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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

$4599*
$329/night*
Oceanview
View Deal
$4599* luxurycruiseconnections.com $4199* luxuryonly.com $4199* cruisesonly.com $4199* cruises.com $4199* dreamvacations.com
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Ports

  • Philipsburg, St. Maarten
  • Falmouth Harbour,Antigua
  • ROAD BAY, ANGUILLA
  • Jost Van Dyke, B.V.I.
  • Soper's Hole, Tortola, B.V.I.
  • Spanish Town, Virgin Gorda, B.V.I.
  • Gustavia, St. Barthelemy
View more ports

Ports

Philipsburg, St. Maarten - Falmouth Harbour,Antigua - ROAD BAY, ANGUILLA - Jost Van Dyke, B.V.I. - Soper's Hole, Tortola, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - Gustavia, St. Barthelemy - View more ports

Wind Surf S

4.4
(77 Reviews)

2024 sail dates: Dec 28

2025 sail dates: Jan 11, Jan 25, Mar 01, Mar 08, Mar 22, Dec 14, Dec 28 More

$2399*
$343/night*
Oceanview
View Deal
$2399* luxurycruiseconnections.com $2399* luxuryonly.com $2399* cruisesonly.com $2399* cruises.com $2399* dreamvacations.com
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Ports

  • Civitavecchia (Rome), Italy
  • Sorrento, Italy
  • Giardini Di Naxos (Taormina), Sicily
  • Kotor, Montenegro
  • Dubrovnik, Croatia
  • Split, Croatia
  • Rovinj, Croatia
  • Venice, Italy
View more ports

Ports

Civitavecchia (Rome), Italy - Sorrento, Italy - Giardini Di Naxos (Taormina), Sicily - Kotor, Montenegro - Dubrovnik, Croatia - Split, Croatia - Rovinj, Croatia - Venice, Italy - View more ports

Wind Surf S

4.4
(77 Reviews)

2024 sail dates: Oct 01

2025 sail dates: Apr 27, Jun 06, Aug 19, More

$7899*
$987/night*
Oceanview
View Deal
$7899* luxurycruiseconnections.com $7899* luxuryonly.com $7899* cruisesonly.com $7899* cruises.com $7899* dreamvacations.com
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Ports

  • Philipsburg, St. Maarten
  • Falmouth Harbour,Antigua
  • ROAD BAY, ANGUILLA
  • Jost Van Dyke, B.V.I.
  • Soper's Hole, Tortola, B.V.I.
  • Spanish Town, Virgin Gorda, B.V.I.
  • Gustavia, St. Barthelemy
View more ports

Ports

Philipsburg, St. Maarten - Falmouth Harbour,Antigua - ROAD BAY, ANGUILLA - Jost Van Dyke, B.V.I. - Soper's Hole, Tortola, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - Gustavia, St. Barthelemy - View more ports

Wind Surf S

4.4
(77 Reviews)

2025 sail dates: Feb 01

2026 sail dates:

$2499*
$357/night*
Oceanview
View Deal
$2499* luxurycruiseconnections.com $2499* luxuryonly.com $2499* cruisesonly.com $2499* cruises.com $2499* dreamvacations.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
 

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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,

$2799*
$400/night*
Oceanview
View Deal
$2799* luxurycruiseconnections.com $2599* luxuryonly.com $2599* cruisesonly.com $2599* cruises.com $2599* dreamvacations.com
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Ports

  • Venice, Italy
  • Rovinj, Croatia
  • Split, Croatia
  • Dubrovnik, Croatia
  • Kotor, Montenegro
  • Giardini Di Naxos (Taormina), Sicily
  • Sorrento, Italy
  • Civitavecchia (Rome), Italy
  • Portoferraio, Elba
  • Portofino, Italy
  • Monte Carlo, Monaco
  • Cannes, France
  • Sanary-Sur-Mer, France
  • Palamos, Spain
  • Barcelona, Spain
View more ports

Ports

Venice, Italy - Rovinj, Croatia - Split, Croatia - Dubrovnik, Croatia - Kotor, Montenegro - Giardini Di Naxos (Taormina), Sicily - Sorrento, Italy - Civitavecchia (Rome), Italy - Portoferraio, Elba - Portofino, Italy - Monte Carlo, Monaco - Cannes, France - Sanary-Sur-Mer, France - Palamos, Spain - Barcelona, Spain - View more ports

Wind Surf S

4.4
(77 Reviews)

2025 sail dates: May 05,

$5399*
$360/night*
Oceanview
View Deal
$5399* luxuryonly.com $5399* cruisesonly.com $5399* cruises.com $5399* dreamvacations.com
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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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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

$4549*
$325/night*
Oceanview
View Deal
$4549* 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
  • Jost Van Dyke, B.V.I.
  • Soper's Hole, Tortola, 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 - Jost Van Dyke, B.V.I. - Soper's Hole, Tortola, 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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Ports

  • Civitavecchia (Rome), Italy
  • Lipari (Isola Lipari), Italy
  • Catania, Sicily
  • Gozo Island, Malta
  • Valletta, Malta
  • Porto Empedocle, Sicily
  • Trapani, Sicily
  • Sorrento, Italy
  • Amalfi, Italy
View more ports

Ports

Civitavecchia (Rome), Italy - Lipari (Isola Lipari), Italy - Catania, Sicily - Gozo Island, Malta - Valletta, Malta - Porto Empedocle, Sicily - Trapani, Sicily - Sorrento, Italy - Amalfi, Italy - View more ports

Wind Surf S

4.4
(77 Reviews)

2024 sail dates: Jul 11, Sep 21

2025 sail dates: Sep 22

$3099*
$310/night*
Oceanview
View Deal
$3099* luxuryonly.com $3099* cruisesonly.com $3099* cruises.com $3099* dreamvacations.com
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All prices are per person based on double occupancy and do not include port/government fees and gratuities.

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