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Terre-De-Haut, Iles Des Saintes, Guadeloupe cruises 105 Terre-De-Haut, Iles Des Saintes, Guadeloupe cruises

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105 cruises found

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Ports

  • Philipsburg, St. Maarten
  • Falmouth Harbour,Antigua
  • ROAD BAY, ANGUILLA
  • Soper's Hole, Tortola, B.V.I.
  • Jost Van Dyke, B.V.I.
  • Spanish Town, Virgin Gorda, B.V.I.
  • Gustavia, St. Barthelemy
  • Charlestown, Nevis
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Basseterre, St. Kitts
View more ports

Ports

Philipsburg, St. Maarten - Falmouth Harbour,Antigua - ROAD BAY, ANGUILLA - Soper's Hole, Tortola, B.V.I. - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - Gustavia, St. Barthelemy - Charlestown, Nevis - Roseau, Dominica - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Basseterre, St. Kitts - View more ports

Wind Surf S

4.4
(77 Reviews)

2024 sail dates: Dec 28

2025 sail dates: Jan 11, Feb 01, Feb 15, More

$4299*
$307/night*
Oceanview
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$4299* luxurycruiseconnections.com $4299* luxuryonly.com $4299* cruisesonly.com $4299* cruises.com $4299* dreamvacations.com
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Ports

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

Ports

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

Wind Surf S

4.4
(77 Reviews)

2024 sail dates: Dec 21

2025 sail dates: Jan 18,

$2599*
$371/night*
Oceanview
View Deal
$2599* luxurycruiseconnections.com $2599* luxuryonly.com $2599* cruisesonly.com $2599* cruises.com $2599* dreamvacations.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
 

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Ports

  • Philipsburg, St. Maarten
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Gustavia, St. Barthelemy
  • Basseterre, St. Kitts
  • Falmouth Harbour,Antigua
  • ROAD BAY, ANGUILLA
  • Jost Van Dyke, B.V.I.
  • Soper's Hole, Tortola, B.V.I.
View more ports

Ports

Philipsburg, St. Maarten - Roseau, Dominica - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Gustavia, St. Barthelemy - Basseterre, St. Kitts - Falmouth Harbour,Antigua - ROAD BAY, ANGUILLA - Jost Van Dyke, B.V.I. - Soper's Hole, Tortola, B.V.I. - View more ports

Wind Surf S

4.4
(77 Reviews)

2026 sail dates: Feb 28,

$3699*
$264/night*
Oceanview
View Deal
$3699* luxurycruiseconnections.com $3699* luxuryonly.com $3699* cruisesonly.com $3699* cruises.com $3699* dreamvacations.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$9399*

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Ports

  • Philipsburg, St. Maarten
  • Charlestown, Nevis
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Basseterre, St. Kitts
  • Gustavia, St. Barthelemy
  • Falmouth Harbour,Antigua
  • ROAD BAY, ANGUILLA
  • Soper's Hole, Tortola, B.V.I.
  • Jost Van Dyke, B.V.I.
  • Spanish Town, Virgin Gorda, B.V.I.
View more ports

Ports

Philipsburg, St. Maarten - Charlestown, Nevis - Roseau, Dominica - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Basseterre, St. Kitts - Gustavia, St. Barthelemy - Falmouth Harbour,Antigua - ROAD BAY, ANGUILLA - Soper's Hole, Tortola, B.V.I. - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - View more ports

Wind Surf S

4.4
(77 Reviews)

2024 sail dates: Dec 21

2025 sail dates: Jan 04, Jan 25, Feb 08, Mar 01, More

$4199*
$300/night*
Oceanview
View Deal
$4199* luxurycruiseconnections.com $4199* luxuryonly.com $4199* cruisesonly.com $4199* cruises.com $4199* dreamvacations.com
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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
  • Falmouth Harbour,Antigua
  • ROAD BAY, ANGUILLA
  • Soper's Hole, Tortola, B.V.I.
  • Jost Van Dyke, B.V.I.
  • Spanish Town, Virgin Gorda, B.V.I.
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 - Falmouth Harbour,Antigua - ROAD BAY, ANGUILLA - Soper's Hole, Tortola, B.V.I. - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - View more ports

Wind Surf S

4.4
(77 Reviews)

2025 sail dates: Jan 18, Dec 21

$3699*
$264/night*
Oceanview
View Deal
$3699* luxurycruiseconnections.com $3699* luxuryonly.com $3699* cruisesonly.com $3699* cruises.com $3699* dreamvacations.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$10499*

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Ports

  • Philipsburg, St. Maarten
  • Falmouth Harbour,Antigua
  • ROAD BAY, ANGUILLA
  • Soper's Hole, Tortola, B.V.I.
  • Jost Van Dyke, B.V.I.
  • Spanish Town, Virgin Gorda, B.V.I.
  • Gustavia, St. Barthelemy
  • Charlestown, Nevis
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Basseterre, St. Kitts
View more ports

