Grand Cayman Island Cruises
Cruises that visit Caribbean: Cayman Islands: Grand Cayman Island
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...
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: Oct 17, Oct 31, Nov 14, Nov 28, Dec 12, Dec 26, 2027: Jan 9, Jan 23, Feb 6, Feb 20, Mar 6, Mar 20, 2028: Feb 19, Mar 4, Mar 18, More...
7 Night - Grand Cayman, Mexico & Perfect Day
Starting in Miami, Florida, Perfect Day Cococay, Bahamas, George Town, Grand Cayman, Cozumel, Mexico, Nassau, Bahamas, Miami, Florida
2026 Sails: Oct 18, More...
6 Night - Grand Cayman, Bahamas & Mexico
Starting in Fort Lauderdale, Florida, Cozumel, Mexico, George Town, Grand Cayman, Bimini, Bahamas, Fort Lauderdale, Florida
2026 Sails: Oct 18, More...9 Night - Aruba, Bonaire & Curacao Cruise
Starting in Fort Lauderdale, Florida, George Town, Grand Cayman, Oranjestad, Aruba, Willemstad AN, Curacao, Kralendijk, Bonaire, Fort Lauderdale, Florida
2026 Sails: Oct 24, More...
7 Night - Key West, Mexico & Cayman
Starting in Orlando (Port Canaveral), Fl, Key West, Florida, George Town, Grand Cayman, Cozumel, Mexico, Orlando (Port Canaveral), Fl
2026 Sails: Oct 31, More...
6 Night - Western Caribbean
Starting in Miami, Fl, Celebration Key, the Bahamas, Montego Bay, Jamaica, Grand Cayman, Cayman Islands, Miami, Fl
2026 Sails: Nov 1, Nov 15, 2027: Jan 4, Jan 10, Feb 7, Feb 21, Mar 7, Apr 4, Apr 18, More...
21 Night - Caribbean Roundtrip from Miami
Starting in Miami, FL, San Juan, Puerto Rico, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, Philipsburg, St Maarten, Road Town, Tortola, Miami, FL, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL
2026 Sails: Nov 5, Nov 26, More...
14 Night - Eastbound Panama Canal Cruise from San Diego Ending in Galveston
Starting in San Diego, Cabo San Lucas, Puerto Vallarta, Panama Canal, Cartagena ES, George Town, Grand Cayman, Galveston
2026 Sails: Nov 6, More...
7 Night - Western Caribbean Cruise
Starting in New Orleans, Louisiana, Cozumel, Mexico, George Town, Grand Cayman, Falmouth, Jamaica, New Orleans, Louisiana
2026 Sails: Nov 7, Nov 14, Nov 21, Nov 28, Dec 12, Dec 26, 2027: Jan 2, Jan 9, Jan 16, Jan 23, Feb 6, Mar 6, Mar 13, Mar 20, Mar 27, Apr 3, Apr 17, More...
Cruises that visit Caribbean: Cayman Islands: Grand Cayman Island
Click on a cruise ship itinerary that visits Grand Cayman Island (below) and select a sail date to receive competing cruise quotes. To search all cruise itineraries (not just Grand Cayman Island), please visit: Cruise Search or try our Virtual Cruise Advisor™.
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...
7 Night - Western Caribbean Cruise from Port CanaveralStarting in Port Canaveral, Cozumel, Mexico, George Town, Grand Cayman, Falmouth, Castaway Cay, Port Canaveral
2026 Sails: Oct 17, Oct 31, Nov 14, Nov 28, Dec 12, Dec 26, 2027: Jan 9, Jan 23, Feb 6, Feb 20, Mar 6, Mar 20, 2028: Feb 19, Mar 4, Mar 18, More...
7 Night - Grand Cayman, Mexico & Perfect DayStarting in Miami, Florida, Perfect Day Cococay, Bahamas, George Town, Grand Cayman, Cozumel, Mexico, Nassau, Bahamas, Miami, Florida
2026 Sails: Oct 18, More...
6 Night - Grand Cayman, Bahamas & MexicoStarting in Fort Lauderdale, Florida, Cozumel, Mexico, George Town, Grand Cayman, Bimini, Bahamas, Fort Lauderdale, Florida
2026 Sails: Oct 18, More...
9 Night - Aruba, Bonaire & Curacao CruiseStarting in Fort Lauderdale, Florida, George Town, Grand Cayman, Oranjestad, Aruba, Willemstad AN, Curacao, Kralendijk, Bonaire, Fort Lauderdale, Florida
2026 Sails: Oct 24, More...
7 Night - Key West, Mexico & CaymanStarting in Orlando (Port Canaveral), Fl, Key West, Florida, George Town, Grand Cayman, Cozumel, Mexico, Orlando (Port Canaveral), Fl
2026 Sails: Oct 31, More...
6 Night - Western CaribbeanStarting in Miami, Fl, Celebration Key, the Bahamas, Montego Bay, Jamaica, Grand Cayman, Cayman Islands, Miami, Fl
2026 Sails: Nov 1, Nov 15, 2027: Jan 4, Jan 10, Feb 7, Feb 21, Mar 7, Apr 4, Apr 18, More...
21 Night - Caribbean Roundtrip from MiamiStarting in Miami, FL, San Juan, Puerto Rico, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, Philipsburg, St Maarten, Road Town, Tortola, Miami, FL, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL
2026 Sails: Nov 5, Nov 26, More...
14 Night - Eastbound Panama Canal Cruise from San Diego Ending in GalvestonStarting in San Diego, Cabo San Lucas, Puerto Vallarta, Panama Canal, Cartagena ES, George Town, Grand Cayman, Galveston
2026 Sails: Nov 6, More...
7 Night - Western Caribbean CruiseStarting in New Orleans, Louisiana, Cozumel, Mexico, George Town, Grand Cayman, Falmouth, Jamaica, New Orleans, Louisiana
2026 Sails: Nov 7, Nov 14, Nov 21, Nov 28, Dec 12, Dec 26, 2027: Jan 2, Jan 9, Jan 16, Jan 23, Feb 6, Mar 6, Mar 13, Mar 20, Mar 27, Apr 3, Apr 17, More...
