Madrid & Southern Spain Winter Escapes Cruise Tour
 
Málaga to Barcelona
Sat Dec 13, 2025 - Thu Dec 25, 2025,
 12 days
 on Star Legend
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Starting from $6,899 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
Watersports
Platform
Shore
Excursions
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Sat Dec 13
Málaga
Arrive:
Depart:
Watersports Platform: 
Here, on the shores of Costa del Sol, the Andalusian spirit thrives. Be sure to include an optional visit to see the brilliant and comprehensive collection of Picasso’s work at Museo Picasso Málaga, a tribute to this artistic genius in the city of his birth. Or you may choose to opt for a visit to the beautiful village of Mijas, where picturesque Andalusian country life creates some of the world’s best wines. 
Sun Dec 14
Málaga
Arrive:
Depart:9:00 PM
Watersports Platform: 
Here, on the shores of Costa del Sol, the Andalusian spirit thrives. Be sure to include an optional visit to see the brilliant and comprehensive collection of Picasso’s work at Museo Picasso Málaga, a tribute to this artistic genius in the city of his birth. Or you may choose to opt for a visit to the beautiful village of Mijas, where picturesque Andalusian country life creates some of the world’s best wines. 
Mon Dec 15
Gibraltar
Arrive:7:00 AM
Depart:2:00 PM
Watersports Platform: 
It’s an odd bit of Britain here at the toe of Spain, with Barbary apes and miles of tunnels as well as traditional red phone boxes. Legend says Gibraltar was one of the two pillars erected by Hercules to mark the edge of the world. Take the cable car to the top to see if you can see it from here. No, that’s not it. That’s just Africa. What a view.
Tue Dec 16
Cartagena
Arrive:12:00 PM
Depart:6:00 PM
Watersports Platform: 
The walled town of Cartagena is a popular seaport with a large naval shipyard. The seashore offers a wide range of activities from windsurfing to good snorkeling to sailing. From Cartagena you can easily explore the ancient city of Murcia, the coastal resorts of Mazarrón, Cala Cortina, and Cabo de Palos or a little further north, the world famous resort of Mar Menor.
Wed Dec 17
Valencia
Arrive:9:00 AM
Depart:5:00 PM
Watersports Platform: 
This captivating city is best when savored slowly. Although Valencia’s religious architecture is remarkable, and the Lonja, one of Europe’s most elegant buildings is a UNESCO World Heritage Site, take time for an optional experience — paella. You’ll learn the local secrets of this gastronomic masterpiece as you cook it, eat it, and toast it with the region’s perfectly matched local wines.

Want insider advice on where to find the tastiest restaurants, most unique local markets, authentic culinary shops, and hidden watering holes? Check out Valencia’s Local Dining Tip Curated by Saveur on our blog.

Thu Dec 18
Palma de Mallorca
Arrive:8:00 AM
Depart:5:00 PM
Watersports Platform: 
Mallorca is steep, green, and fringed with enticing coves and more than 200 lush beaches. But all that natural beauty is just the beginning. Stroll along the tree-shaded Paseo de Born in search of tapas. Shop for a Siurell; a traditional red, green, and white clay whistle dating back to the time of the Moors. Watch the street performers on the piazza around the church, or cross the island to beautiful Sóller. Not to be missed is the cultural landscape of the Serra de Tramuntana, a UNESCO World Heritage Site.
Fri Dec 19
Barcelona
Arrive:8:00 AM
Depart:
Watersports Platform: 
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.
Sat Dec 20
Barcelona
Arrive:
Depart:
Watersports Platform: 
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.
Sat Dec 20
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. Surrounded by the winery’s beautiful architectural complex and gardens, you’ll take an intensive wine tasting course. By the time you head to a delicious three-course lunch, you’ll have learned the art of wine tasting and 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 lunch, dinner, wine tasting, train to Madrid, and overnight in Madrid hotel)
Sun Dec 21
Madrid: Royal Palace and Santiago Bernabéu Stadium
Arrive:
Depart:
Watersports Platform: 
After breakfast at the hotel, you’ll kick off your day with a visit 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. Next, you’re free to enjoy lunch on your own at any of Madrid’s restaurants. The tour continues at 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. 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, dinner and flamenco show, entrance to Bernabéu Stadium and Real Madrid CF Museum, overnight in Madrid hotel)
Mon Dec 22
Madrid: Prado Museum and El Retiro Park
Arrive:
Depart:
Watersports Platform: 
After breakfast at the hotel, you’ll head right to the Prado Museum. Your exclusive early access gives you the ability to explore some the world’s richest and most comprehensive collection of Spanish works at your own pace without the crowds. Take your time admiring works from Spanish masters, like Valázquez, El Greco, Goya and El Bosco as you have the museum to yourself for the first hour. 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. Afterwards, you will have free time for lunch on your own. Dinner tonight will be an immersive experience, as you participate 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, entrance to Prado Museum, cooking class and dinner, overnight in Madrid hotel)
Tue Dec 23
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.
Wed Dec 24
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)