A cycling vacation in Southern Italy is sure to capture your heart as you take time to indulge in a slower paced lifestyle. Whether you prefer to discover ancient architectural gems on your own two wheels or if you prefer to climb the vast, epic mountain pistes, our legendary guided bike tours won't disappoint.

Join our unique cycle route along the Apulian aqueduct! Just close your eyes and imagine yourself surrounded by nature and dry stone walls, wildflowers, almond trees and expanses of olive groves. The Aqueduct Cycle Route, following the walkways of the Canale Principale (the centuries-old gallery of the Apulian Aqueduct) starts in Figazzano, a district of Cisternino, before ending in Ceglie Messapica. This is not simply a bike trail: the Aqueduct Cicle Route is a real surprise as it passes historic trulli and long grassy roads dotted with typical Mediterranean shrubs, such as hawthorn, ivy, thyme, holm oak, downy oak and wild orchids.

Puglia & Basilicata Guided Cycling

Bike and Wine Day Tours

 Puglia is an ideal destination for a bicycle tour, combining the best of Italian cuisine and wine with scenic bicycling through rolling hills dotted with vineyards and farms.


Bike Tour A. Trajan Way. 

From Ostuni to Masseria Torre Coccaro (Savelletri/Fasano)

Mileage 20 miles/32 Km approx.(or 65 Km second option). Terrain: mixed, paved back roads and pathways. Road bike

Difficulty: moderate

Time: 9.00 am to 4.30 pm approx

Max number of participants 8, 2 minimum.

Price: 125 Euros pp.

Lunch at “La Forcatella” on the cliffs of Savelletri/Fasano.

This road was built by emperor Trajan in the year 109 before Christ, in order to connect Rome with Brindisi. It ran close to the Appian way. In the middle ages the crusaders used it to reach Brindisi where they would hire ships to go and fight in the holy land. We will visit important medieval churches like Saint Lawrence, Seppanibale and Lama d’Antico, as well as farmhouses (Masserias) dating back to the 1500’s . Lunch at “Forcatella” great fish and sea urchins. 125 Euros pp. with lunch.

Bike Tour B. Ostuni, Cisternino, Ceglie, Ostuni

Mileage  24 miles 37 km approx. (or 58 Km second option). Terrain: mixed, paved back roads and pathways. Mountain bike

Difficulty: moderate

Time: 9.00 am to 4.30 pm approx

Max number of participants 8, 2 minimum.

Price: 125 Euros pp. with lunch included

Lunch at “La Civetta” in Ceglie Messapica.


Bike Tour C Wine & Bike

Mileage  35 miles 55 km approx.

Terrain: mixed, paved back roads. Road bike

Difficulty: moderate

Time: 9.00 am to 4.30 pm approx

Max number of participants 8, 2 minimum

Price: 125 Euros pp. with lunch included

Lunch at Masseria Sant'Elia in Alberobello.

A loop ride that takes us through the vineyards of Martina Franca and the famous hills of the verdeca grape. Along our route you'll pass through the stunning landscape of the Itria Valley, as well as vineyards around Locorotondo and Alberobello. We'll enjoy a wine tasting together and lunch in a fantastic masseria (agricultural estate).

Week end’s Tours

Bike Tour A+B including accommodation at Masseria Cervarolo two lunches and one delicious multi-course dinner at only 390 Euros pp.(including van support, bike and helmet, water bottle, professional tour escort and insurance).

For private Tours we also offer E-bikes (pedals assisted bikes)

These bikes feature state of the art technology and are a fantastic option for bicycle travelers who need a little push. Although you still have to pedal the E-bike drive provides a nice boost for your efforts. For example when your pedal stroke increases to get up a hill so does the amount of power the electric motor outputs. Less effort on your part translates to less power assist.


Longer stays (one week/10 days)

Green Italy’s Guided Cycling trip is a memorable fully guided cycling holiday...  Below is the full ten (10) day itinerary. Starting from Matera, home of director Francis Ford Coppola, because of its similarities with Jerusalem, Matera has been the setting for a number of well-known films including Mel Gibson’s The Passion of the Christ.  

