Explore the 342-guest 5-masted flagship sailing yacht Wind Surf with expert guidance from Angela Hughes and Trips & Ships Luxury Travel.
Philosophy Comparison
Discover why Wind Surf's 5-masted sailing philosophy redefines luxury travel.

INTIMATE SAILING & DESTINATION IMMERSION

MASS-MARKET COMMERCIAL RESORT AT SEA
"The best luxury cruise isn't the one that ranks highest on a generic list. It's the one where destination, ship scale, cabin location, and travel pace perfectly align with how you want to feel."
Discover why 342-guest flagship sailing offers an uncrowded, personal experience that floating mega-resorts cannot match.


Wind Surf delivers unhurried, destination-focused luxury tailored to curious, romantic travelers.
SPECIFICATIONS & VESSEL COMPARISON

Experience the ultimate in luxury aboard Wind Surf.

5-MASTED & 4-MASTED SAILING YACHTS

ALL-SUITE MOTOR YACHTS
See what life is like aboard Wind Surf's 5-masted flagship yacht across the Mediterranean and Caribbean.
OFFICIAL JAMES BEARD FOUNDATION CULINARY EXCELLENCE

Intimate French bistro venue offering classic escargot, bouillabaisse, steak au poivre, and sommelier wine pairings.

Open-seating gourmet dining featuring 180-degree ocean views, chef-driven regional menus, and fresh local seafood.

Outdoor evening dining under full canvas sails and open stars, serving hand-cut steaks, grilled lobster, and ocean views.

The social heart of Wind Surf for morning espresso, fresh pastries, afternoon tropical cocktails, and acoustic music.
SPECIFICATIONS & VESSEL HIGHLIGHTS

Provides flagship scale with intimate yacht atmosphere, served by 191 crew members for a personalized 1.8 to 1 guest ratio.
Stern platform unfolds in calm anchorages, allowing guests to swim, kayak, paddleboard, and waterski directly into coastal waters.

Features 5 masts reaching 221 feet with 26,888 sq. ft. of computer-operated sails that unfurl gracefully upon harbor departure.

Anchorage in Cannes, Monaco, St. Tropez, and Portofino with late-night stays and Stella Bistro fine dining.
Direct docking into small harbor ports like Dubrovnik, Kotor, Hvar, and Rovinj with watersports marina access.
14 to 28-night back-to-back Mediterranean & Transatlantic sailings with extensive sea days under full canvas.

188 sq. ft. staterooms featuring queen bed, Egyptian cotton linens, L'Occitane bath products, and nautical portholes.
242 sq. ft. suite located near the Bridge with separate sitting area, queen bed, and distinctive nautical positioning.
Up to 495 sq. ft. spacious suites with separate living room, dual bathrooms, and enhanced suite privileges.
Direct ocean swimming, paddleboarding, kayaking, and waterskiing from the ship's stern platform in calm harbors.
Visit the bridge, meet the Captain and Officers, examine navigation charts, and observe seamanship while at sea.
Intimate French bistro dining with escargot, bouillabaisse, steak au poivre, and sommelier wine pairings.
Toggle between 3 curated Wind Surf luxury experiences to discover your ideal French Riviera epicurean stay, Dalmatian Coast watersports marina access, or 14+ night Star Collector voyage.
Ideal for food connoisseurs and luxury travelers wanting late-night harbor stays and French fine dining.
Anchor in Cannes, Monaco, or St. Tropez as sails unfurl beneath sunset skies. Savor French gourmet specialties at Stella Bistro—escargot, bouillabaisse, and Filet Mignon—paired with sommelier French vintages.
Combine your sailing with 3 Nights at a 5-Star Luxury Boutique Hotel in Nice or Monaco with private transfers.

Choose between **188 sq. ft. Oceanview Staterooms** with portholes, the **242 sq. ft. Officer's Suite** near the Bridge, or **495 sq. ft. Premium Flagship Suites** with dual bathrooms for extended sailings.
Wind Surf features **country-club casual elegance**. Pack lightweight linen shirts, sundresses, swimwear, and soft rubber-soled boat shoes for polished teak decks. Formal tuxedos are never required.
Enjoy complimentary access to the **stern Watersports Platform marina** for ocean kayaking and paddleboarding in calm harbors. Gourmet dining across Stella Bistro, Amphora, and Candles is included in your fare.
Enhance your voyage with the **All-Inclusive Captain's Package**, adding unlimited fine wines, craft cocktails, spirits, Wi-Fi, and all crew gratuities to your sailing for a worry-free experience.
Explore Wind Surf's stern watersports platform marina, open-bridge policy, and Stella Bistro French dining.






























Wind Surf carries approximately 342 guests max across 171 ocean-view staterooms and suites, served by a dedicated crew of 191.
Yes, Wind Surf is widely recognized as the world's largest 5-masted commercial sailing yacht at 535 feet in length.
Wind Surf accommodations feature nautical portholes or large picture windows close to the waterline rather than private outdoor balconies, maximizing authentic sailing yacht aesthetics.
Wind Surf offers Stella Bistro (French fine dining), Amphora (main restaurant), Candles (outdoor alfresco grill), Veranda (buffet), and Yacht Club Café.
Wind Surf features a retractable Watersports Platform at the stern, allowing guests to swim, kayak, paddleboard, and waterski directly from the ship in calm harbors.
Yes, Wind Surf features 5 towering masts reaching 221 feet with 26,888 sq. ft. of computer-operated sails that unfurl at the push of a button.
Wind Surf is a 342-guest 5-masted flagship yacht with Stella Bistro dining and expanded spa; Wind Spirit is a 148-guest 4-masted sailing yacht.
Wind Surf features elegant country-club casual attire. Formal tuxedos, gowns, and assigned seating times are never required.
Yes, Windstar's Setting Sails program includes updated public spaces and refreshed staterooms across the Wind Class fleet.
The Officer's Suite is a 242 sq. ft. accommodation located near the Bridge, offering a separate sitting area and distinctive ship positioning.
Yes, Wind Surf maintains an Open Bridge policy where guests can visit the bridge, meet the Captain and Officers, and observe navigation at sea.
Wind Surf operates premier itineraries in the Mediterranean (French Riviera, Amalfi Coast, Greek Isles, Dalmatian Coast) and Caribbean.
Star Collector Voyages combine two or more back-to-back itineraries (14 to 28+ nights) with zero repeating ports and complimentary laundry.
Yes, Wind Surf features an aft deck pool, hot tubs, fitness center, and World Spa by Windstar.
Working with Angela Hughes ensures expert cabin selection, exclusive amenities, complimentary room upgrades where available, private airport transfers, and custom land stay extensions.
Speak directly with Angela Hughes and the Trips & Ships Luxury Travel team to select your suite, secure midship placement, and design custom European or Star Collector extensions.
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