Cayman Islands Cruise Specials
We've gathered all of the Cayman Islands cruise specials ordered by sail date. Click on a special and select a sail date to get a single cruise quote from the cruise agency that posted that particular special. To search through all cruise itineraries (not just Cayman Islands cruises) to receive multiple custom cruise options to compare, please visit our Cruise Search page.
Cunard Line, Queen Elizabeth
21 Nights Caribbean Celebration Cruise from $1729 pp21 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 Get a Quote
Cunard Line, Queen Elizabeth
9 Nights Western Caribbean Cruise from $729 pp9 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: Dec 8 Get a Quote
Celebrity Cruises, Celebrity Apex
7NT Key West, Mexico & Cayman From $929pp $21997 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: Dec 12 Get a Quote
Celebrity Cruises, Celebrity Apex
7NT Key West, Mexico & Cayman From $929pp $21997 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: Dec 12 Get a Quote
Holland America, Rotterdam
10 Nights Western Caribbean Cruise from $780 pp10 Night - Western Caribbean : Greater Antilles, 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
2026 Sails: Dec 12 Get a Quote
Holland America, Zuiderdam
7 Nights Western Caribbean Cruise from $531 pp7 Night - Western Caribbean : Greater Antilles & Mexico - Starting in Miami, Florida, RelaxAway, Half Moon Cay, Bahamas, Ocho Rios, Jamaica, Georgetown, Cayman Islands, Cozumel, Mexico, Miami, Florida
2026 Sails: Dec 12 Get a Quote
Cunard Line, Queen Elizabeth
21 Nights Caribbean Celebration Cruise from $1878 pp21 Night - Caribbean Celebration - Starting in Miami, FL, San Juan, Puerto Rico, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, Philipsburg, St Maarten, Miami, FL, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL
2026 Sails: Dec 17 Get a Quote
Cunard Line, Queen Elizabeth
33 Nights Caribbean & Transatlantic Cruise from $4701 pp33 Night - Caribbean Celebration - Starting in Miami, FL, San Juan, Puerto Rico, St Johns AG, Antigua, Castries, St Lucia, Bridgetown, Barbados, Philipsburg, St Maarten, Miami, FL, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL, Praia da Vitoria, Azores, Portugal, Ponta Delgada, Azores, Portugal, Southampton, England, UK
2026 Sails: Dec 17 Get a Quote
Holland America, Nieuw Statendam
7 Nights Western Caribbean Cruise from $824 pp7 Night - Western Caribbean : Greater Antilles & Mexico - Starting in Fort Lauderdale, Florida, RelaxAway, Half Moon Cay, Bahamas, Ocho Rios, Jamaica, Georgetown, Cayman Islands, Cozumel, Mexico, Fort Lauderdale, Florida
2026 Sails: Dec 20
2027 Sails: Jan 10, Feb 21 Get a Quote
Celebrity Cruises, Celebrity Apex
7NT Key West, Mexico & Cayman From $1,505pp $24997 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: Dec 26 Get a Quote
Cayman Islands Cruise Specials
