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Cruise Deals from St. Maarten

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  • 15 Night
    Transatlantic Cruise

    Leaving:
    St. Maarten
    Visiting:
    Lisbon,
    Cruise Line:
    Windstar Cruises
    View Deal
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    • Itinerary
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    • Reviews
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    • Fare Includes
    Itinerary

    Cruise Itinerary

    Cruise Itinerary Map
    • Day 1
      St. Maarten
    • Day 2
      Cruising
    • Day 3
      Cruising
    • Day 4
      Cruising
    • Day 5
      Cruising
    • Day 6
      Cruising
    • Day 7
      Cruising
    • Day 8
      Cruising
    • Day 9
      Cruising
    • Day 10
      Cruising
    • Day 11
      Cruising
    • Day 12
      Cruising
    • Day 13
      Cruising
    • Day 14
      Cruising
    • Day 15
      Cruising
    • Day 16
      Lisbon
    Ship Details

    Wind Star - Windstar Cruises

    Pros

    Romantic four-mast sailing ship with exceptional service.

    Cons

    Lack of daytime activities and nighttime entertainment.

    Bottom Line

    Perfect for adventurous travelers and sailing enthusiasts who prefer to go off the beaten path.

    Reviews

    Wind Star Reviews

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

    Paying tribute to the golden age of tall ships, Wind Star -- a four-mast, motor-sailing yacht -...

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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 Entertainment

    7-day
    Classic Yachtsman's Caribbean

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

    Cruise Itinerary

    Cruise Itinerary Map
    • 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 Cabins

    14-day
    Caribbean Gems In-depth

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

    Cruise Itinerary

    Cruise Itinerary Map
    • 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
    • Day 9
      St. Vincent
    • Day 10
      Martinique
    • Day 11
      Guadeloupe
    • Day 12
      Nevis
    • Day 13
      Antigua
    • Day 14
      St. Kitts (Port Zante)
    • Day 15
      St. Maarten
    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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    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.

  • 11 Night
    Caribbean Cruise

    Leaving:
    St. Maarten
    Visiting:
    St. Barts, Virgin Gorda ... 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

    Cruise Itinerary Map
    • Day 1
      St. Maarten
    • Day 2
      St. Barts
    • Day 3
      Virgin Gorda
    • Day 4
      Cruising
    • Day 5
      Cruising
    • Day 6
      Bonaire
    • Day 7
      Curacao
    • Day 8
      Aruba
    • Day 9
      Cruising
    • Day 10
      Cartagena (Spain)
    • Day 11
      Cruising
    • Day 12
      Colon (Cristobal)
    Ship Details

    Wind Star - Windstar Cruises

    Pros

    Romantic four-mast sailing ship with exceptional service.

    Cons

    Lack of daytime activities and nighttime entertainment.

    Bottom Line

    Perfect for adventurous travelers and sailing enthusiasts who prefer to go off the beaten path.

    Reviews

    Wind Star Reviews

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

    Paying tribute to the golden age of tall ships, Wind Star -- a four-mast, motor-sailing yacht -...

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    Compare Cabin Prices

    No Results Found
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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.

  • 2019 Best for Dining

    14 Night
    Transatlantic Cruise

    Leaving:
    St. Maarten
    Visiting:
    Ponta Delgada, Lisbon ... 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

    Cruise Itinerary Map
    • Day 1
      St. Maarten
    • Day 2
      Cruising
    • Day 3
      Cruising
    • Day 4
      Cruising
    • Day 5
      Cruising
    • Day 6
      Cruising
    • Day 7
      Cruising
    • Day 8
      Cruising
    • Day 9
      Cruising
    • Day 10
      Cruising
    • Day 11
      Ponta Delgada
    • Day 12
      Cruising
    • Day 13
      Cruising
    • Day 14
      Cruising
    • Day 15
      Lisbon
    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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    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

    22 Night
    Expedition Cruise

    Leaving:
    St. Maarten
    Visiting:
    Ponta Delgada, Lisbon ... 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

    Cruise Itinerary Map
    • Day 1
      St. Maarten
    • Day 2
      Cruising
    • Day 3
      Cruising
    • Day 4
      Cruising
    • Day 5
      Cruising
    • Day 6
      Cruising
    • Day 7
      Cruising
    • Day 8
      Cruising
    • Day 9
      Cruising
    • Day 10
      Cruising
    • Day 11
      Ponta Delgada
    • Day 12
      Cruising
    • Day 13
      Cruising
    • Day 14
      Cruising
    • Day 15
      Lisbon
    • Day 16
      Cruising
    • Day 17
      Gibraltar
    • Day 18
      Seville
    • Day 19
      Malaga
    • Day 20
      Almeria
    • Day 21
      Cartagena (Colombia)
    • Day 22
      Palma de Mallorca (Majorca)
    • Day 23
      Barcelona
    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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    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 Value

