It's almost impossible to design a more comprehensive Spanish holiday than this 15-day road trip. Beginning in Madrid, you'll drive south to historic locales like Toledo and La Mancha on your way to Andalusia, where Moorish history and amazing food await. Besides enjoying wine and tapas tours, you'll visit incredible cities like Seville, Granada, Ronda, and Córdoba.


  • See the most famous sights of Madrid on a guided tour
  • Visit Toledo, a historic city that was once the capital of Old Spain
  • Go on a wine tour of La Mancha
  • Tour Seville and enjoy local tapas
  • Take a guided tour of the Alhambra, the Moorish fortress of Granada

Brief Itinerary

Day Highlights Overnight
Day 1 Arrival in Madrid - Evening Tapas Tour Madrid
Day 2 Private City Tour - Discover Madrid's Royal Legacy Madrid
Day 3 Pick up Rental Car - Drive to Toledo - City Tour Toledo
Day 4 Drive From Toledo to Valdepeñas - Guided Tour of La Mancha Valdepeñas area
Day 5 Drive From La Mancha to Córdoba - Wine Tour Córdoba
Day 6 Private City Tour of Córdoba Córdoba
Day 7 Drive from Córdoba to Seville - Tapas Tour Seville
Day 8 Half-Day City Tour of Seville Seville
Day 9 Day Trip to Jerez - Sherry Tasting & Dancing Horses Seville
Day 10 Drive From Seville to Ronda - Stop in Arcos de la Frontera Ronda
Day 11 Drive from Ronda to Granada via the Caminito del Rey Granada
Day 12 Private Tour of the Alhambra and Generalife Gardens Granada
Day 13 Day Trip to Andalusian Countryside - Tapas Cooking Class Granada
Day 14 Drive from Granada to Málaga Malaga
Day 15 Depart Málaga  

Detailed Itinerary

Day 1: Arrival in Madrid - Evening Tapas Tour

The Fountain of Cibeles, in Madrid
The Fountain of Cibeles, in Madrid

Welcome to Spain! 

Upon arrival at the nation's capital, you'll enjoy a private transfer to your hotel in the city center. Take some time to settle in before heading out to explore. You'll definitely want to see some of the highlights like the Puerta del Sol, one of the most historic and expansive plazas in the city. There's also Madrid's famous Fountain of Cibeles. Located in the city center it features a sculpture completed in 1782 and depicting Cybele, the Greek goddess of fertility, riding in a chariot pulled by lions.

In the evening, you'll really dig into Madrid's culture on a food tour. A local expert guide will lead you on a two-hour walking excursion that stops at some great tapas bars. On this tour, you'll visit Barrio Las Letras, which is known as the "literary quarter." This historic neighborhood in the city center was once home to Spanish lit legends like Cervantes and Quevedo. Besides visiting some historic sights around here, you'll also stop on Calle Huertas for a bite at one of the many tapas bars that line the street.

Day 2: Private City Tour - Discover Madrid's Royal Legacy

The Royal Palace, Madrid
The Royal Palace, Madrid

Enjoy a half-day tour of Madrid led an expert local guide today. Madrid has a long history, and today the city adorns itself with that history in its architecture, public spaces, and culture. An organized tour is ideal, and your guide will reveal insight into how different time periods influenced Madrid's neighborhoods and buildings, as well as point out the most interesting sights.

One area you'll visit that's awash in splendor is the Madrid de los Austrias. It was built in the 16th century during the reign of the Hapsburg Dynasty's first ruler, Charles I. Located in the city center, it's home to one of the grandest plazas in Spain, the Plaza Mayor, which was once the heart of Old Madrid.

Also here is the Royal Palace, which was the official home of the Spanish monarchs until 1931. You'll tour both the grounds and interior of this 3,418-room monument to opulence, entering the parade ground, the bedchambers of Charles III, several salons, the Royal Chapel, and the Hall of the Crown, which displays Charles I's crown, scepter, and throne.

Later you could visit El Retiro Park. This 308-acre expanse of verdure is the green lung of Madrid, abounding with sculptures, fountains, and a man-made lake perfect for taking a boat trip. There are also must-visit gardens here including the Jardín de Vivaces ("Garden of Vivacious Plants"), Jardines de Cecilio Rodríguez (inspired by the Andalusia region), and a garden home to over 4,000 roses. The best time to see these blooms from May through June. 

Day 3: Pick up Rental Car - Drive to Toledo - City Tour

Toledo and its iconic Alcázar
Toledo and its iconic Alcázar

In the morning you'll pick up your rental car and embark on your grand road trip through Spain. The first stop on the map is the city of Toledo, located about an hour south of Madrid. Upon arrival, you'll check-in to your hotel, which features a breathtaking view of Toledo's city center. In the afternoon, you'll meet a local guide for a walking tour of this historic city, which enjoys a dramatic location atop a gorge overlooking the Río Tajo.

