Cayman Islands Cruises
Cruises that visit Caribbean: Cayman Islands
Related areas: Grand Cayman Island
7 Night - Western Caribbean Cruise
Starting in New Orleans, Louisiana, Cozumel, Mexico, George Town, Grand Cayman, Ocho Rios, Jamaica, New Orleans, Louisiana
2026 Sails: Dec 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: Dec 6, 2027: Jan 17, More...
7 Night - Grand Cayman, Mexico & Bahamas
Starting in Fort Lauderdale, Florida, Nassau, Bahamas, George Town, Grand Cayman, Cozumel, Mexico, Fort Lauderdale, Florida
2026 Sails: Dec 6, 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: Dec 6, 2027: Mar 14, More...
7 Night - Western Caribbean & Perfect Day
Starting in Miami, Florida, Perfect Day Cococay, Bahamas, George Town, Grand Cayman, Falmouth, Jamaica, Miami, Florida
2026 Sails: Dec 6, More...
21 Night - Caribbean Celebration
Starting in Miami, FL, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL, San Juan, Puerto Rico, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, Philipsburg, St Maarten, Miami, FL
2026 Sails: Dec 8, More...
10 Night - Southern Caribbean - Miami
Starting in Miami, Fl, Great Stirrup Cay, Bahamas, Cabo Rojo, Dominican Republic, Oranjestad, Aruba, Willemstad AN, Netherlands Antilles, Falmouth, Jamaica, George Town, Cayman Islands, Miami, Fl
2026 Sails: Dec 8, 2027: Jan 4, Mar 19, Nov 29, Dec 20, 2028: Jan 3, More...
11 Night - Southern Caribbean - Tampa
Starting in Tampa, Fl, Great Stirrup Cay, Bahamas, Cabo Rojo, Dominican Republic, Oranjestad, Aruba, Willemstad AN, Netherlands Antilles, Falmouth, Jamaica, George Town, Cayman Islands, Tampa, Fl
2026 Sails: Dec 10, 2027: Feb 21, More...9 Night - Space Discovery Cruisetour
Starting in At Hotel, Orlando Beaches / Port Canaveral, Fl, Nassau, Bahamas, Great Stirrup Cay, Bahamas, George Town, Cayman Islands, Cozumel, Mexico, Orlando Beaches / Port Canaveral, Fl
2026 Sails: Dec 11, More...
21 Night - Western & Eastern Caribbean Holiday : Belize & Mexico
Starting in Fort Lauderdale, Florida, RelaxAway, Half Moon Cay, Bahamas, Falmouth, Jamaica, Georgetown, Cayman Islands, Mahogany Bay, Roatan, Honduras, Belize City, Belize, Cozumel, Mexico, Fort Lauderdale, Florida, Philipsburg, Sint Maarten, Basseterre, St Kitts and Nevis, Roseau, Dominica, Castries, Saint Lucia, St Johns AG, Antigua, St Thomas, US Virgin Islands, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Dec 12, 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 - Western Caribbean CruiseStarting in New Orleans, Louisiana, Cozumel, Mexico, George Town, Grand Cayman, Ocho Rios, Jamaica, New Orleans, Louisiana
2026 Sails: Dec 5, More...
6 Night - Western CaribbeanStarting in Miami, Fl, Celebration Key, the Bahamas, Montego Bay, Jamaica, Grand Cayman, Cayman Islands, Miami, Fl
2026 Sails: Dec 6, 2027: Jan 17, More...
7 Night - Grand Cayman, Mexico & BahamasStarting in Fort Lauderdale, Florida, Nassau, Bahamas, George Town, Grand Cayman, Cozumel, Mexico, Fort Lauderdale, Florida
2026 Sails: Dec 6, 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: Dec 6, 2027: Mar 14, More...
7 Night - Western Caribbean & Perfect DayStarting in Miami, Florida, Perfect Day Cococay, Bahamas, George Town, Grand Cayman, Falmouth, Jamaica, Miami, Florida
2026 Sails: Dec 6, More...
21 Night - Caribbean CelebrationStarting in Miami, FL, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL, San Juan, Puerto Rico, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, Philipsburg, St Maarten, Miami, FL
2026 Sails: Dec 8, More...
10 Night - Southern Caribbean - MiamiStarting in Miami, Fl, Great Stirrup Cay, Bahamas, Cabo Rojo, Dominican Republic, Oranjestad, Aruba, Willemstad AN, Netherlands Antilles, Falmouth, Jamaica, George Town, Cayman Islands, Miami, Fl
2026 Sails: Dec 8, 2027: Jan 4, Mar 19, Nov 29, Dec 20, 2028: Jan 3, More...
11 Night - Southern Caribbean - TampaStarting in Tampa, Fl, Great Stirrup Cay, Bahamas, Cabo Rojo, Dominican Republic, Oranjestad, Aruba, Willemstad AN, Netherlands Antilles, Falmouth, Jamaica, George Town, Cayman Islands, Tampa, Fl
2026 Sails: Dec 10, 2027: Feb 21, More...
9 Night - Space Discovery CruisetourStarting in At Hotel, Orlando Beaches / Port Canaveral, Fl, Nassau, Bahamas, Great Stirrup Cay, Bahamas, George Town, Cayman Islands, Cozumel, Mexico, Orlando Beaches / Port Canaveral, Fl
2026 Sails: Dec 11, More...
21 Night - Western & Eastern Caribbean Holiday : Belize & MexicoStarting in Fort Lauderdale, Florida, RelaxAway, Half Moon Cay, Bahamas, Falmouth, Jamaica, Georgetown, Cayman Islands, Mahogany Bay, Roatan, Honduras, Belize City, Belize, Cozumel, Mexico, Fort Lauderdale, Florida, Philipsburg, Sint Maarten, Basseterre, St Kitts and Nevis, Roseau, Dominica, Castries, Saint Lucia, St Johns AG, Antigua, St Thomas, US Virgin Islands, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Dec 12, More...
