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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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. 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.

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

If you’re not ready to end the night just yet, Bar Yambala offers a perfect venue to relax and savor a drink. Similarly, Baton Rouge Cocktail Bar is well-suited for those looking to unwind in a social setting. Cafe Madrid is another excellent spot to enjoy a nightcap after a delightful meal.

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

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Day2

Day 2

  • Madrid
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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

Day 2 of your road trip across Spain promises a magnificent time exploring what to see in Madrid. You have 1 night left in Madrid. Take the opportunity to experience more of the best attractions and activities in the city.

Whether you decide to explore Madrid on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

To truly experience Madrid, make sure to drop by Temple Of Debod. This extraordinary monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Plaza De España, one of the city’s best highlights.

Next, check out Royal Palace Of Madrid, one of the most iconic places to see in Madrid. This palace is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, El Retiro Park. Wander around and soak in the serene atmosphere this park offers. Then, head to Puerta De Alcalá, a top-rated monument that adds another dimension to your day. Finally, visit the timeless Museo Del Prado, the last of our attraction recommendations for today.

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.

Savor the flavors at Alhambra, a top pick for dinner tonight. Alternatively, Restaurante Alabaster beckons with its unique menu offerings. Also, consider Restaurante De María - Felíx Boix. With its consistent customer satisfaction, it’s an excellent option for dining in Madrid tonight.

Continue your evening by exploring the vibrant nightlife scene at Jazz Bar, a prime destination for a thrilling night out. Also, don’t forget to check out España Building, a bar that offers unique local touches. Likewise, 1862 Dry Bar provides an excellent alternative for a fun evening.

Say good night to Madrid and look forward to another great day of your road trip in Spain!

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Day3

Day 3

  • Madrid
  • Toledo
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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

Your itinerary for day 3 of your road trip in Spain includes 1 stop and features some of the highlights of Toledo. At the end of the day, enjoy the comforts of a top-rated hotel in Toledo, where you'll spend 1 night.

Toledo’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Madrid behind. This drive usually takes around 57 min. Toledo welcomes you with a multitude of unique vacation experiences.

Savor the day by heading to Mirador Del Valle, a well-known observation deck that draws visitors from near and far. When you're done, continue to Puerta De Bisagra, where you can soak in the picture-perfect surroundings.

Next, explore Monasterio De San Juan De Los Reyes, Toledo, yet another locally appreciated place to see in the area. After the monastery, make time to go to El Greco Museum. This history-steeped museum is well worth the visit. Lastly, head to Alcázar Of Toledo, a well-known castle you won’t want to miss.

When you’re done exploring for the day, you’ll drive to your hotel in Toledo. Check in and relax before you head out to tour the city.

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 wonderful meal at Restaurante Museo de Productos de Castilla-La Mancha, a top-rated dining spot in Toledo. If you're in the mood for something new, try La Casa de Damasco, another premier location with a delectable menu. You might also want to book a table at La Cave. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Toledo.

Cap off your dinner by heading to Buca Bar, ideal for a leisurely evening with a drink in hand. Pub "o'briens" is another bar that offers an enjoyable setting. Similarly, Terraza Miradero is also a popular place to go on a night out, perfect for relaxing and socializing.

Take some time to reflect on your day and savor another beautiful night in Spain.

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Day4

Day 4

  • Toledo
  • Segovia
  • Zamarramala
  • 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.

When you’ve had your share of Toledo, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Segovia. Your travel time is around 1 hour 48 min.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Aqueduct Of Segovia, a timeless monument that everyone visiting Segovia should see. Next, head to Plaza Mayor. This visually striking public square is one of the most often recommended attractions in the region.

If you're keen to see more, don’t miss out on Puerta De San Andrés, a historic monument popular among locals as well as travelers. Segovia Cathedral is an excellent attraction to visit next. Spend some time learning more about this well-known church before you continue your journey. Lastly, visit Alcázar Of Segovia, a symbolic castle and a top attraction in the city.

Embrace the thrill of the open road as you wave goodbye to Zamarramala and set your GPS to Madrid. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 12 min. Upon reaching Madrid, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Mirador De La Pradera De San Marcos is a beloved observation deck we recommend visiting today. Discover its visually striking features before continuing your self-guided tour.

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.

Indulge in a memorable dining experience at one of Madrid's most popular restaurants, and connect with friendly locals for a true cultural experience.

Don’t miss out on dining at Areia, a top-rated dining destination in Madrid. If you're in the mood to try something new, consider La MaMá Restaurante, another top spot with a mouthwatering menu. You might also want to secure a reservation at Sacha Restaurant. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Madrid this evening.

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

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Day5

Day 5

  • Madrid - Departure day
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  • Gran Vía
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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.

At the top of the list of places to visit today is Gran Vía, a street that captures the true essence of Madrid. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.

Make the most of your final day in Spain by visiting Madrid’s iconic markets and shopping establishments in the buzzing Salamanca District. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing vacation. You can also browse through boutiques for stylish fashion choices. Elevate your style with pieces from high-end retail stores.

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

Savor the flavors at Taberna Mozárabe, a top pick for dinner tonight. Alternatively, Restaurante Lakasa beckons with its unique menu offerings.

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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