In the 16th century, Toledo was the capital of Spain. Back then it was known as the "City of the Three Cultures," a place where—legend has it—Christian, Muslim, and Jewish communities peacefully coexisted. You can see remnants of this in the old Arab, Muslim, and Christian monuments that still stand. These include the 15th-century monastery of San Juan de los Reyes, the former Roman palace Alcázar de Toledo, and the Moorish Synagogue of Santa María la Blanca, which dates to the 12th century.

The tour includes stops at these historic landmarks as well as others, including the grand 13th century Toledo Cathedral and the 12th century Church of Santo Tomé. Throughout it all, you'll tour the ancient streets of an incredible city that could aptly be described as an open-air museum. After all, Toledo does enjoy UNESCO World Heritage status. 

Day 4: Drive From Toledo to Valdepeñas - Guided Tour of La Mancha

La Mancha's famous windmills
La Mancha's famous windmills

In the morning, you'll embark on an exploration of La Mancha.

First, you'll drive to the town of Madridejos, located a few miles south of Toledo. Here you'll visit a museum dedicated to a spice worth its weight in gold: saffron. The saffron produced in La Mancha is considered to be some of the best in the world. The museum is located in a former convent and features exhibits detailing the production process, from preparing the land to planting the seeds to the harvest and finally peeling the saffron rose before drying, cutting and partitioning it for sale.

After Madridejos you'll drive to the town of Consuegra. This was the home region of the Ingenious Gentleman protagonist of Spain's most celebrated novel, Don Quixote. He may have been a fictional character, but the windmills featured in that everlasting work by Cervantes are very real staples of La Mancha, and you'll visit them on a guided tour. You'll also visit Castillo de la Muela, a well-preserved castle that dates to the 10th century but was.

At lunchtime, you'll sit down for a meal at a local restaurant where you'll enjoy Iberian ham along with regional dishes like Manchego cheese and paired with local wines.

Later in the afternoon, you can participate in a Manchego cheese workshop. This cheese is popular around the world, but many don't know that it actually hails from La Mancha. Made from the milk of the Manchego sheep, it has a buttery texture and comes cured or semi-cured. This workshop includes a visit to a family-run farm where they still prepare this delicacy the same way they did centuries ago. After touring the grounds and seeing the animals and facilities, you'll sit down for a hands-on lesson in how to make your own Manchego cheese.

Afterward, you'll continue the drive to Valdepeñas, a major wine-producing region of La Mancha. After checking into your hotel you'll have the remainder of the day free to relax.

Day 5: Drive From La Mancha to Córdoba - Wine Tour

Tour the vineyards of La Mancha
Tour the vineyards of La Mancha

Today you'll embark on a  drive from La Mancha to Córdoba, in Spain's Andalusia region. However, you'll first take a wine tour of Valdepeñas. Not only does this region enjoy the Designation of Origin (D.O.) mark of quality, but La Mancha as a whole is the largest continuous wine-growing region in the world. 

In the morning you'll meet a wine expert who will take you on a journey into the world of Spanish viticulture. After traveling to a local vineyard, the guide will teach you about the different grape varieties grown in the region. You'll see the care and techniques that go into harvesting grapes on a small-production vineyard. You'll learn about the external factors that can influence the quality of the grapes—everything from the weather to astrology. 

After touring the vineyards, you'll visit the actual winery and see firsthand the enormous terracotta fermentation containers where the grapes become wine. Each one holds an impressive 1,585 gallons (6,000 liters). After the tour, you'll be able to sample some wines. Popular varietals in La Mancha include Grenache and Tempranillo. 

Then it will be time to eat. You'll be free to choose where to enjoy a traditional La Mancha lunch, and we suggest Villanueva de los Infantes. With its early 17th-century Plaza Mayor (central plaza) and various medieval hermitages and convents, this throwback village is straight out of the mind of Cervantes. In fact, Villanueva de los Infantes is generally accepted to be the town referenced at the beginning of Don Quixote as the home of the title character. 

After eating, you'll hop in your car and drive to Córdoba. After checking into your hotel, you'll have the remainder of the afternoon free to enjoy the hotel facilities.

Day 6: Private City Tour of Córdoba

The Mosque-Cathedral of Córdoba
The Mosque-Cathedral of Córdoba

In the morning, you'll meet your private guide for a walking tour around Córdoba's city center. You'll visit all the amazing sites, including the breathtaking Mezquita (Mosque-Cathedral of Córdoba), a pagan temple that was converted into the great mosque of the Ummayad caliphate and later transformed into a Catholic church.

In addition, you'll visit the Alcázar de los Reyes, a palace built in the 14th century. This is where Christopher Columbus met with the Catholic monarchs and was granted approval for his voyage west in search of the Indies. The terraced gardens, fish ponds, flower beds, and orange trees here make for great photo opportunities.  

