A large white sailing cruise ship with multiple tall masts and billowing sails traveling across calm blue water under a clear sky, with a tree-lined shoreline in the background.

Windstar Cruises

Ocean Crossing

Transatlantic

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Sailing Itinerary

Pricing

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Trip Details

Departs: March 19, 2028

Returns: April 3, 2028

Departure Port: Philipsburg

Ship: Wind Surf

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1 other departures of this route

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6 cruises leaving the same week

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Your Ship

Wind Surf

Five masts, seven computer-driven sails, and a hull that spent eight years as Club Med 1

Aboard

  • Five masts carrying seven self-furling triangular sails, roughly 26,000 square feet of them
  • Built at Le Havre in 1989 as La Fayette and renamed Club Med 1 that January
  • Bought by Windstar in 1998; her sister Club Med 2 still sails for Club Med
  • Diesel-electric underneath, with four generating sets driving two electric motors
  • Phase one of the Setting Sails refit landed in early 2025; the staterooms follow in December 2026
  • Caribbean winters from Philipsburg, Mediterranean summers, and the crossings in between
More About Wind Surf

Ashore

Where You Stop

Philipsburg

Funchal

Lisbon

Compare Dates

The Same Trip, Other Weeks

The identical itinerary on this ship, priced by departure. Fares move week to week, and the difference is often larger than anything else on this page.

DepartsFrom
March 27, 2027
March 19, 2028This sailing

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