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Gourmet Food Cruises from St. Maarten

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11 Night
Caribbean Cruise

Leaving:
St. Maarten
Visiting:
St. Barts, Virgin Gorda ... see more
Cruise Line:
Windstar Cruises
View Deal
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Hide Cruise Info
  • 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
    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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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, cofee, 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
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  • 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 ...

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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, cofee, 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
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
    St. Barts
  • Day 4
    St. Kitts
  • 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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Cabin Comparison

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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, cofee, 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

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

  • Day 1
    St. Maarten
  • Day 2
    Cruising
  • Day 3
    St. Barts
  • Day 4
    St. Kitts
  • 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
  • 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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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, cofee, 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

Cruise Critic Favorite
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

  • 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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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, cofee, 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

18-day
Yachtsman's Caribbean & Atlantic Sunsets

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

  • Day 1
    St. Maarten
  • Day 2
    Cruising
  • Day 3
    St. Barts
  • Day 4
    St. Kitts
  • Day 5
    Terre-de-Haut
  • Day 6
    St. Lucia
  • Day 7
    Mayreau
  • Day 8
    Barbados
  • Day 9
    Cruising
  • Day 10
    Cruising
  • Day 11
    Cruising
  • Day 12
    Cruising
  • Day 13
    Cruising
  • Day 14
    Cruising
  • Day 15
    Cruising
  • Day 16
    Madeira (Funchal)
  • Day 17
    Porto Santo
  • Day 18
    Cruising
  • Day 19
    Lisbon
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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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, cofee, 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

21-day
Holiday Caribbean Odyssey

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

  • Day 1
    St. Maarten
  • Day 2
    Cruising
  • Day 3
    St. Barts
  • Day 4
    St. Kitts
  • Day 5
    Terre-de-Haut
  • Day 6
    St. Lucia
  • Day 7
    Mayreau
  • Day 8
    Barbados
  • Day 9
    St. Vincent
  • Day 10
    Martinique
  • Day 11
    Antigua
  • Day 12
    Cruising
  • Day 13
    Santo Domingo
  • Day 14
    Santo Domingo
  • Day 15
    Cruising
  • Day 16
    Cartagena (Colombia)
  • Day 17
    Santa Marta
  • Day 18
    Aruba
  • Day 19
    Aruba
  • Day 20
    Bonaire
  • Day 21
    Cruising
  • Day 22
    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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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, cofee, 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

22 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
  • Day 16
    Cruising
  • Day 17
    Gibraltar
  • Day 18
    Seville
  • Day 19
    Malaga
  • Day 20
    Almeria
  • Day 21
    Cartagena (Colombia)
  • Day 22
    Palma de Mallorca
  • 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
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, cofee, 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
Transatlantic Cruise

Leaving:
St. Maarten
Visiting:
St. Barts, St. Kitts ... 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. Barts
  • Day 3
    St. Kitts
  • Day 4
    Little Bay
  • Day 5
    Martinique
  • Day 6
    St. Lucia
  • Day 7
    Iles des Saintes
  • Day 8
    St. Maarten
  • Day 9
    Antigua
  • 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
    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 ...

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, cofee, 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

56 Night
Transatlantic 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

  • 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
  • Day 10
    Little Bay
  • Day 11
    St. Barts
  • Day 12
    Deshaies
  • Day 13
    Roseau
  • 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
    Soufriere
  • 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
    Puerto Limon
  • 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
    Isla Mujeres
  • Day 48
    Cruising
  • Day 49
    Grand Cayman
  • Day 50
    Cayman Brac
  • Day 51
    Port Antonio
  • Day 52
    Cruising
  • Day 53
    Santo Domingo
  • Day 54
    Isla Catalina
  • Day 55
    Cruising
  • 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, cofee, 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

  • Day 1
    St. Maarten
  • Day 2
    St. Kitts
  • 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, cofee, 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

7 Night
Caribbean Cruise

Leaving:
St. Maarten
Visiting:
St. Barts, St. Kitts ... 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. Barts
  • Day 3
    St. Kitts
  • 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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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, cofee, 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
Transatlantic 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

  • 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
    Quepos
  • 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, cofee, 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
Transatlantic Cruise

Leaving:
St. Maarten
Visiting:
Antigua, 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
    Antigua
  • Day 3
    Roseau
  • Day 4
    St. Lucia
  • Day 5
    Iles des Saintes
  • Day 6
    St. Kitts
  • Day 7
    St. Barts
  • Day 8
    St. Maarten
  • Day 9
    Antigua
  • 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
    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, cofee, 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
Transatlantic 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

  • 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
    Antigua
  • Day 10
    Roseau
  • Day 11
    St. Lucia
  • Day 12
    Iles des Saintes
  • Day 13
    St. Kitts
  • 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, cofee, 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.

