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10-14 Day Cruises to Key West

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  • 14 Night
    Panama Canal Cruise

    Leaving:
    Tampa
    Visiting:
    Key West, Falmouth ... see more
    Cruise Line:
    Norwegian Cruise Line
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    Itinerary

    Cruise Itinerary

    14 Night Cruise to Key West Route (Norwegian Cruise Line)
    • Day 1
      Tampa
    • Day 2
      Key West
    • Day 3
      Cruising
    • Day 4
      Falmouth
    • Day 5
      Cruising
    • Day 6
      Santa Marta
    • Day 7
      Cartagena (Colombia)
    • Day 8
      Gatun Lake
    • Day 8
      Colon (Cristobal)
    • Day 9
      Puerto Limon
    • Day 10
      Cruising
    • Day 11
      Roatan
    • Day 12
      Harvest Caye
    • Day 13
      Costa Maya
    • Day 14
      Cruising
    • Day 15
      Tampa
    Ship Details

    Norwegian Dawn - Norwegian Cruise Line

    Pros

    Tons of dining, bars and activities keep everyone entertained; refurb is modern, not tacky

    Cons

    Less-than-perfect ship has confusing layout and occasional maintenance issues

    Bottom Line

    Enthusiastic crowd has a fun time onboard, despite upcharges and an older ship

    Reviews

    Norwegian Dawn Reviews

    Cruise Critic Editor Ratings
    Overall
    4.0/5
    Cabins4.0
    Dining4.0
    Service4.0
    Value4.0

    Norwegian Dawn is a ship you love despite its flaws. Built in 2002 as the third ship in the Nor...

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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.

  • 2019 Best for Cabins

    10 Night
    Caribbean - Western Cruise

    Leaving:
    Miami
    Visiting:
    Costa Maya, Harvest Caye ... see more
    Cruise Line:
    Regent Seven Seas Cruises
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    Cruise Itinerary

    10 Night Cruise to Key West Route (Regent Seven Seas Cruises)
    • Day 1
      Miami
    • Day 2
      Cruising
    • Day 3
      Costa Maya
    • Day 4
      Harvest Caye
    • Day 5
      Santo Tomas de Castilla
    • Day 6
      Roatan
    • Day 7
      Cozumel
    • Day 8
      Grand Cayman (Georgetown)
    • Day 9
      Cruising
    • Day 10
      Key West
    • Day 11
      Miami
    Ship Details

    Seven Seas Explorer - Regent Seven Seas Cruises

    Pros

    Gorgeously decorated ship; emphasis on fine dining and intuitive service

    Cons

    Ship action slows at night, and entertainment needs refining

    Bottom Line

    The ship offers an inclusive and completely luxurious experience

    Reviews

    Seven Seas Explorer Reviews

    Cruise Critic Editor Ratings
    Overall
    5.0/5
    Cabins5.0
    Dining5.0
    Service5.0
    Value3.5

    Well before Seven Seas Explorer launched in July 2016, Regent Seven Seas was calling it the "Mo...

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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.

  • 2019 Best for Dining

    14-day
    Eastern Caribbean / Western Caribbean

    Leaving:
    Fort Lauderdale
    Visiting:
    Grand Turk, San Juan ... see more
    Cruise Line:
    Holland America Line
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    Cruise Itinerary

    14 Night Cruise to Key West Route (Holland America Line)
    • Day 1
      Fort Lauderdale (Port Everglades)
    • Day 2
      Cruising
    • Day 3
      Grand Turk
    • Day 4
      San Juan
    • Day 5
      St. Thomas
    • Day 6
      Cruising
    • Day 7
      Half Moon Cay
    • Day 8
      Fort Lauderdale (Port Everglades)
    • Day 9
      Key West
    • Day 10
      Cruising
    • Day 11
      Grand Cayman (Georgetown)
    • Day 12
      Ocho Rios
    • Day 13
      Cruising
    • Day 14
      Half Moon Cay
    • Day 15
      Fort Lauderdale (Port Everglades)
    Ship Details

    Veendam - Holland America Line

    Pros

    Lanai cabins provide direct access to outdoor deck areas

    Cons

    Service can feel snail-paced at times

    Bottom Line

    A "no bells and whistles ship," ideal for relaxing

    Reviews
    Cruise Critic Editor Ratings
    Overall
    4.0/5
    Cabins4.0
    Dining4.0
    Service3.0
    Value4.0

    The last of Holland America's Statendam-class ships, Veendam blends a modicum of hipness with t...

