USA’s Iberian Insiders Since 2002

Private day trips from Madrid to Segovia or Toledo

Madrid and it’s region has many hidden charms for private day trips to remember. Or take your whole vacation to the next level. Click here for => our best private Spain tours and luxury Spanish travel itineraries <= .

  • Discover UNESCO World Heritage-listed Spanish medieval gems like
  • Segovia, Toledo, La Granja, El Escorial, Avila and more.
  • For availability info on 2019 or 2020 private Madrid
  • luxury excursions contact a Magical Spain travel pro in Madrid.
  • With expert Madrid bilingual guides, you enjoy VIP private Madrid day tours.
  • Magical Spain luxury custom excursions deliver more exclusive fun, your way.
  • Insider Cultural Fun  +  Confidence

No Hurry…  No Worry.

Experience More… Your Way

Scroll down for our private guided Madrid day trips and excursions. If you´d like to take your whole vacation to the next level see our best private Spain luxury tours and 7+ day VIP travel itineraries.

1) Madrid Private Day Trip with Driver: VIP Excursion to Segovia

This private VIP Segovia excursion takes you on a journey into the timeless Castille Leon.  Our driver collects you at your Madrid hotel in a deluxe sedan or van for the drive to beautiful  Segovia. Here your private guided walking tour will begin in the old town. You´ll discover more your way at your pace, with a handpicked expert guide just for you and yours exclusively in clear English. Highlights for Segovia include the famous Roman Aqueduct and towering romantic medieval castle,  medieval walls and tiny charming old town plazas and temples. Your guide will give you a great introduction to the Segovia traditions, “skip-the line access”, UNESCO monuments, original design, delicious delicacies and best breathtaking Segovia views. And we promise no tourist traps, no hurry and no worry with Magical Spain VIP private tours 🙂

Next step?…  Check availability here for this private tour of Segovia with car, driver and expert guide.

2) Madrid Private VIP Day Trip with Driver: Excursion to Ribera Duero Wine Country

Enjoy a private one day excursion from Madrid into wine country where beautiful landscapes compliment the famous Duero river, responsible for the bounty of endless rows of vineyards making up the famous region of Ribera del Duero, one of Spain´s top wine regions.

 Please consult rates.

3) Private Excursion to El Escorial and Valley of the Fallen from Madrid

Commissioned and built under, Phillip II, El Escorial was his prize and one of the main reasons to visit El Escorial.

Your drive will then take you to Franco´s huge monument to the dead of the Spanish Civil War, the Valley of the Fallen.

 Please consult availability  + rates of this Madrid Private VIP Day Trip to El Escorial with Driver: .

4) Customized Private Luxuy Tour of Spain from Madrid

Customize your dream trip to Spain with our expert team of American and Spanish travel pros in Madrid and in Barcelona.  Click here to see more ideas for private luxury Spain travel itineraries.

Contact us for more details.

5) Segovia VIP Private Day Trip from Madrid

On your private Segovia day trip from Madrid, you will enjoy chauffeured transfers and an enchanting experience walking the old cobblestone streets of Segovia to discover one of the most charming of the cities of Castilla Leon and all the jewels it has to offer. There is so much to see and history to experience, we offer a great itinerary that you will enjoy both with sites and explanation of a knowledgeable guide. Consult availability with us for more info.

6) Toledo Private Jewish Heritage Walking Tour with Car and Driver

Discover the Sephardic History of Toledo in this rare opportunity with our local guide who knows the Toledo Jewish history. Trace the long lineage of Sephardic Toledo traditions, customs, influential people, and religion in this magical city regarded as one of the most important in preserving the jewels of the Sephardic memory and legacy.  Contact us for more info. Availability is often very limited.

7) Toledo Private VIP Day trip from Madrid

Our old Toledo chauffeured private day trip from Madrid includes a stroll along the historic streets of old Toledo, discover legends of saints and sinners, bloody battles, deceit and debauchery. Maybe see haunted underground places, or traditional visits to the UNESCO sites. Explore the Cathedral, Synagogue of Santa Maria la Blanca, and the San Juan de los Reyes Church that was the prize construction following the defeat of the Moors. Visits to local artisans like sword makers, recommendations on restaurants, or a taste of the famous Toledo treat, Marzipan.

8) 4 Day Private Luxury Tour from Madrid: Royal Hilltowns, Cuisine & Heritage

This private luxury Madrid 4 day tour provides an unforgettable overview of the important world class attractions near Madrid including Toledo, El Escorial, Avila and Segovia + amazing guides, fine food and wine and memories. It will cover two regions and 4 cities. We have planned this tour with efficiency so that those travellers who have little time but would like to see the maximum in a fun yet profound way, can take advantage of this 4 day luxury Madrid tour package.

Consult 2020 availability & 2019 pricing.

Custom Itineraries

Built personally for you by experts!

Private Guides

Explore Spain with your own personal guides & drivers

Booking Guarantee

If Covid disrupts your travel plans you can change your booking for free!

