Cruise Caribbean in May 2026

94 cruises available Refine

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Caribbean-Mexico-Cuba : United States, Mexico - Quantum of the Seas

Itinerary : Los Angeles, Ensenada, Los Angeles

Caribbean-Mexico-Cuba : United States, Mexico - Quantum of the Seas

From $41

Full board
Full board Port taxes included

From $41

Caribbean-Bahamas : United States, Bahamian - Celebrity Reflection

Itinerary : Fort Lauderdale Miami, Key West, Bimini Islands, Fort Lauderdale Miami

Caribbean-Bahamas : United States, Bahamian - Celebrity Reflection

From $89

Full board
Full board All Included Offer Available

From $89

Caribbean-Bahamas : United States, Bahamian - Wonder of the seas

Itinerary : Miami, Cococay, Nassau, Miami

Caribbean-Bahamas : United States, Bahamian - Wonder of the seas

From $116

Full board
Full board Port taxes included

From $116

Caribbean : United States, Bahamian - MSC Seashore

Itinerary : Port Canaveral, Nassau, MSC Ocean Cay Marine Reserve, Port Canaveral

Caribbean : United States, Bahamian - MSC Seashore

From $120

Full board
Full board Free for Children * Port taxes included Europe's most modern fleet Kids club
  • Departure Port : Port Canaveral Duration : 4 Days
  • Duration : 4 Days From $120
  • Boat : MSC Seashore
  • Company : MSC Cruises

From $120

Caribbean-Antilles : United States, Haiti - Freedom of the Seas

Itinerary : Miami, Labadee, Miami

Caribbean-Antilles : United States, Haiti - Freedom of the Seas

From $125

Full board
Full board Port taxes included

From $125

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7-21 May 26

17 December 26

Other departures

Caribbean-Bahamas : United States, Bahamian -

Itinerary : Orlando -Canaveral Harbor, Nassau, Cococay, Orlando -Canaveral Harbor

Caribbean-Bahamas : United States, Bahamian -

From $132

Full board
Full board Port taxes included

From $132

Caribbean-Bahamas : United States, Bahamian -

Itinerary : Orlando -Canaveral Harbor, Nassau, Cococay, Orlando -Canaveral Harbor

Caribbean-Bahamas : United States, Bahamian -

From $137

Full board
Full board Port taxes included

From $137

Caribbean-Bahamas : United States, Bahamian - Celebrity Reflection

Itinerary : Fort Lauderdale Miami, Key West, Nassau, Fort Lauderdale Miami

Caribbean-Bahamas : United States, Bahamian - Celebrity Reflection

From $170

Full board
Full board All Included Offer Available

From $170

Discover Offer

8-22 May 26

5-19 June 26

Other departures

Caribbean-Bahamas : United States, Bahamian - Celebrity Reflection

Itinerary : Fort Lauderdale Miami, Key West, Cococay, Fort Lauderdale Miami

Caribbean-Bahamas : United States, Bahamian - Celebrity Reflection

From $179

Full board
Full board All Included Offer Available

From $179

Discover Offer

26 January 26

6-20 April 26

Other departures

Caribbean-Mexico-Cuba : United States, Mexico - Quantum of the Seas

Itinerary : Los Angeles, Santa Catalina Island, Ensenada, Los Angeles

Caribbean-Mexico-Cuba : United States, Mexico - Quantum of the Seas

From $188

Full board
Full board Port taxes included

From $188

Discover Offer

27 April 26

11-18 May 26

Other departures

Caribbean : United States, Bahamian - MSC Seaside

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

Caribbean : United States, Bahamian - MSC Seaside

From $279
-29% $199

Full board
Full board Free for Children * Port taxes included Europe's most modern fleet Kids club
  • Departure Port : Miami Duration : 4 Days
  • Duration : 4 Days From $279 -29% $199
  • Boat : MSC Seaside
  • Company : MSC Cruises

From $279 -29% $199

Caribbean : United States, Dominican Republic, Porto Rico, Bahamian - MSC World America

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

Caribbean : United States, Dominican Republic, Porto Rico, Bahamian - MSC World America

From $200

Full board
Full board Free for Children * Port taxes included Europe's most modern fleet Kids club

From $200

Caribbean-Bahamas : United States, Bahamian - Celebrity Reflection

Itinerary : Fort Lauderdale Miami, Cococay, Bimini Islands, Fort Lauderdale Miami

