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Cruises to Key West

Key West (Photo:Stockdonkey/Shutterstock)

About Key West

Key West, the southernmost city in the continental U.S., is the last in a chain of tiny tropical islands -- the Florida Keys -- scattered off the mainland. Dubbed the "Conch Republic," Key West is a very popular destination on Western Caribbean itineraries -- and is easily one of the funkiest and fascinating ports of call in all of cruising.

Key West, where natives are lovingly called "Conchs," and the high school football team goes by the "Fighting Conchs," earned its "Conch Republic" nickname in April 1982, when a band of locals declared secession from the U.S. in protest of the U.S. Border Patrol placing a roadblock just north of the top of the Keys.

While federal agents were trying to stymie drug smugglers, Keys residents decried the roadblock as a tourism disaster as well as disrespectful to its people. But Key West's mayor and his supporters failed to sway a federal court in Miami to lift the roadblock. Soon after, he read a proclamation at Mallory Square declaring the Keys no longer a part of the U.S. and demanding $1 million in foreign aid.

The move to secede was short-lived but remains a point of pride for Key Westers, who still fly the blue "Conch Republic" flag in the subtropical heat and ocean breezes. Key West was first settled in 1822 and by 1886 had become America's richest city per capita. Compact, cozy and adorable, the city's Old Town neighborhood is filled with cottages with gingerbread-topped porches, Victorian compounds, sidewalk cafes, cigar stands and T-shirt shops. Residential throughout, every sign, window and awning in Old Town must pass scrutiny of the city-appointed Historic Architectural Review Commission.

Key West cruise ship passengers, who number some 820,000 a year among the island's 3 million visitors, disembark at Mallory Square, a Navy pier near the Westin Resort. But the island city is a breeze to explore by walking, bike, scooter or even pedicab. Famous residents have included Pulitzer Prize-winner Ernest Hemingway, whose home on Simonton Street is now a museum where six-toed cats roam the grounds, pool and living quarters. Key West was also a home away from home for President Harry Truman, whose one-time respite from Washington, D.C., is the "Little White House," a museum by the waterfront.

Art galleries, Cuban coffee, fine dining and overstuffed sandwiches all abound in Key West. Locals will serve you fresh coconut water by drilling a straw hole into one of the green fruits that come from the island's palm trees.

The city famously appeals to all types of folks, and attracts artists, hipsters, foodies and beach bums along with cruise ships. Locals love to repeat the line about never knowing if the guy beside you at the bar in flip flops and a tank top is a millionaire or a former merchant marine -- or both. Rich retirees rub elbows here with those who work two and three jobs to be able to call Key West home.


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  • 4 Night
    Cruise to Key West

    Leaving:
    Miami
    Visiting:
    Key West, Bimini ... see more
    Cruise Line:
    Virgin Voyages
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    Cruise Itinerary

    4 Night Cruise to Key West Route (Virgin Voyages)
    • Day 1
      Miami
    • Day 2
      Key West
    • Day 3
      Bimini
    • Day 4
      Cruising
    • Day 5
      Miami
    Ship Details

    Scarlet Lady - Virgin Voyages

    Reviews

    Scarlet Lady Reviews

    Cruise Critic Editor Ratings
    Overall
    0.0/5

      Highlights Adults-only ships; you must be 18 or older to sail

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  • 7 Night
    Cruise to Key West

    Leaving:
    Fort Lauderdale
    Visiting:
    Key West, Costa Maya ... see more
    Cruise Line:
    Celebrity Cruises
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    7 Night Cruise to Key West Route (Celebrity Cruises)
    • Day 1
      Fort Lauderdale (Port Everglades)
    • Day 2
      Key West
    • Day 3
      Cruising
    • Day 4
      Costa Maya
    • Day 5
      Cozumel
    • Day 6
      Grand Cayman (Georgetown)
    • Day 7
      Cruising
    • Day 8
      Fort Lauderdale (Port Everglades)
    Ship Details

    Celebrity Equinox - Celebrity Cruises

    Pros

    Innovative features like a real grass lawn and glass-blowing show

    Cons

    Main dining could use a little improvement

    Bottom Line

    Sail for a strong mix of dining and activity options

    Reviews

    Celebrity Equinox Reviews

    Cruise Critic Editor Ratings
    Overall
    4.5/5
    Cabins4.0
    Dining4.5
    Service5.0
    Value4.5

    Celebrity Equinox undergwent an extensive refurbishment in May 2019. It received additional...

