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Cycling the Heel of Italy - Alberobello to Lecce
Find trips›Italy›Cycling the Heel of Italy - Alberobello to Lecce
EXOperated by Exodus Adventure Travels

Cycling the Heel of Italy - Alberobello to Lecce

From
CAD 2,175
Duration
8 days
Countries
Italy
Activity
easy

The adventure

In the heart of the Mediterranean lies Puglia, a unique landscape sandwiched between the Adriatic and Ionian seas We explore the very best of this captivating region from our start point in Alberobello, known for its UNESCO-listed Trulli houses, to the end point in Lecce, known as the 'Florence of the South'. The daily routes take you through the Murghe plateau, the Salento plain or

◆Overview
◆Itinerary
◆Dates & Prices
◆Accommodation
◆Essential Info
◆Reviews
◆All breakfasts and 1 evening meal
◆Management by your local Headwater-appointed agent
◆GPS Route directions and maps
◆Headwater navigation app
◆High Quality Bikes
◆Luggage transfers between hotels

At a glance

Duration
8 days
Route
→
Countries
Italy
Activity level
easy
Style
Cycling, Multi-Country / Grand Tour
Group size
Ask
Flights
Not included
Solo travellers
Ask an agent

Day by day

View of a historic hilltop town surrounded by lush greenery under cloudy skies.
Your journey through

Italy

Showing Days 1-7

8-day itinerary

Day 1Arrive in AlberobelloMake your way to Alberobello, famous for its Trulli houses.
Discover the unique trulli houses in Alberobello, Italy, featuring conical roofs and vibrant decorations.Alberobello
Make your way to Alberobello, famous for its Trulli houses.
Map showing Alberobello
Day 2Alberobello to OstuniCycle 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.
Explore the traditional trulli houses in Apulia, Italy, showcasing unique architecture and cultural charm.Alberobello to Ostuni
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.
Map showing Alberobello to Ostuni
Day 3Ostuni to AvetranaCycle 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.
Sunny street scene in Apulia, Italy, featuring a vintage bicycle and lush plants.Ostuni to Avetrana
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.
Map showing Ostuni to Avetrana
Day 4Avetrana to GallipoliHead 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.
Colorful fishing boats docked in Monopoli's harbor, surrounded by historic architecture, Apulia, Italy.Avetrana to Gallipoli
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.
Map showing Avetrana to Gallipoli
Day 5Gallipoli to Santa Maria di LeucaCycle 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.
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 6Santa Maria di Leuca to OtrantoPedal 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.
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 7Otranto to LecceFollow 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.
A breathtaking aerial view of Otranto harbor and cityscape in Apulia, Italy, highlighting the waterfront and marina.Otranto to Lecce
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.
Map showing Otranto to Lecce
1 / 2

Where you'll stay & how you'll travel

Accommodation
  • Overview
  • Itinerary
  • Dates & Prices
  • Accommodation
  • Essential Info
  • Reviews
  • All breakfasts and 1 evening meal
  • Management by your local Headwater-appointed agent
  • GPS Route directions and maps
  • Headwater navigation app
  • High Quality Bikes
  • Luggage transfers between hotels
Transport
  • Overview
  • Itinerary
  • Dates & Prices
  • Accommodation
  • Essential Info
  • Reviews
  • All breakfasts and 1 evening meal
  • Management by your local Headwater-appointed agent
  • GPS Route directions and maps
  • Headwater navigation app
  • High Quality Bikes
  • Luggage transfers between hotels

Discover Italy

A glimpse of the destination you'll explore.

Picturesque landscape of Lake Garda with a distant island under a summer sky.
Overcast day in Tuscan hills featuring cypress trees and traditional stone house.
A picturesque town nestled by cliffs on the Amalfi Coast, Italy.
Picturesque view of Tuscany's rolling hills, vineyards, and Italian villas under a clear summer sky.
Beautiful view of Ponte Sant'Angelo spanning the Tiber River in Rome, Italy under a clear sky.

Upcoming departures

DatesPrice / personAvailability
24 Aug – 31 Aug 2026(price may vary)
CAD 2,860On request
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27 Aug – 3 Sep 2026(price may vary)
CAD 2,860On request
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29 Aug – 5 Sep 2026(price may vary)
CAD 2,860On request
Book my trip
31 Aug – 7 Sep 2026(price may vary)
CAD 2,860On request
Book my trip
EX
Operated by Exodus Adventure Travels

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From
CAD 2,175 CAD / person
Twin share · prices may vary by departure
Next departures
Aug 24, 2026CAD 2,860 · on request
Aug 27, 2026CAD 2,860 · on request
Aug 29, 2026CAD 2,860 · on request
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Operated by Exodus Adventure Travels · view on operator site ↗

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