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Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour
Oct 25, 2026 — Nov 3, 2026
Starting from
CIVITAVECCHIA, ROME → BARCELONA
9 Nights on Wind Surf
The magnificent ports of the Rivieras each have their own distinctive allure. In Madrid, you’ll have four nights to immerse yourself in its vibrant culture. Beat the crowds to the Prado Museum, to revel in Spanish masterpieces. Learn to cook tapas at a boutique cooking school. Enjoy a flamenco show and a three-course Michelin star dinner. 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 wine region of Catalonia, where you’ll learn the art of wine tasting. Your travel between Barcelona and Madrid will be in Comfort Class via high-speed train. Windstar picks up your luggage so it will be waiting for you at your hotel.






Popular Highlights
Visit the world-famous Santiago Bernabéu stadium—host to Real Madrid CF, and the Real Madrid CF Museum, where you’ll learn about the history of the club, its famous members, and see the club’s trophies.
Sip a cappuccino at the fabled Portofino marina and admire the Italian artistry of the designer shops, terra cotta buildings and cafes.
Sip a cappuccino at the fabled Portofino marina and admire the Italian artistry of the designer shops, terra cotta buildings and cafes.
Wander through the charming old port of Sanary-sur-Mer, France, lined with colorful fishing boats and waterfront cafes.
An early admission to Prado Museum allows you to take in the world’s richest and most comprehensive collection of art from Spanish artists at your own pace.
In Segovia, walk the incredible Roman aqueduct winding its way around the city. This aqueduct is thought to have been built around the first century AD and was a civil engineering feat ahead of its time.
In the Penedés Region of Catalonia, Spain you’ll have spectacular views of the Montserrat Mountains as you sip cava sparkling and learn about the traditional bottling process.
Additional Information
What's Included

In this enchanting city the past and present intersect in perfect harmony. Casually intermingled among ancient ruins and majestic cathedrals are the trappings of a modern metropolis: Skyscrapers,cafes, boutiques selling designer footwear. But of course what you seek first in the heart of Rome is its breathtaking history. A good place to begin is the Vatican, with its Sistine Chapel and St. Peter's Basilica. Works by Bernini, Michelangelo, Caravaggio, and Raphael are just a few of those on display, any one of which is worth hours of contemplation. Then the ancient ruins-Colosseum, Forum, Circus Maximus. And of course the Trevi Fountain for the obligatory coins promising your return to the Eternal City.
Rome Orientation Tour w/ Transfer to Hotel *
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Rome, Concierge Collection: Half Day Private VAN with Driverguide *

Rome Orientation Tour w/ Transfer to Airport *
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Rome, Concierge Collection: Half Day Private CAR with Driverguide *


With its golden ochre and terracotta buildings, designer shops, and chic cafés, Portofino represents the height of Italian artistry and sophistication. Sip a cappuccino along the fabled marina or enjoy a day of shopping in one of the town's tempting little boutiques. As you look out over the harbor from the famous Hotel Splendido, it's hard not to admire the sleek, streamlined beauty of your Windstar ship.
Portofino, Concierge Collection: Full Day Private VAN + Guide *
Portofino, Concierge Collection: Cinque Terra by Boat Tour *
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Portofino, Pesto show & Foodie Tour with Guido
Portofino, Concierge Collection: Half Day Private CAR + Guide *
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Portofino, Concierge Collection: Full Day Private CAR + Guide *
Portofino, Hiking to Santa Margherita *

Portofino, Concierge Collection: Half Day Private VAN + Guide *

Portofino, San Fruttuoso & Camogli by Boat *


Glide into port in one of Europe's most exclusive harbors. Mingle with other privileged yachtsmen or step ashore and start walking. The glittering Grand Casino, legendary for its exotic setting on screen and off, is a must see, as is the royal family's palace and the tomb of Philadelphia-born Princess Grace in the Cathedral.
Monte Carlo: Eze and Villa Rothschild *

Monte Carlo, Concierge Collection: Half Day Private CAR & Guide *

Monte Carlo, Nice Old Town *

Monte Carlo, Concierge Collection: Full Day Private CAR & Guide *

Monte Carlo and Monaco *

Monte Carlo, Concierge Collection: Full Day Private VAN & Guide *

Monte Carlo, Concierge Colletion: Half Day Private VAN & Guide *


France's sunniest city, located on the French Riviera, was originally a small fishing village and still is adorned by a large collection of traditional wooden fishing boats. This is the home of a group of local artisan fisherman who sell their catch daily on the pier and where Jacques Cousteau had a residence, the Villa Baobab.
Sanary Sur Mer, Concierge Collection: Full Day Private VAN *

Sanary Sur Mer, St Tropez & Port Grimaud
Sanary Sur Mer, Aix En Provence *

Sanary Sur Mer, Concierge Collection: Full Day Private CAR *
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Sanary Sur Mer, Le Castellet & Tasting

Sanary Sur Mer, Circuit Paul Ricard and Tasting Bandol Wines
Sanary Sur Mer, Cassis *

Sanary Sur Mer, Concierge Collection: Half Day Private CAR *
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Sanary Sur Mer, Concierge Collection: Half Day Private VAN *


Palamos is famous for the locally caught prawns found in the beautiful bay it sits beside, also known for the excellent swimming, surfing, snorkeling and windsurfing there. Here is the place to try fresh local Catalan cuisine. Two great highlights near Palamos are the Dali Museum, located in his home town of Figueres, and the UNESCO city of Girona, with its medieval architecture, walled Old Quarter and the Roman remains of Forca Vella Fortress.
Palamos, Concierge Collection: Bell Lloc Winery

Palamos, Girona City Tour *

Palamos, Cycling to Pals *

Palamos, Concierge Collection: Figueres and Dali Museum *


The old meets the new in this sunny Catalan metropolis, where narrow alleyways contrast with grand boulevards, trendy cuisine meets homemade tapas, and everywhere you're greeted by the warm, welcoming smiles of the fashionable locals. Don't miss UNESCO sites like the mind-boggling architecture of Antoni Gaudí or La Sagrada Familia Cathedral, with its eight decorative spires soaring hundreds of feet into the sky.
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