Caribbean-Bahamas : United States, Bahamian - Celebrity Reflection

From $207

Full board
Full board All Included Offer Available

From $207

Discover Offer

Departures :

20 March 26

15 May 26

Caribbean-Bahamas : United States, Bahamian - Jewel of the Seas

Itinerary : Fort Lauderdale Miami, Bimini Islands, Nassau, Fort Lauderdale Miami

Caribbean-Bahamas : United States, Bahamian - Jewel of the Seas

From $210

Full board
Full board Port taxes included

From $210

Caribbean-Bahamas : United States, Bahamian - Jewel of the Seas

Itinerary : Fort Lauderdale Miami, Grand Bahama, Nassau, Fort Lauderdale Miami

Caribbean-Bahamas : United States, Bahamian - Jewel of the Seas

From $228

Full board
Full board Port taxes included

From $228

Discover Offer

8 May 26

14 August 26

Other departures

Caribbean-Bahamas : United States, Bahamian - Celebrity Reflection

Itinerary : Fort Lauderdale Miami, Key West, Nassau, Fort Lauderdale Miami

Caribbean-Bahamas : United States, Bahamian - Celebrity Reflection

From $238

Full board
Full board All Included Offer Available

From $238

Caribbean-Mexico-Cuba : United States, Mexico - Radiance of the Seas

Itinerary : Tampa, Cozumel, Tampa

Caribbean-Mexico-Cuba : United States, Mexico - Radiance of the Seas

From $246

Full board
Full board Port taxes included

From $246

Caribbean-Mexico-Cuba : United States, Mexico - Radiance of the Seas

Itinerary : Tampa, Costa Maya, Cozumel, Tampa

Caribbean-Mexico-Cuba : United States, Mexico - Radiance of the Seas

From $257

Full board
Full board Port taxes included

From $257

Caribbean-Bahamas : United States, Bahamian - Celebrity Reflection

Itinerary : Fort Lauderdale Miami, Cococay, Bimini Islands, Fort Lauderdale Miami

Caribbean-Bahamas : United States, Bahamian - Celebrity Reflection

From $261

Full board
Full board All Included Offer Available

From $261

Discover Offer

Departures :

11 May 26

8-22 June 26

Caribbean-Bahamas : United States, Bahamian - Jewel of the Seas

Itinerary : Fort Lauderdale Miami, Cococay, Fort Lauderdale Miami

Caribbean-Bahamas : United States, Bahamian - Jewel of the Seas

From $264

Full board
Full board Port taxes included

From $264

Discover Offer

15-22 May 26

5-19 June 26

Other departures

Caribbean-Mexico-Cuba : United States, Mexico - Quantum of the Seas

Itinerary : Los Angeles, Cabo San Lucas, Cabo San Lucas, Ensenada, Los Angeles

Caribbean-Mexico-Cuba : United States, Mexico - Quantum of the Seas

From $267

Full board
Full board Port taxes included

From $267

Discover Offer

21 January 26

Other departures

Caribbean-Mexico-Cuba : United States, Mexico - Mariner of the Seas

Itinerary : Galveston, Costa Maya, Cozumel, Galveston

Caribbean-Mexico-Cuba : United States, Mexico - Mariner of the Seas

From $274

Full board
Full board Port taxes included

From $274

Caribbean-Bahamas : United States, Bahamian - Celebrity Reflection

Itinerary : Fort Lauderdale Miami, Key West, Bimini Islands, Fort Lauderdale Miami

Caribbean-Bahamas : United States, Bahamian - Celebrity Reflection

From $276

Full board
Full board All Included Offer Available

From $276

Caribbean : United States, Bahamian - MSC Seaside

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

Caribbean : United States, Bahamian - MSC Seaside

From $279

Full board
Full board Free for Children * Port taxes included Europe's most modern fleet Kids club
  • Departure Port : Miami Duration : 5 Days
  • Duration : 5 Days From $279
  • Boat : MSC Seaside
  • Company : MSC Cruises

From $279

Caribbean-Mexico-Cuba : United States, Mexico - Mariner of the Seas

Itinerary : Galveston, Cozumel, Galveston

Caribbean-Mexico-Cuba : United States, Mexico - Mariner of the Seas

From $284

Full board
Full board Port taxes included

From $284