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8 Days Self-Guided Biking and Sightseeing Tour in Italy

Matera, Italy

Sightseeing Tour Italy

Thanks to this self-guided bike tour, you will discover not only two UNESCO World Heritage Sites, but also the small white towns that characterize the Itria Valley. This is an exciting tour that is all set against the backdrop of the crystal and clear blue sea and the golden sand beaches. Prepare to discover Matera, the city of the Sassi, and Alberobello, the capital of trulli.

Key information

  • Trip type: Self-guided
  • Type of transportation: cycling
  • Starts in: Matera
  • Ends in: Lecce
  • Difficulty level: Easy (cyclist does not need to have certain level of fitness, mostly flat terrain though occasionally they will ride in unpaved or hills, 10-30 miles per day) to moderate (cyclist needs to have a good level of fitness, terrain is mostly hilly or unpaved but they will ride on flat terrain sometime, 31-45 miles per day)
  • Total Distance: 157 miles / 254 kilometers
  • Type of bike: Hybrid bike
  • E-bike: Available to rent at 150 EUR per week
  • Minimum number of participants: 2 persons
  • Lodging: Point to point accommodation


  • Self-guided bike tours
  • Tour of the amphitheater in Lecce
  • Discover the trulli houses of Alberobello
  • Explore the white towns of Cisternino and Ostuni
  • 7 nights accommodation
  • Luggage support


7 days with instruction
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You will be provided seven nights of accommodation on this tour. On the first night, you will stay in Matera, and on the second night, you will stay in Alberobello. The third night will be spent in Ostuni, and the fourth night will be spent in Lecce. On the fifth night, you will stay in Otranto, and on the sixth night, you will stay in Gallipoli. The seventh night will be spent in Lecce.


The tour will run from Sassi of Matera to Salento, Italy. In this tour, you will have the possibility to reach the southern part of Apulia, Salento, which will take you from prehistoric civilizations, through Medieval architecture, and to the masterpiece of the Baroque architecture of the city of Lecce, via ancient traditions and the skills of master craftsmen.

Your luggage will be delivered to your next accommodation every day.

Daily itinerary

Day 1: Arrival day

On this day, you will arrive in Matera. Famous for its Sassi and stunning landscapes, Matera, located on the border of Basilicata and Puglia, is not only breathtaking but is also fascinating. Its history goes back more than 30,000 years. There are several rupestrian churches open to the public, a reproduction of a typical cave house that you can visit, and refurbished caves made into hotels and restaurants.

The Sassi districts are a UNESCO World Heritage Site. Overnight stay will be in Matera.

Day 2: Murgia and Alberobello

The bike and road map will be delivered to you, as well as the route description. On this day, 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. It is distinctive, small, dry-stone buildings with a conical roof.

There are about 1,500 trulli scattered in Monti and Aia Piccola districts, both listed as World Heritage by UNESCO in 1996. Overnight stay will be in Alberobello.

Day 3: Itria Valley to Ostuni

On this day, 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, you will have a marvelous chromatic effect that repeats itself several times over. Before reaching your final destination, it is suggested that you stop first in Locorotondo for a typical Italian aperitif, tasting the white wine produced in this region. The second stop will be in Martina Franca, for a short visit to its marvelously intact historic center, its beautiful square, and its stunning Palazzi.

Last but not least will be 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 will cook it for you. Finally, you will 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 centerpiece.

Overnight stay will be in Ostuni.

Day 4: Ostuni to Lecce

On this day, you will travel 55 minutes by train from Ostuni to Lecce. The ticket costs an additional 5.50 EUR. You can carry your bike for free on regional rails. You can spend the day visiting this wonderful city, walking around its streets and alleys.

Bequeathed with a generous stash of baroque buildings by its 17th-century architects, the city has a completeness and homogeneity that other southern Italian metropolises lack. Do not forget to visit Piazza Duomo and Piazza Sant'Oronzo with its amphitheater and the Basilica of Santa Croce. Overnight stay will be in Lecce.

Day 5: Acaya to Otranto

Leaving Lecce, after a short ride, you will reach Acaya, a very small fortified town built by the emperor Charles V in order to protect the coast and the inland against the invasions of the Ottoman Empire.

The rest of today's stage runs along the Adriatic coast, and you will cycle to the seaside village of Torre Dell’orso where you will have the opportunity to swim in the suggestive Grotta della Poesia, to sunbathe, and relax. Cycling along the Alimini Lakes, you will finally get to Otranto.

If you want, you can have a delicious seafood dinner and take a walk throughout the historic center and maybe buy some souvenirs from the numerous little shops. Overnight stay will be in Otranto.

Day 6: Melpignano to Gallipoli

On this day, the tour will lead you from the Adriatic to the Ionian coast. In the heart of the Grecia Salentina, you will cross the small towns of Melpignano, crowded with more than one hundred thousand visitors during the Night of the Taranta, which takes place in August, and of Corigliano d’Oranto, where ancient Griko is still spoken by elderly people.

From here, you will cycle to your destination, Gallipoli. Do not miss the chance to spend your evening strolling around the beautiful streets of the old town and having a drink at sunset at one of the many bars overlooking the sea. Overnight stay will be in Gallipoli.

Day 7: Galatone to Lecce

This day's first stops are Galatone, where you can visit the Sanctuary of the Crucifix, as well as Galatina. You will take time to visit the mother church and the Basilica of Santa Caterina d'Alessandria with its 15th-century frescoes.

Then, you will cycle back to Lecce. You must use your time to wander among the numerous alleys of the historic center where the Baroque art shows itself also in the decorated balconies and terraces of private homes. Overnight stay will be in Lecce.

Day 8: Departure day

This day marks the end of the tour, and you will depart to your onward flight home.


This tour will be held in Italy, covering places including Matera, Lecce, Murgia, Alberobello, Itria Valley, Locorotondo, Cisternino, Ostuni, Martina Franca, Acaya, Alimini Lakes, Otranto, Melpignano, Gallipoli, and Galatone.


Daily breakfast is included in the cost of the program.

The following meals are included:

  • Breakfast

The following dietary requirement(s) are served and/or catered for:

  • Regular (typically includes meat and fish)
If you have special dietary requirements it's a good idea to communicate it to the organiser when making a reservation

What's included

  • Cycling tour
  • All sightseeing as mentioned
  • 7 nights accommodation
  • Daily breakfast
  • Hybrid bike rental
  • Luggage transport service
  • Information material and route description with maps and GPS with the needed tracks

What's not included

  • Airport transfers
  • Health and luggage insurance
  • Tourist taxes
  • Everything else not listed in inclusions

Cancellation Policy

  • A reservation requires a deposit of 30% of the total price.
  • The deposit is non-refundable, if the booking is cancelled.
  • The rest of the payment should be paid 30 days before arrival.

Value for money
Accommodation & facilities
Quality of activity
8 days / 7 nights
from --

This vacation is available all year round, please select an arrival date below.


Low season


  • January 8 - May 31
  • September 23 - December 20


Mid season


  • June 1 - July 14
  • August 24 - September 22


High season


  • July 15 - August 23
  • Banking holidays (Easter week; 28th April - 01st May; 30th May - 02nd of June.)
Monday October 5, 2020
(8 days / 7 nights)

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