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From Madrid: Toledo & Segovia Day Tour with Lunch & Tickets

Discover why this tour won the Cool Destinations TRAVELERS' CHOICE AWARD 2025! The story of Medieval Spain is a blend of Roman influence, Muslim rule, …More

4.6 (3,648)

From Madrid: Toledo & Segovia Day Tour with Lunch & Tickets

Discover why this tour won the Cool Destinations TRAVELERS' CHOICE AWARD 2025! The story of Medieval Spain is a blend of Roman influence, Muslim rule,...

11 hours • Free Cancellation
4.6 (3,648)
from
$48
Avila & Segovia Tour with Tickets to Monuments from Madrid

The Best Excursion to Ávila and Segovia from Madrid The only tour to Ávila and Segovia rated 5 stars and certified for excellence. Enjoy a …More

4.8 (8,874)

Avila & Segovia Tour with Tickets to Monuments from Madrid

The Best Excursion to Ávila and Segovia from Madrid The only tour to Ávila and Segovia rated 5 stars and certified for excellence. Enjoy a...

9 hours • Free Cancellation
4.8 (8,874)
from
$92
Segovia and Toledo Day Tour from Madrid with Optional Alcazar

Embark on an unforgettable journey through Spanish history and culture with our Segovia & Toledo Tour. In just one day, you'll discover the timeless charm …More

4.6 (1,105)

Segovia and Toledo Day Tour from Madrid with Optional Alcazar

Embark on an unforgettable journey through Spanish history and culture with our Segovia & Toledo Tour. In just one day, you'll discover the timeless charm...

11 hours 45 minutes • Free Cancellation
4.6 (1,105)
from
$80
From Madrid: Ávila & Salamanca Guided Tour with Wall & Cathedral

Discover why this tour won the Cool Destinations TRAVELERS' CHOICE AWARD 2025! We will start the tour leaving Madrid on the way to Salamanca. Once …More

4.6 (193)

From Madrid: Ávila & Salamanca Guided Tour with Wall & Cathedral

Discover why this tour won the Cool Destinations TRAVELERS' CHOICE AWARD 2025! We will start the tour leaving Madrid on the way to Salamanca. Once...

11 hours • Free Cancellation
4.6 (193)
from
$58
Madrid Photoshoot with a Professional Photographer

IG :@dorian . ph Capture your trip with a professional Madrid photoshoot in some of the city’s most iconic locations. Whether you are traveling alone, …More

4.9 (100)

Madrid Photoshoot with a Professional Photographer

IG :@dorian . ph Capture your trip with a professional Madrid photoshoot in some of the city’s most iconic locations. Whether you are traveling alone,...

1 hour • Free Cancellation
4.9 (100)
from
$93
Toledo, Segovia and Avila from Madrid with Tickets and Lunch

Discover why this tour won the Cool Destinations TRAVELERS' CHOICE AWARD 2025! Visit Toledo, the second Rome, declared a World Heritage Site by UNESCO, and …More

4.9 (574)

Toledo, Segovia and Avila from Madrid with Tickets and Lunch

Discover why this tour won the Cool Destinations TRAVELERS' CHOICE AWARD 2025! Visit Toledo, the second Rome, declared a World Heritage Site by UNESCO, and...

13 hours • Free Cancellation
4.9 (574)
from
$92
From Madrid: Segovia & Toledo with Alcazar and Cathedral

Embark on an unforgettable journey from Madrid and explore two of Spain’s most enchanting World Heritage cities — Toledo and Segovia. Walk through centuries of …More

4.6 (523)

From Madrid: Segovia & Toledo with Alcazar and Cathedral

Embark on an unforgettable journey from Madrid and explore two of Spain’s most enchanting World Heritage cities — Toledo and Segovia. Walk through centuries of...

12 hours • Free Cancellation
4.6 (523)
from
$56
Toledo Tour & Vineyard Experience with Wine Tasting from Madrid

Enjoy a walk through the Imperial City of Toledo accompanied by an Official Guide, followed by a Wine Experience. Walk through 200 year-old vines accompanied …More

4.9 (2,742)

Toledo Tour & Vineyard Experience with Wine Tasting from Madrid

Enjoy a walk through the Imperial City of Toledo accompanied by an Official Guide, followed by a Wine Experience. Walk through 200 year-old vines accompanied...

