Cycling the Heel of Italy - Matera to Lecce

Cycling the Heel of Italy - Matera to Lecce

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12 Days From

$2540

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Tour Overview

Embark on an unforgettable cycling adventure through the heel of Italy, from Matera to Lecce. This tour invites you to explore the enchanting landscapes and rich history of Puglia. Begin in Matera, a UNESCO World Heritage Site, and pedal through picturesque towns like Alberobello, famous for its trulli houses, and the white city of Ostuni. Experience the stunning coastal views of the Ionian and Adriatic Seas, and visit the majestic castle of Otranto. Enjoy the vibrant Baroque architecture of Lecce, known as the 'Florence of the South'. With high-quality bikes, GPS navigation, and luggage transfers included, this tour offers a seamless journey through olive groves, limestone cliffs, and Roman amphitheatres. Indulge in local culinary delights with included breakfasts and select evening meals, and rest in comfortable en suite hotels, with the option to upgrade for added luxury. ...more ...less

Highlights

  • Matera - UNESCO World Heritage Site; visit the cave houses.

  • Explore Alberobello's fairy-tale trulli houses.

  • Cycle through olive groves, towering limestone cliffs, and Roman amphitheatres.

  • Discover the white city of Ostuni, the majestic castle of Otranto, and Baroque Lecce.

  • Visit Castellana Caves, the main karst site in the South of Italy.

  • Experience the stunning coastal views and wine town of Locorotondo.

  • Explore Gallipoli, known as the 'Ionian Pearl', with its Old Town on a rocky island.

  • Pedal along the south coast of the Adriatic Sea to Otranto, the most eastern point of Italy.

Places You'll See

Matera, Italy simone agosta

Matera, Italy

Alberobello, Italy Fabrizio Salvadori

Alberobello, Italy

Itinerary

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Day 1 : Arrive in Matera

Max Roma Matera, Italy
simone agosta Matera, Italy
Astrit Myrtaj Matera, Italy
Max Roma Matera, Italy
simone agosta Matera, Italy
Astrit Myrtaj Matera, Italy
Astrit Myrtaj Matera, Italy
Astrit Myrtaj Matera, Italy
Max Roma Matera, Italy
simone agosta Matera, Italy
simone agosta Matera, Italy
Max Roma Matera, Italy

Location: Matera

Accommodation Name: hotel

Meals Included: Breakfast

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

Day 2 : Free day in Matera

simone agosta Matera, Italy
Astrit Myrtaj Matera, Italy
Max Roma Matera, Italy
Max Roma Matera, Italy
Astrit Myrtaj Matera, Italy
simone agosta Matera, Italy
Max Roma Matera, Italy
Astrit Myrtaj Matera, Italy
simone agosta Matera, Italy
Max Roma Matera, Italy
Astrit Myrtaj Matera, Italy
simone agosta Matera, Italy

Location: Matera

Accommodation Name: hotel

Meals Included: Breakfast

Explore the UNESCO-listed Sassi of Matera; a complex of houses built into the natural caves of the Murgia.

Day 3 : Matera to Castellaneta

Location: Castellaneta

Accommodation Name: hotel

Meals Included: Breakfast, Dinner

Your first cycling day takes you through a landscape of wheat fields and wide panoramas. Visit the town of Laterza, famous for its tasty bakery products and majolica pottery. Continue to Castellaneta, a small city perched on the edge of a ravine.

Day 4 : Castellaneta to Putignano

Location: Putignano

Accommodation Name: hotel

Meals Included: Breakfast

Today you will cycle in the Terra delle Gravine Natural Park, amongst deep canyons, carved by rivers over millions of years. Leaving the ravines you will soon discover the iconic Puglia scenery: dry stone walls, old masserie (fortified stansteads) and trulli, rural houses with a conic roof typical to the area, built without any cement or mortar. Reach Putignano, known for its ancient carnival.

Day 5 : Putignano to Alberobello

Alberobello, Italy
Fabrizio Salvadori Alberobello, Italy
Fabrizio Salvadori Alberobello, Italy
Alberobello, Italy

Location: Alberobello

Accommodation Name: hotel

Meals Included: Breakfast

Leaving the medieval centre of Putignano, cycle in the lush countryside to reach Castellana Caves. It is the main karst site in the South of Italy and a visit is recommended.After the caves, continue along the rolling lanes of the countryside where olive, almond, apricot and cherry trees grow. Continue to the UNESCO heritage site of Alberobello, the world capital of Trulli.

