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10 Days Cycling Tour with Tasting & Cooking in Puglia & Basilicata, Italy

Matera - Polignano a Mare - Ostuni - Martina Franca - Cisternino - Locorotondo - Alberobello - Otranto - Gallipoli - Santa Maria di Leuca - Tricase - Lecce - Nardo

Wine Tasting and Cycling Holidays in Italy

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 tracks, our legendary guided bike tours won't disappoint. 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.


  • Guided cycling tours
  • Authentic Italian cuisine
  • A hands-on cooking class
  • Winery visits with wine tastings
  • Daily breakfast, lunch and dinner
  • 9 nights accommodation
  • Luxurious lodging

Skill level

  • Intermediate


10 days with instruction
Group size: Maximum of 8 participants
Airport transfer included: Bari Karol Wojtyła Airport
Airport transfer included: Brindisi – Salento Airport
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Puglia features great country estates, Masserie from the 16th and 17th century, many have been refurbished as luxury hotels. Staying in a masseria is a memorable and unique experience. You will spend 2 nights in Matera at Albergo Sextantio Le Grotte Della Civita hotel. In Polignano a Mare, you will spend one night at Borgobianco resort which features a fantastic spa in a rural setting. Your next three nights will be spent at Masseria Cervarolo hotel in Ostuni, where you will find a homey charm. Otranto will be your host for the three last nights and you will spend them at Relais Basiliani Resort & Spa.


Day 1

You will be met 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 allow you to step back in history. In the afternoon, visit 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. You will have dinner in L'Abbondanza Lucana Selezioni Gastronomiche restaurant and you will spend the night in Albergo Sextantio Le Grotte Della Civita.

Day 2

After breakfast, you will cycle out of Matera exploring the unique sceneries of a natural preservation area. You will have dinner in Ristorante Lucanerie.

Day 3

You will cycle from Matera to Polignano a Mare. After breakfast, you shuttle to Alberobello, the UNESCO world heritage site built entirely of trulli, and ride to Polignano a Mare, on the Adriatic cliffs, hometown 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. You will have dinner at Borgobianco Resort & Spa in Polignano a Mare and spend the night in the same hotel.

Day 4

Today, you will cycle from Polignano a Mare to Ostuni. You will have dinner at Osteria del Tempo Perso restaurant and you will spend the night at Masseria Cervarolo hotel in Ostuni.

Day 5

Today, you 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. You will have dinner at Masseria Cervarolo hotel in Ostuni.

Day 6

Your journey today will take you to Cisternino and Locorotondo, two picturesque hilltop towns whose Greek influence is apparent in their whitewashed exteriors. You will have dinner at Masseria Boezio in Ostuni.

Day 7

After breakfast, you will shuttle down to the heel of the boot to Otranto, one of Puglia’s most vibrant towns. Otranto overlooks a pretty harbor 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, you 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 you reach the tip of the boot, you’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, you’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! You will have dinner at Relais Basiliani Resort & Spa in Otranto and spend the night in the same hotel.

Day 8

Today, you will cycle from Otranto to Gallipoli and Nardo. 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. You 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’ where you will enjoy tasting 5 award-winning wines, as well as visiting Nado’s fantastic baroque cathedral.

Day 9

You 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. You will have dinner at Lemi restaurant in Tricase.

Day 10

After breakfast, you will shuttle to Lecce, known as the Florence of the south, for a walk in the historical city Centre. Transfer to Brindisi or Bari airport.

Included excursions

Lecce - a city to see by bicycle

On the simple to use and reliable two-wheeled vehicles you can visit the historic city center of Lecce (restricted traffic area) in 2-3 hours following a knowledgeable and experienced guide. You'll find out the secrets that hide throughout the streets, the alleys, the courts that make Lecce one of the most beautiful cities in south Italy. Starting at the Castle of Charles V, you will continue to the Church of Santa Chiara and the Church of St. Matthew, and then along Via Counts of Lecce and Via Marco Basseo with many old buildings present, you will allow yourselves many opportunities to stop and capture their beauty from the outside.

Then, you will come to Porta Rudiae followed by Via Libertini with the Rosary Church, St. Anne's Church and Church of Santa Teresa, Via Palmieri to Porta Rudiae follow Via Libertini with the Rosary Church, St. Anne's Church and Church of Santa Teresa, Via Palmieri to Porta Napoli, the tour continues in the monumental cemetery where you can see the outside of the Church of San Niccol and Cataldo, Park Belloluogo. Lastly, you will come to the historical center. Here is where you will pass by the Church of Sant'Angelo, the Greek Church, the Basilica of Santa Croce and Piazza Sant'Oronzo. This is your final stop and where the tour comes to an end and you can return your bikes at your starting point the Castle of Charles V.

Leuca bike tour - 53.3 kilometers with medium difficulty

Starting point of the itinerary is the church of Panetti, in the village of Acquarica del Capo, rich in history and culture, within easy reach of the railway lines travelling to the provincial Southeast, or easily accessible by bus or car. In the surrounding area, you can visit the Masseria Gelsorizzo, settled in a complex with a fortified tower, with its chapel, the underground oil mill (trappito), the dovecote tower, typical of the area, the road surface is flat and in good condition, to allow easy passing ability.

