Cayman Islands Cruises
Cruises that visit Caribbean: Cayman Islands
Related areas: Grand Cayman Island
7 Night - Jamaica & Western Caribbean
Starting in Port Tampa Bay, Cozumel, Mexico, Montego Bay, Jamaica, George Town, Grand Cayman, Port Tampa Bay
2026 Sails: Aug 15, Aug 29, More...
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...
7 Night - Western Caribbean Cruise from Port Canaveral
Starting in Port Canaveral, Cozumel, Mexico, George Town, Grand Cayman, Falmouth, Castaway Cay, Port Canaveral
2026 Sails: Aug 22, Sep 5, Sep 19, 2027: Apr 3, Apr 17, May 1, May 15, May 29, More...
7 Night - Grand Cayman, Mexico & Perfect Day
Starting in Miami, Florida, Perfect Day Cococay, Bahamas, Cozumel, Mexico, George Town, Grand Cayman, Nassau, Bahamas, Miami, Florida
2026 Sails: Aug 23, Sep 6, Sep 20, Oct 18, More...6 Night - Western Caribbean & Perfect Day
Starting in Orlando (Port Canaveral), Fl, George Town, Grand Cayman, Falmouth, Jamaica, Perfect Day Cococay, Bahamas, Orlando (Port Canaveral), Fl
2026 Sails: Aug 29, Sep 26, More...10 Night - Aruba, Curacao & Caribbean
Starting in Port Tampa Bay, George Town, Grand Cayman, Oranjestad, Aruba, Willemstad AN, Curacao, Ocho Rios, Jamaica, Port Tampa Bay
2026 Sails: Sep 5, More...
6 Night - Western Caribbean
Starting in Miami, Fl, Celebration Key, the Bahamas, Montego Bay, Jamaica, Grand Cayman, Cayman Islands, Miami, Fl
2026 Sails: Sep 6, Sep 20, Oct 18, Nov 1, Nov 15, 2027: Jan 4, Jan 10, Feb 7, Feb 21, Mar 7, Apr 4, Apr 18, 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, 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...
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
7 Night - Jamaica & Western CaribbeanStarting in Port Tampa Bay, Cozumel, Mexico, Montego Bay, Jamaica, George Town, Grand Cayman, Port Tampa Bay
2026 Sails: Aug 15, Aug 29, More...
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...
7 Night - Western Caribbean Cruise from Port CanaveralStarting in Port Canaveral, Cozumel, Mexico, George Town, Grand Cayman, Falmouth, Castaway Cay, Port Canaveral
2026 Sails: Aug 22, Sep 5, Sep 19, 2027: Apr 3, Apr 17, May 1, May 15, May 29, More...
7 Night - Grand Cayman, Mexico & Perfect DayStarting in Miami, Florida, Perfect Day Cococay, Bahamas, Cozumel, Mexico, George Town, Grand Cayman, Nassau, Bahamas, Miami, Florida
2026 Sails: Aug 23, Sep 6, Sep 20, Oct 18, More...
6 Night - Western Caribbean & Perfect DayStarting in Orlando (Port Canaveral), Fl, George Town, Grand Cayman, Falmouth, Jamaica, Perfect Day Cococay, Bahamas, Orlando (Port Canaveral), Fl
2026 Sails: Aug 29, Sep 26, More...
10 Night - Aruba, Curacao & CaribbeanStarting in Port Tampa Bay, George Town, Grand Cayman, Oranjestad, Aruba, Willemstad AN, Curacao, Ocho Rios, Jamaica, Port Tampa Bay
2026 Sails: Sep 5, More...
6 Night - Western CaribbeanStarting in Miami, Fl, Celebration Key, the Bahamas, Montego Bay, Jamaica, Grand Cayman, Cayman Islands, Miami, Fl
2026 Sails: Sep 6, Sep 20, Oct 18, Nov 1, Nov 15, 2027: Jan 4, Jan 10, Feb 7, Feb 21, Mar 7, Apr 4, Apr 18, 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, 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...
