Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour
 
Rome to Barcelona
Sun Jul 20, 2025 - Fri Aug 1, 2025,
 12 days
 on Wind Surf
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Starting from $7,299 USD
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ITINERARY AND SHORE EXCURSIONS

The best on land brought to you by the best at sea. Get to the heart of local cultures with Windstar shore excursions. You don't want to just dip a toe in local culture, you want to dive into the deep end, and that's exactly what Windstar shore excursions are designed to do. All of our excursion are created to provide authentic local experience - the kind travelers like you are looking for. And with more than 2,500 excursions to choose from, you can experience your destination in whatever way is most meaningful to you. Whether you're an outdoor enthusiast, a foodie, a history buff, or someone who loves to get to know the faces behind the many places we travel.

Date
Port
Arrive
Depart
Marina
Shore
Excursions
Expand
Sun Jul 20
Rome
Arrive:
Depart:5:00 PM
Watersports Platform: 
9 Available
+_
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.
9 Shore Excursions Available
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Rome, Concierge Collection: Half Day Private CAR with Driverguide *Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$1,299
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Rome, Concierge Collection: Half Day Private VAN with Driverguide *Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$1,399
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Rome, Concierge Collection: Full Day Private Auto with Driverguide *Concierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy
$1,799
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Rome, Concierge Collection: Full Day Private VAN with Driverguide *Concierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy
$1,899
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Rome, Pasta Cooking Class & Wine Pairing (For B2B Guests)Culture | Dining | Refreshments | Wine
Duration6 Hours
Activity LevelEasy-Moderate
$499
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Rome, Pasta Cooking Class & Wine Pairing (For Embarking Guests)Culture | Dining | Refreshments
Duration6 Hours
Activity LevelEasy-Moderate
$499
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Rome, Tarquinia UNESCO Site (For B2B Guests)
Duration5 Hours
Activity Level
$299
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Rome Orientation Tour w/ Transfer to Airport *Culture | Essentials Collection | Sightseeing | Walking
Duration3.25 Hours
Activity LevelEasy
$249
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Rome Orientation Tour w/ Transfer to Hotel *Culture | Essentials Collection | Sightseeing
Duration3.25 Hours
Activity LevelEasy
$249
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Mon Jul 21
Portoferraio
Arrive:8:00 AM
Depart:6:00 PM
Watersports Platform: 
6 Available
+_
Pine-scented forests and miles of sandy beach await your arrival on the tranquil island of Elba. Enjoy a glass of local Moscato with the fresh catch of the day before pondering your next move. Perhaps you’ll visit the nearby countryside with its small fishing villages and dramatic mountain passes. Or see the calming beauty of Tuscan Archipelago National Park, a UNESCO Biosphere Reserve.  Or maybe you’ll decide to walk to the nearest beach and dip your toes into the warm Mediterranean.
6 Shore Excursions Available
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Portoferraio, Concierge Collection: Bike and Kayak Elba Island *Biking | Concierge Collection | Sightseeing
Duration3 Hours
Activity LevelStrenuous
$239
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Portoferraio, Concierge Collection: Bike to the North Coast of Elba Island *Biking | Concierge Collection | Sightseeing
Duration2.25 Hours
Activity LevelStrenuous
$169
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Portoferrario, Cable Car and Mount CapanneOutdoors | Sightseeing | Refreshments
Duration4.75 Hours
Activity LevelStrenuous
$179
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Portoferraio, Countryside Drive & Wine Tasting *Culture | Essentials Collection | Sightseeing | Wine
Duration3.5 Hours
Activity LevelEasy
$169
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Portoferraio, Port Azzurro and Napoleon Summer House *Culture | Essentials Collection | Sightseeing | Walking
Duration3.5 Hours
Activity LevelModerate
$149
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Portoferraio, Elba Visit & Lunch with a Local Family *Culture | Dining | Essentials Collection | Sightseeing | Wine
Duration3.5 Hours
Activity LevelEasy
$249
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Tue Jul 22
Portofino
Arrive:8:00 AM
Depart:10:00 PM
Watersports Platform: 
8 Available
+_
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.
8 Shore Excursions Available
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Portofino, Concierge Collection: Camogli Highlights & Punta Chiappa *Boating | Concierge Collection | Dining | Sightseeing | Snorkeling | Walking
Duration6 Hours
Activity LevelStrenuous
$315
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Portofino, Concierge Collection: Cinque Terra by Boat Tour *Boating | Concierge Collection | Sightseeing
Duration7 Hours
Activity LevelStrenuous
$279
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Portofino, Hiking to Santa Margherita *Essentials Collection | Hiking | Outdoors | Sightseeing | Refreshments
Duration3.5 Hours
Activity LevelStrenuous
$105
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Portofino, Concierge Collection: Half Day Private CAR + Guide *Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$735
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Portofino, Concierge Collection: Half Day Private VAN + Guide *Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$839
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Portofino, Concierge Collection: Full Day Private CAR + Guide *Concierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy
$1,155
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Portofino, Concierge Collection: Full Day Private VAN + Guide *Concierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy
$1,259
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Portofino, San Fruttuoso & Camogli by Boat *Boating | Essentials Collection | Walking
Duration3.5 Hours
Activity LevelModerate
$135
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Wed Jul 23
Monte Carlo
Arrive:8:00 AM
Depart:11:59 PM
Watersports Platform: 
7 Available
+_
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.
7 Shore Excursions Available
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Monte Carlo and Monaco *Essentials Collection | Sightseeing | Walking
Duration4.5 Hours
Activity LevelModerate-Strenuous
$159
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Monte Carlo, Nice Old Town *Culture | Essentials Collection | Outdoors | Sightseeing | Walking
Duration4 Hours
Activity LevelModerate
$149
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Monte Carlo: Eze and Villa Rothschild *Culture | Essentials Collection | Sightseeing
Duration5 Hours
Activity LevelModerate-Strenuous
$169
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Monte Carlo, Concierge Collection: Half Day Private CAR & Guide *Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$999
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Monte Carlo, Concierge Colletion: Half Day Private VAN & Guide *Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$1,099
