Cayman Islands Cruises
Cruises that visit Caribbean: Cayman Islands
Related areas: Grand Cayman Island : Little Cayman
6 Night - Grand Cayman, Mexico & Bahamas
Starting in Fort Lauderdale, Florida, Cozumel, Mexico, George Town, Grand Cayman, Bimini, Bahamas, Fort Lauderdale, Florida
2026 Sails: Nov 15, 2027: Mar 7, More...
6 Night - Bahamas, Mexico & Cayman Cruise
Starting in Miami, Florida, Nassau, Bahamas, George Town, Grand Cayman, Cozumel, Mexico, Miami, Florida
2026 Sails: Nov 15, More...
5 Night - Western Caribbean
Starting in Tampa, Fl, Grand Cayman, Cayman Islands, Cozumel, Mexico, Tampa, Fl
2026 Sails: Nov 16, More...
9 Night - Western Caribbean
Starting in Miami, FL, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL
2026 Sails: Nov 17, More...
21 Night - Caribbean Roundtrip from Miami
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, Road Town, Tortola, Miami, FL
2026 Sails: Nov 17, More...
18 Night - An Extended Journey Through Caribbean Beauty & Ocean Stillness
Starting in Miami, Merida (Progreso), Roatan Island, Belize City, Ocean Cay, Miami, Willemstad AN, Oranjestad, Santa Marta, Cartagena CO, George Town, Grand Cayman, Miami
2026 Sails: Nov 17, More...
16 Night - Inca & Panama Canal Discovery : Lima Overnight
Starting in Fort Lauderdale, Florida, Georgetown, Cayman Islands, Enter Panama Canal Cristobal, Cruising Panama Canal, Exit Panama Canal Balboa, Fuerte Amador, Panama, Crossing the Equator, Manta, Ecuador, Salaverry (Trujillo), Peru, Callao (Lima), Peru, General San Martin (Pisco), Peru, Coquimbo (La Serena), Chile, Valparaiso (Santiago), Chile
2026 Sails: Nov 18, More...
31 Night - Panama Canal, Inca & South America : Chilean Fjords
Starting in Fort Lauderdale, Florida, Georgetown, Cayman Islands, Enter Panama Canal Cristobal, Cruising Panama Canal, Exit Panama Canal Balboa, Fuerte Amador, Panama, Crossing the Equator, Manta, Ecuador, Salaverry (Trujillo), Peru, Callao (Lima), Peru, General San Martin (Pisco), Peru, Coquimbo (La Serena), Chile, Valparaiso (Santiago), Chile, Puerto Montt, Chile, Puerto Chacabuco, Chile, Cruising Chilean Fjords, Pio XI Glacier (Bruggen Glacier), Chile, Scenic cruising Sarmiento Channel, Strait of Magellan, Punta Arenas, Chile, Cockburn Channel, Beagle Channel, Daylight cruising Glacier Alley, Ushuaia, Argentina, Scenic Cruising Cape Horn, Port Stanley, Falkland Islands, Montevideo, Uruguay, Buenos Aires, Argentina
2026 Sails: Nov 18, More...
11 Night - Panama Canal - Miami
Starting in Miami, Fl, Great Stirrup Cay, Bahamas, Cartagena CO, Panama Canal Gatun Lake, Panama, Colon, Panama, Puerto Limon, Costa Rica, Falmouth, Jamaica, George Town, Cayman Islands, Miami, Fl
2026 Sails: Nov 18, Nov 29, More...
7 Night - Western Caribbean
Starting in Galveston, Tx, Montego Bay, Jamaica, Grand Cayman, Cayman Islands, Cozumel, Mexico, Galveston, Tx
2026 Sails: Nov 21, 2027: Mar 20, 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 : Little Cayman
Deal link -> Special
6 Night - Grand Cayman, Mexico & BahamasStarting in Fort Lauderdale, Florida, Cozumel, Mexico, George Town, Grand Cayman, Bimini, Bahamas, Fort Lauderdale, Florida
2026 Sails: Nov 15, 2027: Mar 7, More...
6 Night - Bahamas, Mexico & Cayman CruiseStarting in Miami, Florida, Nassau, Bahamas, George Town, Grand Cayman, Cozumel, Mexico, Miami, Florida
2026 Sails: Nov 15, More...
5 Night - Western CaribbeanStarting in Tampa, Fl, Grand Cayman, Cayman Islands, Cozumel, Mexico, Tampa, Fl
2026 Sails: Nov 16, More...
Deal link -> Special
9 Night - Western CaribbeanStarting in Miami, FL, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL
2026 Sails: Nov 17, More...
Deal link -> Special
21 Night - Caribbean Roundtrip from MiamiStarting 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, Road Town, Tortola, Miami, FL
2026 Sails: Nov 17, More...
18 Night - An Extended Journey Through Caribbean Beauty & Ocean StillnessStarting in Miami, Merida (Progreso), Roatan Island, Belize City, Ocean Cay, Miami, Willemstad AN, Oranjestad, Santa Marta, Cartagena CO, George Town, Grand Cayman, Miami
2026 Sails: Nov 17, More...
16 Night - Inca & Panama Canal Discovery : Lima OvernightStarting in Fort Lauderdale, Florida, Georgetown, Cayman Islands, Enter Panama Canal Cristobal, Cruising Panama Canal, Exit Panama Canal Balboa, Fuerte Amador, Panama, Crossing the Equator, Manta, Ecuador, Salaverry (Trujillo), Peru, Callao (Lima), Peru, General San Martin (Pisco), Peru, Coquimbo (La Serena), Chile, Valparaiso (Santiago), Chile
2026 Sails: Nov 18, More...
31 Night - Panama Canal, Inca & South America : Chilean FjordsStarting in Fort Lauderdale, Florida, Georgetown, Cayman Islands, Enter Panama Canal Cristobal, Cruising Panama Canal, Exit Panama Canal Balboa, Fuerte Amador, Panama, Crossing the Equator, Manta, Ecuador, Salaverry (Trujillo), Peru, Callao (Lima), Peru, General San Martin (Pisco), Peru, Coquimbo (La Serena), Chile, Valparaiso (Santiago), Chile, Puerto Montt, Chile, Puerto Chacabuco, Chile, Cruising Chilean Fjords, Pio XI Glacier (Bruggen Glacier), Chile, Scenic cruising Sarmiento Channel, Strait of Magellan, Punta Arenas, Chile, Cockburn Channel, Beagle Channel, Daylight cruising Glacier Alley, Ushuaia, Argentina, Scenic Cruising Cape Horn, Port Stanley, Falkland Islands, Montevideo, Uruguay, Buenos Aires, Argentina
2026 Sails: Nov 18, More...
11 Night - Panama Canal - MiamiStarting in Miami, Fl, Great Stirrup Cay, Bahamas, Cartagena CO, Panama Canal Gatun Lake, Panama, Colon, Panama, Puerto Limon, Costa Rica, Falmouth, Jamaica, George Town, Cayman Islands, Miami, Fl
2026 Sails: Nov 18, Nov 29, More...
7 Night - Western CaribbeanStarting in Galveston, Tx, Montego Bay, Jamaica, Grand Cayman, Cayman Islands, Cozumel, Mexico, Galveston, Tx
2026 Sails: Nov 21, 2027: Mar 20, More...