Cayman Islands Cruises
Cruises that visit Caribbean: Cayman Islands
Related areas: Grand Cayman Island
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: 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...
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: May 16, May 30, Jun 13, Jun 27, Jul 11, Jul 25, Aug 8, Aug 22, Sep 5, Sep 19, 2027: Apr 3, Apr 17, May 1, May 15, May 29, 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...
6 Night - Western Caribbean
Starting in Miami, Fl, Grand Cayman, Cayman Islands, Ocho Rios, Jamaica, Nassau, Bahamas, Miami, Fl
2026 Sails: May 31, Jun 14, 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 23, Sep 6, Sep 20, Oct 18, More...
5 Night - Western Caribbean
Starting in Miami, Fl, Ocho Rios, Jamaica, Grand Cayman, Cayman Islands, Miami, Fl
2026 Sails: Jun 8, More...
5 Night - Grand Cayman & Bimini Beach Club
Starting in Miami, George Town, Cayman Islands, The Beach Club at Bimini, Bahamas, Miami
2026 Sails: Jun 8, More...5 Night - Grand Cayman & Bimini Beach Club
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
Starting in New Orleans, La, Montego Bay, Jamaica, Grand Cayman, Cayman Islands, Cozumel, Mexico, New Orleans, La
2026 Sails: Jun 14, Aug 9, Oct 4, 2027: Jan 24, Feb 14, Mar 21, May 9, Jun 6, Jul 4, Jul 18, Aug 15, Sep 12, Sep 26, Oct 24, 2028: Jan 23, Mar 19, 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 & Perfect DayStarting in Orlando (Port Canaveral), Fl, George Town, Grand Cayman, Falmouth, Jamaica, 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, 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: May 16, May 30, Jun 13, Jun 27, Jul 11, Jul 25, Aug 8, Aug 22, Sep 5, Sep 19, 2027: Apr 3, Apr 17, May 1, May 15, May 29, 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...
6 Night - Western CaribbeanStarting in Miami, Fl, Grand Cayman, Cayman Islands, Ocho Rios, Jamaica, Nassau, Bahamas, Miami, Fl
2026 Sails: May 31, Jun 14, 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: May 31, Jun 14, Aug 23, Sep 6, Sep 20, Oct 18, More...
5 Night - Western CaribbeanStarting in Miami, Fl, Ocho Rios, Jamaica, Grand Cayman, Cayman Islands, Miami, Fl
2026 Sails: Jun 8, More...
5 Night - Grand Cayman & Bimini Beach ClubStarting in Miami, George Town, Cayman Islands, The Beach Club at Bimini, Bahamas, Miami
2026 Sails: Jun 8, More...
5 Night - Grand Cayman & Bimini Beach ClubStarting in Miami, Florida, George Town, Cayman Islands, The Beach Club at Bimini, Bahamas, Miami, Florida
2026 Sails: Jun 13, More...
7 Night - Western CaribbeanStarting in New Orleans, La, Montego Bay, Jamaica, Grand Cayman, Cayman Islands, Cozumel, Mexico, New Orleans, La
2026 Sails: Jun 14, Aug 9, Oct 4, 2027: Jan 24, Feb 14, Mar 21, May 9, Jun 6, Jul 4, Jul 18, Aug 15, Sep 12, Sep 26, Oct 24, 2028: Jan 23, Mar 19, More...
