Trulli Puglia Cycling Holiday

A land of discovery, adventure and wild beauty

Six days of cycli9ng graphic

Overview of our Trulli Puglia Cycling Holiday

Puglia is a land of discovery and adventure; it’s the perfect place to explore on a bike.

With its quiet roads lined with rock walls and majestic olive groves, to its coastal roads set along dramatic cliffs with white sand beaches and turquoise waters, this still largely undiscovered region of Italy rewards you at every turn and along every open plain. Its wild beauty and landscapes dotted with fairytale trulli and the twisted trunks of ancient olive trees standing still in time, captivate your spirit and your heart.

Still very much by Italians for Italians, this land between two seas, the Ionian and Adriatic, provides much more than a cycling trip. It’s a place to visit sooner rather than later as the word is definitely out, and our journey through its back roads will only leave you wanting more.

Expect long, warm summer days, spectacular and diverse scenery across the hills of the Valle d’Itria through to the open plains of the Salento, afternoons to relax and soak up the sun with swims in the turquoise seas and explorations of the historically significant and beautiful towns in which we stay.

Our journey through its authentic food and wine culture and diverse blend of unique accommodation styles including masserie, trulli and noble residences will see your Puglia discovery take you behind the postcard scenes.

Enjoy the slow pace of life and the so very southern Italian culture, the history and of course, the wonderful home grown food and wine on our Puglia cycling tour.

Get ready for a trip of true discovery – both on and off the bike.

Puglia Cycling Tour Ride Itinerary

Experience cycling in Puglia, Italy.

Our daily rides through Puglia ensure you get to experience all of the landscapes it has to offer, from the stunning scenes along the coastal roads, the ancient olive groves of the Valle d’Itria and Salento, and the towns and villages through which we pass and stay. You’ll enjoy cycling through Puglia, Italy, with its wild beauty and stunning, open landscapes, and finishing each day’s ride, with time to reflect and enjoy the beautiful places we stay.

After a light lunch we’ll roll out, towards the town of Montescaglioso and on our return take in the sight of Matera from the other side of the ravine.

Highlight: Viewing the unique Matera city from different angles.
Distance: 61km
Elevation: 1180m

Today’s ride will see us leave Matera and head to “Trulli Valley” and the highest concentration of olive trees in Italy. We will ride through a number of small towns before reaching Alberobello, the UNESCO World Heritage town made up of 1500 Trulli before rolling to a stop at our sensational villa for the next two nights.

Highlight: Riding through the lanes and backroads lined with the fairy castle like trulli.
Distance: 80km
Elevation: 690m

Today we will roll along the backroads of the Valle d’Itria, with the sensational untouched Puglian landscape of olive groves, vineyards, trulli and beautiful rock wall lined roads everywhere you turn.

Highlight: The ancient aqueduct.
Distance: 85km
Elevation: 895m

A ride profile that takes us through Ostuni

Today we will roll along The Wine Road and through Martina Franca as we roll our way to Ostuni. It is another day of quiet backroads.

Highlight: The quiet of the backroads.
Distance: 76km
Elevation: 740m

Today’s ride will take us down from Ostuni and through the the flat olive groves along the Adriatic coast.

Highlight: The opportunity to swim in the crystal clear waters of the Adriatic Sea.
Distance: 57km
Elevation: 500m

Our final ride is another that encapsulates all of the adventure from the Puglian landscape. We are once again off the beaten path, following rambling backroads that are lined with small rock walls, entering the Salento region of Puglia, where we will certainly sample the local caffe Leccese.

Highlight: The changing landscape and mid ride caffe leccese.
Distance: 85km
Elevation: 325m

Pricing & Dates

per person twin share / Maximum 12 guests

Show Price As


24th to 30th April 2022


9th to 15th October 2022


Want to enjoy cycling in Puglia, Italy, on your very own tour? Ask us about a privately run tour for your group.
A map of Puglia

Start Location & Details

City: Bari, Italy
Pick Up Location: Bari Centrale Train Station, Bari
Pick Up Time: 11:00am

Finish Location & Details

City: Lecce, Italy
Drop Off Location: Lecce Train Station
Drop Off Time: 11:30am

Inclusions & Details

Puglian cucina povera

Accommodation & Meals

A rider getting their hire bike adjusted on a Italian cycling holiday

Ride Support

White wine, red wine and taralini

Transfers & Activities

Not Included

Have More Questions About Our Puglia Cycling Tour?

See our FAQs page for answers to common questions.

Bike Hire & Gear

Full Carbon Road Bikes

You can choose to hire a Pinarello or Bianchi  with a compact crankset.

Carbon Road e-Bike

You can choose to hire a Pinarello e-bike with a compact crankset and a little more power.


An easy to use GPS is provided for your use for the duration of the tour with our daily rides pre installed.

Non-Riding Partners

As part of our Puglia cycling holiday, non-riding partners enjoy a customised travel program, designed to meet their interests and the best experiences Puglia has to offer. Whether its guided walks of historic towns and their unique architecture including the trulli of Alberobello, the sassi of Matera or the stunning whitewashed villages of Ostuni and Locorotondo, or exploring caves and olive groves, enjoying private olive oil tastings and cooking classes, non riding partners experience the beauty and uniqueness of each area we visit. Nancy personally hosts non-riding guests each day with a select range of activities to suit the group. We promise it’ll be a holiday in Puglia you’ll never forget.
The old whites washed towns of Puglia
Riding by the sea in Puglia
The white washed lanes of Locorotondo


Enjoy our personally chosen range of typical Pugliese accommodation. From staying in restored trulli, magnificent seaside villas with views over turquoise waters, historic masserie in quiet countryside locations where working family farms are still producing wine and olive oil, this diverse experience brings together the beauty of ancient, historic Puglia with the hip, modern and restored Puglia.
the white washed streets in Puglia
A room with a sea view in Puglia
The sea view from the terrace
A beautiful room in Puglia
Beautiful accommodation in Puglia
A beautiful room in Puglia

Food & Wine

Eating and drinking is a highlight in Puglia.

With its rich copper-toned soils, the raw materials for much of Italy’s olive oil, wine and pasta, are grown here, giving rise to a cucina that is steeped in simple, organic produce – from delicious cheeses, artisanal olive oils and the famous orrechiette pasta with locally grown rape, to freshly caught seafood and the charcoal cooked meats of the butchers of Cisternino, your palate will delight in the array of taste sensations of Puglia.

Light refreshing white wines such as Fiano, through to sensational Rose’s and the earthy reds of Primitivo blend perfectly with the cuisine…not to mention the incredible array of artisanal beers, made locally in Puglia.

Pasta with vongole in Puglia
Fritto misto a mare and an octopus salad
Breakfast in Puglia
A seafood lunch inPuglia
Aperitivo in puglia
Gelato and coffee in puglia


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