    Cruise Critic Member Ratings
    Uberic21
    Sail Date Jan 2020
    Antarctica is Indescribable
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    nofufu
    Sail Date Jan 2020
    Equinox with Captain Tassos- great fun
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    What’s included in My Cruise Fare?

    • Cabin
      Room with bed and private bathroom
    • Port Taxes & Fees
    • Service Gratuities
    • Most Onboard Entertainment
    • Kids Club
    • Shore Excursions
    • Wi-Fi
    • Spa Services
    • Select Dining
      Main dining room and/or buffet
    • Specialty Alternative Dining
    • Room Service
    • Butler Service
    • Basic Drinks
      Still water, coffee, and tea
    • Soft Drinks
      Soda and Juice
    • Alcohol
      Beer, wine, and spirits
    • Specialty Coffee Drinks
      Including smoothies and blended drinks
    • Specialty Fitness Classes

    ** inclusions in your cruise fare are based on Cruise Critic’s editorial expertise and not provided by the individual cruise lines. When you book with one of our cruise partners, please be sure to check their site for a full disclosure of all applicable fees. Cruise Critic does not guarantee any specific rates, prices, or amenities included in the fare. Inclusion items in the fare may change at any time and fees may apply for additional items.

  • 7 Night
    Cruise to Key West

    Leaving:
    New Orleans
    Visiting:
    Key West, Nassau ... see more
    Cruise Line:
    Royal Caribbean International
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    7 Night Cruise to Key West Route (Royal Caribbean International)
    • Day 1
      New Orleans
    • Day 2
      Cruising
    • Day 3
      Key West
    • Day 4
      Nassau
    • Day 5
      Perfect Day at CocoCay
    • Day 6
      Cruising
    • Day 7
      Cruising
    • Day 8
      New Orleans
    Ship Details

    Majesty of the Seas - Royal Caribbean International

    Pros

    Fun-filled, short cruises that tick all the boxes -- sun, sea, sand and booze

    Cons

    Older ship with limited attractions, especially if you're used to newer ships

    Bottom Line

    If you want a good value short-break cruise in the sun, you can't go wrong on Majesty

    Reviews

    Majesty of the Seas Reviews

    Cruise Critic Editor Ratings
    Overall
    3.5/5
    Cabins3.0
    Dining3.0
    Service4.0
    Value3.0

    Majesty of the Seas is the perfect ship for three- and four-night cruises. There's enough to do...

    Cruise Critic Member Ratings
    olderbutbetter
    Sail Date Feb 2020
    Old ship not very accessible friendly
    Read More
    Fast Alongside
    Sail Date Feb 2020
    No Diamond Club happy hour on this Bahamas Cruise!
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    Fare Includes

    What’s included in My Cruise Fare?

    • Cabin
      Room with bed and private bathroom
    • Port Taxes & Fees
    • Service Gratuities
    • Most Onboard Entertainment
    • Kids Club
    • Shore Excursions
    • Wi-Fi
    • Spa Services
    • Select Dining
      Main dining room and/or buffet
    • Specialty Alternative Dining
    • Room Service
    • Butler Service
    • Basic Drinks
      Still water, coffee, and tea
    • Soft Drinks
      Soda and Juice
    • Alcohol
      Beer, wine, and spirits
    • Specialty Coffee Drinks
      Including smoothies and blended drinks
    • Specialty Fitness Classes

    ** inclusions in your cruise fare are based on Cruise Critic’s editorial expertise and not provided by the individual cruise lines. When you book with one of our cruise partners, please be sure to check their site for a full disclosure of all applicable fees. Cruise Critic does not guarantee any specific rates, prices, or amenities included in the fare. Inclusion items in the fare may change at any time and fees may apply for additional items.