    14 Night
    Expedition Cruise

    Leaving:
    St. Maarten
    Visiting:
    Nevis, Dominica ... 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

    Cruise Itinerary Map
    • Day 1
      St. Maarten
    • Day 2
      Nevis
    • Day 3
      Dominica
    • Day 4
      St. Lucia
    • Day 5
      Iles des Saintes
    • Day 6
      St. Kitts (Port Zante)
    • Day 7
      St. Barts
    • Day 8
      St. Maarten
    • Day 9
      Prickly Pear Cays
    • Day 10
      Sopers Hole
    • Day 10
      Jost Van Dyke
    • Day 11
      Jost Van Dyke
    • Day 11
      Virgin Gorda
    • Day 12
      Virgin Gorda
    • Day 13
      St. Barts
    • Day 14
      Antigua
    • Day 15
      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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    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:
    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

    Cruise Itinerary Map
    • Day 1
      St. Maarten
    • Day 2
      St. Kitts (Port Zante)
    • Day 3
      Little Bay
    • Day 4
      St. Barts
    • Day 5
      Deshaies
    • Day 6
      Dominica
    • 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

    14 Night
    Expedition Cruise

    Leaving:
    St. Maarten
    Visiting:
    Nevis, Dominica ... 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

    Cruise Itinerary Map
    • Day 1
      St. Maarten
    • Day 2
      Nevis
    • Day 3
      Dominica
    • Day 4
      St. Lucia
    • Day 5
      Iles des Saintes
    • Day 6
      St. Barts
    • Day 7
      St. Kitts (Port Zante)
    • Day 8
      St. Maarten
    • Day 9
      St. Barts
    • Day 10
      Cruising
    • Day 11
      Sopers Hole
    • Day 11
      Jost Van Dyke
    • Day 12
      Jost Van Dyke
    • Day 12
      Virgin Gorda
    • Day 13
      Virgin Gorda
    • Day 14
      Antigua
    • Day 15
      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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    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 Value

    56 Night
    Expedition Cruise

    Leaving:
    St. Maarten
    Visiting:
    Antigua, Sopers Hole ... 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

    Cruise Itinerary Map
    • Day 1
      St. Maarten
    • Day 2
      Antigua
    • Day 3
      Cruising
    • Day 4
      Sopers Hole
    • Day 4
      Jost Van Dyke
    • Day 5
      Jost Van Dyke
    • Day 5
      Virgin Gorda
    • Day 6
      Virgin Gorda
    • Day 7
      St. Barts
    • Day 8
      St. Maarten
    • Day 9
      St. Kitts (Port Zante)
    • Day 10
      Little Bay
    • Day 11
      St. Barts
    • Day 12
      Deshaies
    • Day 13
      Dominica
    • Day 14
      St. Lucia
    • Day 15
      Barbados
    • Day 16
      Martinique
    • Day 17
      Casablanca
    • Day 17
      St. Lucia
    • Day 18
      St. Lucia
    • Day 19
      Bequia
    • Day 20
      Mayreau
    • Day 21
      Grenada
    • Day 22
      Barbados
    • Day 23
      Charlotteville (Tobago)
    • Day 24
      Mayreau
    • Day 25
      St. Lucia
    • Day 26
      Cruising
    • Day 27
      Bonaire
    • Day 28
      Curacao
    • Day 29
      Aruba
    • Day 30
      Cruising
    • Day 31
      Santa Marta
    • Day 32
      Cartagena (Spain)
    • Day 33
      Cruising
    • Day 34
      Bocas Del Toro
    • Day 35
      Puntarenas (Puerto Caldera)
    • Day 36
      Cruising
    • Day 37
      Panama Canal
    • Day 38
      Colon (Cristobal)
    • Day 39
      Bocas Del Toro
    • Day 40
      San Andres Island
    • Day 41
      Cruising
    • Day 42
      Cruising
    • Day 43
      Roatan
    • Day 44
      Belize City
    • Day 45
      Costa Maya
    • Day 46
      Cozumel
    • Day 47
      Cruising
    • Day 48
      Grand Cayman (Georgetown)
    • Day 49
      Grand Cayman (Georgetown)
    • Day 50
      Port Antonio
    • Day 51
      Cruising
    • Day 52
      Santo Domingo
    • Day 53
      La Romana (Casa de Campo)
    • Day 54
      Cruising
    • Day 55
      Jost Van Dyke
    • Day 56
      Virgin Gorda
    • Day 57
      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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    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

