Apulia: Alberobello to Lecce
If you’re passionate about cycling and dream of feeling the sea breeze as you pedal along scenic waterfronts, this cycling holiday in Southern Italy is tailor-made for you! Immerse yourself in the stunning Apulian region, known for its vast olive groves and idyllic landscapes. As you ride south, you’ll traverse the entire heel of Italy, from Puglia to the captivating Salento peninsula.
Cycle through the iconic trulli of Alberobello, marvelling at the traditional white-washed homes with their distinctive conical roofs. As you continue, discover the stunning beaches of Salento, renowned as some of the most beautiful in Italy and offering a perfect backdrop to your cycling routes. Further along, uncover Lecce’s Baroque architectural wonders, with unexpectedly elaborate designs that make this city a true gem of Southern Italy.
This cycling adventure offers more than just thrilling rides; you’ll be treated to breathtaking coastal views, crystal-clear waters, and a rich blend of art, history, and culture. Explore ancient villages, savour exquisite local cuisine, and indulge in world-class wines, all while enjoying the perfect balance of relaxation and active exploration.
Itinerary
After making your way to Alberobello, get to know this truly unique city, which is the only urban settlement of the so-called “trulli” (cone buildings), meaning it has had UNESCO World Heritage Site status since 1996.
It’s time to kick off your cycling, and the first route takes you through the countryside and to Ostuni. Often named “the White Town”, this is an architectural marvel for its sea of white buildings.
It’s time to say goodbye to Ostuni and the Murge hills and begin cycling on the Salento Plain, characterised by its green and red colours that come from its olive trees and red soil. A point of interest on the route is Oria, this town has an interesting historical centre and a castle which was built by Emperor Federico II. Your stop for the night will be the Manduria area, which is the capital of the famous Primitivo grapes.
The journey for the day will head for the coast, characterised by ancient maritime towers and fine sand. Your first stop for the day will be Porto Cesareo, an ideal stop to have a fish or seafood lunch. As you continue south, your destination is Gallipoli, which is the Greek Kale Polis, which is today home to a beautiful historical centre. Enjoy a gorgeous walk around its streets and gorgeous views of the surrounding sea.
As you continue on the coast, you will reach Santa Maria di Leuca, whose name was given by the ancient Greek sailors who’d come from the East; seeing this place lit up by the sun, they called it “leukos”, which means white. Today’s Santa Maria di Leuca is a popular coastal resort.
Heading north along the Adriatic coast, you will get to Otranto, the most eastern point of Italy. Here, there is a stunning cathedral and the great Aragonese Castle.
As you head to Lecce, you will pass the Alimini Lakes with the characteristic Mediterranean bush. Lecce is famous for its Baroque style and has thus been nicknamed the Florence of the South.
Departure from Lecce or spend extra nights in the city or the surrounding area.
Arrival: Alberobello
Departure: Lecce
Nearest arrival airport(s): Bari or Brindisi
Nearest departure airport(s): Bari or Brindisi
We also recommend travelling by train to all of our cycling holiday starting and departure points. We can help you plan your journey to Alberobello by rail. Car parking is available on all tours at the first hotel or a nearby public parking location. Full details are available on request.
Please do not book travel until an official invoice confirms the cycling holiday.
Route overview
Route information: A week of biking along a mostly flat route with some hilly sections on mostly paved, low-traffic roads (outside of peak season). Attention should be paid to traffic when entering and leaving cities.
The stages include wonderful stretches of coastline.
Total distance (approx): 340 km (95% paved. 5% unpaved)
Starting point:: Alberobello
- Bike hire options
Unisex touring bike
Specifically assembled by the mechanics, these touring bikes feature components and accessories that make them reliable and easy to ride, a perfect companion for your bike tour. Furthermore, thanks to the step-through frame, getting on and off your bike is easier.
- 28″ wheel
- 27 speed
- Anti-puncture tyres
- Comfort gel saddle
- Speed-lifter twist T10 to easily adjust the handlebar height
Bosch unisex e-bike
The e-bike is the right choice if you do not feel trained enough to spend more days on a saddle. You can easily adjust the assistance of the electric motor: from a mild pedalling support to a more intense boost, which is especially useful on starts and uphill climbs. The battery charge covers an entire cycling stage, or even more if you don’t use it at full power all the time, and you can recharge it at the end of the day at the hotel.
-
- 28” wheel
- 9 speed
- Disc brakes
- Anti-puncture tyres
- Comfort gel saddle
- Speed-lifter twist T10 to easily adjust the handlebar height
What’s included
- 7 nights in 3* hotels and B&Bs
- Breakfast
- App including maps
- Roadbook
- GPS tracks and hotel vouchers
- Luggage transfers
- Service Hotline
Not included
- Travel to/from the start and finish (Flights/Trains)
- Evening meals (unless stated)
- Local daily taxes (Payable at the hotel)
- Helmets (Please bring your own cycle helmet with you)
- Water bottles
- Travel insurance
- Rental bike hire
- Bike insurance (unless stated)
- Welcome meetings (unless stated)
- Transfers (unless included)
- SINGLE ROOM SUPPLEMENT: £209 PER PERSON
- EXTRA NIGHT(S) – Lecce: £79 PER PERSON PER NIGHT INC. BREAKFAST
Check Availability
2026/27 Self-Guided cycling holidays
All prices shown are per person, based on sharing a double or twin room, and exclude flights and bike hire.
Special Offer: £50 per person off all 2027 departure dates!
Contact us for more information, a special price, or call 017687 71700. Offer valid on new bookings only.
NEW FOR 2027
To make a booking, simply use the filter to select the day of the week on which the tour operates. You’ll then see all available tour dates and prices. No payment is taken at this stage.
For all bookings, we require a 20% deposit, with the final balance due 56 days before arrival. An invoice and online payment link will be generated once the tour has been confirmed.
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