
8-night
From $4,647
Windstar
Wind Surf
Jul 24, 2026 · Venice, Marghera, Italy
→ Mediterranean
Experience the romance of sailing aboard Windstar's luxurious 5-masted motor sailing ship, carrying just 376 guests to stunning destinations.
CruiseHuddle Snapshot
70
Upcoming Sailings
$2,658
From

The Wind Surf stands apart as one of the most distinctive vessels sailing the world's oceans today. Built in 1990, this elegant 5-masted motor sailing ship combines the romance of traditional sailing with modern luxury amenities. With a gross tonnage of 14,745 and capacity for just 376 passengers, the Wind Surf offers an intimate cruising experience that larger ships simply can't match.
The ship's unique design allows guests to enjoy the thrill of sailing under billowing sails while exploring some of the world's most captivating destinations. The Wind Surf regularly sails the sparkling waters of the Mediterranean and Caribbean, with departures from sought-after ports including Philipsburg in St Maarten, Civitavecchia near Rome, and Piraeus for Athens. The smaller size means access to harbors and ports that mega-ships can't reach, opening up possibilities for more authentic and less crowded experiences ashore.
Windstar's approach aboard the Wind Surf appeals to travelers seeking something different from conventional cruising. The atmosphere is relaxed and unpretentious, with open-seating dining, casual dress codes, and a focus on destination immersion rather than onboard glitz. The ship attracts well-traveled guests who appreciate the blend of adventure and comfort, along with the unique sensation of sailing on a vessel where you can actually feel the wind and watch the sails unfurl. Whether you're drawn to exploring ancient Mediterranean ports or relaxing on Caribbean beaches, the Wind Surf delivers a refreshingly different way to experience ocean cruising.
Ready to discover what makes sailing aboard the Wind Surf so special? Browse the 84 upcoming sailings and connect with fellow cruisers who've experienced this remarkable ship firsthand.
Windstar's signature masts unfurl for a rare, near-silent sailing experience under wind power.
A fold-out platform at the stern launches kayaks, paddleboards, and windsurfers straight into the sea.
Steaks and seafood sizzle tableside at this deck-top dinner venue under open skies.
The main bar buzzes nightly with live music and casual conversation near the atrium.
An intimate spa offers massages and treatments suited to the ship's boutique scale.
Two small pools and whirlpools give sunbathers a relaxed, yacht-like deck atmosphere.
Departures
70 total · showing 12

8-night
From $4,647
Windstar
Jul 24, 2026 · Venice, Marghera, Italy
→ Mediterranean

16-night
From $7,285
Windstar
Jul 24, 2026 · Venice, Marghera, Italy
→ Mediterranean

17-night
From $6,606
Windstar
Aug 1, 2026 · Civitavecchia-Rome, Italy
→ Mediterranean

8-night
From $4,537
Windstar
Aug 1, 2026 · Civitavecchia-Rome, Italy
→ Mediterranean

9-night
From $2,658
Windstar
Aug 9, 2026 · Venice, Marghera, Italy
→ Mediterranean

8-night
From $3,336
Windstar
Aug 18, 2026 · Venice, Marghera, Italy
→ Mediterranean

15-night
From $7,087
Windstar
Aug 18, 2026 · Venice, Marghera, Italy
→ Mediterranean

7-night
From $4,139
Windstar
Aug 26, 2026 · Civitavecchia-Rome, Italy
→ Mediterranean

15-night
From $7,287
Windstar
Aug 26, 2026 · Civitavecchia-Rome, Italy
→ Mediterranean

8-night
From $5,047
Windstar
Sep 2, 2026 · Civitavecchia-Rome, Italy
→ Mediterranean

9-night
Windstar
Sep 10, 2026 · Venice, Marghera, Italy
→ Mediterranean

8-night
Windstar
Sep 19, 2026 · Venice, Marghera, Italy
→ Mediterranean
By the Numbers
📅 Year Built
1990
👥 Passengers
376
👨✈️ Crew
178
🏢 Decks
6
🛏️ Cabins
171
⚖️ Gross Tonnage
14745 gt
📏 Length
187 m / 614 ft
↔️ Beam
20 m / 66 ft
⚡ Speed
15 kn / 28 km/h / 17 mph
🏳️ Flag
Bahamas
🔧 Builder
Ateliers et chantiers du Havre (Le Havre, France)
🏷️ Ship Class
5-masted motor sailing ship
These rates apply fleetwide across Windstar.
Unlike most mainstream lines, Windstar folds crew gratuities into the ticket price — so a fare that looks expensive next to a budget line may not be.
Published rates, not a quote. Cruise pricing changes frequently — confirm with the cruise line before booking.
Guides to roll calls, meeting people on your sailing, and finding your crew.
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