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6-9 Day Cruises from St. Maarten

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  • 2019 Best for Cabins

    7-day
    Classic Yachtsman's Caribbean

    Leaving:
    St. Maarten
    Visiting:
    St. Barts, St. Kitts ... see more
    Cruise Line:
    Seabourn Cruise Line
    View Deal
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    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
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    • Fare Includes
    Itinerary

    Cruise Itinerary

    • Day 1
      St. Maarten
    • Day 2
      Cruising
    • Day 3
      St. Barts
    • Day 4
      St. Kitts (Port Zante)
    • Day 5
      Terre-de-Haut
    • Day 6
      St. Lucia
    • Day 7
      Mayreau
    • Day 8
      Barbados
    Ship Details

    Seabourn Odyssey - Seabourn Cruise Line

    Pros

    The ship's ambience is contemporary and elegantly casual with plenty of options

    Cons

    Service on a vessel known for intuitive crew was surprisingly inconsistent

    Bottom Line

    The ship is ultra-comfortable, social and small enough to nip into offbeat ports

    Reviews

    Seabourn Odyssey Reviews

    Cruise Critic Editor Ratings
    Overall
    4.5/5
    Cabins4.0
    Dining5.0
    Service4.0
    Value4.0

    When the contemporary-styled Seabourn Odyssey debuted back in 2009, it was hailed as a revoluti...

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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 Fitness & Recreation

    7 Night
    Caribbean Cruise

    Leaving:
    St. Maarten
    Visiting:
    St. Barts, St. Kitts ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
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    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
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    • Fare Includes
    Itinerary

    Cruise Itinerary

    • Day 1
      St. Maarten
    • Day 2
      St. Barts
    • Day 3
      St. Kitts (Port Zante)
    • Day 4
      Little Bay
    • Day 5
      Martinique
    • Day 6
      St. Lucia
    • Day 7
      Iles des Saintes
    • Day 8
      St. Maarten
    Ship Details

    Wind Surf - Windstar Cruises

    Pros

    Laid-back yacht feel; unique watersports platform; fantastic deck barbecue; friendly crew

    Cons

    No balcony cabins; food and service hit and miss; stairwells and passageways feel tired

    Bottom Line

    Intimate seven-sail ship with low-key entertainment; needs improvements to dining options

    Reviews

    Wind Surf Reviews

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

    The stunning five-mast, seven-sail Wind Surf takes the prize of largest vessel in the Windstar ...

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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 Fitness & Recreation

    7 Night
    Caribbean Cruise

    Leaving:
    St. Maarten
    Visiting:
    Charlestown, Roseau ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    • Fare Includes
    Itinerary

    Cruise Itinerary

    • Day 1
      St. Maarten
    • Day 2
      Charlestown
    • Day 3
      Roseau
    • Day 4
      St. Lucia
    • Day 5
      Iles des Saintes
    • Day 6
      St. Kitts (Port Zante)
    • Day 7
      St. Barts
    • Day 8
      St. Maarten
    Ship Details

    Wind Surf - Windstar Cruises

    Pros

    Laid-back yacht feel; unique watersports platform; fantastic deck barbecue; friendly crew

    Cons

    No balcony cabins; food and service hit and miss; stairwells and passageways feel tired

    Bottom Line

    Intimate seven-sail ship with low-key entertainment; needs improvements to dining options

    Reviews

    Wind Surf Reviews

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

    The stunning five-mast, seven-sail Wind Surf takes the prize of largest vessel in the Windstar ...

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    Cabin Comparison

    Compare Cabin Prices

    No Results Found
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    View All Prices

    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.

  • 2019 Best for Public Rooms

    7 Night
    Caribbean Cruise

    Leaving:
    St. Maarten
    Visiting:
    St. Kitts, Little Bay ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    • Fare Includes
    Itinerary

    Cruise Itinerary

    • Day 1
      St. Maarten
    • Day 2
      St. Kitts (Port Zante)
    • Day 3
      Little Bay
    • Day 4
      St. Barts
    • Day 5
      Deshaies
    • Day 6
      Roseau
    • Day 7
      St. Lucia
    • Day 8
      Barbados
    Ship Details

    Wind Surf - Windstar Cruises

    Pros

    Laid-back yacht feel; unique watersports platform; fantastic deck barbecue; friendly crew

    Cons

    No balcony cabins; food and service hit and miss; stairwells and passageways feel tired

    Bottom Line

    Intimate seven-sail ship with low-key entertainment; needs improvements to dining options

    Reviews

    Wind Surf Reviews

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

    The stunning five-mast, seven-sail Wind Surf takes the prize of largest vessel in the Windstar ...

