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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.

All Cruise Specials


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Norwegian Cruise Line, Norwegian Getaway
Discount
Norwegian Getaway7 NT Caribbean with Balcony & above from $744 pp Plus Free Tips
7 Night - Western Caribbean - Port Canaveral - Starting in Orlando Beaches / Port Canaveral, Fl, Great Stirrup Cay, Bahamas, Montego Bay, Jamaica, George Town, Cayman Islands, Cozumel, Mexico, Orlando Beaches / Port Canaveral, Fl
2026 Sails: Nov 23 Get a Quote
Explora Journeys, EXPLORA I
Discount
EXPLORA I18 NT An Extended Journey Of Historic Echoes & Ocean Breezes from $10010pp
18 Night - An Extended Journey of Historic Echoes & Ocean Breezes - Starting in Miami, Willemstad AN, Oranjestad, Santa Marta, Cartagena CO, George Town, Grand Cayman, Miami, Cozumel, Mexico, Costa Maya, Mexico, Santo Tomas, Belize City, Roatan Island, Miami
2026 Sails: Nov 25 Get a Quote
Holland America, Eurodam
Discount
Eurodam14 night Eastern & Western Caribbean Cruise San Juan & Mexico $1016 pp
14 Night - Eastern & Western Caribbean : San Juan & Mexico - Starting in Fort Lauderdale, Florida, Grand Turk, Turks and Caicos, San Juan, Puerto Rico, St Thomas, US Virgin Islands, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida, RelaxAway, Half Moon Cay, Bahamas, Ocho Rios, Jamaica, Georgetown, Cayman Islands, Cozumel, Mexico, Fort Lauderdale, Florida
2026 Sails: Nov 28 Get a Quote
Norwegian Cruise Line, Norwegian Gem
Discount
Norwegian Gem12 NT Caribbean with Balcony & above from $1191 pp Plus Free Tips
12 Night - Eastern Caribbean - Tampa - Starting in Tampa, Fl, San Juan, Pr, Tortola, British Virgin Islands, Basseterre, Saint Kitts / Nevis, Philipsburg, St Maarten, Netherland Antilles, St Thomas, Vi, Falmouth, Jamaica, George Town, Cayman Islands, Tampa, Fl
2026 Sails: Nov 28 Get a Quote
Norwegian Cruise Line, Norwegian Jewel
Family
Norwegian Jewel10 NT Caribbean with Balcony & above from $1641 pp Plus Free Tips
10 Night - Southern Caribbean - Miami - Starting in Miami, Fl, Great Stirrup Cay, Bahamas, Cabo Rojo, Dominican Republic, Willemstad AN, Netherlands Antilles, Oranjestad, Aruba, Falmouth, Jamaica, George Town, Cayman Islands, Miami, Fl
2026 Sails: Nov 28 Get a Quote
Holland America, Rotterdam
Discount
Rotterdam21 Nights Eastern & Western Caribbean Cruise from $1596 pp
21 Night - Eastern & Western Caribbean : Leeward Islands & Mexico - Starting in Fort Lauderdale, Florida, Philipsburg, Sint Maarten, St Johns AG, Antigua, Roseau, Dominica, Castries, Saint Lucia, Basseterre, St Kitts and Nevis, St Thomas, US Virgin Islands, RelaxAway, Half Moon Cay, Bahamas, 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 1 Get a Quote
Holland America, Zuiderdam
Discount
Zuiderdam14 Nights Eastern & Western Caribbean Cruise from $888 pp
14 Night - Eastern & Western Caribbean : San Juan & Mexico - Starting in Miami, Florida, Grand Turk, Turks and Caicos, San Juan, Puerto Rico, St Thomas, US Virgin Islands, RelaxAway, Half Moon Cay, Bahamas, Miami, Florida, RelaxAway, Half Moon Cay, Bahamas, Ocho Rios, Jamaica, Georgetown, Cayman Islands, Cozumel, Mexico, Miami, Florida
2026 Sails: Dec 5 Get a Quote
Norwegian Cruise Line, Norwegian Epic
Discount
Norwegian Epic7 NT Caribbean with Balcony & above from $604 pp Plus Free Tips
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 Sails: Mar 14 Get a Quote
Norwegian Cruise Line, Norwegian Gem
Discount
Norwegian Gem11 NT Caribbean with Balcony & above from $1059 pp Plus Free Tips
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 Sails: Feb 21 Get a Quote
Norwegian Cruise Line, Norwegian Gem
Family
Norwegian Gem11 NT Caribbean with Balcony & above from $2697 pp Plus Free Tips
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 Sails: Feb 21 Get a Quote

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Cayman Islands Cruise Specials