  • 6 Night
    Cruise to Key West

    Leaving:
    Fort Lauderdale
    Visiting:
    Key West, Grand Cayman ... see more
    Cruise Line:
    Celebrity Cruises
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    Cruise Itinerary

    6 Night Cruise to Key West Route (Celebrity Cruises)
    • Day 1
      Fort Lauderdale (Port Everglades)
    • Day 2
      Key West
    • Day 3
      Cruising
    • Day 4
      Grand Cayman (Georgetown)
    • Day 5
      Cozumel
    • Day 6
      Cruising
    • Day 7
      Fort Lauderdale (Port Everglades)
    Ship Details

    Celebrity Equinox - Celebrity Cruises

    Pros

    Innovative features like a real grass lawn and glass-blowing show

    Cons

    Main dining could use a little improvement

    Bottom Line

    Sail for a strong mix of dining and activity options

    Reviews

    Celebrity Equinox Reviews

    Cruise Critic Editor Ratings
    Overall
    4.5/5
    Cabins4.0
    Dining4.5
    Service5.0
    Value4.5

    Celebrity Equinox undergwent an extensive refurbishment in May 2019. It received additional...

    Cruise Critic Member Ratings
    ms hv pa
    Sail Date Jan 2020
    Three day trip
    Read More
    cnd1010
    Sail Date Jan 2020
    Beautiful Ship! Great Entertainment!
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    Call to plan your cruise 866-501-1694 866-501-1694
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    Fare Includes

    What’s included in My Cruise Fare?

    • Cabin
      Room with bed and private bathroom
    • Port Taxes & Fees
    • Service Gratuities
    • Most Onboard Entertainment
    • Kids Club
    • Shore Excursions
    • Wi-Fi
    • Spa Services
    • Select Dining
      Main dining room and/or buffet
    • Specialty Alternative Dining
    • Room Service
    • Butler Service
    • Basic Drinks
      Still water, coffee, and tea
    • Soft Drinks
      Soda and Juice
    • Alcohol
      Beer, wine, and spirits
    • Specialty Coffee Drinks
      Including smoothies and blended drinks
    • Specialty Fitness Classes

    ** inclusions in your cruise fare are based on Cruise Critic’s editorial expertise and not provided by the individual cruise lines. When you book with one of our cruise partners, please be sure to check their site for a full disclosure of all applicable fees. Cruise Critic does not guarantee any specific rates, prices, or amenities included in the fare. Inclusion items in the fare may change at any time and fees may apply for additional items.

  • 11 Night
    Cruise to Key West

    Leaving:
    Fort Lauderdale
    Visiting:
    Key West, New Orleans ... see more
    Cruise Line:
    Celebrity Cruises
    View Deal
    View Cruise Info
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    Itinerary

    Cruise Itinerary

    11 Night Cruise to Key West Route (Celebrity Cruises)
    • Day 1
      Fort Lauderdale (Port Everglades)
    • Day 2
      Key West
    • Day 3
      Cruising
    • Day 4
      New Orleans
    • Day 5
      New Orleans
    • Day 6
      New Orleans
    • Day 7
      Cruising
    • Day 8
      Costa Maya
    • Day 9
      Cozumel
    • Day 10
      Grand Cayman (Georgetown)
    • Day 11
      Cruising
    • Day 12
      Fort Lauderdale (Port Everglades)
    Ship Details

    Celebrity Equinox - Celebrity Cruises

    Pros

    Innovative features like a real grass lawn and glass-blowing show

    Cons

    Main dining could use a little improvement

    Bottom Line

    Sail for a strong mix of dining and activity options

    Reviews

    Celebrity Equinox Reviews

    Cruise Critic Editor Ratings
    Overall
    4.5/5
    Cabins4.0
    Dining4.5
    Service5.0
    Value4.5

    Celebrity Equinox undergwent an extensive refurbishment in May 2019. It received additional...

    Cruise Critic Member Ratings
    twins_to_alaska
    Sail Date Jan 2020
    2 Night Nassau Cruise in Aqua Class
    Read More
    lissi06
    Sail Date Jan 2020
    Not for the young
    Read More
    Cabin Comparison

    Compare Cabin Prices

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    Call to plan your cruise 866-501-1694 866-501-1694
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    Fare Includes

    What’s included in My Cruise Fare?

    • Cabin
      Room with bed and private bathroom
    • Port Taxes & Fees
    • Service Gratuities
    • Most Onboard Entertainment
    • Kids Club
    • Shore Excursions
    • Wi-Fi
    • Spa Services
    • Select Dining
      Main dining room and/or buffet
    • Specialty Alternative Dining
    • Room Service
    • Butler Service
    • Basic Drinks
      Still water, coffee, and tea
    • Soft Drinks
      Soda and Juice
    • Alcohol
      Beer, wine, and spirits
    • Specialty Coffee Drinks
      Including smoothies and blended drinks
    • Specialty Fitness Classes

    ** inclusions in your cruise fare are based on Cruise Critic’s editorial expertise and not provided by the individual cruise lines. When you book with one of our cruise partners, please be sure to check their site for a full disclosure of all applicable fees. Cruise Critic does not guarantee any specific rates, prices, or amenities included in the fare. Inclusion items in the fare may change at any time and fees may apply for additional items.