Day 6 : Alberobello to Ostuni

Location: Ostuni

Accommodation Name: hotel

Meals Included: Breakfast

Cycle through the lush Valle d'Itria, passing more white-tipped trulli houses on the way. Boasting beautiful coastal views, the route takes you through the famous wine town of Locorotondo, regarded as one of Italy's most stunning villages. After sampling some of the local sparkling white wine, continue to the white city of Ostuni - so called for the dazzling effect of its whitewashed houses.

Day 7 : Ostuni to Avetrana

Location: Oria

Accommodation Name: hotel

Meals Included: Breakfast, Dinner

Cycle through the colourful Salentinian countryside, characterized by olive groves and red soil towards the medieval towns of Oria and Manduria with their authentic historic centres.

Day 8 : Avetrana to Gallipoli

Location: Gallipoli

Accommodation Name: hotel

Meals Included: Breakfast

Head to Torre Colimena on the Ionian Sea, then follow the coast alongside a series of beaches and the old coastal towers of Salento. Reach Gallipoli, known as the 'Ionian Pearl' with its Old Town situated on a rocky island. Take time to wander the narrow lanes of the historic centre to discover its baroque cathedral, elegant palazzi and enticing restaurants.

Day 9 : Gallipoli to Santa Maria di Leuca

Location: Santa Maria di Leuca

Accommodation Name: hotel

Meals Included: Breakfast

Cycle towards the most southerly point of Salento at Santa Maria di Leuca, where the crystal waters of the Ionian and Adriatic Sea meet. This village is home to one of the most important lighthouses in Italy, as well as numerous villas built at the turn of the century.

Day 10 : Santa Maria di Leuca to Otranto

Location: Otranto

Accommodation Name: hotel

Meals Included: Breakfast

Pedal along the south coast of the Adriatic Sea, stopping off at the famous Grotta Zinzulusa and the thermal baths of Santa Cesarea Terme. Your final destination is Otranto, the most eastern point of Italy with a stunning cathedral and Aragonese castle.

Day 11 : Otranto to Lecce

Lecce, Italy - Piazza del Duomo square and Virgin Mary Cathedral , Puglia region, southern Italy
Lecce, Italy - Piazza del Duomo square and Virgin Mary Cathedral , Puglia region, southern Italy
The most beautiful coast of Apulia: Torre Dell'Orso Bay, ITALY (Lecce).
The most beautiful coast of Apulia: Torre Dell'Orso Bay, ITALY (Lecce).
The Sanctuary of the Most Holy Crucifix of Piety (Santissimo Crocifisso della Pietà) in Galatone, province of Lecce, Puglia, Italy
The most beautiful coast of Apulia: Torre Dell'Orso Bay, ITALY (Lecce).
The Sanctuary of the Most Holy Crucifix of Piety (Santissimo Crocifisso della Pietà) in Galatone, province of Lecce, Puglia, Italy
Ancient Roman Amphitheatre in Lecce, Puglia region, southern Italy
Lecce, Italy - Piazza del Duomo square and Virgin Mary Cathedral , Puglia region, southern Italy
Ancient Roman Amphitheatre in Lecce, Puglia region, southern Italy
Rocky beach of Santa Cesarea Terme
Ancient Roman Amphitheatre in Lecce, Puglia region, southern Italy
Rocky beach of Santa Cesarea Terme
The most beautiful coast of Apulia: Torre Dell'Orso Bay, ITALY (Lecce).
Ancient Roman Amphitheatre in Lecce, Puglia region, southern Italy
Rocky beach of Santa Cesarea Terme
Rocky beach of Santa Cesarea Terme
Lecce, Italy - Piazza del Duomo square and Virgin Mary Cathedral , Puglia region, southern Italy
The Sanctuary of the Most Holy Crucifix of Piety (Santissimo Crocifisso della Pietà) in Galatone, province of Lecce, Puglia, Italy
The Sanctuary of the Most Holy Crucifix of Piety (Santissimo Crocifisso della Pietà) in Galatone, province of Lecce, Puglia, Italy

Location: Lecce

Accommodation Name: hotel

Meals Included: Breakfast

Follow the shoreline through olive groves to the Baroque metropolis of Lecce. Known as the 'Florence of the South', Lecce is home to over 30 churches, an amphitheatre and a Roman theatre dating back to Emperor Augustus.

