Luxury 9-Day Spain Road Trip from San Sebastian traveling west to Vitoria-Gasteiz, Segovia, Madrid, Valladolid, and Santander

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Set off on the ultimate travel extravagance with this 9-day luxury road trip across Spain. Every aspect of your journey is crafted to provide a sophisticated and comfortable experience. Enjoy a holiday where luxury unfolds at every turn in each stop of your adventure 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 2 nights in San Sebastian, 1 night in Vitoria-Gasteiz, 1 night in Segovia, 2 nights in Madrid, 1 night in Valladolid, and 1 night in Santander, 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 9-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 9-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 9-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 San Sebastian, Vitoria-Gasteiz, Burgos Province, Segovia, Toledo, Madrid, Valladolid, Santillana del Mar, Villaescusa, Santander, Bilbao, and Portugalete 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 – San Sebastian - arrival day

  • Donostia / San Sebastián - Arrival day
  • More
  • Miramar Jauregia
  • More

Your luxury holiday in Spain begins as soon as you reach the city of San Sebastian. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

When you're ready to see some sights, Miramar Palace is a great place to start. This palace is rated an average of 4.5 out of 5 stars by 8,022 visitors.

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

After exploring the unique sights of Spain, savor a delicious meal or get refreshed with a drink. We’ve gathered the most recommended restaurants and bars in the city of San Sebastian for you so you can browse their menus in advance and make a reservation.

Savor the flavors at Polka San Sebastián, a top pick for dinner tonight. Alternatively, Bar Antonio beckons with its unique menu offerings. Also, consider Bodega Donostiarra Gros. With its consistent customer satisfaction, it’s an excellent option for dining in San Sebastian tonight.

Keep the evening going at Gorriti Taberna, a great choice for enjoying the after-dinner hours with a drink.

Raise a toast to the start of your 9-day luxury vacation in Spain and look forward to more fantastic days to come!

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Day 2

Day 2 – San Sebastian, and Vitoria-Gasteiz

  • Vitoria-Gasteiz
  • Donostia / San Sebastián
  • More

Drive 108 km, 2 hours 4 min

  • Aquarium
  • Alderdi Eder parkea
  • Beach of La Concha
  • Gipuzkoa Plaza
  • Haizearen orrazia
  • More

Wake up to day 2 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 Vitoria-Gasteiz, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in San Sebastian.

Kick off the day at Aquarium, a top pick for today’s sightseeing. This aquarium is rated an average of 4.4 out of 5 stars in 11,413 reviews.

Today is also your chance to visit Alderdi Eder Parkea. Alderdi Eder Parkea is a park with an average rating of 4.6 out of 5 stars from 13,442 reviews.

Beach Of La Concha is another top attraction we highly recommend you visit today. This natural feature is rated an average of 4.7 out of 5 stars by 21,054 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Gipuzkoa Plaza. This park is rated an average of 4.5 out of 5 stars by 8,940 visitors.

Lastly, don’t miss out on Peine Del Viento Xv, a famous sculpture in San Sebastian. This attraction is rated an average of 4.7 out of 5 stars by 11,281 travelers.

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

Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Vitoria-Gasteiz.

Experience a harmony of flavors at Zabala in Vitoria-Gasteiz by securing a reservation in advance. Known for its Bib Gourmand status, Zabala offers a delightful variety of dishes highlighting its delicious contemporary menu. If you're looking to mix things up, Restaurante-Asador Matxete offers an enticing alternative with its varied menu.

Continue the enjoyment post-dinner at Soho Vitoria-cocktail Bar, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Taberna Txustarra offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Aldapa Taberna. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Celebrate another great day of your luxury holiday in Spain with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.

