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Private Islands Cruise Specials

We've gathered all of the Private 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 Private Islands cruises) to receive multiple custom cruise options to compare, please visit our Cruise Search page.

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Royal Caribbean, Harmony of the Seas
Family
Harmony of the Seas7NT Eastern Caribbean & Perfect Day From $1,181pp $1999
7 Night - Eastern Caribbean & Perfect Day - Starting in Orlando (Port Canaveral), Fl, Nassau, Bahamas, Perfect Day Cococay, Bahamas, San Juan, Puerto Rico, Puerto Plata, Dominican Republic, Orlando (Port Canaveral), Fl
2026 Sails: Nov 21 Get a Quote
Regent Seven Seas, Seven Seas Grandeur
Discount
Seven Seas GrandeurRegent Seven Seas Grandeur | Fall For The Caribbean $6099
7 Night - Fall for the Caribbean - Starting in Miami, Cruising the Caribbean Sea, Roatan, Santo Tomas De Castilla, Harvest Caye, Costa Maya, Mexico, Cruising the Straits of Florida, Miami
2026 Sails: Nov 22 Get a Quote
Royal Caribbean, Star of the Seas
Discount
Star of the Seas7NT Western Caribbean & Perfect Day From $1,935pp $2899
7 Night - Western Caribbean & Perfect Day - Starting in Orlando (Port Canaveral), Fl, Puerto Costa Maya, Mexico, Roatan, Honduras, Cozumel, Mexico, Perfect Day Cococay, Bahamas, Orlando (Port Canaveral), Fl
2026 Sails: Nov 22 Get a Quote
Royal Caribbean, Star of the Seas
Family
Star of the Seas7NT Western Caribbean & Perfect Day From $1,935pp $2899
7 Night - Western Caribbean & Perfect Day - Starting in Orlando (Port Canaveral), Fl, Puerto Costa Maya, Mexico, Roatan, Honduras, Cozumel, Mexico, Perfect Day Cococay, Bahamas, Orlando (Port Canaveral), Fl
2026 Sails: Nov 22 Get a Quote
Royal Caribbean, Harmony of the Seas
Discount
Harmony of the Seas7NT Eastern Caribbean & Perfect Day From $824pp $1899
7 Night - Eastern Caribbean & Perfect Day - Starting in Orlando (Port Canaveral), Fl, Philipsburg, St Maarten, San Juan, Puerto Rico, Perfect Day Cococay, Bahamas, Orlando (Port Canaveral), Fl
2026 Sails: Nov 28 Get a Quote
Royal Caribbean, Harmony of the Seas
Family
Harmony of the Seas7NT Eastern Caribbean & Perfect Day From $824pp $1899
7 Night - Eastern Caribbean & Perfect Day - Starting in Orlando (Port Canaveral), Fl, Philipsburg, St Maarten, San Juan, Puerto Rico, Perfect Day Cococay, Bahamas, Orlando (Port Canaveral), Fl
2026 Sails: Nov 28 Get a Quote
Royal Caribbean, Star of the Seas
Discount
Star of the Seas7NT Eastern Caribbean & Perfect Day From $1,261pp $2499
7 Night - Eastern Caribbean & Perfect Day - Starting in Orlando (Port Canaveral), Fl, Perfect Day Cococay, Bahamas, Charlotte Amalie, St Thomas, Philipsburg, St Maarten, Orlando (Port Canaveral), Fl
2026 Sails: Nov 29 Get a Quote
Royal Caribbean, Star of the Seas
Family
Star of the Seas7NT Eastern Caribbean & Perfect Day From $1,261pp $2499
7 Night - Eastern Caribbean & Perfect Day - Starting in Orlando (Port Canaveral), Fl, Perfect Day Cococay, Bahamas, Charlotte Amalie, St Thomas, Philipsburg, St Maarten, Orlando (Port Canaveral), Fl
2026 Sails: Nov 29 Get a Quote
Royal Caribbean, Harmony of the Seas
Discount
Harmony of the Seas7NT Eastern Caribbean & Perfect Day From $812pp $1899
7 Night - Eastern Caribbean & Perfect Day - Starting in Orlando (Port Canaveral), Fl, Philipsburg, St Maarten, San Juan, Puerto Rico, Perfect Day Cococay, Bahamas, Orlando (Port Canaveral), Fl
2026 Sails: Dec 5 Get a Quote
Royal Caribbean, Harmony of the Seas
Family
Harmony of the Seas7NT Eastern Caribbean & Perfect Day From $812pp $1899
7 Night - Eastern Caribbean & Perfect Day - Starting in Orlando (Port Canaveral), Fl, Philipsburg, St Maarten, San Juan, Puerto Rico, Perfect Day Cococay, Bahamas, Orlando (Port Canaveral), Fl
2026 Sails: Dec 5 Get a Quote

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Private Islands Cruise Specials