Luxury 5-Day Spain Road Trip from Madrid to Segovia and surrounding area

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Escape for the holiday of a lifetime with this 5-day luxury road trip in Spain!

Spain offers the ultimate luxury holiday experience for anyone up for an unforgettable adventure, including couples, families, solo travelers, and friends.

Your exclusive luxury holiday package will bring you to the country's most popular attractions and restaurants in the best destinations in Spain. With this perfectly planned vacation itinerary, you will stay 3 nights in Madrid, and 1 night in Segovia, experiencing the ultimate luxury vacation in Spain.

Finding the perfect luxury lodging is going to make your vacation in Spain feel truly special. The home for your 5-day luxury holiday will be only the most exclusive 5-star hotels in Spain. You will choose from the best selection of luxury hotels and places to stay, all conveniently located along your carefully planned self-drive route.

Upon arriving in Spain, you will collect the luxury rental vehicle of your choice. We will provide you with the best car rental for the entirety of your 5-day luxury self-drive holiday, including CDW insurance. From there, you will drive off at a relaxed pace to discover some of the best travel destinations in Spain.

Throughout your exclusive vacation in Spain, you will get to experience some of the best attractions and activities offered in the country. Each moment promises to be filled with unforgettable memories and unique experiences.

Between attractions and activities, you will have plenty of time to stroll along the best shopping streets and markets in Spain. Here you can find unique souvenirs to preserve the memory of your luxury holiday in Spain.

This exclusive travel plan is designed to include everything you need to have the best vacation in Spain. By booking this luxury holiday package, you can avoid spending hours researching and planning your 5-day road trip in Spain. Let the experts figure out the details, so you can focus on enjoying.

To deliver the best experience possible, we make it easy for you to customize each day of your luxury holiday in Spain before and after booking. Our flexible trip planning means you will be able to explore Madrid, Segovia, and Real Sitio de San Ildefonso at your own pace.

Book with us to get access to 24/7 personal travel support throughout your entire journey. Enjoy a step-by-step guide in our easy-to-use mobile app, including all travel documents for your exclusive getaway to Spain.

The best flights, activities, tours, and hotels in Spain fill up quickly, so book your luxury vacation package in advance. Select a date and start planning your luxury holiday in Spain today!

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Day 1

Day 1 – Madrid - arrival day

  • Madrid - Arrival day
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  • Puerta de Alcalá
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Your luxury holiday in Spain begins as soon as you reach the city of Madrid, where you'll be staying for 2 nights. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Be one of the day’s first visitors at Puerta De Alcalá. This triumphal arch is rated an average of 4.7 out of 5 stars by 43,833 visitors.

Tonight, you will be treated to a stay at one of the best luxury hotels in Madrid. We have picked out three of the most exclusive luxury lodging and hotel options for you to choose from.

In Madrid, delicious dining experiences are never far from reach. Take your pick and consider whether you need to book a table in advance.

Dine in style at El miniBAR, a top recommendation for dinner tonight. Or, for a change of pace, Restaurante De María - Felíx Boix boasts a menu that's sure to impress. Also, be sure to check out Areia. Known as a local hotspot, it’s a great choice for tonight in Madrid.

After your meal, keep the night alive at a bar like Baton Rouge Cocktail Bar, known for its lively atmosphere. Cafe Madrid is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, 1862 Dry Bar offers an excellent atmosphere for those looking to amp up the evening.

Raise a toast to the start of your 5-day luxury vacation in Spain and look forward to more fantastic days to come!

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Day 2

Day 2 – Madrid

  • Madrid
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Drive 30 km, 1 hour 40 min

  • Santiago Bernabéu Stadium
  • Palacio de Cristal
  • El Retiro Park
  • Museo Nacional del Prado
  • Casa de Campo
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Day 2 of your luxury road trip in Spain begins and concludes in the city of Madrid. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Madrid, where you still have 1 night nights remaining.

Make Santiago Bernabéu Stadium your first stop of the day. Previous visitors have rated this association football venue an average of 4.6 out of 5 stars in 120,158 reviews.

Next up, make a stop at Crystal Palace. With an average rating of 4.6 out of 5 stars by 39,270 visitors, it's easy to understand why so many people visit this building every year.

El Retiro Park is another attraction you can visit on this day of your vacation. This urban park has an average rating of 4.8 out of 5 stars by 162,386 visitors.

When you’re finished at El Retiro Park, the perfect next stop is Museo Del Prado. This art museum is rated an average of 4.7 out of 5 stars in 98,929 reviews. Museo Del Prado attracts approximately 3,497,345 visitors annually.

If you’re keen to explore even more, then consider a visit to Casa De Campo. This park is a top place to visit, with a rating of 4.5 out of 5 stars from 50,826 reviews.

Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Madrid.

