Southern Italy by bicycle


Puglia, an emerging destination in southern Italy, is now being touted as the next Tuscany. This is an ancient world — its hills and small coastal towns are steeped in history. Located on the eastern coast, it’s a place deep in the heartland of Greek mythology, and Puglia  does have a distinctly Greek feel, but its ruins also feature Gothic and Byzantine architecture, among others. What better way to explore this mysterious region of olive groves and emerald waters than by bicycle?


"...The guides were superlative, giving us the history as well as shepherding us from experience to experience. Alberbello and Matera were high points of the tour, as well as the spontaneous lunch we had on the beach. It was a culinary highlight, as arranged by the guide." 

Wayne - Calgary, Alberta

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  • Italy's Puglia restaurant full of people
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  • Italy's Puglia cyclists on country road
  • Italy's Puglia pizza in restaurant

2023 Itinerary

We love venturing off the beaten path to discover ancient footpaths and isolated villages, seeing the Italy Hannibal knew, and tasting truly authentic food. This is Puglia, and it awaits modern-day adventurers. You’ll cycle past castles both small and grand, and old stone trulli dwellings. You’ll swim in the Adriatic and Ionian seas and view the Strait of Otranto. You’ll sleep in ancient masserias — fortified country homes renovated into elegant inns — and explore cities with histories that stretch back thousands of years. With all that surrounds you, you might even feel that youre in some bewitching fairy tale.


Day One — City tour of Alberobello + 25 km cycling (easy; 1.6 km = 1 mile)

We’ll meet you early morning at the Brindisi Airport and shuttle you to our first city tour in Alberobello. Those who have arrived the day before will be met at your accommodations near Brindisi. Alberobello is a UNESCO World Heritage site, and home of the famous trulli. Unique to Puglia, these circular stone homes are topped with conical roofs of gray limestone, and Alberobello alone has 1,500 of them! After a refreshing lunch, we’ll van a few more kilometers to arrive at our peaceful rural inn. Once you’re settled in to your rooms you’ll have your bicycle adjusted and we're off on our first ride. Bari prides itself on its friendliness toward travellers, in the tradition of their patron saint, Nicola or Nicholas. Youll appreciate their hospitality as we wind along its back roads and take in the view of the sea before retiring back to the inn. Once back at your inn we'll lounge poolside while sharing the highlights of today’s journey, then partake in a tasting of local olive oils before tucking into a catered dinner. Lodging: Masseria San Martino.


Day Two — 49 km (easy to moderate)

After a hearty breakfast, you will head out on a loop ride through the towns of Cisternino and Ostuni. After the initial uphill (better to get it over with early in the day!), you’ll meet astonishing views of the surrounding countryside and Adriatic as you cycle along the scenic ridge road to Ostuni. Known as The White City, Ostuni is built on the remains of a prehistoric town destroyed during the final throes of the Second Punic War. Its labyrinthine alleyways and cobblestone streets are ideal for exploring on foot or bike. A stop here is not complete without a visit to the Spanish-influenced, 15th-century cathedral, built under the auspices of the Sforzas, an aristocratic Milanese Renaissance family. Then it’s back to our inn to prepare for another prodigious dinner. Lodging: Masseria San Martino.


Day Three — 61 km (easy to moderate)

After a van shuttle, you’ll begin your travels through the Salento Peninsula. Todays breathtaking scenery is characteristically Mediterranean, and not surprisingly, theres a distinctly Greek atmosphere. Just some of the gems you’ll spot on today’s smooth ride: white sand beaches, the Alimini Lake Oasis, dozens of small, ancestral olive groves and vineyards. Youll have lunch at a funky seaside trattoria before continuing onward to Otranto, a thriving port town and jewel of the Adriatic. Experience the elegant ambience and breezy night life of Otrantos well-preserved historic center. Take your pick from one of the many trattorias for dinner and explore the town at your own pace. Dont miss the Byzantine frescoes and the Castello Aragonese. Lodgings: Palazzo de Mori or


