WIND SURF FLAGSHIP SAILING YACHT GUIDE

Wind Surf Ship Guide: Cabins, Dining, Itineraries & Luxury Cruise Review

Explore the 342-guest 5-masted flagship sailing yacht Wind Surf with expert guidance from Angela Hughes and Trips & Ships Luxury Travel.

Let's plan your perfect cruise

Philosophy Comparison

Sailing Yacht Experience vs. Traditional Mega-Cruise

Discover why Wind Surf's 5-masted sailing philosophy redefines luxury travel.

Wind Surf Sailing Yacht Philosophy

INTIMATE SAILING & DESTINATION IMMERSION

Sailing under 26,888 sq. ft. of computer-operated canvas to Vangelis' 1492 music
Only 342 guests max with zero lines, crowds, or tender queues
Direct anchorage in shallow French Riviera and Dalmatian Coast harbors
Open-bridge policy to interact with Captain and observe navigation charts
Outdoor dining at Candles & French fine dining at Stella Bistro

Focus: The Journey

Traditional Mega-Resort Philosophy

MASS-MARKET COMMERCIAL RESORT AT SEA

3,000 to 6,000 passengers with long lines for embarkation and buffets
Confined to large commercial container ports away from historic city centers
Mass-market theater shows, noisy casinos, and crowded water parks
Strict formal tuxedo dress codes and mandatory assigned seating
Limited ocean interaction with high-walled ship superstructures

Focus: Luxury Living

EXPERT INSIGHT FROM ANGELA HUGHES

"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."

Angela HughesCEO, Trips & Ships Luxury Travel ✦ Founder, Luxury Travel University

Let’s Plan Your Windstar Trip

5-Masted Flagship Yacht vs. Mega-Resort Cruise Ship

Discover why 342-guest flagship sailing offers an uncrowded, personal experience that floating mega-resorts cannot match.

Wind Surf Flagship Sailing Yacht

342 GUESTS | 5-MASTED LUXURY YACHT

→342 guests max with zero lines, crowds, or waiting
→Direct anchorage in French Riviera, Amalfi, and Dalmatian Coast harbors
→Open-bridge policy to meet Captain and observe seamanship navigation
→Stella Bistro French fine dining & Candles outdoor grill under full canvas

Mega-Resort Cruise Ship

3,000+ PASSENGERS | FLOATING RESORT

→3,000 to 6,000 passengers with long lines for tenders and buffets
→Confined to large commercial container ports away from city centers
→Strict formal tuxedo dress codes and mandatory assigned seating
→Mega-entertainment venues, casinos, and noisy water parks

Is Wind Surf Best for You? Yacht Considerations

BEST FOR TRAVELERS WHO WANT

The visual spectacle of the world's largest 5-masted commercial sailing yacht
Multiple specialty dining venues including French fine dining at Stella Bistro
Stern Watersports Platform marina for direct ocean kayaking and swimming
Open-bridge navigation access and casual country-club elegance

MAY NOT BE BEST FOR TRAVELERS WHO PREFER

Massive resort-style entertainment complexes, casinos, or water parks
Strict formal tuxedo nights or mandatory assigned dining time slots
Giant ocean-liner capacity carrying thousands of passengers
Enormous suite balconies (Wind Surf features oceanview staterooms & officer suites)

Wind Surf delivers unhurried, destination-focused luxury tailored to curious, romantic travelers.

✦ THE FLEET ✦

Compare Wind Surf with Sister Ships

SPECIFICATIONS & VESSEL COMPARISON

Wind Surf

Why Choose Wind Surf?

Experience the ultimate in luxury aboard Wind Surf.

Guest Capacity342 Guests

Best ForMediterranean, French Riviera & Transatlantic crossings

Wind Class Sailing Yachts vs. Star Class Motor Yachts

Wind Class Sailing Yachts

5-MASTED & 4-MASTED SAILING YACHTS

ShipsWind Surf, Wind Spirit, Wind Star
AtmosphereClassic nautical romance under full canvas
SuitesOceanview Staterooms & Officer's Suites
Ideal ForSailing lovers, couples, active water sports enthusiasts

Star Class Motor Yachts

ALL-SUITE MOTOR YACHTS

ShipsStar Breeze, Star Legend, Star Pride, Star Seeker
AtmosphereContemporary luxury with 277 sq. ft. suites
SuitesOceanview & French Balcony All-Suite Layouts
Ideal ForSuite lovers, experienced luxury cruisers, Alaska voyages

Compare The Details

FLEET IN MOTION

WIND SURF FLAGSHIP SAILING YACHT SHOWCASE

See what life is like aboard Wind Surf's 5-masted flagship yacht across the Mediterranean and Caribbean.

Wind Surf Dining & Culinary Portfolio

OFFICIAL JAMES BEARD FOUNDATION CULINARY EXCELLENCE

Stella Bistro Fine French Dining

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

Amphora Main Restaurant

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

Candles Alfresco Grill

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

Yacht Club Café & Compass Rose

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

Wind Surf at a Glance: Fleet Specifications

SPECIFICATIONS & VESSEL HIGHLIGHTS

1. 342 Guest Capacity (171 Staterooms & Suites)

Provides flagship scale with intimate yacht atmosphere, served by 191 crew members for a personalized 1.8 to 1 guest ratio.

