, Falmouth, Nassau, Fort Lauderdale

Royal Caribbean
Allure of the Seas
On-board meals included
Allure of the Seas

8 other departures

Allure of the Seas

7 d

Inside Stateroom

Fort Lauderdale

5/10/2026

from

1 349 $CA

On-board meals included

Other departures:

24 May 2026

05-19 Jul 2026

16-30 Aug 2026

Other departures

View offers
United States, Bahamas, Dominican Republic, United Kingdom

Itinerary : Miami, Puerto Plata, St Thomas, Tortola, Great Stirrup Cay, Miami

Norwegian Cruise Line
Norwegian Luna
On-board meals included
Norwegian Luna

46 other departures

Norwegian Luna

8 d

Inside Stateroom

Miami

5/9/2026

from

1 402 $CA

+

from

2 218 $CA

Flight available

New Ship
Shows and Entertainment included
On-board meals included

Other departures:

25 Apr 2026

02-16-23-30 May 2026

06-13-20-27 Jun 2026

Other departures

View offers
United States, Bahamas

Itinerary : Cape Liberty, Nassau, Coco Cay, Cape Liberty

Royal Caribbean
Oasis of the Seas
On-board meals included
Oasis of the Seas

11 other departures

Oasis of the Seas

8 d

Inside Stateroom

Cape Liberty

5/21/2027

from

1 416 $CA

On-board meals included

Other departures:

08-15-22-29 May 2026

05-12 Jun 2026

07-14-28 May 2027

Other departures

View offers
United States, Bahamas

Itinerary : Miami, Grand Turk, Bimini, Miami

Virgin Voyages
Resilient Lady
On-board meals included
Resilient Lady

8 other departures

Resilient Lady

6 d

Ocean view Stateroom

Miami

5/16/2026

from

1 516 $CA

+

from

2 492 $CA

Flight available

100% adults-only
Specialty dining included
Standard WiFi included
On-board meals included

Other departures:

02-30 May 2026

27 Jun 2026

11-25 Jul 2026

Other departures

View offers
United States, Dominican Republic, Netherlands, United Kingdom

Itinerary : Miami, Puerto Plata, Tortola, Philippsburg, Miami

Celebrity Cruises
Celebrity Beyond
On-board meals included
Celebrity Beyond

4 other departures

Celebrity Beyond

8 d

Ocean view Stateroom

Miami

5/10/2026

from

1 661 $CA

Up to 75% off 2d guest
Drinks package available
Up to 500 $ CA OFF per cabin
On-board meals included

Other departures:

05 Jul 2026

30 Aug 2026

27 Sep 2026

Other departures

View offers
Mexico, United States, Bahamas, Honduras

Itinerary : Miami, Costa Maya, Roatan, Cozumel, Coco Cay, Miami

Royal Caribbean
Icon of the seas
On-board meals included
Icon of the seas

25 other departures

Icon of the seas

8 d

Inside Stateroom

Miami

5/9/2026

from

1 819 $CA

+

from

2 635 $CA

Flight available

On-board meals included

Other departures:

23 May 2026

13 Jun 2026

04-25 Jul 2026

Other departures

View offers
Bahamas, United States

Itinerary : Port Canaveral, Nassau, Castaway Cay, Port Canaveral

Disney Cruise Line
Disney Fantasy
On-board meals included
Disney Fantasy

3 other departures

Disney Fantasy

6 d

Inside Stateroom

Port Canaveral

5/1/2026

from

1 829 $CA

On-board meals included

Other departures:

15-29 May 2026

22 Aug 2027

View offers
United States, Netherlands, Bahamas, United Kingdom

Itinerary : Miami, Philippsburg, Charlote Amalie, Coco Cay, Miami

Royal Caribbean
Icon of the seas
On-board meals included
Icon of the seas

32 other departures

Icon of the seas

8 d

Inside Stateroom

Miami

5/16/2026

from

1 849 $CA

+

from

2 627 $CA

Flight available

On-board meals included

Other departures:

25 Apr 2026

30 May 2026

27 Jun 2026

Other departures

View offers
United States, Bahamas, Puerto Rico, Dominican Republic, Mexico, Honduras

Itinerary : Miami, Roatan, Costa Maya, Cozumel, Ocean Cay MSC Marine Reserve, Miami, Puerto Plata, San Juan, Ocean Cay MSC Marine Reserve, Miami

MSC Cruises
MSC World America
On-board meals included
MSC World America

44 other departures

MSC World America

15 d

Inside Stateroom

Miami

5/23/2026

from

1 967 $CA

Children's Club (3 to 17 years old)
Kids Sail Free up to 12 years
On-board meals included

Other ports of embarkation:

Miami

Other departures:

06-20 Jun 2026

04-18 Jul 2026

01-15-29 Aug 2026

Other departures

View offers
United States, Bahamas, Puerto Rico, Dominican Republic

Itinerary : Miami, Puerto Plata, San Juan, Ocean Cay MSC Marine Reserve, Miami

MSC Yacht Club
MSC World America
On-board meals included
MSC World America

49 other departures

MSC World America

8 d

Suite

Miami

5/30/2026

from

5 038 $CA

+

from

5 776 $CA

Flight available

Butler service 24/24
Exclusive spaces Yacht Club
All inclusive
On-board meals included

Other departures:

02-16 May 2026

13-27 Jun 2026

11-25 Jul 2026

Other departures

View offers
United States, Bahamas, Mexico, Honduras

Itinerary : Miami, Roatan, Costa Maya, Cozumel, Ocean Cay MSC Marine Reserve, Miami

MSC Yacht Club
MSC World America
On-board meals included
MSC World America

46 other departures

MSC World America

8 d

Suite

Miami

5/23/2026

from

5 555 $CA

+

from

6 335 $CA

Flight available

Butler service 24/24
Exclusive spaces Yacht Club
All inclusive
On-board meals included

Other departures:

25 Apr 2026

06-20 Jun 2026

04-18 Jul 2026

Other departures

View offers
United States, Bahamas

Itinerary : Miami, Nassau, Ocean Cay MSC Marine Reserve, Miami

MSC Cruises
MSC Seaside
On-board meals included
MSC Seaside

4 other departures

MSC Seaside

5 d

Inside Stateroom

Miami

5/31/2027

from

599 $CA

Children's Club (3 to 17 years old)
Kids Sail Free up to 12 years
On-board meals included

Other departures:

14-28 Jun 2027

26 Jul 2027

09 Aug 2027

View offers
Bahamas, United States

Itinerary : Fort Lauderdale, Key West, Freeport, Fort Lauderdale

Celebrity Cruises
Celebrity Reflection
On-board meals included
Celebrity Reflection

1 other departures

Celebrity Reflection

5 d

Inside Stateroom

Fort Lauderdale

5/24/2027

from

641 $CA

Up to 75% off 2d guest
Drinks package available
Up to 500 $ CA OFF per cabin
On-board meals included

Other departures:

03 Jan 2028

View offers
Cruises www.cruise.ca-Our Maritime Destinations -Cruises Caribbean-

Departure in may 2026 - 2027