8 hours • Free Cancellation
4.9 (2,742)
from
$115
Avila with Walls and Segovia with Alcazar from Madrid

Visit two emblematic medieval Spanish cities in one day. Start in Segovia, where you can choose between touring it on your own, including a guided …More

4.4 (2,722)

Avila with Walls and Segovia with Alcazar from Madrid

Visit two emblematic medieval Spanish cities in one day. Start in Segovia, where you can choose between touring it on your own, including a guided...

9 hours • Free Cancellation
4.4 (2,722)
from
$52
Ribera del Duero Winery Guided Tour and Wine Tasting from Madrid

Live an unforgettable experience in Ribera del Duero (Considered the best area region of the world in 2012) and enjoy its wines on this 10-hour …More

Likely to Sell Out
Likely to Sell Out
5.0 (101)

Ribera del Duero Winery Guided Tour and Wine Tasting from Madrid

Live an unforgettable experience in Ribera del Duero (Considered the best area region of the world in 2012) and enjoy its wines on this 10-hour...

10 hours • Free Cancellation
5.0 (101)
from
$186
Tour of the Mills of Quixote de la Mancha and Toledo

You like literature, dreams and discovering wonderful things, being able to have a quiet, private and respectful experience and being able to discover this wonderful …More

4.9 (208)

Tour of the Mills of Quixote de la Mancha and Toledo

You like literature, dreams and discovering wonderful things, being able to have a quiet, private and respectful experience and being able to discover this wonderful...

10 hours • Free Cancellation
4.9 (208)
from
$139
Cuenca and the Enchanted City Full Day Tour from Madrid

Meet the highlights of Cuenca in a day with a single product. Guided tour to Ciudad Encantada, stop at Ventano del Diablo, panoramic visit of …More

Likely to Sell Out
Likely to Sell Out
4.8 (104)

Cuenca and the Enchanted City Full Day Tour from Madrid

Meet the highlights of Cuenca in a day with a single product. Guided tour to Ciudad Encantada, stop at Ventano del Diablo, panoramic visit of...

11 hours • Free Cancellation
4.8 (104)
from
$103
Ribera del Duero Wineries Guided Tour & Wine Tasting from Madrid

Discover Ribera del Duero, Spain's most prestigious red wine region, on a full-day wine tour from Madrid. Visit three carefully selected wineries, from historic family …More

5.0 (393)

Ribera del Duero Wineries Guided Tour & Wine Tasting from Madrid

Discover Ribera del Duero, Spain's most prestigious red wine region, on a full-day wine tour from Madrid. Visit three carefully selected wineries, from historic family...

11 hours • Free Cancellation
5.0 (393)
from
$214
Segovia with Winery & Tasting Small Group Tour from Madrid

Live an unforgettable experience visiting the amazing town of Segovia and its three most important monuments: the Aqueduct, the Cathedral and the Alcazar. We previously visit …More

Likely to Sell Out
Likely to Sell Out
5.0 (81)

Segovia with Winery & Tasting Small Group Tour from Madrid

Live an unforgettable experience visiting the amazing town of Segovia and its three most important monuments: the Aqueduct, the Cathedral and the Alcazar. We previously visit...

10 to 11 hours • Free Cancellation
5.0 (81)
from
$163
Segovia, Avila & Toledo: Small Group Guided Tour from Madrid

We will leave beautiful Madrid to discover Segovia, Ávila and Toledo, three unique cities declared UNESCO World Heritage Sites. With our certified local guide, you …More

Likely to Sell Out
Likely to Sell Out
4.7 (141)

Segovia, Avila & Toledo: Small Group Guided Tour from Madrid

We will leave beautiful Madrid to discover Segovia, Ávila and Toledo, three unique cities declared UNESCO World Heritage Sites. With our certified local guide, you...

11 hours • Free Cancellation
4.7 (141)
from
$138
Segovia with Alcazar Guided Tour by High-Speed Train from Madrid

Enjoy a guided tour to Segovia, a UNESCO World Heritage site, by high-speed train from Madrid, the most comfortable and fastest way of traveling in …More

4.8 (94)

Segovia with Alcazar Guided Tour by High-Speed Train from Madrid

Enjoy a guided tour to Segovia, a UNESCO World Heritage site, by high-speed train from Madrid, the most comfortable and fastest way of traveling in...