On Day 1.We will meet at the famous Sexantio hotel and visit the old town on foot. You’ll enjoy a great lunch at “Falco Grillaio” in the old town and afterwards a visit to the famous “Sassi” (ancient cave dwellings) and Ruperian churches allows you to step back in history. In the afternoon visit to the “cave of the original sin” or wine tasting at “Polvanera” or “Patruno Perniola” winery in Gioia del Colle.  In addition, you’ll have free time to explore the city at your leisure.

Lodging: Sexantio, Matera, dinner at Abbondanza.

Day 2

After breakfast, we will cycle out of Matera exploring the unique scenaries of a natural preservation area.

Lodging: Sexantio, Matera, dinner at Lucanerie.

Day 3

from Matera to Polignano a Mare After breakfast we shuttle to Alberobello, the Unesco world heritage  site built entirely of trulli, and ride to Polignano a Mare Mare (on the Adriatic cliffs) home town of singer Domenico Modugno, where many artisans still work metal, glass and stone artifacts. Lunch at incredible Chichibio in Polignano a Mare (on the Adriatic cliffs). 

Lodging: Borgobianco in Polignano a Mare, dinner at same hotel.


Day 4

From Polignano to Ostuni

Lodging Masseria Cervarolo Ostuni, dinner at Osteria del Tempo Perso.

Day 5

Ostuni Martina Franca

Today we will climb back in the saddle and head to Martina Franca and then downhill toward the sea to enjoy the spectacular views of the stunning countryside.

Lodging: Masseria Cervarolo Ostuni, dinner at same hotel.

Day 6

From Ostuni to Cisternino and Locorotondo

Our journey today will take us to Cisternino and Locorotondo, two picturesque hilltop towns whose Greek influence is apparent in their whitewashed exteriors.

Lodging at Masseria Cervarolo Ostuni, dinner at Masseria Boezio.

Day 7

From Ostuni to Otranto

After breakfast, we will shuttle down to the heel of the boot to Otranto, one of Puglia’s most vibrant towns. Otranto overlooks a pretty harbour on the turquoise Adriatic coast. There are fanciful tales that King Minos was here and St Peter is supposed to have celebrated the first Western Mass here. A more definite historical event is the Sack of Otranto in 1480, when 18,000 Turks led by Ahmet Pasha besieged the town. Today the only fright you'll get is the summer crush on Otranto's scenic beaches and in its narrow streets. From Otranto we will drive via winding coastal roads overlooking the sea to charming Castro. Sip cappuccino on the water and dip your toes in the crystal clear aquamarine waters of the Adriatic. When we reach the tip of the boot, we’ll feast at either “Hosteria del Pardo” in Santa Maria di Leuca or “Grotta del Conte” in Castro on fresh, traditional Pugliese cuisine such as mussels, fish, local cheeses, fresh-baked bread, and pasta.  After lunch we’ll tour the centuries old Castel Di Salve winery that brings together wines produced from four of their vineyards which, though geographically very close, actually fall into four distinct microclimates and soil environments. You’ll have a chance to taste them all!  Lodging: Relais Basiliani, Otranto, dinner at same hotel.

Day 8

From Otranto to Gallipoli and Nardò

Gallipoli, from the Greek Kallipolis meaning beautiful city, is a fishing village on the coast of southern Puglia.   Gallipoli's Old Town, built on an island now connected to the mainland by a bridge, is picturesque and a nice place to stroll through its maze of alleys. The 17th century Baroque Sant' Agata Cathedral is in the center of the town. We will have lunch at fantastic Puritate one of the best fish restaurant in Italy, visit an ancient oil mill (Palazzo Granafei) and a  winery in Nardo’ (with  tasting of 5 award winning wines) as well as its fantastic baroque cathedral.

Day 9 

From Otranto to Santa Maria di Leuca We will ride down to Santa Maria di Leuca and have lunch at Hosteria del Pardo. Wine tastings at Castel di Salve and perhaps a nice swim at Tricase’s crystal waters. 

Lodging: Basiliani Resort, Otranto, dinner at Lemì in Tricase.


Day 10 

After breakfast, we will shuttle to Lecce, known as the Florence of the South, for a walk in the historical city centre. Tranfer to Brindisi or Bari airport (included).   

10 days/9 nights, 4 star hotels, including lunch and dinners, transfers (with luggage), bike rental, one cooking class, two wine tastings, 1,950 Pounds/2,700 Euros per person double occupancy.