Cayman Islands Cruises
Cruises that visit Caribbean: Cayman Islands
Related areas: Grand Cayman Island
8 Night - Western Caribbean Cruise
Starting in Tampa, Florida, George Town, Grand Cayman, Cozumel, Mexico, Roatan, Honduras, Puerto Costa Maya, Mexico, Tampa, Florida
2026 Sails: Apr 22, More...
5 Night - Western Caribbean
Starting in Miami, Fl, Celebration Key, the Bahamas, Grand Cayman, Cayman Islands, Miami, Fl
2026 Sails: Apr 27, More...
7 Night - Southern Caribbean Cruise
Starting in Tampa, Florida, George Town, Grand Cayman, Oranjestad, Aruba, Willemstad AN, Curacao, Colon, Panama
2026 Sails: May 2, More...
6 Night - Western Caribbean
Starting in Miami, Fl, Celebration Key, the Bahamas, Montego Bay, Jamaica, Grand Cayman, Cayman Islands, Miami, Fl
2026 Sails: May 3, Jun 28, Jul 12, Jul 26, Aug 23, 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 - Grand Cayman, Mexico & Bahamas
Starting in Miami, Florida, George Town, Grand Cayman, Cozumel, Mexico, Puerto Costa Maya, Mexico, Bimini, Bahamas, Miami, Florida
2026 Sails: May 3, More...
6 Night - Western Caribbean & Perfect Day
Starting in Orlando (Port Canaveral), Fl, Falmouth, Jamaica, George Town, Grand Cayman, Perfect Day Cococay, Bahamas, Orlando (Port Canaveral), Fl
2026 Sails: May 9, Jun 6, Aug 29, Sep 26, 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: May 10, May 24, Jun 7, Jun 21, Jul 5, Jul 19, Aug 2, More...6 Night - Western Caribbean
Starting in Miami, Fl, Grand Cayman, Cayman Islands, Ocho Rios, Jamaica, Nassau, Bahamas, Miami, Fl
2026 Sails: May 17, May 31, Jun 14, More...7 Night - Grand Cayman, Mexico & Bahamas
Starting in Miami, Florida, George Town, Grand Cayman, Cozumel, Mexico, Puerto Costa Maya, Mexico, Nassau, Bahamas, Miami, Florida
2026 Sails: May 17, 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: May 31, Jun 14, Aug 9, Aug 23, Sep 6, Sep 20, Oct 4, Oct 18, 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
8 Night - Western Caribbean CruiseStarting in Tampa, Florida, George Town, Grand Cayman, Cozumel, Mexico, Roatan, Honduras, Puerto Costa Maya, Mexico, Tampa, Florida
2026 Sails: Apr 22, More...
5 Night - Western CaribbeanStarting in Miami, Fl, Celebration Key, the Bahamas, Grand Cayman, Cayman Islands, Miami, Fl
2026 Sails: Apr 27, More...
7 Night - Southern Caribbean CruiseStarting in Tampa, Florida, George Town, Grand Cayman, Oranjestad, Aruba, Willemstad AN, Curacao, Colon, Panama
2026 Sails: May 2, More...
6 Night - Western CaribbeanStarting in Miami, Fl, Celebration Key, the Bahamas, Montego Bay, Jamaica, Grand Cayman, Cayman Islands, Miami, Fl
2026 Sails: May 3, Jun 28, Jul 12, Jul 26, Aug 23, 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 - Grand Cayman, Mexico & BahamasStarting in Miami, Florida, George Town, Grand Cayman, Cozumel, Mexico, Puerto Costa Maya, Mexico, Bimini, Bahamas, Miami, Florida
2026 Sails: May 3, More...
6 Night - Western Caribbean & Perfect DayStarting in Orlando (Port Canaveral), Fl, Falmouth, Jamaica, George Town, Grand Cayman, Perfect Day Cococay, Bahamas, Orlando (Port Canaveral), Fl
2026 Sails: May 9, Jun 6, Aug 29, Sep 26, More...
Deal link -> Special
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: May 10, May 24, Jun 7, Jun 21, Jul 5, Jul 19, Aug 2, More...
6 Night - Western CaribbeanStarting in Miami, Fl, Grand Cayman, Cayman Islands, Ocho Rios, Jamaica, Nassau, Bahamas, Miami, Fl
2026 Sails: May 17, May 31, Jun 14, More...
7 Night - Grand Cayman, Mexico & BahamasStarting in Miami, Florida, George Town, Grand Cayman, Cozumel, Mexico, Puerto Costa Maya, Mexico, Nassau, Bahamas, Miami, Florida
2026 Sails: May 17, More...
Deal link -> Special
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: May 31, Jun 14, Aug 9, Aug 23, Sep 6, Sep 20, Oct 4, Oct 18, More...
