From Sassi to Salento - Extended Tour

This self-guided tour covers a small, but stunning part of Italy. Discover the beauty of Basilicata and Puglia in the south of Italy. Vibrant and green, the Puglia region forms the “tacco” or heel in the boot of Italy. Its eastern borders runs along the Adriatic Sea. Nested in the curve of the boot, the wild earth of Basilicata is bathed by two seas: the Tyrrheninan in the Gulf of Policastro and the Lonian in the Gulf of Gecko. During this trip, you will have the chance to discover beautiful cities (Matera, Alberobello, Ostuni, Manduria, Gallipoli, Leuca, Otranto...), taste traditional Italian food.

Price from : 1050 €
Region : Basilicata
Duration : 9 Days / 8 Nights
Level : Active
Trip : Self-guided
Activity : Biking
Dates : Starts any day
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New Trip 2019

Click below to see hotels versions.

Day 1 :   Arrival in Matera

Arrive at the hotel on your own schedule. Use the time at your disposal for visiting the city of the Sassi (suspected to be among the earliest human settlements in Italy) a UNESCO World Heritage Site. Overnight stay. (If you will arrive late in the evening, we suggest an extra night in this wonderful and unique city).

Day 2 :   Matera to Alberobello

Distance 1 : 47 Miles - 76 Km 

Bike and road map delivery, route description. Today you will cycle through the southern part of the Murgia to reach one of the most peculiar city in italy, ALBEROBELLO, universally-known as the capital of the Trulli, distictive, small, dry-stone buildings with a conical roof. There are about 1500 trulli scattered in Monti and Aia Piccola districts, both listed as World Heritage by UNESCO in 1996.

Day 3 :   Alberobello to Ostuni

Distance 1 : 32 Miles - 52 Km 

Today you will ride over the hills dominating the Itria Valley. Nature lovers will not be disappointed: With its still expanses of olive trees as far as the eye can see, the Itria Valley is red soil, green groves and vineyards, and white trullo houses under a serene blue sky – essentially, a marvelous chromatic effect that repeats itself several times over. Before reaching your final destination, we suggest you to stop first in LOCOROTONDO for a typical Italian aperitif and tasting the white wine produced in this region, second in MARTINA FRANCA, for a short visit to its marvellously intact historic centre, its beautiful square, and stunning Palazzi, and last but not least in CISTERNINO for a lunch break, maybe in one of its typical butcher shops, where you can choose the meat you want to eat and they cook it for you. Finally you'll cycle to OSTUNI, the White City, whose whitewashed arches and houses shine like a pearly white tiara, extending across three hills with the magnificent gem of a cathedral as its sparkling centrepiece.

Day 4 :   Ostuni to Manduria

Distance 1 : 37 Miles - 60 Km 

Leaving Ostuni and cycling through its beautiful countryside, you will come cross small towns such as SAN VITO DEI NORMANNI, MESAGNE, and ORIA where you will be enchanted by their marvellous Frederick's castles. Then the tour will take you to your final destination of the day: MANDURIA​. Don't miss the possibility to taste the red wine produced in this area: Primitivo.

Day 5 :   Manduria to Gallipoli

Distance 1 : 37 Miles - 60 Km 

This stage is dedicated to the west coast of Salento, where you'll cycle towards Campo Marino, Porto Cesareo, up to GALLIPOLI. The island heart of Gallipoli is home to numerous impressive Baroque churches and aristocratic palazzi, testament to the town's former wealth as a trading port. A labyrinthine weave of narrow streets all eventually lead to the broader sea-front promenade with its wonderful views.

Day 6 :   Gallipoli to Santa Maria di Leuca

Distance 1 : 37 Miles - 60 Km 

Leaving behind Gallipoli you'll cycle along the Ionian coast headed to Torre San Giovanni. Here the crystal clear sea will tempt you…but it’s time to get back on your bike! A short detour will take you inland to see the small towns of UGENTO and SPECCHIA, one of the most beautiful 'BORGHI' of Italy. Then you will continue your ride for another 35 km reaching SANTA MARIA DI LEUCA, where the Ionian and the Adriatic Sea meet; this is the southernmost point in Salento, striking the visitor’s eye for its colors and unreal silence.

Day 7 :   Santa Maria di Leuca to Otranto

Distance 1 : 34 Miles - 55 Km 

Today you'll start riding northward along the beautiful coastline of the Adriatic Sea. Crossing the marinas of Tricase Porto and Castro Marina, you'll finally get to one of the most amazing city of Salento: OTRANTO. If you want you can have a delicious seafood dinner and take a walk throughout the historic centre and maybe buy some souvenirs from the local little shops.

Day 8 :   Otranto to Lecce

Distance 1 : 31 Miles - 50 Km 

In the morning, if you want, there's time to visit the city. Otranto is best appreciated in its amazing cathedral, where the bones of 813 martyrs are displayed in a glass case behind the altar. Less macabre is the cathedral’s other jaw-dropper, its medieval mosaic floor, which rivals the famous early Christian mosaics of Ravenna in its richness and historical significance. Cycling along the Alimini Lakes, you’ll finally reach the seaside village of TORRE DELL’ORSO: don't miss the opportunity to swim in the suggestive Grotta della Poesia. Before arriving in LECCE you will meet ACAYA, a perfect stop for an authentic Italian espresso or for a drink at sunset in front of the castle.

Day 9 :   Departure from Lecce

Today is departure day, you can take your time getting started in the morning, have breakfast and depart at your leisure. (Depart on your own).

