2-Day Small Group Tour: Toledo, Segovia & Ávila from Madrid

2 days (approximately)
Offered in: English

Travel deeper into Spain on this curated 2-day journey to Toledo, Segovia, and Ávila. With all logistics seamlessly handled and a dedicated local tour leader guiding you throughout, you can focus on what matters—slowing down and truly experiencing central Spain. From estate wine tastings and a legendary Castilian feast to Don Quixote’s windmills and a peaceful evening in Toledo after the crowds are gone, every moment is designed for deeper discovery. You'll round out your trip with a stay at a boutique hotel inside the historic walled city of Toledo.

• Small group of just 10 travelers max, with private roundtrip transport
• Overnight stay in a 4-star hotel, included
• Visit 3 UNESCO World Heritage cities: Toledo, Ávila & Segovia
• All entrance tickets and 2 meals included

What's Included

English-speaking tour leader
Entry to Don Quixote's windmills
Synagogue of Toledo ticket
Group of maximum 10 people
Lunch (Optional[2])
Lunch
Cathedral of Toledo ticket
Tour and lunch at winery
Alcazar of Segovia ticket
Lunch in Segovia (roast suckling pig)
Roundtrip private transport by minibus
Headsets (when needed)
1 night in a 4-star hotel
Dinner on first night (every other meal included)
Hotel Pick-Up/Drop-Off
Gratuities

Meeting and pickup

Meeting point

Please arrive 15 minutes prior to the start of your tour. This tour meets outside Rodilla Cafe (Pl. del Emperador Carlos V, 9, Centro, 28012 Madrid) in Plaza Carlos V near Atocha train station.

End point
This activity ends back at the meeting point.

Itinerary

Duration: 2 days (approximately)
    Day 1

    Madrid - Toledo

    6 stops
  • 1
    Madrid

    Meet your dedicated tour leader and small group in central Madrid, then board a private minibus and leave the city behind. With all logistics handled for you, sit back and enjoy the journey into the wide-open landscapes of Castilla-La Mancha.

    2 hours Admission ticket free
  • 2

    Step inside one of the iconic 16th-century windmills that inspired Don Quixote. Learn how these towering machines worked and uncover the real story behind Spain’s most famous literary legend.

    35 minutes Admission ticket included
  • 3

    Visit a family-owned winery with prestigious Pago status, one of only a handful in Spain. Enjoy a guided tasting of estate wines followed by a homemade lunch of regional dishes.

    2 hours Admission ticket included
  • 4
    Catedral Primada

    Step inside the magnificent Toledo Cathedral with your guide. A masterpiece of gothic architecture and one of the Europe's most important cathedrals.

    2 hours Admission ticket included
  • 5
    Jewish Quarter of Toledo

    Stroll the historic Jewish Quarter as you learn why Toledo is called the "City of Three Cultures" and visit one of the city's oldest synagogue.

    1 hour 30 minutes Admission ticket included
  • 6
    Toledo

    Check into your carefully selected 4-star boutique hotel inside Toledo’s ancient walls. Enjoy a free evening to wander, dine, and experience the quiet magic of the city after dark—something most visitors never get to see.

    1 hour Admission ticket free
  • Day 2

    Toledo - Avila - Segovia - Madrid

    6 stops
  • 7
    Toledo

    Start your morning in Toledo with breakfast and a final glimpse of the city from a panoramic viewpoint.

    2 hours 30 minutes Admission ticket free
  • 8
    Avila

    Travel to Ávila, home to some of Europe’s best-preserved medieval walls. After an introduction from your guide, you'll have free time to walk through this fortified city and discover its rich history, from its military past to its connection with Saint Teresa.

    1 hour 30 minutes Admission ticket free
  • 9
    Segovia Aqueduct

    Travel to Segovia and pause to admire the incredibly preserved Roman aqueduct, an important symbol of the city.

    30 minutes Admission ticket free
  • 10
    Segovia

    Arrive in time for lunch to enjoy a true culinary highlight: cochinillo asado, the city’s famous roast suckling pig, slow-cooked in wood-fired ovens. This traditional Castilian meal is as much a ritual as it is a feast.

    2 hours Admission ticket free
  • 11
    Alcázar de Segovia

    After lunch, visit the fairy-tale like castle and fortress said to have inspired Cinderella's castle.

    1 hour 30 minutes Admission ticket included
  • 12
    Madrid

    Board your private minibus for a relaxing trip to Madrid, arriving just before dinner.

    2 hours Admission ticket free

Additional info

  • Public transportation options are available nearby
  • Travelers should have at least a moderate level of physical fitness
  • 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.
Supplied by Devour Madrid Food Tours
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Tags

Overnight Tours
Multi-day Tours
Bus Tours
Private and Luxury
Historical Tours
Walking Tours
Small Group
Food & Drink

Cancellation Policy

All sales are final. No refund is available for cancellations.

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