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    Cabin Comparison

    Compare Cabin Prices

    No Results Found
    Loading...
    View All Prices

    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.

  • 2019 Best for Dining

    7 Night
    Caribbean Cruise

    Leaving:
    St. Maarten
    Visiting:
    Charlestown, Roseau ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    • Fare Includes
    Itinerary

    Cruise Itinerary

    • Day 1
      St. Maarten
    • Day 2
      Charlestown
    • Day 3
      Roseau
    • Day 4
      St. Lucia
    • Day 5
      Iles des Saintes
    • Day 6
      St. Barts
    • Day 7
      St. Kitts (Port Zante)
    • Day 8
      St. Maarten
    Ship Details

    Wind Surf - Windstar Cruises

    Pros

    Laid-back yacht feel; unique watersports platform; fantastic deck barbecue; friendly crew

    Cons

    No balcony cabins; food and service hit and miss; stairwells and passageways feel tired

    Bottom Line

    Intimate seven-sail ship with low-key entertainment; needs improvements to dining options

    Reviews

    Wind Surf Reviews

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

    The stunning five-mast, seven-sail Wind Surf takes the prize of largest vessel in the Windstar ...

    Loading...
    Cabin Comparison

    Compare Cabin Prices

    No Results Found
    Loading...
    View All Prices

    Compare Prices

    Call to plan your cruise 866-501-1694 866-501-1694
    Loading...
    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

    7 Night
    Caribbean Cruise

    Leaving:
    St. Maarten
    Visiting:
    Roseau, St. Lucia ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    • Fare Includes
    Itinerary

    Cruise Itinerary

    • Day 1
      St. Maarten
    • Day 2
      Roseau
    • Day 3
      St. Lucia
    • Day 4
      Iles des Saintes
    • Day 5
      St. Barts
    • Day 6
      St. Kitts (Port Zante)
    • Day 7
      Charlestown
    • Day 8
      St. Maarten
    Ship Details

    Wind Surf - Windstar Cruises

    Pros

    Laid-back yacht feel; unique watersports platform; fantastic deck barbecue; friendly crew

    Cons

    No balcony cabins; food and service hit and miss; stairwells and passageways feel tired

    Bottom Line

    Intimate seven-sail ship with low-key entertainment; needs improvements to dining options

    Reviews

    Wind Surf Reviews

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

    The stunning five-mast, seven-sail Wind Surf takes the prize of largest vessel in the Windstar ...

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    Cabin Comparison

    Compare Cabin Prices

    No Results Found
    Loading...
    View All Prices

    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.

  • 7 Night
    Treasure Islands

    Leaving:
    St. Maarten
    Visiting:
    Road Bay, Gorda Sound ... see more
    Cruise Line:
    Star Clippers
    View Deal
    View Cruise Info
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    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
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    Itinerary

    Cruise Itinerary

    • Day 1
      St. Maarten
    • Day 2
      Road Bay
    • Day 3
      Gorda Sound
    • Day 4
      Gorda Sound
    • Day 4
      Norman Island
    • Day 4
      Sopers Hole
    • Day 5
      Sopers Hole
    • Day 5
      Jost Van Dyke
    • Day 6
      St. Kitts (Port Zante)
    • Day 6
      South Friars Beach
    • Day 7
      St. Barts
    • Day 8
      St. Maarten
    Ship Details

    Star Flyer - Star Clippers

    Pros

    The thrill of sailing on a beautiful masted clipper ship

    Cons

    Small cabins

    Bottom line

    A unique experience for active passengers seeking a cruise with a difference

    Reviews

    Star Flyer Reviews

    Cruise Critic Editor Ratings
    Overall
    4.0/5
    Cabins3.0
    Dining4.0
    Service4.0
    Value4.0

    Star Flyer was built in 1991 for Star Clippers as a four-masted, 170-passenger, tall clipper sh...

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    Call to plan your cruise 866-501-1694 866-501-1694
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  • 7 Night
    Leeward Islands New Year Cruise

    Leaving:
    St. Maarten
    Visiting:
    Nevis, Dominica ... see more
    Cruise Line:
    Star Clippers