SideBar Tour Request

Say Hola to Dan! Your Author & Private Tour Planner in Spain

Hola from Spain! I’m Dan O’Beirne, founder of Magical Spain.

Originally from America, I worked in the Health and Wellness sector until my desire to travel resulted in my settling in Spain. Having fallen instantly in love with the country, cultures, and people here, I have made it my mission for the last twenty years to share this passion with our clients.

Step 1

Fill out the form with the destinations, wish-list, & personal preferences for your perfect trip. If you would like your tour planner to offer some inspiration, then we are happy to provide a suggested itinerary which we can then refine with you until you are 100% delighted with it.

Step 2

Soon after receiving your request, your personal tour planner will be in touch to begin planning your custom tour. You will then receive a tailor-made tour itinerary which can be revised an unlimited number of times to ensure total satisfaction and the perfect vacation.

Step 3

Your officially licensed private guide will meet you at the pre-arranged starting point of your tour. You can count on us for 24/7 in-country support and everything else necessary for a wonderful vacation and seamless tour experience. Welcome to Iberia!

Request Your Complimentary Custom Itinerary With Our Spain Experts

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California couple did Spain in 2021. Meg shares their experience with Magical Spain…

Other Spanish Private Tour Itineraries You Might Like

Our Guaranteed Booking Promise

As Spain and Portugal return to normal following the pandemic, we at Magical Spain & Portugal continue to go above and beyond to demonstrate the health and safety of our guests is of paramount importance to our team. As you can see above, we’ve been awarded the “Safe Tourism Certified” accreditation for meeting and exceeding all government protective guidance.

The safety & protection of our clients is – and always has been – our number one priority and as such, some of the changes made are as follows:

All our luxury vehicles will undergo an overnight sanitizing and cleaning process (while drivers will also take opportunities during breaks throughout the day to wipe down the vehicles with sanitizing equipment);

We’ll be providing additional hand sanitizer and hygiene packs including masks for all travelers;

Fresh bottled water will be supplied for all passengers.

We’re not only protecting our client’s personal safety but also their wallets…

Our booking promise means that if your travel is interrupted by Covid and you’re unable to enter Spain or Portugal due to travel restrictions, we’ll provide a free rescheduling service, or if you’d prefer a refund, we’ll return all costs paid for our services as long as the cancellation comes at least seven days before your tour start date.

If you’d like more information, please contact us at or fill in the form below!

Covid (Pop-Up)

Meet Your Personal Tour Planner in Spain

Hola from Spain! I’m Dan O’Beirne, founder of Magical Spain.

Originally from America, I worked in the Health and Wellness sector until my desire to travel resulted in my settling in Spain. Having fallen instantly in love with the country, cultures, and people here, I have made it my mission for the last twenty years to share this passion with our clients.

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Some Magical Customer Reviews

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California couple did Spain in 2021. Meg shares their experience with Magical Spain…

Peppermint Arches

The highlight for me was going to the restaurant you picked for us in Cadaqués. Wow, what a treat! Mercedes is an incredible guide. As I reviewed some Rick Steves videos, I noticed that your guides Jesús, and Mercedes featured in them! I’m so glad we had your company to get us to the airport or we’d be standing in Plaza Catalunya waiting to board a bus to the airport after wheeling all our luggage there from the hotel. We’re feeling bad for others but thankful for your excellent planning and the 24/7 support by Inma and Mercedes! Thanks again and we hope to return to do Andalucia and or Portugal soon!”

Anne & Sean K, (NYC)



“I hire lawyers, doctors, tax experts …. well this year I hired the Magical Spain expert team for a custom private guided Best of Spain trip with my granddaughter…. excellent luxury hotels, perfect planning, comfortable transport, no stress and memorable experiences of Spain’s history, cuisine, wine & culture.”

Cheryl Powers (San Francisco, CA)


Best of Spain & Portugal

“I urge everyone who values unforgettable vacations to contact Magical Spain and talk to Dan or Rachel.

Beyond the personalized planning and fine 24-7 tour support, we loved the quality and care of the licensed guides, the delicious tapas, the exotic ambiance of Seville and Granada, Madrid’s majesty and art, medieval Toledo, and meeting the olive oil estate owners, artist, chef & winemaker.”

R. Mathews, wife & friends (Northern Virginia)



“Our private Spain guided trip was superb and stress-free, thanks for the customization.. we loved the Seville and Granada walking tours, but also the historic hilltowns, medieval castles, wine tasting with the winemaker,  tapas on the plazas, flamenco guitar…great insight and memories!”

R. Fergerson (NYC)



“Outstanding, seamless planning with a very personalized itinerary executed perfectly…..

In Spain, we felt like VIPs as we met the winemakers in La Rioja and Ribera del Duero, the chefs, the village mayor  and flamenco dancer in Sevilla! The unique experiences and memories beat that of 4 or 5 cruises.  We will be back to do Andalucia or Portugal in a few years”

Scott & Kisha McCann (NYC)