5-Day Spain Self-Drive Road Trip With Itinerary from Madrid to Toledo

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Experience the freedom of the open road on an unforgettable 5-day road trip in Spain! Embark on a self-drive tour that caters to every traveler, featuring destinations like Madrid, Toledo, Segovia, and Zamarramala.

This perfectly planned road trip itinerary takes you through some of the best places to see in Spain. You will spend 3 nights in Madrid and 1 night in Toledo. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Spain. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have you covered.

Upon arriving in Madrid, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Spain on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Spain. El Retiro Park and Main Square are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Museo Del Prado, learn more about the unique Royal Palace Of Madrid, and immerse yourself in the vibrant atmosphere of Aqueduct Of Segovia.

As you hit the open road and drive through Madrid, Toledo, Segovia, and Zamarramala, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Spain. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Spain.

Throughout your road trip in Spain, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Spain.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodations, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Spain fill up quickly, so book your spot early. Select a date and start planning your road trip in Spain today!

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Driver’s age is 30 - 65
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Pick-up: 10:00
Drop-off: 10:00

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Day 1

Day 1

  • Madrid - Arrival day
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  • Main Square
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Your road trip adventure in Spain begins as soon as you reach Madrid and pick up your car. You’ll stay here for 2 nights and explore what to see in Madrid, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

Madrid is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Main Square, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

When you're ready for some downtime, make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Madrid. Make yourself at home and unwind before heading out again.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Madrid, it's often a good idea to reserve a table in advance.

Have a fantastic dining experience at Restaurante Taberna Madrid Madriz, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Lamucca del Carmen offers an enticing alternative with its varied menu. Additionally, El miniBAR is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Madrid.

Following your dinner, dive into the local bar culture at Bar Yambala. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Baton Rouge Cocktail Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Cafe Madrid provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Raise a toast to the start of your 5-day road trip in Spain!

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Day 2

Day 2

  • Madrid
  • More

Drive 11 km, 1 hour 35 min

  • Temple of Debod
  • plaza de España
  • Royal Palace of Madrid
  • El Retiro Park
  • Puerta de Alcalá
  • Museo del Prado
  • More

On day 2 of your road trip, you will have an entire day to discover what to see in Madrid. You’ll stay in Madrid for 1 night.

Temple Of Debod makes a great addition to your morning plans. This spectacular monument is a symbolic place to see in Madrid. Continue your discovery at Plaza De España, a picture-perfect public square with stories to tell.

As you stroll around Madrid, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Royal Palace Of Madrid. This timeless palace offers a visually striking encounter with Madrid. Next, make your way to El Retiro Park to add another highlight to your day. After that, visit Puerta De Alcalá, an impressive monument that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Museo Del Prado, a world-famous museum in the city. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Madrid.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Spain. You can explore and select activities under each day of your itinerary.

For an unforgettable shopping experience, visit Gran Via, the top shopping destination in Madrid. Browse local boutique shops and stores, each offering delightful surprises. Find unique souvenirs or items to take home. After shopping, explore what Gran Via has to offer, including restaurants, attractions, essential services, and vibrant community activities.

After a day of adventure, treat yourself to an exquisite dinner at one of Madrid's best restaurants.

Enjoy a delicious meal at Alhambra, a top-rated dining destination in Madrid. If you're in the mood to try something new, consider Restaurante Alabaster, another top spot with a mouthwatering menu. You might also want to secure a reservation at Restaurante De María - Felíx Boix. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Madrid this evening.

Keep the excitement of the evening going by visiting a bar or two. Jazz Bar is an excellent place to start. You could also check out España Building, offering a different kind of charm. A last recommendation for the day is 1862 Dry Bar. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Savor another day of unforgettable experiences in Spain!