15 Night
Transatlantic Cruise

Leaving:
St. Maarten
Visiting:
Lisbon,
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
    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, cofee, 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

7 Night
Caribbean Cruise

Leaving:
St. Maarten
Visiting:
Antigua, 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
    Antigua
  • Day 3
    Roseau
  • Day 4
    St. Lucia
  • Day 5
    Iles des Saintes
  • Day 6
    St. Kitts
  • 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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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, cofee, 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.

25 Night
Transatlantic Cruise

Leaving:
St. Maarten
Visiting:
Lisbon, Tangier ... 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
    Cruising
  • Day 12
    Cruising
  • Day 13
    Cruising
  • Day 14
    Cruising
  • Day 15
    Cruising
  • Day 16
    Lisbon
  • Day 17
    Cruising
  • Day 18
    Tangier
  • Day 19
    Malaga
  • Day 20
    Malaga
  • Day 21
    Cruising
  • Day 22
    Cartagena (Colombia)
  • Day 23
    Ibiza
  • Day 24
    Palma de Mallorca
  • Day 25
    Tarragona
  • Day 26
    Barcelona
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

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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, cofee, 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:
Antigua, 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
    Antigua
  • Day 3
    Roseau
  • Day 4
    St. Lucia
  • Day 5
    Iles des Saintes
  • Day 6
    St. Barts
  • Day 7
    St. Kitts
  • 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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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, cofee, 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
Transatlantic Cruise

Cruise Critic Favorite
Leaving:
St. Maarten
Visiting:
St. Barts, Sopers Hole ... see more
Cruise Line:
Windstar Cruises
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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
    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
  • Day 9
    St. Barts
  • Day 10
    St. Kitts
  • Day 11
    Little Bay
  • Day 12
    Martinique
  • Day 13
    St. Lucia
  • Day 14
    Iles des Saintes
  • 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, cofee, 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:
Antigua, Jost Van Dyke ... see more
Cruise Line:
Windstar Cruises
View Deal
View Cruise Info
Hide Cruise Info
  • Itinerary
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  • Reviews
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Itinerary

Cruise Itinerary

  • Day 2
    Antigua
  • Day 1
    St. Maarten
  • Day 3
    Cruising
  • Day 4
    Jost Van Dyke
  • Day 4
    Sopers Hole
  • Day 5
    Virgin Gorda
  • Day 7
    St. Barts
  • Day 8
    St. Maarten
  • Day 8
    St. Maarten
  • Day 8
    St. Maarten
  • Day 5
    Jost Van Dyke
  • Day 8
    St. Maarten
  • Day 8
    St. Maarten
  • Day 8
    St. Maarten
  • Day 6
    Virgin Gorda
  • Day 8
    St. Maarten
  • Day 8
    St. Maarten
  • Day 8
    St. Maarten
  • Day 8
    St. Maarten
  • 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, cofee, 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:
Antigua, 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
    Antigua
  • Day 3
    Roseau
  • Day 4
    St. Lucia
  • Day 5
    Iles des Saintes
  • Day 6
    St. Barts
  • Day 7
    St. Kitts
  • 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
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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, cofee, 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.

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  • Cruise Critic is not a booking agent and does not charge any service fees to users of our site. Our partners who list cruise pricing on Cruise Critic are required to provide prices for cruise only, per person, double occupancy, and are based on specific cabin types and sailing dates, and may not be available for all cabin types/sailings. Taxes, fees and port expenses not included. Rates are in USD and valid for US and Canadian residents only. Fuel supplement may apply. When you book with one of our partners, please be sure to check their site for a full disclosure of all applicable fees as required by the U.S. Department of Transportation.

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