You'll also have the option to meander around the winding and narrow streets of the historic Jewish Quarter. At the end of the tour, your guide will say farewell and leave you in a popular local restaurant for a typical Córdoban lunch. The afternoon is then yours to continue exploring the city at your leisure.

In the evening, you'll meet up with your guide again and he or she will lead you on a gastronomic experience as you visit markets and bars, pairing Spanish tapas with the perfect local wines. Afterward, you'll return to your hotel.

Day 7: Drive from Córdoba to Seville - Tapas Tour

Plaza de España, in Seville
Plaza de España, in Seville

After breakfast, you'll hit the road again for a two-hour drive west from Córdoba to Andalusia's capital of Seville. You can feel free to stop along the way to snap photos at historic sights like the medieval Castle of Almodóvar del Río or the village of Palma del Rio. Upon arrival in Seville, you'll check into your hotel in the city center. 

Then, in the evening, it will be time to eat. Either in a small group or private tour, you'll head to Seville's historic Old Town for an evening of delicious tapas. You'll meet an expert guide who will lead you to two family-run taverns and recommend a wide selection of dishes, leading you through the meal to ensure you enjoy the experience like a local. Authentic tapas on offer include acorn-fed Iberian ham, gambas al ajillo (garlic shrimp in oil) and bacalao (salt cod). Of course, throughout the dinner, you'll pair the tapas with delicious local wines. 

Day 8: Half-Day City Tour of Seville

The Seville Cathedral is the largest gothic church in the world
The Seville Cathedral is the largest gothic church in the world

After breakfast, you'll head off with a local guide to explore Seville. Start with the Seville Cathedral, a 15th-century Roman-Catholic church that's home to the tomb of Christopher Columbus. You'll also see La Giralda, which is the cathedral's looming belltower. There's a noticeable stylistic difference between the two structures, as this 12th-century pillar was originally built as a minaret for the Great Mosque back when Andalusia was ruled by the Moors.

Then, travel back to the era of the Christan conquest when you visit the Alcázar of Seville. This royal palace was commissioned for King Peter of Castile in the 14th century and was built over the site of a former Muslim fortress. It features well-manicured gardens, and the building itself is one of the finest examples of Mudéjar architecture in the nation. 

After stopping at the Alcázar, you'll walk to the fashionable Santa Cruz neighborhood, which was once the Jewish Quarter in the city. It's a colorful and well-preserved part of the historic center, with many options for cafés and tapas bars. You can also visit crafts markets and local shops where seasoned artisans produce intricate silverwork and elegant garment embroidery. 

After completing the half-day tour, you can return to your hotel and relax, or continue to explore the town. If you decide to head out for a night on the town, do like the locals and complement an evening of tapas with a nightcap at a favorite watering hole.

Day 9: Day Trip to Jerez - Sherry Tasting & Dancing Horses

See show horses perform complex dances
See show horses perform complex dances

This morning, you'll make the short drive to the Moorish town of Jerez de la Frontera, which is famous for sherry wine production. It's also home to the Royal Equestrian Academy, one of the premier riding schools in the country. The horse-racing culture in this region runs deep and dates back to the earliest days of Muslim rule in Spain.

You'll arrive in Jerez's historic Old Town, which is centered around the dominating Alcázar, an 11th-century Moorish fortress. Here you'll meet an expert guide and embark on a tour of the town highlights. You'll also visit a local sherry bodega (winery) for a tasting. You will sample several types of local sherry, all paired with delicious tapas. As an added bonus, the bodega keeps a collection of original Picasso artwork on hand that you can admire.

Then you'll see the equine culture of Jerez in action when you sit down for a live Andalusian horse performance. The show, "How Andalusian Horses Dance," features prized horses performing various types of dressage: classic, carriage, vaquera, etc. The show represents how countryside horsemanship has risen over the millennia to become an art form.

Day 10: Drive From Seville to Ronda - Stop in Arcos de la Frontera

Ronda, Spain
Ronda, Spain

After breakfast in Seville, you'll embark on a road trip through some of Andalusia's most enchanting locales. Take in the views as you drive through olive groves, rolling meadows, cork forests, and around mountains, passing the region's famous "white villages"—ancient hilltop towns famous for their whitewashed buildings. 

Your destination is Ronda, a historic city located atop a gorge in the Málaga province. It's about a two-hour drive south from Seville to Ronda, but you'll stop along the way in Arcos de la Frontera, one of the aforementioned white villages. On a tour with an expert guide, you'll meander the narrow cobbled streets, marveling at the Moorish towers and castles that rise up between the white buildings. Even better, there are many points in town in which you can enjoy sweeping vistas of the Andalusian countryside below.