From the Square of Acquarica, you head towards the exit of the village, in the direction of nearby Presicce, another testimony of the history of Salento, rich in ancient aristocratic Palaces, along with baroque architecture scattered at every turn and scents of wild ivy. From the square, only a short distance on your right, the Palazzo Alberti, overlooking the beautiful center, just a few meters away appears the churchyard of St. Andrew and the Votive Column dedicated to the saint. When you continue down the road that will lead you out of the town of Presicce. You are now outside the town.

The environment, at this point, is very diverse and characterized by the typical dry stone walls, by pagghiare, the mess, the farms and canals and the natural vegetation and large expanses of olive trees, and the strong smell of salt from the countryside ' grass and earth reddened by the sun. In this point of the route, you are in the territory of Salve, where you find the Chapel of the Holy Lasi, and a rest area, allow a short rest. A small road will create problems for the descent, but the journey is short and easily explored on foot. Pedaling, you get to Patu, a small town of the territory Leuca, is where you can visit important monuments like the Centopietre.

Here, it is said to have been a family tomb, built in the space in front of the Church of St. John the Baptist, the Castle and the Church matrix. Leaving the small fraction, and by returning back to Gagliano, cross the center, heading towards Salignano, you come to Castrignano del Capo, from Borgo Terra and the Parish: from this point, take the direction for S. Maria di Leuca, the final leg of your journey. In all this you recognize S. Maria di Leuca, resting on one of the most beautiful stretches of water in the Mediterranean and the very tip of a coastline full of nature, colors, overlooking the sea, where you look out from the terraces of the beautiful villas, in full moon nights.

Other excursions

  • Castel di Salve tour
  • Cycling tour around Matera
  • Cycling tour to Cisternino and Locorotondo
  • Cycling tour to Polignano a Mare
  • Drive to Castro
  • Gallipoli tour
  • Lecce city center walking tour
  • Matera old town tour
  • Nardo tour
  • Shuttle to Alberobello
  • Shuttle to Lecce
  • Shuttle to Otranto
  • Visit the cave of the original sin
  • Wine tasting in Gioia del Colle


This retreat will take place in the region of Puglia in Italy.


For some of us, eating great food is a big priority in life. But when one is talking about a visit to Italy, food will probably be one of the things you will be most excited about. The truth is that you can find excellent food throughout Italy but, even in this culinary heaven, there are destinations that are particularly famous among foodie travelers. If youd like to really send your taste buds into orbit, youll include Puglia on your next trip to Italy. Green Italy Tours created Puglia Food Experience in order to provide the best guide possible for travelers to Italy, who are just longing to taste the unique flavors that only food from the region can provide.

You will know more about the famous cuisine present in Puglia after just a few moments on Puglia Food Experience website. Green Italy Tours superb local knowledge and long term experience in the area will cover any of the queries you have. Their mission is to bring healthy, great-tasting food and wine to as many people as possible while giving top-consideration to eco-friendly practices.

For this purpose, the personalities they've chosen to feature on our site are some of the most celebrated chefs in the industry. Italy is considered one of the happiest countries, where people live longer. The incredible cuisine plays a role. Italians dont just eat. They dine with gusto. Their foods connect them to Italys diverse heritage, one that includes French, Spanish, Arabic and Jewish influences. It is over a meal that Italian people come together in celebration.

Theyd love for you to join in their fun, so Green Italy Tours have created eight culinary trails that cover the entire area. Use their helpful site to find quintessential flavors, such as our famous tiella barese, homemade orecchiette and eggplant parmesan. They will take you to fine dining establishments as well as mom-and-pop diners. As you explore, youll also meet the people behind these great dishes, people like Fabrizio of Mint Cucina Fresca, one of Italys best gourmet. And for every trail youll find suggestions for culinary experiences to take your trip to a new level.

Things to do (optional)

Explore 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 Gibsons The Passion of the Christ.

What's included

  • 1 cooking class
  • 2 wine tastings
  • 9 nights accommodation in 4-star hotels
  • All transfers with luggage
  • Bike rentals
  • Daily breakfast, lunch and dinner
  • Hotel taxes and service charges
  • Most admission fees during touring
  • Reservations of spas, cultural events, cooking courses, activities and performances

What's not included

  • Airfare
  • Airport departure taxes
  • Excess baggage charges
  • Gratuities
  • Meals and drinks not mentioned above
  • Personal expenses
  • Travel insurance

How to get there

Recommended Airports

Arrival by airplane

The nearest airports to the location are Brindisi - Salento airport (BDS) and Bari Karol Wojtya airport (BRI). Green Italy Tours will pick you up from one of the airports. The pick-up is included in the price.

Airport: Bari Karol Wojtyła Airport Airport transfer included: Bari Karol Wojtyła Airport No additional charges. You can request this in the next step.
Airport: Brindisi – Salento Airport Airport transfer included: Brindisi – Salento Airport No additional charges. You can request this in the next step.

Cancellation Policy

  • A reservation requires a deposit of 20% of the total price.
  • The deposit is fully refundable if the booking is cancelled up to 60 days before the arrival date.
  • The rest of the payment should be paid on arrival.
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