Day 12 : Leave Lecce

The most beautiful coast of Apulia: Torre Dell'Orso Bay, ITALY (Lecce).
Rocky beach of Santa Cesarea Terme
Lecce, Italy - Piazza del Duomo square and Virgin Mary Cathedral , Puglia region, southern Italy
Lecce, Italy - Piazza del Duomo square and Virgin Mary Cathedral , Puglia region, southern Italy
Ancient Roman Amphitheatre in Lecce, Puglia region, southern Italy
Rocky beach of Santa Cesarea Terme
The most beautiful coast of Apulia: Torre Dell'Orso Bay, ITALY (Lecce).
Ancient Roman Amphitheatre in Lecce, Puglia region, southern Italy
Ancient Roman Amphitheatre in Lecce, Puglia region, southern Italy
Rocky beach of Santa Cesarea Terme
The most beautiful coast of Apulia: Torre Dell'Orso Bay, ITALY (Lecce).
The Sanctuary of the Most Holy Crucifix of Piety (Santissimo Crocifisso della Pietà) in Galatone, province of Lecce, Puglia, Italy
The most beautiful coast of Apulia: Torre Dell'Orso Bay, ITALY (Lecce).
The Sanctuary of the Most Holy Crucifix of Piety (Santissimo Crocifisso della Pietà) in Galatone, province of Lecce, Puglia, Italy
Rocky beach of Santa Cesarea Terme
The Sanctuary of the Most Holy Crucifix of Piety (Santissimo Crocifisso della Pietà) in Galatone, province of Lecce, Puglia, Italy
The Sanctuary of the Most Holy Crucifix of Piety (Santissimo Crocifisso della Pietà) in Galatone, province of Lecce, Puglia, Italy
Lecce, Italy - Piazza del Duomo square and Virgin Mary Cathedral , Puglia region, southern Italy
Ancient Roman Amphitheatre in Lecce, Puglia region, southern Italy
Lecce, Italy - Piazza del Duomo square and Virgin Mary Cathedral , Puglia region, southern Italy

Location: Lecce

Accommodation Name: hotel

Meals Included: Breakfast

Make your own way back to the airport for your flight home.

What's Included

  • All breakfasts and 2 evening meals

    The tour includes all breakfasts and two evening meals during your stay.

  • Management by your local Headwater-appointed agent

    The tour is managed by a local Headwater-appointed agent to ensure a smooth experience.

  • GPS Route directions and maps

    GPS route directions and maps are provided for your convenience.

  • Headwater navigation app

    Access to the Headwater navigation app is included for easy route tracking.

  • High Quality Bikes

    High-quality bikes are provided for the duration of the tour.

  • Luggage transfers between hotels

    Luggage transfers between hotels are included to ease your travel.

What's Not Included

  • Travel insurance

    Travel insurance is not included and must be arranged separately.

  • Single accommodation (available on request - compulsory supplement)

    Single accommodation is available on request and requires a compulsory supplement.

  • Solo traveller supplement (where only one person is travelling on a departure date)

    A solo traveller supplement applies if only one person is traveling on a departure date.

  • Visas or vaccinations

    Visas or vaccinations are not included and should be arranged independently.

  • Arrival & departure transfers

    Arrival and departure transfers are not included; participants are responsible for their own transfers.

  • Hotel Upgrades

    Hotel upgrades are not included but can be arranged for an additional cost.

Food

Breakfasts are included and consist of a continental-style buffet. However, please note that the typical Italian breakfast are generally light; usually a cup of coffee and a cream-filled or jam-filled croissant.



In Puglia you will find genuine regional cooking that has strong links to the land and the sea. To give you just a small list of the types of food on offer in Puglia: Bread from the Murge, durum wheat pasta, olives, the pasta delicacy Orecchiette served with a sauce of turnip-tops or fresh tomato and sheep's ricotta-cheese, Cavatelli with pulses, aubergine and parmesan bake, grilled fish and seafood, burrata (soft mozzarella and cream cheese), plus excellent wines. This region is a food lovers paradise and the abundance of delicious vegetables makes it a perfect destination for vegetarians! On this trip there will be many opportunities to taste the best local specialities.

