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Cycling the Heel of Italy - Matera to Lecce

12 daysDuration
Private TourPrivate experience, no group joining
14 - 99 yearsAge range for participants
EnglishGuide language
Moderate
Involves sustained activity requiring a reasonable level of fitness and endurance.
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Best price guaranteedNo credit card or booking fees.Carbon neutral tours.
2 other people are considering this tour right now.

Highlights

Matera - UNESCO World Heritage Site; visit the cave houses

Alberobello's fairy-tale trulli houses

Olive groves, towering limestone cliffs and Roman amphitheatres

The white city of Ostuni, the majestic castle of Otranto and Baroque Lecce

Based on our popular 7 night, Cycling the Heel of Italy - Alberobello to Lecce

Itinerary

Experience southern Italy’s storied landscapes on the "Cycling the Heel of Italy - Matera to Lecce" tour, a 12-day self-guided adventure for experienced travelers. Ride from UNESCO towns like Matera and Alberobello through the Salento plain, whitewashed villages, and along coastal routes where the Ionian and Adriatic seas meet.

Each day brings a new blend of history, architecture, and culinary temptation, with stays in charming 3- or 4-star accommodations. Highlights include Putignano’s ancient carnival, Gallipoli’s island old town, and Otranto’s gateway to the East.

The tour’s unique selling point is its comprehensive route—covering major historical centers, natural wonders, and unforgettable seaside landscapes—making it the ultimate cycling exploration of Puglia’s heel.

day 1Arrive in Matera

Make your way to Matera, one of the oldest inhabited human settlements in the world.

Meals
Breakfast

day 2Free day in Matera

day 3Matera to Castellaneta

day 4Castellaneta to Putignano

day 5Putignano to Alberobello

day 6Alberobello to Ostuni

day 7Ostuni to Avetrana

day 8Avetrana to Gallipoli

day 9Gallipoli to Santa Maria di Leuca

day 10Santa Maria di Leuca to Otranto

day 11Otranto to Lecce

day 12Leave Lecce

What's Included

Accommodation
11 nights in a mix of HHH, 3 and 4-star hotels, Luggage transfers between hotels
Meals
All breakfasts and 2 evening meals
Others
Management by your local Headwater-appointed agent, plus the Headwater navigation appHigh-quality bikes

Customer Reviews

This tour has not received any customer reviews yet. However, you can expect a Premier Premier tour and service level as the travel specialist who runs it has received 12259 reviews for other tours with an average 4.8rating.

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Good to Know

Travel Insurance
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Do you need help from our trip consultants?

If you have any question about this tour or need help with planning a trip, please do not hesitate to get in touch with us.

Our travel experts are ready to help.
Jane Andersen
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Rasmus Juul Olsen

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Problem-free booking and service right through the process
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