Dive into a culinary adventure like no other in Madrid by booking a table at DiverXO. This popular restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another culinary dining option, venture to Smoked Room, celebrated for its delectable contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Paco Roncero, a top local restaurant known for its tantalizing creative menu. With a 2-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Raise your glass and relax after another big day of your luxury holiday in Spain!

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Day 3

Day 3 – Madrid, and Segovia

  • Segovia
  • Madrid
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Drive 107 km, 1 hour 54 min

  • Plaza Mayor
  • San Miguel Market
  • Royal Palace of Madrid
  • Temple of Debod
  • Museo Nacional Centro de Arte Reina Sofía
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Wake up to day 3 of your luxury holiday in Spain! Remember to have a hearty breakfast because today will be filled with memorable adventures in Madrid. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Seize the day by visiting some of the best attractions in the area, like Main Square. This extraordinary square has an average rating of 4.6 out of 5 stars from 152,388 visitors.

Next, make your way to Market Of San Miguel. This building is rated an average of 4.4 out of 5 stars in 106,296 reviews.

While in Madrid, we also recommend a visit to Royal Palace Of Madrid. This royal palace has been rated an average of 4.6 out of 5 stars in 77,471 reviews.

If you’re keen to explore even more, then consider a visit to Temple Of Debod. With an average rating of 4.4 out of 5 stars by 44,446 travelers, this egyptian temple is a highly recommended stop on your sightseeing around Madrid.

Make your way to Museo Nacional Centro De Arte Reina Sofía, perhaps the most famous art museum in Madrid. This attraction welcomes around 1 visitor annually and is rated an average of 4.5 out of 5 stars in 46,855 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Segovia. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Segovia for you, so you can check out the menus and make your reservation in advance.

Make sure to reserve a table at Restaurante Pasapán, an iconic dining spot in Segovia. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of El Túnel de Goriche, a popular restaurant in Segovia. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Restaurante El Bernardino, a hidden gem nestled in Segovia. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Shout Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Pub Celia offers an ideal atmosphere to enjoy the pleasures of the night. Bar Correos is also a great option that provides a perfect setting for a relaxing evening.

Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in Spain has plenty more in store for you.

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Day 4

Day 4 – Segovia, Real Sitio de San Ildefonso, and Madrid

  • Madrid
  • Segovia
  • San Ildefonso
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Drive 112 km, 2 hours 3 min

  • Alcázar de Segovia
  • Catedral de Segovia
  • Aqueduct of Segovia
  • Royal Palace of La Granja of San Ildefonso
  • More

Wake up to day 4 of your luxury road trip holiday in Spain! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Madrid, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Segovia, and Real Sitio de San Ildefonso.

Drop by the renowned Alcázar Of Segovia. This popular alcázar has been rated an average of 4.7 out of 5 stars by 49,713 visitors. Based on recent data, this attraction is visited by more than 754,946 travelers every year.

Another unforgettable place to experience is Segovia Cathedral. Rated 4.7 out of 5 stars by 18,509 visitors, this catholic cathedral deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Aqueduct Of Segovia. This stone bridge has been rated an average of 4.8 out of 5 stars in 95,202 reviews.

When you’re ready to jump back into the car and say goodbye to Segovia, you’ll hit the road in the direction of Real Sitio de San Ildefonso. This drive usually takes around 17 min. When you arrive, enjoy some sightseeing.

Begin your sightseeing with a visit to Royal Palace Of La Granja Of San Ildefonso. This extraordinary museum is rated an average of 4.6 out of 5 stars by 19,635 visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Madrid. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

In Madrid, delicious dining experiences are never far from reach. Take your pick and consider whether you need to book a table in advance.

Have a fantastic dining experience at BiBo Dani García, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Malacatín offers an enticing alternative with its varied menu. Additionally, Pum Pum Café is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Madrid.

Raise your glass and relax after another big day of your luxury holiday in Spain!

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Day 5

Day 5 – Madrid - departure day

  • Madrid - Departure day
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  • Plaza de España
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Today is the last day of your 5-day luxury holiday in Spain and it’s soon time to start your journey home. This is your chance to get one last glimpse of Madrid before saying goodbye.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

Make the most of what's left of your luxury vacation and head out to the stunning Plaza De España. This extraordinary square and attraction is rated an average of 4.4 out of 5 stars in 98,199 reviews, and is an excellent choice for your last sightseeing in Madrid.

Treat yourself to a final feast. Savor the unique flavors of Madrid one last time before you head to the airport.

If you're in the mood to try something new, consider Arrabal Madrid, another top spot with a mouthwatering menu.

You will then say farewell to Madrid and begin your journey home. We wish you safe travels and a warm welcome home, with unforgettable memories and incredible photos from your luxury holiday in Spain in your luggage!

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