After the walking tour, you'll stop at a local restaurant for a traditional Andalusian lunch paired with local wines. You'll then continue on to Ronda arriving in the afternoon. After checking in to your hotel you'll have the rest of the day free.

Day 11: Drive from Ronda to Granada via the Caminito del Rey

This is a safe experience with spectacular views
This is a safe experience with spectacular views

After breakfast, you'll meet your guide and set off on a tour of the town. The excursion includes a visit to the spectacular Bullring of the Royal Cavalry of Ronda, largely considered one of the most important in Spain. You'll also make stops at numerous buildings, churches, convents, and palaces that belong to a long and illustrious Roman and Moorish history.

Once the tour ends, you'll hop in the car set off to the city of Granada, located about two hours east of Ronda. However, you'll stop along the way for some adrenaline-pumping hiking at the Caminito del Rey—a stunning network of walkways built along a deep gorge carved out by the Guadalhorce River. At times, the gorge reaches harrowing depths of 2,297 feet (700 meters). 

You'll arrive at the northern entrance and put on your safety equipment. Then it's time to head off along the trail. As you hike you'll be treated to incredible views down the gorge to the river winding through the valley below. This one-way trail typically takes about 3-4 hours to complete. 

Afterward, you'll continue the rest of the way to Granada, where you'll check into your hotel. You'll have the rest of the day to relax and recharge.

Day 12: Private Tour of the Alhambra and Generalife Gardens

The Alhambra, overlooking Grenada
The Alhambra, overlooking Grenada

Granada was once the last bastion of Al-Andalus (Muslim Spain) when it was ruled by the moors. You can see examples of this history in the form of Granada's most famous landmark, the Alhambra, which receives more than two million visitors annually. In the morning, you'll meet an expert guide for a private tour. 

This imposing Muslim fortress was built atop a hill overlooking Granada and dates to the 9th century. It was rebuilt in the 14th century by the Nasrid Dynasty and served as a Moorish palace until 1492 when after the Christian reconquest it became the Royal Court of Ferdinand and Isabella. It's now a UNESCO World Heritage Site, and on a tour, you'll walk through its grand halls and stroll the Generalife Gardens, which are filled with colorful flowers and fountains and offer panoramic views of the city down below.

After the tour, You'll have free time to enjoy Grenada on your own. You can walk around the labyrinthine streets of the Albayzin and Sacromonte quarters, the well-preserved historic neighborhoods of the city. In areas such as these, you can visit the Granada Cathedral, Royal Church, Alcaicería (old silk market), and Madraza (medieval Koranic school).

Day 13: Day Trip to Andalusian Countryside - Tapas Cooking Class

Rural Andalusia
Rural Andalusia

Today you'll drive half an hour from Granada to the Lecrin Valley, located in rural Andalusia. Situated at the base of Sierra Nevada Mountains, the Lecrin Vallery enjoys a gentle microclimate ideal for growing citrus fruits as well as almonds and olives. On a half-day tour, you'll explore this delightful countryside with a British couple who live in a farmhouse surrounded by orange groves and that features stunning views over the valley.  

At lunchtime, you'll head to the farmhouse for a traditional country lunch of homemade tapas. Upon arrival, you'll enjoy a specially prepared tasting menu of regional dishes accompanied by a selection of wines from Granada Province. After lunch, you can enjoy a rest in the farm's garden or take a stroll through the olive and orange groves before you return to Granada.

Day 14: Drive from Granada to Málaga

The beaches of Málaga
The beaches of Málaga

After a leisurely breakfast, you'll get in the car and drive 1.5 hours from Granada to Málaga. This port city has gone through quite the rejuvenation over the last few years and is quickly becoming a hotbed of culture, style, and art. Speaking of which, art buffs will be interested to know that Málaga is the birthplace of perhaps the greatest artist of the 20th century, Pablo Picasso. You can see exhibits dedicated to the cubist master at the Picasso Museum, located in the historic center. 

Upon arrival in Málaga, you'll check into your hotel and can take some time to settle into your accommodation. Then you'll want to head out and explore. The first order of business should be to sample Málaga's delectable cuisine. You'll find plenty of great tapas bars and restaurants, particularly in the neighborhoods near the waterfront and along Calle Marques de Larios. You'll also notice certain common ingredients used in the cuisine of Málaga, which includes olives, almonds, grapes, and raisins.

Day 15: Depart Málaga

Goodbye, Malaga!
Goodbye, Malaga!

It's time to say farewell! Depending on the time of your flight or train reservation, squeeze in one more walk through the streets of Malaga, perhaps picking up some last-minute souvenirs. At the designated time you will be picked up at your hotel and transferred to the airport or rail station for your departure onwards. Safe travels!


Map of Ultimate Southern Spain Road Trip: Madrid, La Mancha, & Andalusia - 15 days
Map of Ultimate Southern Spain Road Trip: Madrid, La Mancha, & Andalusia - 15 days