Cruises to Key West

249 cruises found
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4 Night Cruise to Key West
Departure Port: Miami
Sailing Dates
2018 Nov 20 More
2019 Mar 11 Mar 21 Less
Azamara Club Cruises
Azamara Journey
Pro: Unique programming, friendly service and impressive commitment to destination cruising
Con: Limited entertainment options, including a too-small casino, and hit-or-miss theater offerings
Bottom Line: Great choice for a truly grown-up getaway with more time in port
Day 1 Miami
Day 2 Key West
Day 3 Havana
Day 4 Havana
Day 5 Miami
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9 Night Cruise to Key West
Departure Port: Miami
Sailing Dates
2019 Dec 10
Azamara Club Cruises
Azamara Journey
Pro: Unique programming, friendly service and impressive commitment to destination cruising
Con: Limited entertainment options, including a too-small casino, and hit-or-miss theater offerings
Bottom Line: Great choice for a truly grown-up getaway with more time in port
Day 1 Miami
Day 2 Cruising
Day 3 Cozumel
Day 4 Costa Maya
Day 5 Santos (Sao Paulo)
Day 6 Cruising
Day 7 Grand Cayman
Day 8 Cruising
Day 9 Key West
Day 10 Miami
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10 Night Cruise to Key West
Departure Port: Miami
Sailing Dates
2018 Dec 11
Azamara Club Cruises
Azamara Journey
Pro: Unique programming, friendly service and impressive commitment to destination cruising
Con: Limited entertainment options, including a too-small casino, and hit-or-miss theater offerings
Bottom Line: Great choice for a truly grown-up getaway with more time in port
Day 1 Miami
Day 2 Key West
Day 3 Havana
Day 4 Havana
Day 5 Cruising
Day 6 Grand Cayman
Day 7 Cienfuegos
Day 8 Cruising
Day 9 Santiago de Cuba
Day 10 Cruising
Day 11 Miami
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15 Night Cruise to Key West
Departure Port: Miami
Sailing Dates
2018 Dec 21
Azamara Club Cruises
Azamara Journey
Pro: Unique programming, friendly service and impressive commitment to destination cruising
Con: Limited entertainment options, including a too-small casino, and hit-or-miss theater offerings
Bottom Line: Great choice for a truly grown-up getaway with more time in port
Day 1 Miami
Day 2 Key West
Day 3 Havana
Day 4 Havana
Day 5 Cruising
Day 6 Grand Cayman
Day 7 Cruising
Day 8 Cruising
Day 9 Curacao
Day 10 Bonaire
Day 11 Aruba
Day 12 Cruising
Day 13 Santiago de Cuba
Day 14 Labadee
Day 15 Cruising
Day 16 Miami
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13 Night Cruise to Key West
Departure Port: Miami
Sailing Dates
2017 Dec 22
Azamara Club Cruises
Azamara Quest
Pro: Strong focus on destination immersion with unique shore excursions
Con: Limited onboard entertainment might make for dull evenings
Bottom Line: Destination-immersive, upscale cruising, with not a lot of nickel and diming
Day 1 Miami
Day 2 CocoCay
Day 3 Cruising
Day 4 Cruising
Day 5 St. Barts
Day 6 Dominica
Day 7 Barbados
Day 8 St. Lucia
Day 9 Antigua
Day 10 Virgin Gorda
Day 11 Cruising
Day 12 Cruising
Day 13 Key West
Day 14 Miami

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7 Night Cruise to Key West
Departure Port: Miami
Sailing Dates
2017 Nov 20
Azamara Club Cruises
Azamara Quest
Pro: Strong focus on destination immersion with unique shore excursions
Con: Limited onboard entertainment might make for dull evenings
Bottom Line: Destination-immersive, upscale cruising, with not a lot of nickel and diming
Day 1 Miami
Day 2 Key West
Day 3 Havana
Day 4 Havana
Day 5 Cozumel
Day 6 Cozumel
Day 7 Cruising
Day 8 Miami
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10 Night Cruise to Key West
Departure Port: Miami
Sailing Dates
2018 Mar 28
Azamara Club Cruises
Azamara Quest
Pro: Strong focus on destination immersion with unique shore excursions
Con: Limited onboard entertainment might make for dull evenings
Bottom Line: Destination-immersive, upscale cruising, with not a lot of nickel and diming
Day 1 Miami
Day 2 Key West
Day 3 Havana
Day 4 Havana
Day 5 Havana
Day 6 Cruising
Day 7 Cienfuegos
Day 8 Cruising
Day 9 Santiago de Cuba
Day 10 Cruising
Day 11 Miami
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7 Night Cruise to Key West
Departure Port: Tampa
Sailing Dates
2017 Nov 23
Royal Caribbean International
Brilliance of the Seas