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Day 3

Day 3 – Vitoria-Gasteiz, Burgos Province, and Segovia

  • Segovia
  • Vitoria-Gasteiz
  • Burgos
  • More

Drive 314 km, 3 hours 39 min

  • Plaza España
  • Plaza Virgen Blanca
  • Florida Park
  • Monasterio de San Juan
  • More

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 Vitoria-Gasteiz, and Burgos Province. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Your sightseeing of the day begins at Nueva Square, a remarkable square where it’s easy to get lost in exploration. This top attraction is rated an average of 4.5 out of 5 stars in 4,706 reviews.

Next, satisfy your wanderlust at Plaza Virgen Blanca. This sightseeing destination has an average rating of 4.6 out of 5 stars from 8,751 travelers.

La Florida is another must-visit attraction. This renowned urban park offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.5 out of 5 stars by 6,409 travelers, it's one of the more popular places to see in the area.

When you’ve had your share of Vitoria-Gasteiz, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Burgos Province. Your travel time is around 1 hour 17 min.

Start your sightseeing with a visit to Saint John's Monastery. This museum is a popular stop on travelers’ itineraries in Burgos Province, with an average rating of 4.5 out of 5 stars by 663 visitors.

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 exploring the unique sights of Spain, savor a delicious meal or get refreshed with a drink. We’ve gathered the most recommended restaurants and bars in the city of Segovia for you so you can browse their menus in advance and make a reservation.

Dine in style at Restaurante Pasapán, a top recommendation for dinner tonight. Or, for a change of pace, El Túnel de Goriche boasts a menu that's sure to impress. Also, be sure to check out Restaurante El Bernardino. Known as a local hotspot, it’s a great choice for tonight in Segovia.

Extend your evening after a delightful meal by visiting Shout Bar, which offers the perfect atmosphere for a night out. Moreover, Pub Celia is another popular option for a drink or two. Likewise, Bar Correos also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Raise a toast to another amazing day of your luxury holiday in Vitoria-Gasteiz, Spain and seize the opportunity to celebrate.

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Day 4

Day 4 – Segovia, Toledo, and Madrid

  • Madrid
  • Segovia
  • Toledo
  • More

Drive 239 km, 3 hours 24 min

  • Aqueduct of Segovia
  • Alcázar de Segovia
  • Alcázar de Toledo
  • Santa Iglesia Catedral Primada de Toledo
  • More

On day 4 of your luxury holiday in Spain, your road trip route will take you exploring the best of Segovia, and Toledo. The day's journey will conclude in Madrid, a city that offers you comfort and relaxation for 2 nights. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Spain.

When you’re ready for some sightseeing, make your way to Aqueduct Of Segovia. This much-appreciated stone bridge is rated 4.8 out of 5 stars in 95,202 reviews.

Next up is Alcázar Of Segovia. This alcázar has an average rating of 4.7 out of 5 stars from 49,713 visitors. As one of the top places to visit in the city, Alcázar Of Segovia welcomes 754,946 visitors annually.

As you’ve unraveled the marvels of Segovia, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Toledo may take around 1 hour 49 min. Upon your arrival in Toledo, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Begin your sightseeing with a visit to Alcázar Of Toledo. This alcázar is rated an average of 4.6 out of 5 stars in 30,193 reviews.

Next up, make your way to Santa Iglesia Catedral Primada De Toledo. This church has an average rating of 4.7 out of 5 stars from 27,938 reviews.

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.

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 Madrid for you, so you can check out the menus and make your reservation in advance.

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.

Keep the excitement of the evening going by visiting a bar or two. Baton Rouge Cocktail Bar is an excellent place to start. You could also check out Cafe Madrid, 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.

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

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Day 5

Day 5 – Madrid

  • Madrid
  • More

Drive 15 km, 1 hour 14 min

  • Santiago Bernabéu Stadium
  • Puerta de Alcalá
  • El Retiro Park
  • Museo Nacional del Prado
  • Museo Nacional Centro de Arte Reina Sofía
  • More

Day 5 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.

Start your sightseeing with a visit to Santiago Bernabéu Stadium. This association football venue is rated an average of 4.6 out of 5 stars from 120,158 visitors.

