Puglia is the new ‘in’ place to cycle in Italy. The region combines  moderate cycling, quiet roads, wonderfully charming towns including the Unesco Heritage Site of Alberobello, food and wine that is drawing rave reviews from food lovers and last but not least, exquisite hotels. Beginning in Monopoli and finishing 9 days later in Lecce you’ll see the best of this region, all the while enjoying distinctive lodging and exquisite meals. Buon appetito!



Monopoli, Metropolitan City of Bari, Italy

Day 1+2


Locorotondo, Metropolitan City of Bari, Italy

Day 3+4


Ostuni, BR, Italy

Day 5


Otranto, Province of Lecce, Italy

Day 6+7


Lecce, Lecce, Province of Lecce, Italy

Day 8+9

What’s Included in the Cost of Your Trip?


8 nights hotels
All breakfasts and 2 dinners
Luggage transfers
Cooking class included
Guided Walking tour in Lecce
Comprehensive Tour Details with detailed pre-trip information
Detailed route instructions and maps
Personal meet & greet with our local Area Manager
Area manager available on call throughout the tour
Access to Loyalty Program and other exclusive benefits

Not Included

We require that you bring your own helmet for safety and hygiene reasons



Can start any date between March and November
Custom trips also available. Call or email for details. Note: Italy will host the G7 Summit in June 2024. Contact us if you are planning to start your trip for this time.


9 days / 8 nights, with 8 days of cycling


Monopoli / Lecce


Moderate (You spend two nights in two locations, so you can take time off from cycling on some days).


2 days are flat; 3 days are gently rolling; 3 days are moderately rolling


Classic Accommodation: US $3,025
Single Supplement: US $760

Luxe Accommodation: US $3,595
Single Supplement: US $900

Bike Rentals

Hybrid or Racing Bikes: US$360

E-Bikes: US$640

E-bikes are generally available but are on an ‘on request basis ‘ and will be confirmed on receipt of your booking registration. E-bikes provided are the best rentals available in the region. Our regular fleet of hybrid and race bikes are fun to ride and light and fast, but if having an e-bike will make your trip, we’ll do our best to provide. E-bike rentals are non-refundable.  

Please note: Final itinerary is subject to revision; any changes made are done so in an attempt to provide the best possible trip given route conditions and available services. Due to the nature of our business and exchange rates, prices are subject to change. All prices quoted are U.S. dollars but we gladly accept payment in Canadian dollars also. If you have any questions, please contact us.

Getting There Our trip starts in Monopoli. If you stay in Bari the night before the trip begins, you can take a train from Bari Centrale station to Monopoli (25 minutes). Taking the train to Monopoli from Rome, Milan or Florence

From Rome: There are several daily departures from Rome’s Termini station to Monopoli. We recommend arriving in Bari or Monopoli a day early, but if you choose to leave Rome on the day the trip begins, you could take a train from Rome’s Termini station around 7:30 am arrives in Monopoli just before 1 p.m. and we’ll arrange for the Area Manager to meet you on arrival. From Milan or Florence: Train travel from Milan or Florence is also an option, but it is a long trip. Average travel time from Milan to Monopoli is 9 ½ hours; average travel time from Florence to Monopoli is 8 hours. There is one overnight train from Florence to Monopoli, arriving in the early morning, but otherwise to travel from either of these destinations, you need to plan on arriving in Monopoli the day before the trip starts.


Day 1


The meeting time is usually at 1pm at the first hotel, which allows you to arrive from Rome by train in the morning. Our area manager will do bike fit and answer any questions you may have. The ride on this day is a loop ride to Egnazia, a Roman port city dating to the 5th century, where remnants of the ancient road to Rome, a beautiful Acropolis and other monuments still exist. Back in Monopoli there are many tempting restaurants that you can choose between.
Ride Distance: 19 km, elevation gain 53 m or 11 km, gain 26 m.*


Day 2


Today’s ride is along the Adriatic to the vibrant fishing village of Polignano a Mare, where white-washed buildings appear built out of the limestone cliffs and the winding streets are adorned with flowers and plants. Enjoy one of the chic cafes here before continuing on to Conversano for lunch. You’ll have an option to return directly back to Monopoli or take a longer route via Castellana Grotte where underground caves can be explored.
Ride Distance: 7 km, elevation gain 10 m or 14 km, gain 10 m or 58 km, gain 480 m .*