Pros: Good dining for line's pricing, particularly at Windjammer and specialty restaurants
Cons: Air quality is smoky throughout ship despite smoking restrictions
Bottom Line: This comfortable, midsize ship is a good choice for theme cruises or short itineraries
Day 1 Tampa
Day 2 Key West
Day 3 Cruising
Day 4 Roatan
Day 5 Cozumel
Day 6 Grand Cayman
Day 7 Cruising
Day 8 Tampa
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5 Night Cruise to Key West
Departure Port: Tampa
Sailing Dates
2017 Dec 18 Dec 28 More
2018 Jan 29 Feb 26 Mar 12 Mar 26
Sep 17 Oct 1 Oct 15 Oct 29
Nov 12 Nov 26 Dec 10 Less
Royal Caribbean International
Brilliance of the Seas
Pros: Good dining for line's pricing, particularly at Windjammer and specialty restaurants
Cons: Air quality is smoky throughout ship despite smoking restrictions
Bottom Line: This comfortable, midsize ship is a good choice for theme cruises or short itineraries
Day 1 Tampa
Day 2 Key West
Day 3 Cruising
Day 4 Cozumel
Day 5 Cruising
Day 6 Tampa
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5 Night Cruise to Key West
Departure Port: Tampa
Sailing Dates
2018 Dec 24
Royal Caribbean International
Brilliance of the Seas
Pros: Good dining for line's pricing, particularly at Windjammer and specialty restaurants
Cons: Air quality is smoky throughout ship despite smoking restrictions
Bottom Line: This comfortable, midsize ship is a good choice for theme cruises or short itineraries
Day 1 Tampa
Day 2 Cruising
Day 3 Key West
Day 4 Cozumel
Day 5 Cruising
Day 6 Tampa
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7 Night Cruise to Key West
Departure Port: Tampa
Sailing Dates
2017 Dec 11
Royal Caribbean International
Brilliance of the Seas
Pros: Good dining for line's pricing, particularly at Windjammer and specialty restaurants
Cons: Air quality is smoky throughout ship despite smoking restrictions
Bottom Line: This comfortable, midsize ship is a good choice for theme cruises or short itineraries
Day 1 Tampa
Day 2 Key West
Day 3 Cruising
Day 4 Grand Cayman
Day 5 Cozumel
Day 6 Costa Maya
Day 7 Cruising
Day 8 Tampa
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7 Night Cruise to Key West
Departure Port: Galveston
Sailing Dates
2017 Dec 31
Carnival Cruise Line
Carnival Breeze
Pro: Variety of diversions and dining options
Con: Crowds and informal party atmosphere might be a turn-off
Bottom Line: Carnival's fun-for-everyone ethic at its best
Day 1 Galveston
Day 2 Cruising
Day 3 Key West
Day 4 Nassau
Day 5 Freeport
Day 6 Cruising
Day 7 Cruising
Day 8 Galveston
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7 Night Cruise to Key West
Departure Port: Galveston
Sailing Dates
2017 Nov 26 More
2018 Feb 4 Feb 18 Apr 15 May 27
Jul 8 Aug 19 Less
Carnival Cruise Line
Carnival Breeze
Pro: Variety of diversions and dining options
Con: Crowds and informal party atmosphere might be a turn-off
Bottom Line: Carnival's fun-for-everyone ethic at its best
Day 1 Galveston
Day 2 Cruising
Day 3 Key West
Day 4 Freeport
Day 5 Nassau
Day 6 Cruising
Day 7 Cruising
Day 8 Galveston
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7 Night Cruise to Key West
Departure Port: New Orleans
Sailing Dates
2017 Nov 19 More
2018 Jan 28 Apr 8 Jun 17 Aug 26 Less
Carnival Cruise Line
Carnival Dream
Pros: Very little upselling with all entertainment and most dining venues included in the fare
Cons: Limited choices for dinner and evening drinks
Bottom Line: A ship with a happy vibe, where passengers are having fun and crew is genuinely friendly
Outdoor Lanai promenade circles the entire ship
Day 1 New Orleans
Day 2 Cruising
Day 3 Key West
Day 4 Freeport
Day 5 Nassau
Day 6 Cruising
Day 7 Cruising
Day 8 New Orleans
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8 Night Cruise to Key West
Departure Port: Mobile
Sailing Dates
2018 Nov 3
Carnival Cruise Line
Carnival Fantasy
Pro: Exceptional service/friendly crew and passengers; tasty food; clean, comfortable cabins
Con: Only one main swimming pool; oldest ship in the Carnival fleet
Bottom Line: Ideal for families; excellent value for singles/couples and first-time cruisers
Day 1 Mobile
Day 2 Cruising
Day 3 Key West
Day 4 Freeport
Day 5 Princess Cays
Day 6 Nassau
Day 7 Cruising
Day 8 Cruising
Day 9 Mobile
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