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5 Days Southern Madrid Imperial Surroundings Cycling Holiday in Spain
This listing has no upcoming availability. Check out these similar experiences

This listing has no upcoming availability. Check out these similar experiences

(No availability) 5 Days Southern Madrid Imperial Surroundings Cycling Holiday in Spain

Alcalá de Henares, Spain

Moderate Level Cycling Holiday Spain

This cycling holiday is a good chance to explore and discover the amazing culture and history of Madrid´s southern surroundings. Some people may want to combine this cycle tour with a visit to Madrid or Toledo. The tour bike route goes across many old town and villages of the old Castile and shows the typical Castilian architecture and the people´s way of life, as well as rich historical sites.

Key information

  • Trip type: Self-guided
  • Lodging: Point to point
  • Terrain: Mostly flat
  • Difficulty level: Moderate (cyclist needs to have a good level of fitness, terrain is mostly hilly or unpaved but they will ride on flat terrain sometime, 31-45 miles per day)
  • Total Distance: 101 miles / 162 kilometers
  • Bike type: Hybrid bike
  • E-bike: Available


  • Self-guided cycling rides
  • Explore attractions of historical significance
  • Discover the amazing culture and architecture
  • Pass through breathtaking routes and landscapes
  • 4 nights accommodation
  • Daily breakfast


3 days with instruction
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You will be provided four nights of accommodation in double-occupancy, double-room accommodations in three or four-star hotels of historical significance. On the first night, you will stay in Alcalá de Henares, and on the second night, you will stay in Chinchón. The third night will be spent in Aranjuez, and the fourth night will be spent in Toledo.


You will be cycling through an easy route across quiet and easy paths. The tour bike departs from Alcalá de Henares, hometown of the most universal Spanish writer who strongly influenced the world´s literature with the famous book “Don Quixote”.

The city of Alcalá is a UNESCO heritage site and its XV century university which has had and continues to have significant impact on the social, educational, and financial evolution of this old village. The first two-day trip goes through old and fascinating little towns that will teach you how life was in this part of the country many centuries ago.

The royal site of Aranjuez, with a beautiful palace and impressive gardens, is also considered by UNESCO as a World Heritage site. On the final day, the tour goes along the river Tajo (Tagus), the longest of the Iberian Peninsula, arriving at the amazing old town of Toledo, an excellent place where you can spend days discovering historical sites.

Support vehicle throughout the route is available for an additional cost of 990 EUR, inclusive of snacks and drinks.

Daily itinerary

Day 1: Arrival

Upon arrival day, you will be taken to the hotel in Alcalá de Henares. After that, you will have the chance to visit the trip´s first UNESCO site, the University and Historic Precinct of Alcalá. The city was the birth place of Miguel de Cervantes, who changed literature forever with his masterpiece, “Don Quixote”.

Day 2: Chinchon

On this day, you will have your first contact with typical Castilian villages and small towns going between olive trees arriving at the picturesque town of Chinchon.

You will start the trip following a route that traverses several typical Castilian villages and small towns where you will have your first contact with the region’s amazing culture, architecture, and people. You will find in your way the first olive trees. The day ends at Chinchón, with a truly unique Main Square, a castle, and the charm of the entire town to enjoy.

  • Bike distance: 53 kilometers / 33 miles
  • Elevation gain: 667 meters / 2188 feet

Day 3: Aranjuez

You will cycle through the beautiful route by some historical towns surrounded by olive trees, finishing the day at the majestic Aranjuez.

Shortly after you leave Chinchón, you will arrive in Colmenar de Oreja, another marvelous example of a historic Castilian small town. The olive trees will be your companion for a good part of this day.

And after crossing the river Tagus, the longest in Spain, you will arrive in Ocaña, with its magnificent Main Square, the third biggest of Spain, and later on, you will arrive at the final destination of the day, Aranjuez, a royal villa with an impressive palace and extensive gardens, another UNESCO site that you will visit as part of the tour.

  • Bike distance: 54 kilometers / 34 miles
  • Elevation gain: 416 meters / 1364 feet

Day 4: The Imperial City of Toledo

On this day, the route is quite flat and easy. All day, you will be pedaling alongside the Río Tajo, the longest river of the entire peninsula. The arrival at the amazing city of Toledo will definitely make for some life-long memories. This very ancient and historic city offers a lot of things to see and enjoy.

A ride around the city will give you some idea of its majesty. Romans, Visigoths, Jews, and Arabs were part of the city at some point, and their legacy is still alive. Your hotel for this evening will be a historic ancient palace within the walls of Toledo.

  • Bike distance: 55 kilometers / 34 miles
  • Elevation gain: 266 meters / 872 feet

Day 5: Departure

After breakfast, you will depart to your onward flight home.

Included excursions

  • Visit to the University and Historic Precinct of Alcalá
  • Exploration of the Aranjuez, a UNESCO site and royal villa with an impressive palace and extensive gardens


This cycling holiday will be held in Spain. It will cover places including Alcalá de Henares, Chinchon, Colmenar de Oreja, Ocaña, Aranjuez, and Toledo.


The cost of the packages includes full breakfast buffet daily. For an additional 95 EUR, you will be served dinners at restaurants carefully selected to highlight the typical cuisine and wines of each place.

The additional cost 990 EUR for the support vehicle includes snacks and drinks, including water, isotonic drinks, fruits, protein bars, and other energy products, available during the daily ride with a maximum of five persons.

The following meals are included:

  • Breakfast

The following dietary requirement(s) are served and/or catered for:

  • Regular (typically includes meat and fish)
If you have special dietary requirements it's a good idea to communicate it to the organiser when making a reservation

Things to do (optional)

Spa admission and massage services are available at an extra cost in most of the hotels.

What's included

  • All cycling rides
  • 4 nights accommodation
  • Daily breakfast and dinner
  • Maps
  • Hotels fees, including taxes

What's not included

  • Spa admission in some hotels and massage services in most of them
  • Travel insurance
  • Support vehicle available throughout the route
  • Snacks and drinks
  • Services of an English and Spanish-speaking Spaniard guide (490 EUR)
  • Assistance with processing or purchasing additional hotel nights, airline, and train tickets
  • Luggage transportation from hotel to hotel
  • Flights
  • Daily lunch and dinner
  • Tips and everything not indicated as included

Cancellation Policy

  • A reservation requires a deposit of 50% of the total price.
  • The deposit is non-refundable, if the booking is cancelled.
  • The rest of the payment should be paid 30 days before arrival.
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