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.
Celebrity Cruises, Celebrity Apex
7 Days Caribbean-Western Celebrity Cruises • Celebrity Apex $6987 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, Nov 28, Dec 12, Dec 26
2027 Sails: Jan 9, Jan 23, Feb 6, Mar 6, Mar 20, Apr 3 Get a Quote
Cunard Line, Queen Elizabeth
21 Nights Caribbean Cruise from $1965 pp plus OBC21 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 Get a Quote
Cunard Line, Queen Elizabeth
9 Nights Western Caribbean Cruise from $860 pp plus OBC9 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 Get a Quote
Cunard Line, Queen Elizabeth
21 Nights Caribbean Cruise from $1913 pp plus OBC21 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 Get a Quote
Explora Journeys, EXPLORA I
10 Night Caribbean Charm & Spectacular Natural Beauty from$4650 pp10 Night - A Journey of Caribbean Charm & Spectacular Natural Beauty - Starting in Miami, Willemstad AN, Oranjestad, Santa Marta, Cartagena CO, George Town, Grand Cayman, Miami
2026 Sails: Nov 25 Get a Quote
Cunard Line, Queen Elizabeth
21 Nights Caribbean Cruise from $1995 pp plus OBC21 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 26 Get a Quote
Celebrity Cruises, Celebrity Beyond
7NT Grand Cayman, Mexico & Bahamas From $679pp $16997 Night - Grand Cayman, Mexico & Bahamas - Starting in Fort Lauderdale, Florida, Nassau, Bahamas, Cozumel, Mexico, George Town, Grand Cayman, Fort Lauderdale, Florida
2026 Sails: Dec 6 Get a Quote
Celebrity Cruises, Celebrity Beyond
7NT Grand Cayman, Mexico & Bahamas From $679pp $16997 Night - Grand Cayman, Mexico & Bahamas - Starting in Fort Lauderdale, Florida, Nassau, Bahamas, Cozumel, Mexico, George Town, Grand Cayman, Fort Lauderdale, Florida
2026 Sails: Dec 6 Get a Quote
Cunard Line, Queen Elizabeth
9 Nights Western Caribbean Cruise from $887 pp plus OBC9 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
Cunard Line, Queen Elizabeth
21 Nights Caribbean Celebration Cruise from $2051 pp plus OBC21 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
Cayman Islands Cruise Specials
