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Road trips in Spain

One-Week Relaxed Spain Self-Drive Road Trip With Itinerary from Madrid to Toledo

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Sit back and enjoy a relaxed 8-day self-drive holiday in Spain. Along the way, Madrid, Segovia, and Toledo invite you to discover their unique blend of culture, scenery, and memorable experiences.

Travel freely with this relaxed self-drive package in Spain, designed for comfort and exploration. Spend 4 nights in Madrid and 3 nights in Toledo, staying at top-rated hotels near the heart of each city. Between drives, indulge in local cuisine, sip refreshing drinks, and enjoy the vibrant atmosphere at popular restaurants and bars along your road trip route in Spain.

Your journey starts in Madrid, where your rental car with CDW insurance will be ready for pickup. Choose a vehicle that suits your style, then set off on your 8-day relaxed road trip in Spain to explore its rich culture, fascinating history, and stunning landscapes.

Every stop on this leisurely self-drive holiday comes with handpicked accommodations that make relaxation effortless. Choose from elegant 5-star hotels with breathtaking views or comfortable 3-star stays that offer excellent value, all providing a welcoming retreat after a day on the road.

With your self-drive itinerary in Spain already planned, you’ll enjoy the country’s most celebrated sights without the rush. Marvel at the stunning El Retiro Park and soak in the atmosphere of the magnificent Main Square.

Enjoy each stop as you explore the history, architecture, and character of each destination on this Spain road trip itinerary for 8 days.

As you travel between destinations, you’ll have plenty of time to explore local markets and boutique shops. These stops give you the chance to find unique souvenirs, taste regional specialties, and experience everyday life in Spain.

If you want to make your 8-day relaxed self-drive tour in Spain even more memorable, add optional tours or activities. Join a guided excursion, discover hidden neighborhoods, or spend an afternoon in your favorite market. Each choice deepens your connection to the places you visit.

Alongside these experiences, your laid-back self-drive package in Spain includes 7 nights in comfortable hotels, a rental car for 8 days, and convenient access to nearby dining options. You can also add flights and entry tickets to shape the trip exactly how you want it. With 24/7 travel support and a mobile app keeping your itinerary and documents organized, you can enjoy a relaxed drive and savor every mile of the road ahead.

Turn your travel plans into reality. Book your 8-day relaxed self-drive road trip in Spain today and enjoy a journey filled with discovery, freedom, and unforgettable moments!

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Driver’s age is 30 - 65

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Day 1

Madrid - Arrival day
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Gran Vía
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Your relaxed road trip through Spain starts when you reach the incredible city of Madrid, where you'll stay for 3 nights. You'll pick up your rental car in Madrid and begin your adventure in Spain.

Madrid is a beautiful city with plenty to discover. 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.

Find your way to your hotel in Madrid. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Spain. Settle in and make plans for the evening.

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.

Hang out and unwind at some of the top bars in Madrid.

Raise a toast as you look back on the highlights of today’s relaxed road trip in Spain. Enjoy your first taste of Madrid as you soak in the city’s unique vibe.

Day 2

Madrid
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Drive 15 km, 1 hour 14 min

Santiago Bernabéu Stadium
Puerta de Alcalá
El Retiro Park
Museo del Prado
Museo Nacional Centro de Arte Reina Sofía
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Spain makes the perfect setting for a calming but fun road trip experience. Aside from amazing sights, Spain also offers plenty of tours to enhance your relaxed road trip experience.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Before calling it a day, visit one of the best bars in Madrid. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

Savor the rest of the night and celebrate another incredible, relaxed road trip adventure in the magical Madrid!

Day 3

Madrid
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Drive 2 km, 37 min

Main Square
Market of San Miguel
Royal Palace of Madrid
plaza de España
Malasaña
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Set aside time today to explore Malasaña, a standout neighborhood that reflects the essence of the city. While you're there, you'll also be within reach of some of the city's top landmarks, making it easy to maximize your day.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Spain by joining a traveler-approved tour in Madrid. There are so many fun and eye-opening activities to try out in Madrid that will make your slow-paced self-drive tour in Spain more memorable.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Madrid, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Hang out and unwind at some of the top bars in Madrid.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Spain!

Day 4

Madrid
Toledo
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Drive 261 km, 3 hours 23 min

Alcázar of Segovia
Segovia Cathedral
Plaza Mayor
Aqueduct of Segovia
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Day 4 of your relaxed road trip in Spain will take you on a self-paced journey to more than one incredible place in one day. See some of the best attractions in Spain, taste the most delectable foods and exquisite drinks, and make incredible memories as you go!

When you’re not exploring beautiful places, you can relax in Toledo. Here, you can choose from the best hotels and other accommodations as you get to know more about the culture in the city.

When you’re not driving and exploring some of the best places in Spain, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Toledo.

A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Toledo.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Spain!

Day 5

Toledo
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Drive 1 km, 21 min

Army Museum
Alcázar of Toledo
Museo del Queso Manchego Toledo
Santa Iglesia Catedral Primada de Toledo
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Make the most of your time in the country by joining activities that let you discover more about Spain. Check out all of the tours you can join this day of your leisurely self-drive holiday in Spain and ensure the experience of a lifetime.

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Spain. When you're not appreciating the best places to visit in Toledo, explore the city like a local by trying out the best restaurants in the area.

If you feel like it, head out to a bar to celebrate another fantastic day in Toledo and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

Raise your glass and relax after another big day of your leisurely paced road trip in Spain!

Day 6

Toledo
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Drive 7 km, 38 min

Mirador del Valle
San Martin's Bridge
FLY TOLEDO
Monasterio de San Juan de los Reyes, Toledo
El Greco Museum
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Another way to make your easygoing and relaxed road trip in Spain more special is by joining unique tours and activities.

Exploring the food culture in Toledo offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

Soak in the unique atmosphere of Toledo as you commemorate this day of your relaxed road trip with a toast. Cheers to a memorable, leisurely self-drive holiday in Spain!

Day 7

Toledo
Madrid
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Drive 78 km, 1 hour 37 min

Mezquita del Cristo de la Luz
Puerta de Bisagra
Paseo de La Vega
Parque de Safont
Alcantara Bridge
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On day 7 of your laid-back road trip adventure in Spain, you can visit several remarkable places. With the freedom and flexibility of a self-drive tour, you decide how much time to spend in each, making the most of these memorable destinations.

You'll be staying in Madrid on this laid-back road trip through Spain. You'll stay here for 1 night.

Exploring the food culture in Madrid offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Hang out and unwind at some of the top bars in Madrid.

Look back at an amazing day filled with adventure in Spain. And don’t forget to get some rest so you can continue your relaxed holiday in Spain tomorrow with new energy.

Day 8

Madrid - Departure day
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La Latina
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Day 8 of your relaxed road trip in Spain is your departure day. If you’re flying home, return your rental car with time to spare.

Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing vacation.

Over a good meal, take a moment to unwind and reflect on the past 8 days of your relaxed road trip.

The unforgettable experiences you’ve collected along your 8-day relaxed road trip in Spain is a story you will tell for the rest of your life.

How it works

Book your journey with Europe’s biggest travel platform—expert itineraries, instant confirmation, and full flexibility with 24/7 support.

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Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.

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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.

We guarantee

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

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