Toledo, Segovia & Ávila:
An Overnight Journey from Madrid
Destination
Madrid, Spain
Duration
36 hours
Tour size
Max 10
Language
English
Overview
Most people try to cram Toledo, Segovia, and Ávila into one frantic day trip, and end up with a selfie at the aqueduct and not much else. This Madrid to Toledo tour gives the three cities two days instead, with a night inside Toledo's walls so you're there after the buses leave and the streets go quiet.
- •Step inside a 16th-century La Mancha windmill, the kind Don Quixote charged
- •Lunch in the vineyard at a bodega holding one of Spain's 13 Pago titles
- •Sleep within Toledo's ancient walls and have the city after the day trips clear out
- •Walk Ávila's 11th-century walls, among the best preserved in Europe
- •Sit down to Segovia's wood-roasted cochinillo in the city that made it famous
What's included
- Two days with private transport and expert guides, all logistics handled
- One night in a 4-star boutique hotel inside Toledo's historic walls
- Estate wine tasting and a countryside lunch at Bodegas Martúe
- A traditional cochinillo asado lunch in Segovia
- Guided visits in Toledo, Ávila, and Segovia, including Toledo Cathedral
You will visit
- The windmills of La Mancha
- Bodegas Martúe
- Toledo's Jewish Quarter and Cathedral
- Ávila's medieval walls
- Segovia's Roman aqueduct and the Alcázar
What to expect
Day 1, La Mancha: Don Quixote's giants
You'll leave Madrid by private minibus and head south into Castilla-La Mancha, where the plains open out under a huge sky. Your first stop is a 16th-century windmill, the kind that inspired Cervantes, and you'll step inside to see how it worked and why a broke, idealistic knight decided to fight it. It's the moment the novel and the landscape line up.
Day 1, Bodegas Martúe: lunch in the vineyard
Next is Bodegas Martúe, a family winery holding a Pago designation shared by only 13 estates in Spain. You'll taste the estate wines, bolder and more modern than the region's reputation, then sit down in the vineyard for a long lunch of homemade regional dishes. This is a proper countryside meal, not a few crackers beside a barrel.
"People always try to do all three cities in one day. It doesn't work. The whole reason we built the Overnight was to give Toledo its evening back."
Kate,
WalksDevour Overnights designer
"My favorite moment is after the day buses leave Toledo. The stone goes gold, the streets empty, and the guests realize they've got the city to themselves."
Elena,
WalksDevour Madrid guide
Recent reviews & recommendations
Frequently asked questions
Our guides love answering your questions. Here are some things they'd like you to know before you arrive.
Seize every moment in Madrid
Ultimate Madrid food tour: Churros, jamón, and the people behind the food
Prado Museum Early Access Tour: Alone with the masterpieces, before Madrid wakes up
Private Madrid in a day: The Prado, the Palace, and everything between