  • 5 Night
    Cruise to Key West

    Leaving:
    Miami
    Visiting:
    Key West, Nassau ... see more
    Cruise Line:
    Norwegian Cruise Line
    View Deal
    View Cruise Info
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    Itinerary

    Cruise Itinerary

    5 Night Cruise to Key West Route (Norwegian Cruise Line)
    • Day 1
      Miami
    • Day 2
      Key West
    • Day 3
      Nassau
    • Day 4
      Freeport
    • Day 5
      Great Stirrup Cay
    • Day 6
      Miami
    Ship Details

    Norwegian Sky - Norwegian Cruise Line

    Pros

    Jam-packed activity schedule and lively onboard atmosphere

    Cons

    Only sails short, three- to five-night itineraries

    Bottom Line

    Perfectly sized ship for short trips to Bahamas, with fun, festive atmosphere

    Reviews

    Norwegian Sky Reviews

    Cruise Critic Editor Ratings
    Overall
    3.5/5
    Cabins3.0
    Dining4.0
    Service4.5
    Value4.0

    Norwegian Sky is not the newest ship at sea, but it packs a big punch with a fun slate of nonst...

    Cruise Critic Member Ratings
    PJ2911
    Sail Date Jan 2020
    Good price, average cruise
    Read More
    fsnycruisereview
    Sail Date Jan 2020
    Great getaway for Northerners
    Read More
    Cabin Comparison

    Compare Cabin Prices

    No Results Found
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    Call to plan your cruise 866-501-1694 866-501-1694
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    Fare Includes

    What’s included in My Cruise Fare?

    • Cabin
      Room with bed and private bathroom
    • Port Taxes & Fees
    • Service Gratuities
    • Most Onboard Entertainment
    • Kids Club
    • Shore Excursions
    • Wi-Fi
    • Spa Services
    • Select Dining
      Main dining room and/or buffet
    • Specialty Alternative Dining
    • Room Service
    • Butler Service
    • Basic Drinks
      Still water, coffee, and tea
    • Soft Drinks
      Soda and Juice
    • Alcohol
      Beer, wine, and spirits
    • Specialty Coffee Drinks
      Including smoothies and blended drinks
    • Specialty Fitness Classes

    ** inclusions in your cruise fare are based on Cruise Critic’s editorial expertise and not provided by the individual cruise lines. When you book with one of our cruise partners, please be sure to check their site for a full disclosure of all applicable fees. Cruise Critic does not guarantee any specific rates, prices, or amenities included in the fare. Inclusion items in the fare may change at any time and fees may apply for additional items.

  • 3 Night
    Cruise to Key West

    Leaving:
    Miami
    Visiting:
    Key West, Nassau ... see more
    Cruise Line:
    Norwegian Cruise Line
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    • Fare Includes
    Itinerary

    Cruise Itinerary

    3 Night Cruise to Key West Route (Norwegian Cruise Line)
    • Day 1
      Miami
    • Day 2
      Key West
    • Day 3
      Nassau
    • Day 4
      Miami
    Ship Details

    Norwegian Sky - Norwegian Cruise Line

    Pros

    Jam-packed activity schedule and lively onboard atmosphere

    Cons

    Only sails short, three- to five-night itineraries

    Bottom Line

    Perfectly sized ship for short trips to Bahamas, with fun, festive atmosphere

    Reviews

    Norwegian Sky Reviews

    Cruise Critic Editor Ratings
    Overall
    3.5/5
    Cabins3.0
    Dining4.0
    Service4.5
    Value4.0

    Norwegian Sky is not the newest ship at sea, but it packs a big punch with a fun slate of nonst...

    Cruise Critic Member Ratings
    klp7301
    Sail Date Jan 2020
    Exceptional customer service
    Read More
    anneluise
    Sail Date Jan 2020
    Underwhelmed and over priced
    Read