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

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Escape the ordinary with this exciting 5-day road trip through Spain. Explore diverse landscapes, discover lively cities, and prepare for an unforgettable journey!

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.

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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Day1

Day 1

  • Madrid - Arrival day
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  • Main Square
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Say hello to Madrid! Your exciting road trip through Spain is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Madrid for 2 nights before you continue your adventure!

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. Taking a stroll in the city center is a great alternative. 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.

Treat yourself to a delightful dinner at Restaurante Taberna Madrid Madriz, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Lamucca del Carmen? It's another excellent option with a diverse menu. Consider reserving a table at El miniBAR as well. Known for its consistent customer satisfaction, it’s an ideal pick 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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Day2

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.

Enjoy all that Temple Of Debod has to offer. This is an astonishing monument you should not miss. Another must-see is Plaza De España, a top-rated public square in Madrid.

When you’re ready for the next sight, head to Royal Palace Of Madrid. From there, take a leisurely stroll to El Retiro Park, another of the city’s world-famous attractions. We recommend continuing your self-guided tour at Puerta De Alcalá, a visually striking place of interest in the city. If time allows, add Museo Del Prado to your itinerary. This globally renowned museum offers the perfect finishing touch to your 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.

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.

Cap off your dinner by heading to Jazz Bar, ideal for a leisurely evening with a drink in hand. España Building is another bar that offers an enjoyable setting. Similarly, 1862 Dry Bar is also a popular place to go on a night out, perfect for relaxing and socializing.

As the sun sets, rest up and recharge for the next leg of your road trip in Spain.

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Day3

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

On day 3 of your exciting self-drive vacation in Spain, you’ll soak in the magnificence of 1 destination, including Toledo. When you’re not sightseeing, take time to relax at your chosen hotel in Toledo, where you’ll be staying for 1 night.

Mirador Del Valle is an ideal stop early in the day. This captivating observation deck is a must-visit in the city. When you’re ready for your next discovery, continue to Puerta De Bisagra, which may be one of the most picture-perfect places you will experience today.

One of the best things about exploring Madrid on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Monasterio De San Juan De Los Reyes, Toledo, a curiosity-inducing monastery in the city. If you’re up for more discoveries, don’t forget to reserve some time for El Greco Museum and Alcázar Of Toledo. End your day with a visit to Santa Iglesia Catedral Primada De Toledo, a notable church that’s sure to leave a lasting impression.

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

Toledo 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 Toledo.

Treat yourself to a delightful dinner at Restaurante Museo de Productos de Castilla-La Mancha, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try La Casa de Damasco? It's another excellent option with a diverse menu. Consider reserving a table at La Cave as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Toledo.

After your meal, keep the night alive at a bar like Buca Bar, known for its lively atmosphere. Pub "o'briens" is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Terraza Miradero offers an excellent atmosphere for those looking to amp up the evening.

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

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Day4

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

Experience an unparalleled adventure on day 4 of your road trip in Spain. This exciting part of your journey invites you to discover the renowned landmarks in 2 places, which are Segovia and Zamarramala. At the end of the day, you will retreat to the hotel of your choice in Madrid, where will spend 1 night.

To truly experience Toledo, make sure to drop by Aqueduct Of Segovia. This world-famous monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Plaza Mayor, one of the city’s best highlights.

Next, check out Puerta De San Andrés, one of the most underrated places to see in Toledo. This monument is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Segovia Cathedral. Wander around and soak in the awe-inspiring atmosphere this church offers. Then, head to Alcázar Of Segovia, a top-rated castle that adds another dimension to your day. Finally, visit the intriguing Mirador De La Pradera De San Marcos, the last of our attraction recommendations for today.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Madrid. Madrid 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 Madrid, it's often a good idea to reserve a table in advance.

Enjoy a lovely meal at Areia, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, La MaMá Restaurante is another top choice with a popular menu. You could also check for a table at Sacha Restaurant. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Madrid tonight.

Relax and recharge in preparation for another adventurous day in Spain!

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Day5

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.

Take some time to indulge in shopping at Madrid’s popular marketplace, Plaza Mayor. Look for keepsakes or souvenirs to remind you of your trip.

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 delicious dinner at Taberna Mozárabe, an excellent option for tonight's dining. Looking for something different? Restaurante Lakasa offers a tantalizing alternative with its 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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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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