Overnight Tour from Madrid to Toledo, Segovia & Avila

Highlights

• Discover Avila and Segovia with expert guides
• Taste estate wines at a prestigious winery
• Visit Don Quixote’s iconic windmills
• Spend the night in Toledo in a 4-star hotel
• Relax with all transport and logistics handled

Description

Leave Madrid behind and head into the open plains of Castilla-La Mancha. Your first stop: the iconic windmills that inspired Don Quixote. Step inside one and see how these giants really worked—it’s a moment where literature suddenly feels very real. Next, it’s time for lunch, but not just any lunch. At a family-run winery with prestigious Pago status, you’ll taste estate wines and sit down to a full countryside meal of regional dishes. This is slow travel at its best. By late afternoon, arrive in Toledo, dramatically perched above the Tagus River. Explore its historic streets and cathedral with your guide before checking into your boutique hotel inside the old town. Then comes the highlight: Toledo at night. The crowds are gone, the streets are quiet, and the city feels entirely different. Wander, dine, and soak it in. This is the side most travelers never see. Day two starts with breakfast at the hotel. Then, head to Ávila, home to some of Europe’s best-preserved medieval walls. After, it’s on to Segovia, where lunch is an experience in itself. Sit down to the city’s famous cochinillo asado, roast suckling pig cooked in wood-fired ovens until perfectly crisp and tender. You'll have time to explore Segovia’s highlights, including its towering Roman aqueduct and alcazar, which is said to have inspired Cinderella's castle. By late afternoon, you'll return to Madrid with a deeper understanding of central Spain's gastronomy, history and culture. And the best part: all of the logistics are handled for you.

Includes

Roundtrip private transport by minibus English-speaking tour leader 1 night in a 4-star hotel Tour and lunch at winery Entry to Don Quixote's windmills Cathedral of Toledo ticket Synagogue of Toledo ticket Lunch in Segovia (roast suckling pig) Alcazar of Segovia ticket Headsets (when needed) The group of maximum 10 people

Excludes

Dinner on first night (every other meal included) Hotel Pick-Up/Drop-Off Gratuities

Important Information

• Unfortunately due to the nature of this tour it is not suitable for guests with mobility impairments or with wheelchairs, or strollers. This is a walking tour. Guests should be able to walk at a moderate pace without difficulty. Due to limited luggage space in the transport, each traveler is allowed a maximum of 1 suitcase and 1 carry-on bag. We recommend storing larger bags in Madrid and traveling with a small overnight bag where possible. This tour is adaptable for: Vegetarians, Pescatarians, Gluten free (not celiacs), Dairy free, Non-alcoholic options & Pregnant women, however, please note that you may not have a replacement food option at every stop. This tour is not recommended for vegans and those with celiac disease. Those with dietary restrictions need to contact us before joining the tour so we can arrange your food, or we may not be able to accommodate you. Guests with serious food allergies will need to sign an allergy waiver at the start of the tour.

Easy cancellation

Cancel up to 24 hours in advance for a full refund