Puerta De Alcalá is another popular attraction you could visit today. This triumphal arch has a rating of 4.7 out of 5 stars from 43,833 visitors.

El Retiro Park is also highly recommended by travelers. This urban park has a rating of 4.8 out of 5 stars from 162,386 visitors.

Museo Del Prado is an attraction you won’t want to miss. Around 3,497,345 people visit this place every year. This art museum is rated an average of 4.7 out of 5 stars in 98,929 reviews.

Another attraction you have the opportunity to visit today is Museo Nacional Centro De Arte Reina Sofía. This art museum has received an average rating of 4.5 out of 5 stars from 46,855 travelers. This local favorite gets around 1 visitor each year.

After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Madrid. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.

Treat yourself to a delightful dinner at La Mi Venta, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Mas Al Sur? It's another excellent option with a diverse menu. Consider reserving a table at Prada a Tope Madrid as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Madrid.

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

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Day 6

Day 6 – Madrid, and Valladolid

  • Valladolid
  • Madrid
  • More

Drive 223 km, 3 hours 1 min

  • Plaza Mayor
  • San Miguel Market
  • Royal Palace of Madrid
  • Plaza de España
  • Casa de Campo
  • More

Wake up to day 6 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 Valladolid, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Madrid.

Make Main Square your first stop of the day. Previous visitors have rated this square an average of 4.6 out of 5 stars in 152,388 reviews.

Next up, make a stop at Market Of San Miguel. With an average rating of 4.4 out of 5 stars by 106,296 visitors, it's easy to understand why so many people visit this building every year.

Royal Palace Of Madrid is another attraction you can visit on this day of your vacation. This royal palace has an average rating of 4.6 out of 5 stars by 77,471 visitors.

When you’re finished at Royal Palace Of Madrid, the perfect next stop is Plaza De España. This square is rated an average of 4.4 out of 5 stars in 98,199 reviews.

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.

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

After a long day of discovering the unique quirks of Spain, it’s an excellent idea to sit down for a lovely meal or enjoy a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Valladolid so you can check out the menus and make advance reservations.

Start your culinary exploration in Valladolid by securing a reservation at Alquimia - Laboratorio. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of creative, and modern cuisine. For another dining delight, visit Trigo, celebrated for its delectable modern menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Llantén, a top local spot known for its tantalizing traditional menu. With a Bib Gourmand recognition, it guarantees an exceptional dining adventure.

After your delicious meal, get a taste of the vibrant nightlife with a visit to The Lost Child Cocktail's Bar, known for its inviting atmosphere. Café Bar Alborada is another great option if you’re looking for a place to get the night started. Similarly, Monasterio provides a great setting to enjoy the night away.

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

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Day 7

Day 7 – Valladolid, Cerrazo, Santillana del Mar, Villaescusa, and Santander

  • Santander
  • Santillana del Mar
  • Villaescusa
  • More

Drive 285 km, 3 hours 12 min

  • Laberinto De Villapresente
  • National Museum and Research Center of Altamira
  • Cave of Altamira
  • Parque de la Naturaleza de Cabárceno
  • More

Wake up to day 7 of your luxury holiday in Spain! Remember to have a hearty breakfast because today will be filled with memorable adventures in Cerrazo, Santillana del Mar, and Villaescusa. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

When you’ve had your share of Valladolid, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Cerrazo. Your travel time is around 2 hours 16 min.

Be one of the day’s first visitors at Laberinto De Villapresente. This park is rated an average of 4.7 out of 5 stars by 9,994 visitors.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Santillana del Mar. This drive usually takes around 5 min, without any stops or traffic disruptions.

Seize the day by visiting some of the best attractions in the area, like National Museum And Research Center Of Altamira. This extraordinary museum has an average rating of 4.4 out of 5 stars from 6,249 visitors.

Next, make your way to Cave Of Altamira. This cave with prehistoric art is rated an average of 4.3 out of 5 stars in 13,460 reviews.

