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  • 2019 Best for Public Rooms

    21 Night
    Expedition Cruise

    Leaving:
    Lisbon
    Visiting:
    Antigua, St. Maarten ... 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
      Lisbon
    • 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
      Antigua
    • Day 15
      St. Maarten
    • Day 16
      Charlestown
    • Day 17
      Roseau
    • Day 18
      St. Lucia
    • Day 19
      Iles des Saintes
    • Day 20
      St. Barts
    • Day 21
      St. Kitts (Port Zante)
    • Day 22
      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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    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.

  • 2019 Best Overall

    14 Night
    Transatlantic Cruise

    Leaving:
    Lisbon
    Visiting:
    Antigua, St. Maarten ... 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
      Lisbon
    • 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
      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

    8 Night
    Mediterranean Cruise

    Leaving:
    Barcelona
    Visiting:
    Palma de Mallorca, Cartagena ... 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
      Barcelona
    • Day 2
      Palma de Mallorca (Majorca)
    • Day 3
      Cartagena (Colombia)
    • Day 4
      Almeria
    • Day 5
      Malaga
    • Day 6
      Gibraltar
    • Day 7
      Seville
    • Day 8
      Cruising
    • Day 9
      Lisbon
    • Day 9
      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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    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

    8 Night
    Mediterranean Cruise

    Leaving:
    Venice
    Visiting:
    Rovinj, Split ... 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
      Venice
    • Day 2
      Rovinj
    • Day 3
      Split
    • Day 4
      Dubrovnik
    • Day 5
      Kotor
    • Day 6
      Cruising
    • Day 7
      Taormina (Messina)
    • Day 8
      Sorrento
    • Day 9
      Rome (Civitavecchia)
    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 Public Rooms

    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
    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 Public Rooms

    10 Night
    Mediterranean Cruise

    Leaving:
    Rome
    Visiting:
    Catania, Gozo ... 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
      Rome (Civitavecchia)
    • Day 2
      Cruising
    • Day 3
      Catania
    • Day 4
      Gozo
    • Day 5
      Malta (Valletta)
    • Day 6
      Porto Empedocle
    • Day 7
      Trapani
    • Day 8
      Lipari
    • Day 9
      Sorrento
    • Day 10
      Positano (Amalfi)
    • Day 11
      Rome (Civitavecchia)
    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 Public Rooms

    7 Night
    Caribbean Cruise

    Leaving:
    Barbados
    Visiting:
    Martinique, 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
      Barbados
    • Day 2
      Martinique
    • Day 3
      St. Lucia
    • Day 3
      Casablanca
    • Day 4
      St. Lucia
    • Day 5
      Bequia
    • Day 6
      Mayreau
    • Day 7
      Grenada
    • 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 ...

    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 Public Rooms

    8 Night
    Mediterranean Cruise

    Leaving:
    Lisbon
    Visiting:
    Seville , Gibraltar ... 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
      Lisbon
    • Day 2
      Cruising
    • Day 3
      Seville
    • Day 4
      Gibraltar
    • Day 5
      Malaga
    • Day 6
      Almeria
    • Day 7
      Cartagena (Colombia)
    • Day 8
      Palma de Mallorca (Majorca)
    • Day 9
      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 ...

    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 Overall

    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

    • 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 ...

    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
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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

    9 Night
    Caribbean Cruise

    Leaving:
    Aruba
    Visiting:
    Santa Marta, Cartagena ... 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
      Aruba
    • Day 2
      Cruising
    • Day 3
      Santa Marta
    • Day 4
      Cartagena (Spain)
    • Day 5
      Cruising
    • Day 6
      Bocas Del Toro
    • Day 7
      Puerto Limon
    • Day 8
      Cruising
    • Day 9
      Panama Canal
    • Day 10
      Colon (Cristobal)
    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 Dining

    13 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
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    • Fare Includes
    Itinerary

    Cruise Itinerary

    • 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
      St. Barts
    • Day 6
      Antigua
    • Day 7
      St. Maarten
    • Day 8
      Charlestown
    • Day 9
      Roseau
    • Day 10
      St. Lucia
    • Day 11
      Iles des Saintes
    • Day 12
      St. Kitts (Port Zante)
    • Day 13
      St. Barts
    • Day 14
      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 Fitness & Recreation

    14 Night
    Expedition Cruise

    Cruise Critic Favorite
    Leaving:
    St. Maarten
    Visiting:
    Charlestown, Roseau ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
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    • 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
    • Day 9
      Anguilla
    • Day 10
      Jost Van Dyke
    • Day 10
      Sopers Hole
    • 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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    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

    8 Night
    Mexico Cruise

    Leaving:
    Colon
    Visiting:
    Bocas Del Toro, San Andres Island ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
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    Itinerary

    Cruise Itinerary

    • Day 1
      Colon (Cristobal)
    • Day 2
      Bocas Del Toro
    • Day 3
      San Andres Island
    • Day 4
      Cruising
    • Day 5
      Cruising
    • Day 6
      Roatan
    • Day 7
      Belize City
    • Day 8
      Costa Maya
    • Day 9
      Cozumel
    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 Public Rooms

    10 Night
    Mediterranean Cruise

    Leaving:
    Rome
    Visiting:
    Elba, Bastia ... see more
    Cruise Line:
    Windstar Cruises
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
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    • Reviews
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    • Fare Includes
    Itinerary

    Cruise Itinerary

    • Day 1
      Rome (Civitavecchia)
    • Day 2
      Elba
    • Day 3
      Bastia
    • Day 4
      Portovenere
    • Day 5
      Portofino
    • Day 6
      San Remo
    • Day 7
      Monaco (Monte Carlo)
    • Day 8
      Le Lavandou
    • Day 9
      Sanary-Sur-Mer
    • Day 10
      Rosas (Roses)
    • Day 11
      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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    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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    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:
    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 ...

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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.

  • 2019 Best for Fitness & Recreation

    7 Night
    Mediterranean Cruise

    Leaving:
    Barcelona
    Visiting:
    Port Vendres, Sanary-Sur-Mer ... 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
      Barcelona
    • Day 2
      Port Vendres (Carcassonne)
    • Day 3
      Sanary-Sur-Mer
    • Day 4
      Monaco (Monte Carlo)
    • Day 5
      Cannes
    • Day 6
      Portofino
    • Day 7
      Elba
    • Day 8
      Rome (Civitavecchia)
    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