3. Retractable Stern Watersports Marina

Stern platform unfolds in calm anchorages, allowing guests to swim, kayak, paddleboard, and waterski directly into coastal waters.

2. 5-Masted Automated Sailing System

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

4. 6 Guest Decks & Gourmet Venues

Wind Surf Destination Matchmaker

French & Italian Riviera

Wind Surf (Rank #1)

Anchorage in Cannes, Monaco, St. Tropez, and Portofino with late-night stays and Stella Bistro fine dining.

Dalmatian Coast & Adriatic

Wind Surf & Wind Star

Direct docking into small harbor ports like Dubrovnik, Kotor, Hvar, and Rovinj with watersports marina access.

Grand Star Collector Voyages

Wind Surf (Rank #1)

14 to 28-night back-to-back Mediterranean & Transatlantic sailings with extensive sea days under full canvas.

Wind Surf vs. Competitors & Vessel Classes

Wind Surf 342-Guest 5-Masted Flagship

Wind Surf Flagship Sailing YachtPrimary Vessel Profile

World's largest 5-masted commercial sailing yacht (342 guests)
Stella Bistro fine French dining & official James Beard Foundation menus
Retractable stern watersports platform & 6 guest decks with aft pool

Wind Surf 342-Guest 5-Masted FlagshipKey Wind Surf Advantages

Best choice for first-time sailing guests wanting multiple restaurants
Uncrowded 1.8 to 1 guest-to-crew ratio with relaxed country-club dress
Candles alfresco dining under full 5-masted canvas and open night stars

WHY WIND SURF DELIVERS UNMATCHED FLAGSHIP LUXURY

Cabin & Suite Selection Factors

Windstar

Standard Oceanview Staterooms

188 sq. ft. staterooms featuring queen bed, Egyptian cotton linens, L'Occitane bath products, and nautical portholes.

Windstar

Wind Surf Officer's Suite

242 sq. ft. suite located near the Bridge with separate sitting area, queen bed, and distinctive nautical positioning.

Windstar

Premium Flagship Suites

Up to 495 sq. ft. spacious suites with separate living room, dual bathrooms, and enhanced suite privileges.

Windstar

Retractable Watersports Marina

Direct ocean swimming, paddleboarding, kayaking, and waterskiing from the ship's stern platform in calm harbors.

Windstar

100% Open Bridge Access

Visit the bridge, meet the Captain and Officers, examine navigation charts, and observe seamanship while at sea.

Windstar

Stella Bistro French Fine Dining

Intimate French bistro dining with escargot, bouillabaisse, steak au poivre, and sommelier wine pairings.

BRAND NEW INTERACTIVE CONCIERGE

The Wind Surf Five-Masted & Culinary Pairing Concierge

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.

EXPERIENCE 1 — FRENCH RIVIERA & STELLA BISTRO

The French Riviera & Stella Bistro Epicurean

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.

CURATED HIGHLIGHTS:

Stella Bistro French fine dining (reservations included)

Late-night anchor stays in Monaco, Cannes & St. Tropez

James Beard Foundation culinary market tours ashore

Sunset sailaway with Vangelis' 1492 nautical anthem

RECOMMENDED LAND EXTENSION STRATEGY:

Combine your sailing with 3 Nights at a 5-Star Luxury Boutique Hotel in Nice or Monaco with private transfers.

Reserve This Sailing Strategy

The French Riviera & Stella Bistro Epicurean

MATCHED SHIP FEATURE

Stella Bistro & Cannes Late-Night Anchor

Expert Planning Guide

Master Wind Surf Planning & Suite Placement Guide

01. Stateroom & Suite Deck Selection

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.

02. Deckwear & Casual Elegance Attire

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.

03. Watersports Marina & Dining Inclusions

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.

04. All-Inclusive Beverage Package Upgrade

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.

EXPERIENCE COMPARISON

WINDSTAR WATERSPORTS PLATFORM & OPEN BRIDGE

Explore Wind Surf's stern watersports platform marina, open-bridge policy, and Stella Bistro French dining.

Key Differences

Stern watersports platform vs pool deck crowds
Boutique local entertainment vs broadway musicals

✦ LUXURY TRAVEL EXPERTISE ✦

Angela Hughes Authority & Credentials

CEO, Trips & Ships Luxury Travel ✦ Founder, Luxury Travel University

40+ YEARS EXPERTISE

Angela Hughes

Angela Hughes INSIGHTS & LEADERSHIPTrusted Greece Luxury Travel Authority

Angela Hughes has explored over 121 countries and spent more than four decades designing luxury travel experiences. She is widely recognized across the travel industry as a leading travel authority and active travel advocate.

"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."

— Angela Hughes, On Greece Planning

KEY QUALIFICATIONS & ACHIEVEMENTS

Over 4 Decades Designing Luxury Travel Experiences
Explored 121+ Countries Across Seven Continents
Recognized Industry Leader & River Cruise Specialist
CEO & Founder of Trips & Ships Luxury Travel
Specialist in Active River Cruising & Multi-Generational Travel
Personal Relationships with AmaWaterways Executives & Staff

Direct consultation & VIP cruise amenities with Angela Hughes.Let's plan your perfect cruise

WIND SURF GALLERY

Wind Surf Sailing & Onboard Experience Gallery

Frequently Asked Questions About Wind Surf

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.

Ready to Reserve Your Wind Surf Sailing Voyage?

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.

Explore & Reserve Wind Surf