Villaescusa’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Santillana del Mar behind. This drive usually takes around 29 min. Villaescusa welcomes you with a multitude of unique vacation experiences.

When you're ready to see some sights, Cabarceno Natural Park is a great place to start. This zoo is rated an average of 4.5 out of 5 stars by 45,839 visitors.

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

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

Treat yourself to an extraordinary dining experience at Cadelo, a Bib Gourmand restaurant offering an incredible modern menu. Alternatively, if your taste buds call for something different, Umma is one of the best restaurants for modern cuisine in Santander. This Bib Gourmand-awardee earns consistently high praises from guests. We also recommend checking out the menu at Agua Salada. As a top-rated establishment with a Bib Gourmand status, it is an ideal choice for contemporary, and traditional cuisine in the city.

To truly maximize your evening out, consider visiting Kings Pub after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Grog, another bar with an inviting ambiance. Similarly, Hygge Cocktail also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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 8

Day 8 – Santander, Bilbao, Portugalete, and San Sebastian

  • Donostia / San Sebastián
  • Bilbao
  • Portugalete
  • More

Drive 225 km, 3 hours 22 min

  • Casilda Iturrizar parkea
  • Guggenheim Museum Bilbao
  • Puppy
  • Federiko Moiua enparantza
  • Vizcaya Bridge
  • More

On day 8 of your luxury holiday in Spain, your road trip route will take you exploring the best of Bilbao, and Portugalete. The day's journey will conclude in San Sebastian, a city that offers you comfort and relaxation for 1 night. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Spain.

Fasten your seatbelt and make your way to your next stop. Bilbao, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Santander to Bilbao may take around 1 hour 12 min without traffic disruptions. Upon arrival in Bilbao, we highly recommend checking out some of the top attractions.

Journey into the unknown at Doña Casilda Iturrizar Park, a unique attraction awaiting your visit. This remarkable park has an average rating of 4.5 out of 5 stars from 9,643 reviews.

When you’re ready to continue your sightseeing, Guggenheim Museum is a recommended place to visit. This museum building is rated an average of 4.5 out of 5 stars in 64,815 reviews. Based on recent data, the attraction hosts 530,967 visitors per year.

Another must-see attraction in Bilbao is Puppy. Rated an average of 4.7 out of 5 stars by 5,913 travelers, this popular tourist destination in Bilbao offers an experience you will remember.

Federiko Moiua Enparantza is another popular stop on travelers' itineraries in Bilbao. This sightseeing destination promises memorable moments of exploring. Other travelers have rated this attraction 4.5 out of 5 stars in 9,235 reviews.

Continue your road trip and head to your next destination, Portugalete. This car ride takes around 23 min.

A top pick for your self-guided sightseeing tour today is Vizcaya Bridge. Previous visitors have rated this suspension bridge an average of 4.6 out of 5 stars in 28,202 reviews.

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

After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in San Sebastian. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.

Have a memorable dining experience in San Sebastian by booking a table at Arzak, renowned as a 3-star Michelin restaurant presenting an exceptional creative, and traditional menu. For a different culinary experience in San Sebastian, Amelia by Paulo Airaudo shines as one of the top destinations, known for its delicious creative cuisine. This 2-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Kokotxa is known as a top local spot for its delicious modern cuisine in San Sebastian. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

Celebrate another great day of your luxury holiday in Spain with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.

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Day 9

Day 9 – San Sebastian - departure day

  • Donostia / San Sebastián - Departure day
  • More
  • Cristina Enea parkea
  • More

Today is the last day of your 9-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 San Sebastian before saying goodbye.

As your final day in Spain unfolds, enjoy a last-minute shopping spree in San Sebastian's best shopping area. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Spain.

Make the most of what's left of your luxury vacation and head out to the stunning Cristina Enea Parkea. This extraordinary park and attraction is rated an average of 4.6 out of 5 stars in 4,457 reviews, and is an excellent choice for your last sightseeing in San Sebastian.

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

You will then say farewell to San Sebastian 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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