6 hours 30 minutes
4.8 (94)
from
$139
Toledo Day Trip with Cathedral from Madrid

Travel to Toledo with your official guide and discover the secrets and mysteries of the "city of three cultures" with this full day trip to …More

4.9 (373)

Toledo Day Trip with Cathedral from Madrid

Travel to Toledo with your official guide and discover the secrets and mysteries of the "city of three cultures" with this full day trip to...

8 hours • Free Cancellation
4.9 (373)
from
$74
Madrid to Avila & Segovia: Full-Day Highlights Tour

Only Tour to Avila and Segovia Rated 5 Star - Certificate of Excellence On this Tour we will visit the cities of Segovia and Ávila, …More

4.6 (459)

Madrid to Avila & Segovia: Full-Day Highlights Tour

Only Tour to Avila and Segovia Rated 5 Star - Certificate of Excellence On this Tour we will visit the cities of Segovia and Ávila,...

9 hours • Free Cancellation
4.6 (459)
from
$59
Windmills of Don Quixote Wine Tour & Tasting from Madrid

Embark on this 10-hours wine tour with a touch of adventure where you will visit a great winery with good wines and superb history.We try …More

5.0 (73)

Windmills of Don Quixote Wine Tour & Tasting from Madrid

Embark on this 10-hours wine tour with a touch of adventure where you will visit a great winery with good wines and superb history.We try...

10 hours • Free Cancellation
5.0 (73)
from
$186
Private Segovia & Ribera del Duero with Wine Tasting from Madrid

Embark from Madrid on a journey that marries the rich flavors of Ribera del Duero wines with the historical grandeur of Segovia. In the heart …More

4.9 (67)

Private Segovia & Ribera del Duero with Wine Tasting from Madrid

Embark from Madrid on a journey that marries the rich flavors of Ribera del Duero wines with the historical grandeur of Segovia. In the heart...

9 hours 30 minutes
4.9 (67)
from
$232

Frequently Asked Questions

These answers are based on answers previously given to Cool Destinations customers' questions.