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Monte Carlo, Concierge Collection: Full Day Private CAR & Guide *Concierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy
$1,799
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Monte Carlo, Concierge Collection: Full Day Private VAN & Guide *Concierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy
$1,999
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Thu Jul 24
Cannes
Arrive:7:00 AM
Depart:10:00 PM
Watersports Platform: 
8 Available
+_
Spend a day wandering among the rich and famous in the chic epicenter of the French Riviera — a world of exclusive boutiques, palm-fringed boulevards, sun-drenched beaches, and elegant sidewalk cafés. Be sure to visit the Avenue of the Stars, where you can place your hands in the prints of international celebrities. An optional escorted walking tour guides you through the best of this extraordinary and stylish city. 
8 Shore Excursions Available
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Cannes, Old Antibes and Absinthe *Culture | Essentials Collection | Refreshments | Walking
Duration4 Hours
Activity LevelModerate
$149
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Cannes, St Paul De Vence *Culture | Essentials Collection | Sightseeing | Walking
Duration4 Hours
Activity LevelModerate-Strenuous
$149
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Cannes, Concierge Collection: Provence Wine Tasting With Chateau Ste. Roseline *Concierge Collection | Sightseeing | Wine
Duration5 Hours
Activity LevelEasy-Moderate
$159
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Cannes, Walking Tour of CannesCulture | Sightseeing | Walking
Duration3 Hours
Activity LevelEasy
$59
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Cannes, Concierge Collection: Half Day Private CAR & Guide *Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$999
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Cannes, Concierge Collection: Half Day Private VAN & Guide *Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$1,099
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Cannes, Concierge Collection: Full Day Private CAR & Guide *Concierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy
$1,799
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Cannes, Concierge Collection: Full Day Private VAN & Guide *Concierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy
$1,899
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Fri Jul 25
Sanary-sur-Mer
Arrive:8:00 AM
Depart:6:00 PM
Watersports Platform: 
8 Available
+_
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.
8 Shore Excursions Available
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Sanary Sur Mer, Circuit Paul Ricard and Tasting Bandol Wines
Duration4 Hours
Activity Level
$179
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Sanary Sur Mer, Cassis *Essentials Collection | Outdoors | Sightseeing | Walking
Duration4 Hours
Activity LevelModerate
$129
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Sanary Sur Mer, Le Castellet & TastingEssentials Collection | Walking | Wine
Duration4 Hours
Activity LevelModerate
$159
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Sanary Sur Mer, Aix En Provence *Essentials Collection | Sightseeing
Duration5 Hours
Activity LevelModerate
$139
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Sanary Sur Mer, Concierge Collection: Half Day Private CAR *Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$1,099
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Sanary Sur Mer, Concierge Collection: Half Day Private VAN *Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$1,299
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Sanary Sur Mer, Concierge Collection: Full Day Private CAR *Concierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy
$1,899
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Sanary Sur Mer, Concierge Collection: Full Day Private VAN *Concierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy
$2,099
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Sat Jul 26
Palamos
Arrive:9:00 AM
Depart:6:00 PM
Watersports Platform: 
4 Available
+_
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.
4 Shore Excursions Available
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Palamos, Concierge Collection: Bell Lloc WineryConcierge Collection | Dining | Sightseeing | Wine
Duration4 Hours
Activity LevelModerate
$325
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Palamos, Girona City Tour *Essentials Collection | Sightseeing
Duration5 Hours
Activity LevelModerate
$149
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Palamos, Cycling to Pals *Biking | Essentials Collection | Outdoors | Sightseeing
Duration3.5 Hours
Activity LevelStrenuous
$199
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Palamos, Concierge Collection: Figueres and Dali Museum *Concierge Collection | Sightseeing
Duration4.5 Hours
Activity LevelModerate
$169
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Sun Jul 27
Barcelona
Arrive:7:00 AM
Depart:
Watersports Platform: 
9 Available
+_
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.
9 Shore Excursions Available
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Barcelona, Barcelona Highlights Tour with Pier Dropoff *Essentials Collection | Sightseeing
Duration3.5 Hours
Activity LevelEasy
$109
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Barcelona Montserrat with Transfer to Airport *Culture | Essentials Collection | Sightseeing | Walking
Duration4 Hours
Activity LevelStrenuous
$165
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Barcelona Montserrat with Transfer to Windstar Hotel *Essentials Collection | Sightseeing | Walking
Duration4 Hours
Activity LevelStrenuous
$165
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Barcelona, Concierge Collection: Half Day Private CAR *Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$849
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Barcelona, Concierge Collection: Half Day Private VAN *Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$899
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Barcelona, Concierge Collection: Full Day Private CAR *Concierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy
$1,599
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Barcelona, Concierge Collection: Full Day Private VAN *Concierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy
$1,699
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Barcelona Highlights Tour & Transfer to Airport *Culture | Essentials Collection | Sightseeing | UNESCO
Duration3.5 Hours
Activity LevelModerate
$109
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Barcelona Highlights Tour & Transfer to Windstar Hotel *Essentials Collection | Sightseeing | UNESCO
Duration3.5 Hours
Activity LevelModerate
$109
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Sun Jul 27
Catalonia and Madrid
Arrive:
Depart:
Watersports Platform: 
Disembark your ship and drive towards the Penedés Region in Catalonia, where almost all cava and wine is produced due to the region’s favorable climate for growing grapes—mild temperatures, intense sunshine and moderate rainfall. This also makes it great region to visit. This tour will bring you to one of the most renowned Spanish wine cellars: Codorniu. You’ll learn the traditional process of how a bottle of cava is created and the history of the cellars dating back 450 years, where you will enjoy your tasting flight. By the time you head to a delicious three-course lunch, you’ll have discovered the secrets of Cavas Codorniu. Afterwards, you will be transferred to the train station to catch the high-speed train to Madrid. In Madrid, you will check into your hotel and enjoy dinner at a local restaurant.