Day Four — 65 km (easy to moderate)

Awe-inspiring coastal vistas, hidden grottos, undulating cliffs — just a small part of what our ride has in store for us today. You’ll cycle along the spectacular high coastal road down to the southernmost point of Puglia, Santa Maria de Leuca — home of the famous lighthouse — where you’ll see the Strait of Otranto. This marks the point where the Adriatic and Ionian Seas meet. En route, you’ll pass Grotta Zinzulusa, a fantastic seaside cavern lined with stalactites and stalagmites, and if the tide is right, you’ll be able to tour it. You’ll savour your lunch among the cliffs with stunning views over the Adriatic, then cycle onwards just past Santa Maria Leuca, your home for the evening. Lodging: Resort Ruri Pulcra.


Day Five — 30-40 km (easy to moderate)

Today you leave the Adriatic behind and explore Puglias Ionian coast. Youll encounter flat countryside and a lush panorama as you journey along the western tip of Italy’s heel. Perhaps well stop for a swim with the Naiads in the sparkling sea; if we do, keep your eyes peeled for fossils. With luck, the winds will be in our favour and youll end your day with an afternoon ride along Gallipoli Bay. Lodging: Masseria Santa Teresa.


Day Six — Van shuttle from Santa Teresa to Lecce (plus city tour)

The end point of the Appian Way is the refined city of Lecce — the Florence of the South — where cyclists outnumber cars and Vespas. According to local legend, Lecce was founded during the Trojan War, and its now the regions economic and agricultural center, dealing in olive oils, wines and ceramics. As for its own natural resources, they export Lecce stone, a malleable limestone perfect for sculpture and carving, as well as formidable opera singers and footballers. A guided tour of this small city with its particular brand of Baroque architecture, barocco leccese, will wrap up another amazing day. But not before enjoying our final farewell dinner together in one of our favourite restaurants of the area. Lodgings: Eos Hotel or


Day Seven — Farewell

After our last breakfast together the tour will end with a transfer to the Brindisi Airport, sad that our adventure is ending but glad to have made new friends. 


* Details subject to change. 

2023 Availability  
  • June 12-18, 2023
  • September 11-17, 2023
  • September 18-24,2023
  • Custom groups anytime



  • 6 Nights Accommodation 

  • All Breakfasts, 1 Lunch, 5 Dinners 
  • Pick-up/Drop-off
  • Van Support Vehicle

  • Bilingual Guides

  • Any Entrance Fees
  • Water Bottles
  • Detailed Itinerary & Route Maps
  • Navigation App
  • Snacks and Refreshments

  • Guided Tour of Lecce
  • Trip Support

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2023 Prices

All prices in CAD. Click here for a currency converter.  

  •  $3,895 per person based on double occupancy
  • $850 single supplement 
  • Hybrid bicycle rental: $275
  • Carbon road bicycle rental: $369
  • Kalkhoff E-bike rental: $459


For returning customers

  • Is this your second Pedal & Sea Adventures tour? Let us know, and we’ll knock $100 off the price.
  • If this is your third Pedal & Sea tour, we’ll take $100 off the price and send you a free jersey.
  • Your fourth Pedal & Sea Adventures tour? We will take $100 off the price, send you a free jersey and give you a complimentary bicycle rental. 

To take advantage of these great incentives, please let our staff know when you book!


Our bikes in Italy

Kalkhoff e-bike


E-Bike - Kalkhoff

- Model: Agattu Impulse 8R HS

- Top notch drive

- 2.0 motor with sift-sensor

205 km range

- Tire size: 700 X 35




Trek road bike


Road Bike - Trek

- Model: Emonda S 6

- Ultralight carbon frame

- Shimano / Ultegra components

- 22 speed (compact drivetrain)

- Tire size: 700 X 23 or 25 




Trek hybrid bike


Hybrid Bike - Trek

- Model: 7.3 fx

- Aluminum frame

- Shimano components

-27 speed

- Tire size: 700 X 32