From Sassi of Matera to Salento (9 days)

Day 1 – Arrival in Matera (UNESCO World Heritage City)

Welcome to Matera, one of the most unique and breathtaking destinations in Southern Italy. Famous worldwide for its ancient Sassi cave districts, Matera offers an extraordinary journey through more than 30,000 years of history. Explore rupestrian churches carved into stone, visit a traditional cave house museum, and enjoy the magical atmosphere of this UNESCO-listed city.
Overnight stay in Matera.

Day 2 – Matera to Alberobello by Bike (78 km / +650 m)

After bike delivery and fitting, your cycling adventure begins through the stunning landscapes of the Murgia plateau. Today’s destination is Alberobello, the famous town of the Trulli, charming white stone houses with conical roofs. With over 1,500 trulli spread across the historic districts of Monti and Aia Piccola, Alberobello is a true icon of Puglia and a UNESCO World Heritage Site.
Overnight stay in Alberobello.

Day 3 – Alberobello to Ostuni (52 km / +600 m)

Cycle through the rolling hills of the beautiful Itria Valley, a postcard-perfect landscape of olive groves, vineyards, red soil, and white trullo houses under a bright blue sky.
Along the way, we recommend stops in:

• Locorotondo, for a glass of local white wine

• Martina Franca, with its elegant historic center

• Cisternino, ideal for lunch in a traditional butcher shop restaurant

Arrive in Ostuni, the famous White City, shining across three hilltops crowned by its impressive cathedral.
Overnight stay in Ostuni.

Day 4 – Ostuni to Manduria (70 km / +250 m)

Leaving Ostuni behind, ride through peaceful countryside dotted with charming towns such as San Vito dei Normanni, Mesagne, and Oria, each home to fascinating castles from the time of Emperor Frederick II.
Your destination is Manduria, renowned for producing the bold red wine Primitivo di Manduria—a must-taste experience.
Overnight stay in Manduria.

Day 5 – Manduria to Gallipoli (70 km / +350 m)

Today you reach the stunning west coast of Salento. Pedal toward the seaside towns of Campo Marino and Porto Cesareo, before arriving in the beautiful coastal gem of Gallipoli.
The historic island center is filled with Baroque churches, noble palaces, and a maze of charming streets leading to panoramic sea promenades.
Overnight stay in Gallipoli.

Day 6 – Gallipoli to Santa Maria di Leuca (75 km / +520 m)

Optional shorter route available (52 km / +230 m).
Follow the sparkling Ionian coastline toward Torre San Giovanni, where the crystal-clear sea invites a refreshing break.
A scenic inland detour brings you to the lovely towns of Ugento and Specchia, officially among the most beautiful villages in Italy.

Arrive in Santa Maria di Leuca, the southernmost point of Puglia, where the Ionian and Adriatic Seas meet in an unforgettable landscape of light, silence, and color.
Overnight stay in Santa Maria di Leuca.

Day 7 – Santa Maria di Leuca to Otranto (63 km / +650 m)

Ride north along the spectacular Adriatic coast, passing charming marinas such as Tricase Porto and Castro Marina.
Your destination is Otranto, one of the most enchanting towns in Salento, perfect for a seafood dinner and an evening stroll through its lively historic center filled with artisan shops.
Overnight stay in Otranto.

Day 8 – Otranto to Lecce (56 km / +285 m)

Enjoy time in the morning to visit Otranto’s extraordinary cathedral, home to the famous mosaic floor and the relics of the 813 martyrs.
Cycle past the scenic Alimini Lakes and stop at Torre dell’Orso, where you can swim in the magical Grotta della Poesia, one of Italy’s most stunning natural pools.

Before reaching Lecce, take a break in Acaya, perfect for an espresso or an aperitivo at sunset near the castle.
Arrive in Lecce, the Baroque capital of Southern Italy.
Overnight stay in Lecce.

Day 9 – Departure from Lecce

Breakfast and end of services. Time to say goodbye to beautiful Puglia!
Before leaving, don’t forget to try the delicious pasticciotto, Lecce’s traditional shortcrust pastry dessert.