Average / Day :
Distance : 59.00 Km / 36.43 Miles

Click below to see hotels versions.

Day : 1

Welcome to the Hotel Palazzo Viceconte, an early 17th century historic Palazzo in the heart of the ancient city of Matera, Italy. Recently renovated and with the best panoramic views over Sassi and its surroundings, sleeping in Hotel Palazzo Viceconte means splendid hospitality in the captivating charm of a historic Palazzo.

Day : 2

In the heart of the Itria Valley, in Alberobello, Apulia, a UNESCO World Heritage Site, Le Alcove is a charming luxury resort in the trulli. Located in the main square of the town, the resort origins date back to the second half of the sixteenth century when the small fief called "Silva Arboris Belli" began to populate. Under the rule of the Acquaviva Counts of Conversano the peasants had to reclaiming and cultivating the land and were authorised to build dry-stone wall houses only...

Day : 3

With its impressive façade, Ostuni Palace fits in perfectly in the White City of Ostuni. It offers a spa, an elegant piano bar, and an Italian restaurant. All rooms are air-conditioned and have free wired internet. Offering panoramic views across the town's whitewashed buildings, the Ostuni Palace is 10 minutes' walk from the main square.

Day : 4

Rooms at Corte Borromeo have been preserved under the name of architectural elements and original construction. Designer furniture, paintings and small objects give their beauty an exclusive flavor. The elegant environments and exclusive rooms or acrylic / watercolor on paper and monotype on paper of two contemporary German artists.

Day : 5

Relais Corte Palmieri is a wonderful historical house dating back to 1700 situated in the dense maze of alleys, streets and squares of the famous fishing village of Gallipoli. Characterized by sunny terraces and walls covered in colorful bougainvillea, this beautiful unique building, evocates a Moroccan Riad.

Day : 6

Hotel Montecallini is located in a quiet position, overlooking the sea, surrounded by an expanse of olive trees and Mediterranean vegetation. Its structure incorporates the typology of the Salento farms, with large arches that run along its entire length. Each room has a large private loggia from which you can admire the sea or the large expanse of olive trees and Mediterranean vegetation. The central tower, in memory of the coastal watch towers scattered throughout the Salento, connects the two bodies of the structure. The area in front of the tower, shaded by trees and pergolas, hosts the large infinity pool and the Solarium area.

Day : 7

Relais Valle dell'Idro, your brand-new luxury dwelling in Otranto. For a stay marked by luxury and exclusivity, which will make your journey in Puglia unforgettable. Rooms are sober and refined in minimal chic style, functional and all comforts included, with two typologies available, standard and luxury. Beds with headboards in midollino and leather, doors in crystal and embroidered linen, curtains detailed by stylized corals which recall the logo of the hotel, and again lamps in parchment carved in decapato wood.

Day : 8

Featuring a roof-top restaurant with panoramic views, the Risorgimento Resort is located in Lecce’s Baroque historic centre. It offers free WiFi throughout, large modern rooms, and a relaxing spa. The attentive staff provide a continental buffet breakfast. The 3 restaurants offer both Salento flavours and classic Italian cooking. Drinks and snacks are available all day at the Janet Ross Bar.

Bikes available for your tour


Hybrid & Electric Assisted Bike rental : Your bike comes with 2 bags (1 rear pannier + 1 front pannier) so you can easily carry your stuff during your ride.
  • Rear pannier containing : Helmet / Lock / Pump / 2 Spare tubes
  • Handlebar bag containing: Toolkit / Tire levers / Patch kit
  • 1 souvenir water bottle
  • Odometer
  • Flat pedals are included (toe straps on request)
Road bike :
  • Saddle bag containing : Toolkit / Tire levers / Patch kit / 2 Spare tubes / 1 Hand pump + Rear pannier
  • Helmet
  • Odometer
  • Lock
  • Flat pedals are included (toe straps on request)
  • 2 souvenir water bottles


Our road books are complete packages of information that will help you to guide yourself through the itinerary that we have planned and laid out. We have invested significant time and incorporated the feedback of our customers over many years (since 1997!) to make our road books even better. Our road books include: color maps, highlighted routes, touristic information, orientation points to reach hotels, and easy to follow directions step by step (Cue-sheet). Please note that for custom itineraries you will not have cue sheets. Only maps and GPS routes.


GPS are included on all tours Since 2008. We change the units every 2 years and always invest in the best models. Simple to use, easy to read, yet sophisticated devices they are available on all of our tours. The routes described in your roadbook are stored as tracks in the GPS unit. You simply have to follow the line shown on the GPS, and enjoy. 1 GPS for every 1-3 people
Rates vary according to the availability of hotels and seasons.
Contact our sales team for more information and an exact rate based upon your travel dates.


  • 8 nights of accommodation in superior hotels of charm with private shower and/or bath
  • Daily breakfast at each hotel
  • Orientation in person with our local guide
  • Hybrid bike rental included
  • 1 GPS GARMIN OREGON for 3 people
  • All luggage transfers
  • Comprehensive trip literature
  • Technical and emergency support available at all times

What's not included

  • Airfare to and from the trip
  • Lodging before and after the trip
  • Drinks
  • Some meals are not included in each destination, which gives you the opportunity to explore regional cuisine on your own. You will find all information needed with our team support in your roadbook.

Price from & per person Double occupancy Single supplement
(traveling with a group)
Standard 1050 € 350 €

*Please contact us for triple room rates

Options per person :
Hybrid Bike Rental Included

Bot scann is mandatory