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Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour

GO ALL IN
Dining
£4,599pp
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

Voyage Code: WIND1005805
moon 11 nights
anchor Wind Surf
calendar 26 Jun '26

Cruise overview

Experience the world’s most renowned yachting playground on a spectacular journey where you’ll dock alongside other luxury yachts at entrancing ports and secluded harbors, as well as go deep into Spain to explore Madrid. The magnificent ports of the Rivieras each have their own distinctive allure — from the casinos and castles of Monaco to the glitz and glam of Cannes to the stunning vistas and charm of Portofino. What’s special about this journey is that it takes you deeper into Spain. In Madrid, you’ll have two full days and four nights to explore the capital’s key attractions and immerse yourself in its vibrant culture with a 5-star hotel as your home base. Beat the crowds with early entry to the Prado Museum, where you’ll revel in Spanish masterpieces and the largest collection of Italian art outside of Italy. Learn to cook tapas at a boutique cooking school. Enjoy a fiery flamenco show while enjoying a three-course dinner created by a Michelin star chef. You’ll also spend a day in Segovia, a medieval city (also UNESCO World Heritage site) featuring an ancient Roman aqueduct that winds around the edge of town. Get a guided tour through the city’s Gothic-style Cathedral, stopping at the iconic Alcázar castle. Indulge in a wine tasting at the Cavas Cordoniu cellars in the beautiful Penedés wine region of Catalonia, where you’ll learn the art of wine tasting and the secrets of the 450-year history of the winery over a delightful lunch. Your travel between Barcelona and Madrid will be in Comfort Class via high-speed train. To make your trip even more convenient, Windstar picks up your luggage and ensures it will be waiting for you when you arrive at your hotel. It’s the final touch on a once-in-a-lifetime experience.

Madrid
Madrid
Madrid
Barcelona
Barcelona
Palamós
Sanary-sur-Mer
Monte-Carlo
Cannes
Portofino
Portoferraio
Rome

Itinerary

Day 1

Madrid

Day 2

Madrid

Day 3

Madrid

Day 4

Barcelona


The infinite variety of street life, the nooks and crannies of the medieval Barri Gòtic, the ceramic tile and stained glass of Art Nouveau facades, the art and music, the throb of street life, the food (ah, the food!)—one way or another, Barcelona will find a way to get your full attention. The capital of Catalonia is a banquet for the senses, with its beguiling mix of ancient and modern architecture, tempting cafés and markets, and sun-drenched Mediterranean beaches. A stroll along La Rambla and through waterfront Barceloneta, as well as a tour of Gaudí’s majestic Sagrada Famíliaand his other unique creations, are part of a visit to Spain’s second-largest city. Modern art museums and chic shops call for attention, too. Barcelona’s vibe stays lively well into the night, when you can linger over regional wine and cuisine at buzzing tapas bars.

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Day 5

Barcelona

Day 6

Palamós

Day 7

Sanary-sur-Mer

Day 8

Monte-Carlo

Day 9

Cannes

Day 10

Portofino

Day 11

Portoferraio

Day 12

Rome

Gracious Stateroomsfrom£5,039pp
Spacious Suitesfrom£5,719pp
Opulent Bridge SuitesCall for price
Owner's SuiteCall for price
Broadmoor SuiteCall for price
Sea Island SuiteCall for price

Gracious Staterooms

from£5,039pp
Enquire now

Amenities

  • Queen or Twin Configuration
  • Lounge Area
  • Shower
  • Toiletries Provided
  • Room Service Available
  • Suite Benefits
  • TV
  • Wi-Fi (Additional Cost)
  • Safe
  • Hair Dryer
  • Desk
  • Vanity Area
  • Telephone
  • Mini Bar (Additional Cost)

Ship features

Wind Surf marries classic sailing romance with modern yacht comforts and upscale amenities.

Overview
Accommodation
Dining
Amenities
Spa
Entertainment
Families
  • Five large sails up to 67.5 m high
  • Full-service spa, fitness centre and wellness offerings
  • Multiple dining outlets including AmphorA, Stella Bistro and Candles
  • Open-bridge policy allowing guest visits
  • Watersports platform with snorkeling, paddleboards etc.
  • Indoor & outdoor lounges, bars, library, photo gallery
  • Pools, two whirlpools and reclining decks
  • Boutique shopping and signature shop
Wind Surf Accommodation

Accommodation

The ship offers a variety of staterooms and suites, all refined in style. Bridge Suites and Officer’s Suites deliver extra space and views. Amenities include plush linens, private bathrooms, in-room entertainment, climate control, and luxury toiletries.

Wind Surf Dining

Dining

Wind Surf’s culinary programme spans a range of refined options. AmphorA Restaurant offers elegant plated dining. Stella Bistro provides a more casual, lighter menu. Candles serves romantic dinners under the stars, and the Veranda or Yacht Club Espresso & Sandwich Bar accommodate informal bites. The Terrace Bar and Pool Bar support dining al fresco, while room service ensures flexibility. All venues reflect seasonal and local ingredients across menus.

Wind Surf Amenities

Amenities

Guests are pampered with a full spa, fitness centre, open decks, signature lounges (Compass Rose, The Lounge), open-bridge access and boutique shopping. The ship also features a photo gallery, watersports platform, two whirlpools, swimming pool and multiple bars.

Wind Surf Wellness

Spa

WindSpa provides massage and beauty treatments, a sauna and wellness therapies in a tranquil setting. Guests can unwind after active days of sailing and excursions with refreshing treatments and relaxation zones.

Wind Surf Entertainment

Entertainment

Evening ambience is elegant and relaxed: live music in lounges, guest lectures, stargazing sessions, sail-raising ceremonies and casual gatherings. The Compass Rose and Lounge host refined social evenings.

Wind Surf Families

Families

Wind Surf is primarily geared toward adult travellers and couples, but families may be accommodated in certain suites. The ship’s atmosphere remains upscale and calm rather than child-centric.