Day 3


Today you’ll cycle to the Unesco World Heritage site of Alberobello which boasts over 1500 trullidistinctive round stone buildings with conical slate roofs. The short option will take you directly to Locorotondo, with more trulli. A longer option will take in the Bosco delle Pianelle Nature Reserve. Either way, we recommend allowing time for a wine tasting in town before dinner as this region is well-known for its white DOC wines.
Ride Distance: 35 km, elevation gain 657 m or 42 km, gain 236 m.*


Day 4


On your second day here, there is a wonderful ride to the sea-side town of Grottaglie or a shorter option that will have you back early for further exploration of Locorotondo.
Ride Distance: 34 km, elevation gain 330 m or 28 km, gain 363 m.*


Day 5


Start your day cycling to Martina Franca, an ancient city with stone walls, stunning piazzas and tiny winding streets. You’ll pass through olive groves, vineyards, and forested lands on a road with very little traffic. Enjoy a picnic in Cisternino or sample one of the specialities of this city, bombettes, a type of roasted meatball in one of the many restaurants. We’ll finish the day in Ostuni, known as the “white city” with its Arab influenced architecture and a labyrinth of streets designed to confuse invaders.Don’t miss a visit to a local hand made ceramic shop.
Tonight, we have arranged a cooking class at a local tratoria where you will enjoy eating the apulian specialities you prepared.
Ride Distance: 34 km, elevation gain 382 m or 43 km, gain 399 m.*


Day 6


This day will start with a transfer by local train to Squinzano for a coastal ride with the aquamarine Adriatic at your side. The sea-side town of San Foca awaits you for lunch (re recommend a gelato here) and afterwards you’ll continue south to historical Otranto, the most eastern point on the Italian peninsula. 
Ride Distance: 70 km, elevation gain 240 m.*


Day 7


This is the one of the most rewarding ride today! For those who want the challenge, we’ve included a century ride option all the way to Marina dei Leuca. Both rides will take in Santa Cesarea Terme, with unsurpassed architectural and natural beauty in one of Italy’s most serene locations. Back in Otranto, enjoy the lively nightlife in this town. 
Ride Distance: 35 km, elevation gain 238 m or 77 km, gain 1278 m.*


Day 8


You’ll ride into Lecce today, and the route is through quiet countryside where the local dialect is similar to ancient Greek. Arriving to Lecce, sometimes referred to as the ‘Florence of the south’, you’ll be astounded by the architecture, and cultural attractions. Best seen on a walking tour, we’ll provide a local guide to show you the sites on an afternoon walk.
Ride Distance: 47 km, elevation gain 188 m.*


Day 9

Departure from Lecce

Be sure to spend a final few moments enjoying the delights of Puglia before you catch your train to your next destination.

*Distance and elevation gains may vary depending on hotels chosen for specific departure.


Masseria Donnaloia , Capitolo di Monopoli

The 5-star Masseria Donnaloia boasts outstanding views of the sea, 200 m away. It is a historic property, with beautiful rooms, many with sea views. There is a spa on site, swimming pool, excellent restaurant, and beach club nearby that guests can utilize in high season.

Hotel Le Cummerse, Locorotondo

This hotel comprises a group of historic apartments or casas, each unique and distinctive in the old town center.

La Terra Hotel, Ostuni

Occupying a 13th century palace, and adjacent to St. Peter’s Benedictine monastery, this family run 4-star hotel sits in the center of Ostuni.

Masseria Bandino, Otranto

This former 17th century manor house sits in 5 ha of park and features an outdoor pool and large comfortable rooms. The surrounding area is rich in olive trees, citrus plantations, and the Salentine beaches are only a few kilometres distance.

L'Orangerie D'epoque, Lecce

Located In the heart of Lecce, L'Orangerie d'Epoque offers elegant accommodation in a 19th-century palazzo next to the old walled city. The building encloses an enchanting garden filled with orange trees and the rooms are furnished with beautiful family antiques.


Casale Murgese, Monopoli

An elegant stay on lush farmland, only a few km from the sea. This upscale country hotel is nestled in the green of olive trees, with a large luxurious swimming pool, overlooking fields of greenery.