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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.

  • 2019 Best for Value

    10 Night
    Caribbean Cruise

    Leaving:
    Miami
    Visiting:
    Cozumel, Costa Maya ... see more
    Cruise Line:
    Oceania Cruises
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    Cruise Itinerary

    10 Night Cruise to Key West Route (Oceania Cruises)
    • Day 1
      Miami
    • Day 2
      Cruising
    • Day 3
      Cozumel
    • Day 4
      Costa Maya
    • Day 5
      Harvest Caye
    • Day 6
      Santo Tomas de Castilla
    • Day 7
      Roatan
    • Day 8
      Grand Cayman (Georgetown)
    • Day 9
      Cruising
    • Day 10
      Key West
    • Day 11
      Miami
    Ship Details

    Riviera - Oceania Cruises

    Pros

    Emphasis on food and wine pays off with some of the best dining at sea.

    Cons

    Entertainment is lackluster, and the ship shuts down pretty early.

    Bottom Line

    The ship is a perfect fit for foodies and those who want a deeper dive into ports.

    Reviews
    Cruise Critic Editor Ratings
    Overall
    4.5/5
    Cabins5.0
    Dining5.0
    Service4.5
    Value4.0

    Accommodating 1,250 passengers, Riviera is the right size with the right amenities to provide a...

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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.

  • 2019 Best Overall

    10 Night
    Southern Caribbean Cruise

    Leaving:
    Fort Lauderdale
    Visiting:
    Grand Cayman, Aruba ... see more
    Cruise Line:
    Celebrity Cruises
    View Deal
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    Cruise Itinerary

    10 Night Cruise to Key West Route (Celebrity Cruises)
    • Day 1
      Fort Lauderdale (Port Everglades)
    • Day 2
      Cruising
    • Day 3
      Grand Cayman (Georgetown)
    • Day 4
      Cruising
    • Day 5
      Aruba
    • Day 6
      Curacao
    • Day 7
      Bonaire
    • Day 8
      Cruising
    • Day 9
      Cruising
    • Day 10
      Key West
    • Day 11
      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...

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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.

  • 2019 Best for Dining

    10 Night
    Caribbean - Western Cruise

    Leaving:
    Miami
    Visiting:
    Grand Cayman, Cozumel ... see more
    Cruise Line:
    Regent Seven Seas Cruises
    View Deal
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    Itinerary

    Cruise Itinerary

    10 Night Cruise to Key West Route (Regent Seven Seas Cruises)
    • Day 1
      Miami
    • Day 2
      Caribbean Sea (Cruising)
    • Day 3
      Grand Cayman (Georgetown)
    • Day 4
      Cozumel
    • Day 5
      Costa Maya
    • Day 6
      Harvest Caye
    • Day 7
      Santo Tomas de Castilla
    • Day 8
      Roatan
    • Day 9
      Cruising
    • Day 10
      Key West
    • Day 11
      Miami
    Ship Details

    Seven Seas Explorer - Regent Seven Seas Cruises

    Pros

    Gorgeously decorated ship; emphasis on fine dining and intuitive service

    Cons

    Ship action slows at night, and entertainment needs refining

    Bottom Line

    The ship offers an inclusive and completely luxurious experience

    Reviews

    Seven Seas Explorer Reviews

    Cruise Critic Editor Ratings
    Overall
    5.0/5
    Cabins5.0
    Dining5.0
    Service5.0
    Value3.5

    Well before Seven Seas Explorer launched in July 2016, Regent Seven Seas was calling it the "Mo...

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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.