    14 Night
    Expedition Cruise

    Leaving:
    St. Maarten
    Visiting:
    Sopers Hole, Jost Van Dyke ... 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

    Cruise Itinerary Map
    • Day 1
      St. Maarten
    • Day 2
      Sopers Hole
    • Day 2
      Jost Van Dyke
    • Day 3
      Jost Van Dyke
    • Day 3
      Virgin Gorda
    • Day 4
      Virgin Gorda
    • Day 5
      Prickly Pear Cays
    • Day 6
      St. Barts
    • Day 7
      Antigua
    • Day 8
      St. Maarten
    • Day 9
      Nevis
    • Day 10
      Dominica
    • Day 11
      St. Lucia
    • Day 12
      Iles des Saintes
    • Day 13
      St. Kitts (Port Zante)
    • Day 14
      St. Barts
    • Day 15
      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 Value

    14 Night
    Expedition Cruise

    Leaving:
    St. Maarten
    Visiting:
    Antigua, Sopers Hole ... 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

    Cruise Itinerary Map
    • Day 1
      St. Maarten
    • Day 2
      Antigua
    • Day 3
      Cruising
    • Day 4
      Sopers Hole
    • Day 4
      Jost Van Dyke
    • Day 5
      Jost Van Dyke
    • Day 5
      Virgin Gorda
    • Day 6
      Virgin Gorda
    • Day 7
      St. Barts
    • Day 8
      St. Maarten
    • Day 9
      Nevis
    • Day 10
      Dominica
    • Day 11
      St. Lucia
    • Day 12
      Iles des Saintes
    • Day 13
      St. Kitts (Port Zante)
    • Day 14
      St. Barts
    • Day 15
      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.

  • 18 Night
    Expedition Cruise

    Leaving:
    St. Maarten
    Visiting:
    St. Barts, Virgin Gorda ... 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

    Cruise Itinerary Map
    • Day 1
      St. Maarten
    • Day 2
      St. Barts
    • Day 3
      Virgin Gorda
    • Day 4
      Cruising
    • Day 5
      Cruising
    • Day 6
      Bonaire
    • Day 7
      Curacao
    • Day 8
      Aruba
    • Day 9
      Cruising
    • Day 10
      Cartagena (Spain)
    • Day 11
      Cruising
    • Day 12
      Colon (Cristobal)
    • Day 13
      Panama Canal (Cruising)
    • Day 13
      Balboa
    • Day 14
      Balboa
    • Day 15
      Cruising
    • Day 16
      Isla Parida
    • Day 17
      Puerto Jimenez
    • Day 18
      Puntarenas (Puerto Caldera)
    • Day 19
      Puntarenas (Puerto Caldera)
    Ship Details

    Wind Star - Windstar Cruises

    Pros

    Romantic four-mast sailing ship with exceptional service.

    Cons

    Lack of daytime activities and nighttime entertainment.

    Bottom Line

    Perfect for adventurous travelers and sailing enthusiasts who prefer to go off the beaten path.

    Reviews

    Wind Star Reviews

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

    Paying tribute to the golden age of tall ships, Wind Star -- a four-mast, motor-sailing yacht -...

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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
    Caribbean Cruise

    Leaving:
    St. Maarten
    Visiting:
    Virgin Gorda, Bonaire ... 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

    Cruise Itinerary Map
    • Day 1
      St. Maarten
    • Day 2
      Virgin Gorda
    • Day 3
      Cruising
    • Day 4
      Cruising
    • Day 5
      Bonaire
    • Day 6
      Curacao
    • Day 7
      Aruba
    • Day 8
      Cruising
    • Day 9
      Cartagena (Spain)
    • Day 10
      Cruising
    • Day 11
      Colon (Cristobal)
    Ship Details

    Wind Star - Windstar Cruises

    Pros

    Romantic four-mast sailing ship with exceptional service.

    Cons

    Lack of daytime activities and nighttime entertainment.

    Bottom Line

    Perfect for adventurous travelers and sailing enthusiasts who prefer to go off the beaten path.

    Reviews

    Wind Star Reviews

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

    Paying tribute to the golden age of tall ships, Wind Star -- a four-mast, motor-sailing yacht -...

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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, Sopers Hole ... 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

    Cruise Itinerary Map
    • Day 1
      St. Maarten
    • Day 2
      St. Barts
    • Day 3
      Cruising
    • Day 4
      Sopers Hole
    • Day 4
      Jost Van Dyke
    • Day 5
      Jost Van Dyke
    • Day 5
      Virgin Gorda
    • Day 6
      Virgin Gorda
    • Day 7
      Antigua
    • 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

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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