Cayman Islands Cruises
Cruises that visit Caribbean: Cayman Islands
Related areas: Grand Cayman Island
6 Night - Western Caribbean Cruise
Starting in Orlando (Port Canaveral), Fl, George Town, Grand Cayman, Falmouth, Jamaica, Nassau, Bahamas, Orlando (Port Canaveral), Fl
2026 Sails: Aug 15, More...
7 Night - Western Caribbean - Port Canaveral
Starting in Orlando Beaches / Port Canaveral, Fl, Great Stirrup Cay, Bahamas, Falmouth, Jamaica, George Town, Cayman Islands, Cozumel, Mexico, Orlando Beaches / Port Canaveral, Fl
2026 Sails: Aug 16, Aug 30, Sep 13, Sep 27, Oct 11, Oct 25, More...
10 Night - Aruba, Curacao & Caribbean
Starting in Port Tampa Bay, George Town, Grand Cayman, Willemstad AN, Curacao, Oranjestad, Aruba, Ocho Rios, Jamaica, Port Tampa Bay
2026 Sails: Sep 5, More...7 Night - Jamaica & Western Caribbean
Starting in Port Tampa Bay, Cozumel, Mexico, Ocho Rios, Jamaica, George Town, Grand Cayman, Port Tampa Bay
2026 Sails: Sep 19, Oct 3, 2027: Jan 9, More...
6 Night - Grand Cayman, Bahamas & Mexico
Starting in Fort Lauderdale, Florida, George Town, Grand Cayman, Cozumel, Mexico, Bimini, Bahamas, Fort Lauderdale, Florida
2026 Sails: Sep 20, More...
17 Night - Panama Canal Eastbound Cruise
Starting in Los Angeles, California, Puerto Vallarta, Mexico, Puerto Quetzal, Guatemala, Puntarenas, Costa Rica, Panama Canal (Cruising), Cartagena CO, Ocho Rios, Jamaica, George Town, Grand Cayman, Tampa, Florida
2026 Sails: Oct 1, More...
7 Night - Halloween On the High Seas Western Caribbean Cruise from Port Canaveral
Starting in Port Canaveral, Cozumel, Mexico, George Town, Grand Cayman, Falmouth, Castaway Cay, Port Canaveral
2026 Sails: Oct 3, More...6 Night - Grand Cayman, Mexico & Perfect Day
Starting in Fort Lauderdale, Florida, George Town, Grand Cayman, Cozumel, Mexico, Perfect Day Cococay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Oct 4, More...
7 Night - Halloween On the High Seas Western Caribbean Cruise from Fort Lauderdale
Starting in Port Everglades, Disney Lookout Cay, Falmouth, George Town, Grand Cayman, Cozumel, Mexico, Port Everglades
2026 Sails: Oct 10, More...
10 Night - Western Caribbean
Starting in Galveston, Tx, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Isla Tropicale, Roatan, Belize, Cozumel, Mexico, Galveston, Tx
2026 Sails: Oct 12, 2027: Apr 12, More...
Cruises that visit Caribbean: Cayman Islands
Click on a cruise ship itinerary that visits Cayman Islands (below) and select a sail date to receive competing cruise quotes. To search all cruise itineraries (not just Cayman Islands), please visit: Cruise Search or try our Virtual Cruise Advisor™.
Related areas: Grand Cayman Island
6 Night - Western Caribbean CruiseStarting in Orlando (Port Canaveral), Fl, George Town, Grand Cayman, Falmouth, Jamaica, Nassau, Bahamas, Orlando (Port Canaveral), Fl
2026 Sails: Aug 15, More...
7 Night - Western Caribbean - Port CanaveralStarting in Orlando Beaches / Port Canaveral, Fl, Great Stirrup Cay, Bahamas, Falmouth, Jamaica, George Town, Cayman Islands, Cozumel, Mexico, Orlando Beaches / Port Canaveral, Fl
2026 Sails: Aug 16, Aug 30, Sep 13, Sep 27, Oct 11, Oct 25, More...
10 Night - Aruba, Curacao & CaribbeanStarting in Port Tampa Bay, George Town, Grand Cayman, Willemstad AN, Curacao, Oranjestad, Aruba, Ocho Rios, Jamaica, Port Tampa Bay
2026 Sails: Sep 5, More...
7 Night - Jamaica & Western CaribbeanStarting in Port Tampa Bay, Cozumel, Mexico, Ocho Rios, Jamaica, George Town, Grand Cayman, Port Tampa Bay
2026 Sails: Sep 19, Oct 3, 2027: Jan 9, More...
6 Night - Grand Cayman, Bahamas & MexicoStarting in Fort Lauderdale, Florida, George Town, Grand Cayman, Cozumel, Mexico, Bimini, Bahamas, Fort Lauderdale, Florida
2026 Sails: Sep 20, More...
17 Night - Panama Canal Eastbound CruiseStarting in Los Angeles, California, Puerto Vallarta, Mexico, Puerto Quetzal, Guatemala, Puntarenas, Costa Rica, Panama Canal (Cruising), Cartagena CO, Ocho Rios, Jamaica, George Town, Grand Cayman, Tampa, Florida
2026 Sails: Oct 1, More...
7 Night - Halloween On the High Seas Western Caribbean Cruise from Port CanaveralStarting in Port Canaveral, Cozumel, Mexico, George Town, Grand Cayman, Falmouth, Castaway Cay, Port Canaveral
2026 Sails: Oct 3, More...
6 Night - Grand Cayman, Mexico & Perfect DayStarting in Fort Lauderdale, Florida, George Town, Grand Cayman, Cozumel, Mexico, Perfect Day Cococay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Oct 4, More...
7 Night - Halloween On the High Seas Western Caribbean Cruise from Fort LauderdaleStarting in Port Everglades, Disney Lookout Cay, Falmouth, George Town, Grand Cayman, Cozumel, Mexico, Port Everglades
2026 Sails: Oct 10, More...
10 Night - Western CaribbeanStarting in Galveston, Tx, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Isla Tropicale, Roatan, Belize, Cozumel, Mexico, Galveston, Tx
2026 Sails: Oct 12, 2027: Apr 12, More...