  • 2019 Best for Dining

    10 Night
    Caribbean - Western Cruise

    Leaving:
    Miami
    Visiting:
    Grand Cayman, Cozumel ... see more
    Cruise Line:
    Regent Seven Seas Cruises
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
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    • Fare Includes
    Itinerary

    Cruise Itinerary

    10 Night Cruise to Key West Route (Regent Seven Seas Cruises)
    • Day 1
      Miami
    • Day 2
      Atlantic Ocean (Cruising)
    • Day 3
      Grand Cayman (Georgetown)
    • Day 4
      Cozumel
    • Day 5
      Costa Maya
    • Day 6
      Harvest Caye
    • Day 7
      Santo Tomas de Castilla
    • Day 8
      Roatan
    • Day 9
      Cruising
    • Day 10
      Key West
    • Day 11
      Miami
    Ship Details

    Seven Seas Explorer - Regent Seven Seas Cruises

    Pros

    Gorgeously decorated ship; emphasis on fine dining and intuitive service

    Cons

    Ship action slows at night, and entertainment needs refining

    Bottom Line

    The ship offers an inclusive and completely luxurious experience

    Reviews

    Seven Seas Explorer Reviews

    Cruise Critic Editor Ratings
    Overall
    5.0/5
    Cabins5.0
    Dining5.0
    Service5.0
    Value3.5

    Well before Seven Seas Explorer launched in July 2016, Regent Seven Seas was calling it the "Mo...

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    Compare Cabin Prices

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    Compare Prices

    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.

  • 10 Night
    Costa Rica Cruise

    Leaving:
    Miami
    Visiting:
    Key West, Cozumel ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
    View Cruise Info
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    Itinerary

    Cruise Itinerary

    10 Night Cruise to Key West Route (Windstar Cruises)
    • Day 1
      Miami
    • Day 2
      Key West
    • Day 3
      Cruising
    • Day 4
      Cozumel
    • Day 5
      Belize City
    • Day 6
      Roatan
    • Day 7
      Cruising
    • Day 8
      San Andres Island
    • Day 9
      Puntarenas (Puerto Caldera)
    • Day 10
      Bocas Del Toro
    • Day 11
      Colon (Cristobal)
    Ship Details

    Star Breeze - Windstar Cruises

    Pros

    Small-ship cruising, port-intensive itineraries

    Cons

    Limited entertainment and enrichment activities

    Bottom Line

    Terrific upscale yet casual cruise line for active travelers

    Reviews

    Star Breeze Reviews

    Cruise Critic Editor Ratings
    Overall
    4.0/5
    Cabins5.0
    Dining4.0
    Service4.0
    Value4.0

    The 212-passenger Star Breeze, which joined Windstar's fleet in May 2015, is a yacht-style smal...

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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.

  • 2019 Best Overall

    10 Night
    Caribbean - Western Cruise

    Leaving:
    Miami
    Visiting:
    Roatan, Harvest Caye ... see more
    Cruise Line:
    Regent Seven Seas Cruises
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    • Fare Includes
    Itinerary

    Cruise Itinerary

    10 Night Cruise to Key West Route (Regent Seven Seas Cruises)
    • Day 1
      Miami
    • Day 2
      Cruising
    • Day 3
      Roatan
    • Day 4
      Harvest Caye
    • Day 5
      Santo Tomas de Castilla
    • Day 6
      Costa Maya
    • Day 7
      Cozumel
    • Day 8
      Grand Cayman (Georgetown)
    • Day 9
      Cruising
    • Day 10
      Key West
    • Day 11
      Miami
    Ship Details

    Seven Seas Explorer - Regent Seven Seas Cruises

    Pros

    Gorgeously decorated ship; emphasis on fine dining and intuitive service

    Cons

    Ship action slows at night, and entertainment needs refining

    Bottom Line

    The ship offers an inclusive and completely luxurious experience

    Reviews

    Seven Seas Explorer Reviews

    Cruise Critic Editor Ratings
    Overall
    5.0/5
    Cabins5.0
    Dining5.0
    Service5.0
    Value3.5

    Well before Seven Seas Explorer launched in July 2016, Regent Seven Seas was calling it the "Mo...

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    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