(Includes, breakfast, lunch, dinner, wine tasting, train to Madrid, and overnight in Madrid hotel)
Mon Jul 28
Madrid: Santiago Bernabéu Stadium & Royal Palace
Arrive:
Depart:
Watersports Platform: 
After breakfast at the hotel, you’ll kick off your day with a visit to the world-famous Santiago Bernabéu stadium—host to Real Madrid CF since 1947. Fans of the football (aka American soccer) will go wild over the panoramic view of the inside of the renovated stadium, with admission to the Real Madrid CF Museum, where you’ll learn about the history of the club and its members, take pictures next to famous trophies and watch the club’s most iconic moments. Next, you’ll enjoy lunch at a local restaurant. The tour continues to the Royal Palace, an awe-inspiring architectural wonder and the largest functioning palace in Europe. You’ll learn about the site’s rich history, capture pictures at Armoury Square, get a chance to walk the iconic marble Grand Staircase, and explore majestic rooms and spaces displaying sculptures, paintings, tapestries and jewels offering insight into the 18-century Spanish Monarchy. In the evening, you’ll head to renowned tablao Corral de la Morería (Madrid’s “Cathedral of Flamenco) to see a fiery flamenco show performed by some of Spain’s top dancers and musicians, while enjoying a three-course gourmet meal created by a Michelin Star chef.