Suggestions of what to do for lunch and dinner are given in the cycling route notes.
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Accommodation

You will spend 11 nights in comfortable en suite hotels, in Matera, your hotel is just a few steps from the Sassi di Matera UNESCO site and when available we use traditional accommodation in Alberobello. Hotels are mainly 3 star, there is also the option to upgrade to mostly 4 star accommodation for a supplement. All prices are based on 2 persons sharing, so if there is an odd number of people travelling in your party or you are travelling alone, there will be a compulsory supplement for a single room for the tour duration. For a solo traveller there is an additional charge to cover transfer costs. ...more ...less

Check out our Q&As

  • What type of bicycles are provided during the tour?

    The tour provides high-quality bikes for participants to use throughout the journey.

  • Are luggage transfers included in the tour?

    Yes, luggage transfers between hotels are included in the tour.

  • Is there an option to upgrade the accommodation during the tour?

    Yes, there is an option to upgrade to mostly 4-star accommodation for a supplement.

  • What meals are included in the tour package?

    The tour package includes all breakfasts and two evening meals.

  • Are arrival and departure transfers included in the tour?

    No, arrival and departure transfers are not included. Participants are responsible for making their own way to and from the starting and ending locations.

  • What is the accommodation arrangement for solo travelers?

    Solo travelers will incur an additional charge to cover transfer costs and there is a compulsory supplement for a single room for the tour duration.

  • What kind of navigation support is provided during the tour?

    The tour provides GPS route directions, maps, and access to the Headwater navigation app.

  • What is the typical breakfast like during the tour?

    Breakfasts are continental-style buffets, typical of Italian breakfasts which are generally light, usually consisting of a cup of coffee and a cream-filled or jam-filled croissant.

  • What happens if I need to change my holiday date once I’ve booked?

    If you wish to make any changes to your booking, particularly if you need to alter any flights booked through us, please let us know as soon as possible. There is a booking or flight amendment fee of £40 per change and flight amendments often incur extra airline costs depending on the changes to be made and if the ticket has been issued or not.

  • How long has the tour company been trading?

    Exodus has been trading since 1974

  • What documents will I receive before I travel?

    Your final joining instructions and flight details, if booked with us, will then be sent out 2 to 3 weeks before departure. If you would like a hard copy posted, or if you require these any earlier, please contact the customer operations team. We advise that if you are booking connecting travel before receiving these, please ensure you leave plenty of time.

  • Do you operate a “single share” option and how does it work?

    Travellers are welcome to opt to share a room with a tour member of the same gender for no additional charge. If you'd like your own room, we can request a single supplement so that you will have your own room throughout.

  • Can I join the tour once it has departed?

    You are welcome to meet the group after the tour has departed however there is no reduction in rate for joining a tour after the departure date.

Reviews from travellers on this tour

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Excellent trip. Fabrizio was a brilliant guide. Great route. Easy cycling. Good accommodation. Happy to recommend to like minded friends.

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Monday - Friday

Mar 10, 2025 - Mar 21, 2025
$2540 (USD)

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Mar 27, 2025 - Apr 07, 2025
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Saturday - Wednesday

Mar 29, 2025 - Apr 09, 2025
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Monday - Friday

Mar 31, 2025 - Apr 11, 2025
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Book with Confidence

  • Transfer as credit to Future Tours

    Exodus Adventure Travels allows you to transfer existing payments to a future tour to avoid cancellation fees if you can't travel and inform exodus adventure travels, 43 days before departure.

  • Low Deposit

    Exodus Adventure Travels requires a minimum deposit of 25% or the full booking value, whichever is less, with the final balance not due until 90 days before departure.

  • Cancellation Policy

    We don't charge a cancellation fee, here is a summary of exodus adventure travels charges.

    Up to 70 days before tour starts: Forfeit 100% of deposit.

Cycling the Heel of Italy - Matera to Lecce

12 Days Starting in Alberobello, Italy and ending in Lecce, Italy

Visiting: Matera, Castellaneta, Putignano, Alberobello, Ostuni, Oria, Gallipoli, Santa Maria di Leuca, Otranto, Lecce ...more ...less

Tour operator:

Exodus Adventure Travels

Tour code:

C11PI

Group Type:

Independent

Guide Type:

Self Guided

Physical rating:

Moderate

Age range:

14-99

Trip Styles:

Active

Activities:

Cycling, Sightseeing, Walking

From: $2540 (USD)

NB: Prices correct on 05-Mar-2025 but subject to change.

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