Puglia is an enticing region to cycle in Italy, combining moderate cycling, quiet roads, charming towns, delicious food and wine. Beginning in Monopoli and finishing 7 days later in Otranto 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


Ostuni, BR, Italy

Day 4


Otranto, Province of Lecce, Italy

Day 5+6+7

What’s Included in the Cost of Your Trip?


6 nights hotels
All breakfasts and 2 dinners
Luggage transfers
Cooking class included
Use of a high quality performance hybrid or road bike and accessories
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



Can start any date between March and November
Custom trips also available. Call or email for details.


7 days / 6 nights, with 6 days of cycling


Monopoli / Otranto


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


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


Classic Accommodation: US $1,790
Single Supplement: US $445

Luxe Accommodation: US $2,660
Single Supplement: US $650

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 fit your bike 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. For dinner, dine at the hotel or take a taxi into Monopoli.
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 lively cafes here before continuing on to Conversano for lunch. You’ll have an option to return directly back to Monopoli from Conversano 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


Cycle to the Unesco World Heritage site of Alberobello which boasts over 1500 trulli, distinctive round stone buildings with conical slate roofs.  Visit artisanal shops selling knitted goods, linen tablecloths and delightful handmade story dolls. The short option will take you directly to Locorotondo. 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


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 trattoria where you will enjoy eating the local specialities you have learned how to make. 
Ride Distance: 34 km, elevation gain 382 m or 43 km, gain 399 m.*


Day 5


This day will start with a transfer by local train to Squinzano for a coastal ride with the aquamarine Adriatic at your side. The seaside town of San Foca awaits you for lunch (we 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 6


We save the best ride for last! For those who want the challenge, we’ve included a century ride option all the way to Marina dei Leuca and back. Both rides will take in Santa Cesarea Terme, boasting architectural and natural beauty in one of the region’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 7


We recommend allowing time to visit Lecce on your departure day.

*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.


Masseria Torre Coccaro, Monopoli

Set in a historic fortified masseria, this luxurious 5-star hotel boasts an Aveda spa, Turkish bath, gym, large outdoor pool and guests have access to a private beach club.

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.

Randonnee Tours offers cycling and hiking tours in Italy, Puglia
Randonnee Tours 2017 Photo Contest - Places Category - Puglia
Puglia moni trip
Trip starting at
USD $1,790

Trip Reviews

November 23, 2021

“Nice variety and good locations of hotel. The staff at all locations was helpful and we did not experience any language or luggage issues… Our Travel Advisor was good and very helpful when we called and asked questions. She was very prompt and thorough with her email as well. Our Area Manager did a great job providing us all materials for the trip and getting the bikes ready for us. He was readily available by phone and helped as much as he could. The overall experience: It was a good tour for a couple with a variety of cycle touring experience. It got us to a part of Italy that we would not have seen had it not been for a suggestion from our Travel Advisor. We would definitely do it again. “

November 23, 2021

“A supreme tour, excellent office and area manager service.”

November 23, 2021

“Accommodations: Great from start to finish. Cooking class was so much fun. What a lovely addition to the trip!”

November 23, 2021

“The accommodation in Monopoli – Masseria Donnaloia – was excellent. Lovely location, great staff, good food. The accommodation in Otranto – Masseria Bandino was excellent as well. We were very pleasantly surprised. Excellent – bikes, accommodation, routes.”

November 23, 2021

“This was our fourth bike trip with Randonnee and we are very happy and loyal clients. We have found everyone at Randonnee to be very helpful and professional, both in Canada and in Italy, France and Spain.”

November 23, 2021

“This was the first trip that we booked the B & B option and we were very impressed! All of the places we stayed were great. The cooking class in Ostuni was very good (and fun), and it was nice to have variety in the type of accommodations. The meals that were included were excellent, and your restaurant recommendations were very good.”

November 23, 2021

“Your choices of accommodations were fantastic! We loved them all… including the people, the food etc. Your office service is fantastic. The area manager was great.”

November 23, 2021

“We loved the Masseria Donnaloia, it was really fabulous.”

June 9, 2019

“The overall experience: It was a good tour for a couple with a variety of cycle touring experience. It got us to a part of Italy that we would not have seen had it not been for a suggestion from your Travel Advisor. We would definitely do it again.”

June 9, 2019

“Puglia is natural and wild, authentic in the true sense, rustic and traditional, friendly and safe. It is totally enchanting if these are the qualities you are searching for in a place”

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