Ports

Philipsburg, St. Maarten - Falmouth Harbour,Antigua - ROAD BAY, ANGUILLA - Soper's Hole, Tortola, B.V.I. - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - Gustavia, St. Barthelemy - Charlestown, Nevis - Roseau, Dominica - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Basseterre, St. Kitts - View more ports

Wind Surf S

4.4
(77 Reviews)

2025 sail dates: Dec 14

2026 sail dates:

$3699*
$264/night*
Oceanview
View Deal
$3699* luxurycruiseconnections.com $3699* luxuryonly.com $3699* cruisesonly.com $3699* cruises.com $3699* dreamvacations.com
Loading itinerary...
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Read all 77 Wind Surf reviews
Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$3999*

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$9699*

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Ports

  • Cozumel, Mexico
  • George Town, Grand Cayman
  • Cayman Brac
  • Port Antonio, Jamaica
  • Santo Domingo, Dominican Republic
  • La Romana, Dominican Republic
  • Jost Van Dyke, B.V.I.
  • Spanish Town, Virgin Gorda, B.V.I.
  • 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

Cozumel, Mexico - George Town, Grand Cayman - Cayman Brac - Port Antonio, Jamaica - Santo Domingo, Dominican Republic - La Romana, Dominican Republic - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - 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
(77 Reviews)

2026 sail dates:

$4799*
$267/night*
Oceanview
View Deal
$4799* luxurycruiseconnections.com $4799* luxuryonly.com $4799* cruisesonly.com $4799* cruises.com $4799* dreamvacations.com
Loading itinerary...
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Top positive review

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Read all 77 Wind Surf reviews
Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$4799*

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$10699*

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$10699*

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Ports

  • Philipsburg, St. Maarten
  • Jost Van Dyke, B.V.I.
  • Soper's Hole, Tortola, B.V.I.
  • Spanish Town, Virgin Gorda, B.V.I.
  • Gustavia, St. Barthelemy
  • Charlestown, Nevis
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Basseterre, St. Kitts
View more ports

Ports

Philipsburg, St. Maarten - Jost Van Dyke, B.V.I. - Soper's Hole, Tortola, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - Gustavia, St. Barthelemy - Charlestown, Nevis - Roseau, Dominica - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Basseterre, St. Kitts - View more ports

Wind Surf S

4.4
(77 Reviews)

2025 sail dates:

$3399*
$283/night*
Oceanview
View Deal
$3399* luxurycruiseconnections.com $3399* luxuryonly.com $3399* cruisesonly.com $3399* cruises.com $3399* dreamvacations.com
Loading itinerary...
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Top positive review

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Read all 77 Wind Surf reviews
Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$3399*

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$8799*

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Ports

  • Philipsburg, St. Maarten
  • Charlestown, Nevis
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Basseterre, St. Kitts
  • Gustavia, St. Barthelemy
  • Falmouth Harbour,Antigua
  • ROAD BAY, ANGUILLA
  • Soper's Hole, Tortola, B.V.I.
  • Jost Van Dyke, B.V.I.
  • Spanish Town, Virgin Gorda, B.V.I.
View more ports

Ports

Philipsburg, St. Maarten - Charlestown, Nevis - Roseau, Dominica - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Basseterre, St. Kitts - Gustavia, St. Barthelemy - Falmouth Harbour,Antigua - ROAD BAY, ANGUILLA - Soper's Hole, Tortola, B.V.I. - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - View more ports

Wind Surf S

4.4
(77 Reviews)

2025 sail dates:

$4399*
$314/night*
Oceanview
View Deal
$4399* luxurycruiseconnections.com $4399* luxuryonly.com $4399* cruisesonly.com $4399* cruises.com $4399* dreamvacations.com
Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Read all 77 Wind Surf reviews
Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$4399*

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$10199*

See Offers

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$4399*

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$10199*

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Ports

  • San Juan, Puerto Rico
  • Basseterre, St. Kitts
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Fort-De-France, Martinique
  • Philipsburg, St. Maarten
  • St. John, U.S. Virgin Islands
View more ports

Ports

San Juan, Puerto Rico - Basseterre, St. Kitts - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Fort-De-France, Martinique - Philipsburg, St. Maarten - St. John, U.S. Virgin Islands - View more ports

Ilma S

2024 sail dates:

$9100*
$1300/night*
Suite
View Deal
$9100* luxurycruiseconnections.com $9100* luxuryonly.com $9100* cruisesonly.com $9100* cruises.com $9100* dreamvacations.com $9100* americandiscountcruises.com $9100* americandiscountvacations.com
Loading itinerary...
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Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$9100*

 

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