Recent tour reviews
Best Madrid to Toledo trip
New York City
Toledo Tour & Vineyard Experience with Wine Tasting from Madrid
Nikki27418, Sep 2026
Best Madrid to Toledo trip
The bus was extremely nice. The tour guide Laura was amazing! The wine tasting was fantastic.
Read more
Great full day tour. To Toledo and Segovia a must
New York City
From Madrid: Toledo & Segovia Day Tour with Lunch & Tickets
Kwiktalk, Sep 2026
Great full day tour. To Toledo and Segovia a must
This was an excellent tour. Well organised and in a luxury bus. Our guide Kostas made the travelling time relaxing by giving the bus travellers an historical background to each of Toledo and Segovia. Both these cities had their own charm and would definitely take this tour to both as the historic cultures of each of them are in many ways interconnected . The Full day tour flew by and we can only highly recommend it. !!!
Read more
A Delightful and Memorable Tour of Cuenca with Sergio
New York City
Cuenca and the Enchanted City Full Day Tour from Madrid
Selvina_M, Sep 2026
A Delightful and Memorable Tour of Cuenca with Sergio
We had a wonderful experience with our guide, Sergio. He was very pleasant, knowledgeable, and passionate about the history and culture of Cuenca. I especially enjoyed the way he brought the history to life by inviting members of the group to participate and recreate different parts of the past. It made the tour interactive, fun, and much more memorable.Our trip to Cuenca was truly delightful, and Sergio played a big part in making it such a great experience. Highly recommended!
Read more
Good times in Toledo
New York City
Toledo Tour & Vineyard Experience with Wine Tasting from Madrid
barbaracT8888TB, Sep 2026
Good times in Toledo
The Toledo tour plus wine tasting was great. Antonio and Roger did a great job showing us the city and vineyard. Highly recommend!
Read more
Unforgettable experience in three cities
New York City
Toledo, Segovia and Avila from Madrid with Tickets and Lunch
jeffgK7013PZ, Sep 2026
Unforgettable experience in three cities
We really had a good time in three cities - Toledo, Segovia and Avila. Our tour guide Enrique was very good and highly knowledgeable of the history of the cities I mentioned above. Our driven Julian was very good too. Thank you as well to the office staff of Amigo Tours who were very welcoming. You all deserve commendations.
Read more
Choose Julian and Enrique for your day tour to toledo,segovia and avila
New York City
Toledo, Segovia and Avila from Madrid with Tickets and Lunch
99wencyv, Sep 2026
Choose Julian and Enrique for your day tour to toledo,segovia and avila
Julian our driver and Enrique our tour guide were amazing.We enjoyed our day tour.
Read more
💯
New York City
Avila & Segovia Tour with Tickets to Monuments from Madrid
718declanl, Sep 2026
💯
Great experience highly recommend very knowledgeable and entertain guides and a great day out
Read more
A fantastic day out!
New York City
Avila & Segovia Tour with Tickets to Monuments from Madrid
F1573TSanthonyb, Sep 2026
A fantastic day out!
A really great day out - loads to see and a huge amount of history is covered off! Plenty of stops along the way for photos, drinks and snacks. Well worth doing
Read more
Great experience
New York City
From Madrid: Toledo & Segovia Day Tour with Lunch & Tickets
sebastiandM5279UE, Sep 2026
Great experience
Our guide Andalucía was the best she knew everything about the places we see
Read more
Great Experience Ribera del Duero tourr
New York City
Ribera del Duero Wineries Guided Tour & Wine Tasting from Madrid
506TonyS506, Sep 2026
Great Experience Ribera del Duero tourr
Excellent experience. Ismael great and very knowledgeable guide. We visited three wineries with different characteristics and received explanations about the process of wine elaboration
Read more
Great Experience!!!
New York City
Madrid Photoshoot with a Professional Photographer
Bindu_R, Sep 2026
Great Experience!!!
our photographer Diego was awesome. whilst walking and taking pictures we had great conversations about a variety of things and gave good suggestions about many things to do in Madrid.
Read more
Ribera del Duero Full Day Tour - Highly Recommend!
New York City
Ribera del Duero Wineries Guided Tour & Wine Tasting from Madrid
bethfI9871LM, Sep 2026
Ribera del Duero Full Day Tour - Highly Recommend!
Highly recommend the Ribera del Duero wine tour! Our guide Ishmael was exceptional - organized, on time, and most importantly, very knowledgeable on the wine region and the wines, going in depth on the terroir and grapes within the region. The three wineries were exceptional, with healthy pours of three red wines at each and interesting overview of the wine making process. What was great was the variation in the vineyards (size, process, etc.) which added to the experience. highly recommend and definitely highly recommend Ishmael as your guide!
Read more
Best of the best
New York City
From Madrid: Segovia & Toledo with Alcazar and Cathedral
Charles_C, Sep 2026
Best of the best
It was a great experience to start our trip in Spain with this wonderful food tour, above and beyond. We usually start with a touring for any European city that we visit to get an initial idea about the culture and cuisines. This tour is the best we had in the last few years. Our tour guide, Sonia, is fantastic! She led us to a few carefully selected tapas restaurants (way better than the ones we went on our own based on internet recommendations). She paced the tour very well, giving us ample time to socialize and enjoy the food. She told us about the different kind of Spanish wines and how they go with different food. The tour was supposed to finish by 10:30, but she never rushed us, and stayed late with the group. Even after that, she took time guiding a few people in the group to explore night lives in Madrid. What a wonderful guide!
Read more
Long and Worth the Time!! Adk for Ramiro!
New York City
Segovia and Toledo Day Tour from Madrid with Optional Alcazar
Arturo2004, Sep 2026
Long and Worth the Time!! Adk for Ramiro!
Ramiro is absolutely one of the best guides I have had, and I have traveled quite a bit. He was super knowledgeable, personable, and charismatic. We could see his passion when he talked about the history of he cities we were in, and he answered all questions with patience and grace. He was amazing!!
Read more
Segovia and Toledo tour
New York City
Segovia and Toledo Day Tour from Madrid with Optional Alcazar
sparoy, Sep 2026
Segovia and Toledo tour
Ramiro is an excellent tour guide and we enjoyed it very much. In hindsight we probably should just do one city per day and not combined both.
Read more
Worth the money.
New York City
Toledo Day Trip with Cathedral from Madrid
Paradise08125441931, Sep 2026
Worth the money.
Excellent guide. Skip the winery, Toledo was great.
Read more
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