Cayman Islands Cruises
Cruises that visit Caribbean: Cayman Islands
Related areas: Cayman Brac : Grand Cayman Island
9 Night - Space Discovery Cruisetour
Starting in At Hotel, 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 8, May 22, Jun 5, Jun 19, Jul 3, Jul 17, Jul 31, Aug 14, Aug 28, Sep 11, Sep 25, Oct 9, Oct 23, 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, Aug 16, Aug 30, Sep 13, Sep 27, Oct 11, Oct 25, 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...
5 Night - Cayman Isles & Bimini Beach Miles
Starting in Miami, George Town, Cayman Islands, The Beach Club at Bimini, Bahamas, Miami
2026 Sails: Jun 8, More...5 Night - Cayman Isles & Bimini Beach Miles
Starting in Miami, Florida, George Town, Cayman Islands, The Beach Club at Bimini, Bahamas, Miami, Florida
2026 Sails: Jun 13, More...
7 Night - Western Caribbean Cruise from Fort Lauderdale
Starting in Port Everglades, Disney Lookout Cay, Castaway Cay, Cozumel, Mexico, George Town, Grand Cayman, Port Everglades
2026 Sails: Jun 20, More...6 Night - Western Caribbean Cruise
Starting in Orlando (Port Canaveral), Fl, Falmouth, Jamaica, George Town, Grand Cayman, Grand Bahama Island, Bahamas, Orlando (Port Canaveral), Fl
2026 Sails: Jul 4, Aug 1, 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: Cayman Brac : Grand Cayman Island
9 Night - Space Discovery CruisetourStarting in At Hotel, 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 8, May 22, Jun 5, Jun 19, Jul 3, Jul 17, Jul 31, Aug 14, Aug 28, Sep 11, Sep 25, Oct 9, Oct 23, 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...
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, Aug 16, Aug 30, Sep 13, Sep 27, Oct 11, Oct 25, 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...
Deal link -> Special
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...
5 Night - Cayman Isles & Bimini Beach MilesStarting in Miami, George Town, Cayman Islands, The Beach Club at Bimini, Bahamas, Miami
2026 Sails: Jun 8, More...
5 Night - Cayman Isles & Bimini Beach MilesStarting in Miami, Florida, George Town, Cayman Islands, The Beach Club at Bimini, Bahamas, Miami, Florida
2026 Sails: Jun 13, More...
7 Night - Western Caribbean Cruise from Fort LauderdaleStarting in Port Everglades, Disney Lookout Cay, Castaway Cay, Cozumel, Mexico, George Town, Grand Cayman, Port Everglades
2026 Sails: Jun 20, More...
6 Night - Western Caribbean CruiseStarting in Orlando (Port Canaveral), Fl, Falmouth, Jamaica, George Town, Grand Cayman, Grand Bahama Island, Bahamas, Orlando (Port Canaveral), Fl
2026 Sails: Jul 4, Aug 1, More...