Leonardo Trulli Resort, Locorotondo

This boutique hotel, just 3 km outside of Locorotondo, boasts six original trulli from the 18th century and a villa built in 1900. The resort boasts a large swimming pool, charming restaurant and lovely setting.

La Sommita, Ostuni

Built around an historic 16th century Palazzo, with Moorish-styled walled gardens with citrus trees, a dipping pool and parapets that look out to the shimmering Adriatic. There is a one-star Michelin restaurant in the hotel. Please note, there are no twin rooms here; the 10 doubles each have king-size beds.

Masseria Montelauro, Otranto

Located 2.8 km outside of Otranto, this wonderful luxurious masseria was built in 1878, originally as a monastery. Lovingly restored with attention to its historical significance, and surrounded by orchards with a large pool in its courtyard, this is an exquisite hotel.

Patria Palace, Lecce

A 4-star hotel in the centre of town, with great ambience, individually decorated rooms and a roof-top solarium with great views of the city. Frommers Guide top choice in Lecce. Note in Lecce, you can choose between this hotel or the Risorgimento Resort (see below).

or Risorgimento, Lecce

A 5-star hotel in the historical center that was totally renovated in 2007, now with a contemporary interior that would wow any design-savy visitor. The roof-top deck is sublime.

Randonnee Tours offers cycling and hiking tours in Italy, Puglia
Randonnee Tours 2017 Photo Contest - Places Category - Puglia
Puglia moni trip
Trip starting at
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Trip Reviews

October 31, 2023

“We really enjoyed the quiet side of life in the country. People were incredibly friendly and helpful. I like the material you provide – enough to read in advance without being overwhelming. Our Area Manger was great and kept in constant contact to make sure everything was going fine. Cycling beside the Adriatic has been a dream of mine for some time and now it has been realized!”

October 31, 2023

“The towns were gorgeous and the Trulli never failed to delight! I loved my bike. Our Area Manager was fabulously gracious and attentive. I made a big difference to know we could consult her and she was always responsive.”

October 27, 2022

“Fantastic trip thru the olive groves and farmland and along the coastline of the Adriatic Sea. Food and wine were amazing. Hotels were stunning and the staff amazing. Cooking class in Ostuni was so wonderful. Can’t say enough about Randonnee. We have taken many trips with them and we have never been disappointed!”

October 27, 2022

“The food, wine and accommodations were excellent. People were friendly. Trulli and olive groves were very interesting. Enjoyed the tour of Lecce and the cooking class in Lecce was superb!”

October 27, 2022

“The accommodations were all great, as was the cooking class. The area was beautiful.”

November 23, 2021

“We enjoyed Puglia none the less – what a great place for biking – hardly any traffic on the roads and the drivers are very respectful of bikes. Thanks again for your help and especially for arranging the transfer to allow us to ride down to the “tip” – that was the best ride of the entire trip!”

November 23, 2021

“I would like to thank the Randonnee Team and specifically our Travel Advisor and the Area Manager, the local rep in Italy. Both were extremely helpful. We have worked with our Travel Advisor before and appreciated her attention to detail, responsiveness and willingness to accommodate special requests. The luxury option coupled with the challenging biking options as well as your customer service are the 3 key drivers why we have chosen Randonnee repeatedly.”

November 23, 2021

“The area manager is a lovely, responsible person who tried her best to accommodate us at all times. We were truly impressed with the Puglia area and did not expect it to be so wonderful.”

November 23, 2021

“Your accommodations are consistently not just excellent, but charming and representative of the local area as well. We had very high expectations and yet you managed to exceed them.”

November 23, 2021

“This is the third time we have taken a trip with Randonnee, and you do a great job! The cooking class was great. I went in thinking I wouldn’t enjoy it but we got to know the instructor and the cook and everyone was wonderful, a real highlight. Enjoyed the tour in Lecce. Everything worked out great. Randonnee did a great job.”

June 9, 2019

“Very pleased with the accommodation!! Wonderful location and high standards. We loved the destination, perfect choice of town and cities, would not have changed a thing. We had the trip of a lifetime! It was the perfect mixture of natural beauty, culture, food, exercise and elegance. We are counting down the days until our next summer with Randonnee!”

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