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Day 3

Day 3

  • Madrid
  • Toledo
  • More

Drive 80 km, 1 hour 48 min

  • Mirador del Valle
  • Puerta de Bisagra
  • Monasterio de San Juan de los Reyes, Toledo
  • El Greco Museum
  • Alcázar of Toledo
  • Santa Iglesia Catedral Primada de Toledo
  • More

Dive into day 3 of your remarkable road trip in Spain. Today you'll explore 1 destination, including Toledo. At the end of the day, you’ll unwind at one of the finest accommodations in Toledo, where you'll spend 1 night.

Visiting Mirador Del Valle is always a good idea. This popular observation deck is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the instagrammable wonders of Puerta De Bisagra, a must-see monument in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Monasterio De San Juan De Los Reyes, Toledo. This beloved monastery offers an enriching experience. For a change of pace, head to El Greco Museum, where you can take in history-steeped features. Conclude your self-guided sightseeing tour with a visit to Alcázar Of Toledo and Santa Iglesia Catedral Primada De Toledo. These sights offer a fulfilling end to a perfect day.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Toledo. Toledo offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Toledo, it's often a good idea to reserve a table in advance.

Treat yourself to a delicious dinner at Restaurante Museo de Productos de Castilla-La Mancha, an excellent option for tonight's dining. Looking for something different? La Casa de Damasco offers a tantalizing alternative with its diverse menu. And don’t miss La Cave. Known for great service, it’s a fantastic choice for tonight in Toledo.

Explore the vibrant nightlife at Buca Bar after your meal, a hub for lively evenings and memorable moments. Or, head to Pub "o'briens" for a great selection of flavorful drinks and a charming setting. Furthermore, Terraza Miradero is perfect for those looking to extend their night with a touch of local flavor.

Raise your glass and celebrate another amazing day of your road trip in Spain!

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Day 4

Day 4

  • Toledo
  • Madrid
  • More

Drive 258 km, 3 hours 49 min

  • Aqueduct of Segovia
  • Plaza Mayor
  • Puerta de San Andrés
  • Segovia Cathedral
  • Alcázar of Segovia
  • Mirador de la Pradera de San Marcos
  • More

Your itinerary for day 4 of your road trip in Spain includes 2 stops and features some of the highlights of Segovia and Zamarramala. At the end of the day, enjoy the comforts of a top-rated hotel in Madrid, where you'll spend 1 night.

Awaiting your discovery is the timeless Aqueduct Of Segovia, a historic monument in Toledo. Next, go to Plaza Mayor.

After visiting Aqueduct Of Segovia and Plaza Mayor, have a stroll along Toledo's streets and take in the local charm. Continue your sightseeing by heading to Puerta De San Andrés. This respected monument offers a unique experience. Segovia Cathedral is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Alcázar Of Segovia, one of the most grand places to visit in Toledo. If you still have some time left for sightseeing, we also recommend stopping by Mirador De La Pradera De San Marcos.

At the end of the day, you will drive to Madrid, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

Madrid is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Madrid.

Enjoy a delicious meal at Areia, a highly-rated dining destination in Madrid. If you're eager to try something different, consider La MaMá Restaurante, another top spot with a tantalizing menu. You might also want to secure a reservation at Sacha Restaurant. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Madrid this evening.

Celebrate another amazing day of your road trip adventure in Spain!

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Day 5

Day 5

  • Madrid - Departure day
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  • Gran Vía
  • More

Day 5 of your road trip in Spain is your departure day. This is your chance to catch a last glimpse of Madrid before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

One of the best things to do on your last day is to explore Gran Vía, a street that you shouldn't miss while in Madrid. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.

For a shopping spree in Madrid, we recommend the lively Salamanca District. Here, you'll find a range of shops you can browse for some souvenir shopping. Discover boutiques with stylish fashion choices to upgrade your wardrobe. You can also explore high-end shops for luxury items.

Before you conclude your road trip in Spain, drop by another restaurant for a last chance at a memorable dining experience in Madrid.

Treat yourself to a delightful dinner at Taberna Mozárabe, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Restaurante Lakasa? It's another excellent option with a diverse menu.

You’ll then say farewell to Madrid. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Spain!

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How it works

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Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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Your trip is protected, personalized, and priced right. No surprises, no stress.

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