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May 2027 Cruise Specials

We've gathered all of the May 2027 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 May 2027 cruises) to receive multiple custom cruise options to compare, please visit our Cruise Search page.

All Cruise Specials


If you need help choosing a cruise, try our Virtual Cruise Advisor™ or Live Help.

Royal Caribbean, Harmony of the Seas
Discount
Harmony of the Seas7NT Eastern Caribbean & Perfect Day From $1,024pp $1899
7 Night - Perfect Day Cococay & East Carib - Starting in Orlando (Port Canaveral), Fl, Perfect Day Cococay, Bahamas, Charlotte Amalie, St Thomas, Philipsburg, St Maarten, Orlando (Port Canaveral), Fl
2027 Sails: May 1 Get a Quote
Royal Caribbean, Harmony of the Seas
Family
Harmony of the Seas7NT Eastern Caribbean & Perfect Day From $1,024pp $1899
7 Night - Perfect Day Cococay & East Carib - Starting in Orlando (Port Canaveral), Fl, Perfect Day Cococay, Bahamas, Charlotte Amalie, St Thomas, Philipsburg, St Maarten, Orlando (Port Canaveral), Fl
2027 Sails: May 1 Get a Quote
Celebrity Cruises, Celebrity Beyond
Discount
Celebrity Beyond6NT Grand Turk, Puerto Plata & Bahamas From $1,016pp $1899
6 Night - Grand Turk, Puerto Plata & Bahamas - Starting in Miami, Florida, Grand Turk, Turks and Caicos, Puerto Plata, Dominican Republic, Nassau, Bahamas, Miami, Florida
2027 Sails: May 2 Get a Quote
Celebrity Cruises, Celebrity Beyond
Luxury and Exotic
Celebrity Beyond6NT Grand Turk, Puerto Plata & Bahamas From $1,016pp $1899
6 Night - Grand Turk, Puerto Plata & Bahamas - Starting in Miami, Florida, Grand Turk, Turks and Caicos, Puerto Plata, Dominican Republic, Nassau, Bahamas, Miami, Florida
2027 Sails: May 2 Get a Quote
Royal Caribbean, Star of the Seas
Discount
Star of the Seas7NT Eastern Caribbean From $1,257pp $2099
7 Night - Eastern Caribbean - Starting in Orlando (Port Canaveral), Fl, Charlotte Amalie, St Thomas, Samana, Dominican Republic, Labadee, Haiti, Orlando (Port Canaveral), Fl
2027 Sails: May 2 Get a Quote
Royal Caribbean, Star of the Seas
Family
Star of the Seas7NT Eastern Caribbean From $1,257pp $2099
7 Night - Eastern Caribbean - Starting in Orlando (Port Canaveral), Fl, Charlotte Amalie, St Thomas, Samana, Dominican Republic, Labadee, Haiti, Orlando (Port Canaveral), Fl
2027 Sails: May 2 Get a Quote
Oceania Cruises, Oceania Insignia
Discount
Oceania Insignia12NT Legacy Of The Windsors From $5,699pp $6899
12 Night - Legacy of the Windsors - Starting in London (Southampton), Newcastle UK, Edinburgh (Leith), Invergordon, United Kingdom, Glasgow (Greenock), Belfast, Dublin, Holyhead, Waterford, Fowey, London (Southampton)
2027 Sails: May 4 Get a Quote
Oceania Cruises, Oceania Insignia
Luxury and Exotic
Oceania Insignia12NT Legacy Of The Windsors From $5,699pp $6899
12 Night - Legacy of the Windsors - Starting in London (Southampton), Newcastle UK, Edinburgh (Leith), Invergordon, United Kingdom, Glasgow (Greenock), Belfast, Dublin, Holyhead, Waterford, Fowey, London (Southampton)
2027 Sails: May 4 Get a Quote
Celebrity Cruises, Celebrity Edge
Discount
Celebrity Edge8NT Hawaii Cruise From $1,310pp $2199
8 Night - Hawaii Cruise - Starting in Honolulu, Oahu, Hawaii, Kailua Kona, Hawaii, Vancouver, British Columbia
2027 Sails: May 6 Get a Quote
Celebrity Cruises, Celebrity Edge
Luxury and Exotic
Celebrity Edge8NT Hawaii Cruise From $1,310pp $2199
8 Night - Hawaii Cruise - Starting in Honolulu, Oahu, Hawaii, Kailua Kona, Hawaii, Vancouver, British Columbia
2027 Sails: May 6 Get a Quote

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May 2027 Cruise Specials