(Includes breakfast, lunch, dinner and flamenco show, entrance to Bernabéu Stadium and Real Madrid CF Museum, overnight in Madrid hotel)
Tue Jul 29
Madrid: Prado Museum and El Retiro Park
Arrive:
Depart:
Watersports Platform: 
After breakfast at the hotel, you’ll head right to the Prado Museum to take in the world’s richest and most comprehensive collection of Spanish works from Spanish masters Valázquez, El Greco, Goya and El Bosco. Your early access allows you to skip the line and enter the museum one hour before they open. The museum also houses a vast collection of classical European paintings and sculptures, including the largest collections of Italian art outside of Italy. Next, you’ll head to the famous “El Retiro Park,” a UNESCO World Heritage Site offering a vast green oasis in the heart of the city. Stroll through a variety of gardens with interesting monuments, view a nearly 400-year-old Mexican conifer, sit by the lake or rent a rowing boat, and explore the exhibitions halls, including the Glass Palace, a glass pavilion built in 1887, regarded as one of Spain’s finest examples of cast-iron architecture. After enjoying the park, you’ll have free time to explore and find lunch on your own. In the evening, you’ll be immersed in a unique culinary experience at a boutique cooking school. You’ll learn the art of preparing tapas, then enjoy them along with a chef-prepared entree and two desserts for a 5-course tasting menu served with a bottomless wine pairing of five different Spanish wines.

(Includes breakfast, dinner, early entrance to Prado Museum, cooking class, overnight in Madrid hotel)
Wed Jul 30
Segovia
Arrive:
Depart:
Watersports Platform: 
You’ll have breakfast at your hotel in Madrid before taking off for an incredible day in Segovia, a medieval city located in Castile and Leó, designated a UNESCO World Heritage Site. You’ll look back in time as you admire the incredible Roman Aqueduct winding its way around the edge of town. You’ll visit Plaza Mayor, a town square framed by the beautiful pinnacles of the apse of the Cathedral, built in Castilian Late Gothic style, then head inside to meet your guide and tour the Cathedral, learning about its historical significance and architectural highlights that have earned it the name Lady of the Cathedrals. Next, you’ll enjoy a classic Segovian lunch at a delightful restaurant, followed by a stop at the renowned Alcázar of Segovia, a medieval castle built in the 12th century that has served as home for 22 kings and inspired the design of castles in shows and movies, including Cinderella’s castle. Afterwards, you’ll travel back to your hotel in Madrid and enjoy the evening at your leisure.
Thu Jul 31
Madrid
Arrive:
Depart:
Watersports Platform: 
After breakfast at your hotel, you’ll be driven to the Madrid-Barajas International Airport for your flight home.

(Includes breakfast and transfers to the airport)