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Cruises on Windstar Cruises 89 cruises on Windstar Cruises found

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89 cruises found

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Ports

  • Bridgetown, Barbados
  • Pigeon Island, St. Lucia
  • CRUISE THE PITONS, ST. LUCIA
  • Castries, St. Lucia
  • Kingstown, St. Vincent
  • Mayreau, Grenadines
  • St. George's, Grenada
  • Bequia, Grenadines
View more ports

Ports

Bridgetown, Barbados - Pigeon Island, St. Lucia - CRUISE THE PITONS, ST. LUCIA - Castries, St. Lucia - Kingstown, St. Vincent - Mayreau, Grenadines - St. George's, Grenada - Bequia, Grenadines - View more ports

Wind Spirit S

4.5
(20 Reviews)

2024 sail dates: Dec 21

2025 sail dates: Jan 04, Jan 18, Feb 01, Feb 15 More

$2651*
$379/night*
Oceanview
View Deal
$2651* luxurycruiseconnections.com $2651* dreamvacations.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$2651*

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$5651*

 

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$2651*

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$5651*

 

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$3151*

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$3151*

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$3051*

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$6051*

 

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$3151*

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$3251*

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Ports

  • Bridgetown, Barbados
  • Little Bay, Montserrat
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Roseau, Dominica
  • Anse Mitan, Martinique
  • Pigeon Island, St. Lucia
View more ports

Ports

Bridgetown, Barbados - Little Bay, Montserrat - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Roseau, Dominica - Anse Mitan, Martinique - Pigeon Island, St. Lucia - View more ports

Wind Spirit S

4.5
(20 Reviews)

2024 sail dates:

2025 sail dates: Jan 11, Jan 25, Feb 08

$2716*
$388/night*
Oceanview
View Deal
$2716* luxurycruiseconnections.com $2716* dreamvacations.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$2716*

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$5516*

 

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$2716*

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$5516*

 

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$3216*

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$6216*

 

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$3216*

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$6216*

 

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$3016*

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$6016*

 

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$3016*

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$6016*

 

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$3416*

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$3416*

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Ports

  • Bridgetown, Barbados
  • Charlotteville, Tobago
  • Mayreau, Grenadines
  • Soufriere, St. Lucia
  • St. George's, Bermuda
  • Willemstad, Curacao
  • Oranjestad, Aruba
View more ports

Ports

Bridgetown, Barbados - Charlotteville, Tobago - Mayreau, Grenadines - Soufriere, St. Lucia - St. George's, Bermuda - Willemstad, Curacao - Oranjestad, Aruba - View more ports

Star Pride XL

4.4
(39 Reviews)

2024 sail dates:

$2143*
$306/night*
Suite
View Deal
$2143* luxurycruiseconnections.com $2143* dreamvacations.com
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Top critical review

Read all 39 Star Pride reviews
Partners Bonus Offers Inside Oceanview Balcony Suite
 

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N/A

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$2143*

 

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$2143*

Ports

  • Bridgetown, Barbados
  • Little Bay, Montserrat
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Roseau, Dominica
  • Anse Mitan, Martinique
  • Pigeon Island, St. Lucia
  • CRUISE THE PITONS, ST. LUCIA
  • Castries, St. Lucia
  • Kingstown, St. Vincent
  • Mayreau, Grenadines
  • St. George's, Grenada
  • Bequia, Grenadines
View more ports

Ports

Bridgetown, Barbados - Little Bay, Montserrat - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Roseau, Dominica - Anse Mitan, Martinique - Pigeon Island, St. Lucia - CRUISE THE PITONS, ST. LUCIA - Castries, St. Lucia - Kingstown, St. Vincent - Mayreau, Grenadines - St. George's, Grenada - Bequia, Grenadines - View more ports

Wind Spirit S

4.5
(20 Reviews)

2024 sail dates:

2025 sail dates: Jan 11, Jan 25, Feb 08

$4668*
$333/night*
Oceanview
View Deal
$4668* luxurycruiseconnections.com $4616* dreamvacations.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$4668*

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$4616*

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$5168*

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$5116*

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$5068*

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$5016*

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$5368*

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$5316*

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Ports

  • Bridgetown, Barbados
  • Pigeon Island, St. Lucia
  • Castries, St. Lucia
  • Kingstown, St. Vincent
  • Mayreau, Grenadines
  • St. George's, Grenada
  • Bequia, Grenadines
  • Roseau, Dominica
  • Anse Mitan, Martinique
View more ports

Ports

Bridgetown, Barbados - Pigeon Island, St. Lucia - Castries, St. Lucia - Kingstown, St. Vincent - Mayreau, Grenadines - St. George's, Grenada - Bequia, Grenadines - Roseau, Dominica - Anse Mitan, Martinique - View more ports

Wind Spirit S

4.5
(20 Reviews)

2024 sail dates:

$5781*
$413/night*
Oceanview
View Deal
$5781* luxurycruiseconnections.com $5751* dreamvacations.com
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Top positive review

Top critical review

Read all 20 Wind Spirit reviews
Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$5781*

N/A

N/A

 

N/A

$5751*

N/A

N/A

Ports

  • Bridgetown, Barbados
  • Roseau, Dominica
  • Castries, St. Lucia
  • Anse Mitan, Martinique
  • Pigeon Island, St. Lucia
  • Kingstown, St. Vincent
  • Mayreau, Grenadines
  • St. George's, Grenada
  • Bequia, Grenadines
View more ports

Ports

Bridgetown, Barbados - Roseau, Dominica - Castries, St. Lucia - Anse Mitan, Martinique - Pigeon Island, St. Lucia - Kingstown, St. Vincent - Mayreau, Grenadines - St. George's, Grenada - Bequia, Grenadines - View more ports

Wind Spirit S

4.5
(20 Reviews)

2024 sail dates:

$4981*
$356/night*
Oceanview
View Deal
$4981* luxurycruiseconnections.com $4929* dreamvacations.com
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Top positive review

Top critical review

Read all 20 Wind Spirit reviews
Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$4981*

N/A

N/A

 

N/A

$4929*

N/A

N/A

Ports

  • Bridgetown, Barbados
  • Roseau, Dominica
  • Castries, St. Lucia
  • Anse Mitan, Martinique
  • Pigeon Island, St. Lucia
View more ports

Ports

Bridgetown, Barbados - Roseau, Dominica - Castries, St. Lucia - Anse Mitan, Martinique - Pigeon Island, St. Lucia - View more ports

Wind Spirit S

4.5
(20 Reviews)

2024 sail dates:

$3429*
$490/night*
Oceanview
View Deal
$3429* luxurycruiseconnections.com $3429* dreamvacations.com
Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Read all 20 Wind Spirit reviews
Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$3429*

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N/A

 

N/A

$3429*

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N/A

Ports

  • Philipsburg, St. Maarten
  • Charlestown, Nevis
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Gustavia, St. Barthelemy
  • Basseterre, St. Kitts
View more ports

Ports

Philipsburg, St. Maarten - Charlestown, Nevis - Roseau, Dominica - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Gustavia, St. Barthelemy - Basseterre, St. Kitts - View more ports

Wind Surf S

4.4
(78 Reviews)

2025 sail dates: Jan 04, Dec 07, Dec 21

2026 sail dates: Feb 28,

$2351*
$336/night*
Oceanview
View Deal
$2351* luxurycruiseconnections.com $2419* dreamvacations.com
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Top positive review

Top critical review

Read all 78 Wind Surf reviews
Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$3251*

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$6251*

 

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$3251*

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$6251*

 

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$2351*

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$5251*

 

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$2419*

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$5319*

 

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$2751*

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$5651*

 

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$2819*

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$5719*

 

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$2551*

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$5451*

 

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$2619*

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$5519*

 

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$2351*

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$5251*

 

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$2419*

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$5319*

Ports

  • Oranjestad, Aruba
  • Willemstad, Curacao
  • Kralendijk, Bonaire
  • Soufriere, St. Lucia
  • Mayreau, Grenadines
  • Charlotteville, Tobago
  • Bridgetown, Barbados
View more ports

Ports

Oranjestad, Aruba - Willemstad, Curacao - Kralendijk, Bonaire - Soufriere, St. Lucia - Mayreau, Grenadines - Charlotteville, Tobago - Bridgetown, Barbados - View more ports

Star Pride XL

4.4
(39 Reviews)

2025 sail dates: Mar 15,

$2919*
$417/night*
Suite
View Deal
$2919* luxurycruiseconnections.com $2919* dreamvacations.com
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Top positive review

Top critical review

Read all 39 Star Pride reviews
Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

N/A

N/A

$2919*

 

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$2919*

 

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$3220*

 

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$3220*

Ports

  • Bridgetown, Barbados
  • Charlotteville, Tobago
  • Mayreau, Grenadines
  • Soufriere, St. Lucia
  • Willemstad, Curacao
  • Kralendijk, Bonaire
  • Oranjestad, Aruba
View more ports

Ports

Bridgetown, Barbados - Charlotteville, Tobago - Mayreau, Grenadines - Soufriere, St. Lucia - Willemstad, Curacao - Kralendijk, Bonaire - Oranjestad, Aruba - View more ports

Star Pride XL

4.4
(39 Reviews)

2025 sail dates: Jan 11,

$3469*
$496/night*
Suite
View Deal
$3469* luxurycruiseconnections.com $3469* dreamvacations.com
Loading itinerary...
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Top positive review

Top critical review

Read all 39 Star Pride reviews
Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

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N/A

$3520*

 

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$3520*

 

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$3469*

 

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$3469*

41 - 50 of 89

All prices are per person based on double occupancy and do not include port/government fees and gratuities.

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