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Italy: Puglia

Highlights of Puglia Cycling

Trip code: C10PU

Average customer rating 4.7 / 5(14 verified reviews)

Self-Guided Cycling
10 nights hotel-to-hotel
Moderate
Flights available
COโ‚‚ rating 1/5
Headwater Navigation app

Trip highlights

Sun-drenched, unspoilt region; contrasting cycling routes taking in the rugged coast and lush green countryside

Vibrant fishing villages, white-sand beaches, historic wine towns and ancient olive orchards

Stunning Salento coast โ€“ visit Otranto and Baroque Lecce

Hand-picked accommodation including a unique trullo house in UNESCO Alberobello

Excellent regional wines and Mediterranean cuisine

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Trip details

This self-guided, ten-night cycling holiday explores Italyโ€™s beautiful, sun-drenched Puglia region with its vibrant fishing villages, sandy beaches and beautiful, rolling hills, all above the mesmerising blue of the Adriatic Sea.

What's included

Included

  • 10 nights in 3-star equivalent, 4-star equivalent, 3-star and 4-star accommodation
  • All breakfasts and 2 evening meals
  • Bike fitting and briefing at the start of your holiday
  • Headwater navigation app
  • Bike hire included
  • Luggage transfers between hotels

Not included

  • Flights
  • Local taxes/fees
  • Travel insurance

Your bike

Hand-picked for the route, hire included

Cube, Nature Trekking or equivalent. Your bike hire is included in the price of your holiday and comes equipped with the relevant essentials, plus rear pannier and phone holder.

Travel options

Flights

Our air prices include standard flights and transfers.

Itinerary

Route map, with each night's stop marked
The full route, night by night. Select the map to view it full screen.

Day 1 ยท โ€”Arrive at Conversano

Arrive at Conversano

Arrive at your hotel for a welcome briefing. Thereโ€™s time to discover the historic town of Conversano befroe choosing one of the many restaurants for dinner (payable locally).

You stay at Relais Corte Altavilla

Corte Altavilla
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Relais Corte Altavilla

Conversano

  • ATM
  • Bank
  • Hairdryers
  • Market
  • Mastercard
  • Tea & coffee
  • Wifi access

The 4-star hotel Corte Altavilla Relais & Charme is located right in the historic centre of Conversano, just off one of the main squares โ€“ Piazza Conciliazione. The hotel is in an old medieval building with inner courtyard that once served as an old medieval courthouse for the town.

Following major renovation works in 2002 the hotel opened as an elegant four-star boutique hotel with 32 elegant rooms and appartments, each with its own personality and charm, with white stone walls, wrought iron furnishings, wooden-beams and vaulted ceilings.

All rooms are equipped with modern amenities including: air-conditioning, satellite-TV, direct-dial telephone, safe, Internet and mini-bar/fridge.

Local tourist tax not included (pay hotel locally)

Day 2 ยท 40km/24.9miConversano to Alberobello

Conversano to Alberobello

Todayโ€™s pedalling takes you through the rolling hills of the Valle dโ€™Itria where the air is perfumed with wild mint and herbs. Stop off in the little towns of Putignano and Noci, and view their characteristic whitewashed houses and narrow alleyways. Itโ€™s then off to unique Alberobello and its plethora of trulli houses, the architectural symbol of the region. On arrival youโ€™ll be met by one of the staff, who will show you to your own private trullo house.

Elevation

Conversano to Alberobello elevation profile

You stay at Trullidea

Trullidea
equivalent

Trullidea

Alberobello

A unique and authentic experience staying in a trulli, a traditional 15th century Apulian stone building with conical roof.

Each trulli house is made up of a double bedroom, small bathroom with shower and living area with sofa and small kitchenette.

The trullis are located in the centre of historic Alberobello, a UNESCO world heritage site, within walking distance of cafes, restaurants and shops.

Day 3 ยท 45km/28.0miAt Alberobello

At Alberobello

Explore the narrow streets and kitsch souvenir shops, or visit the Museo del Territorio. Alternatively, cycle into the Itria Valley to visit stunning Locorotondo, with its panoramic views across the valley. Continue on to Martina Franca, with its beautiful Baroque architechture and stunning palazzi.

Elevation

At Alberobello elevation profile

You stay at Trullidea

Trullidea
equivalent

Trullidea

Alberobello

A unique and authentic experience staying in a trulli, a traditional 15th century Apulian stone building with conical roof.

Each trulli house is made up of a double bedroom, small bathroom with shower and living area with sofa and small kitchenette.

The trullis are located in the centre of historic Alberobello, a UNESCO world heritage site, within walking distance of cafes, restaurants and shops.

Day 4 ยท 36km/22.4miAlberobello to Pezze di Greco

Alberobello to Pezze di Greco

Youโ€™ll spend this morning cycling along beautiful undulating country lanes lined with weathered stone walls, before enjoying a long downhill run with panoramic views of the Adriatic coastline and the lower fertile plains. This incredible descent will bring you down towards Capitolo and finishes through a patchwork of almond orchards, olive groves, vineyards and gloriously coloured fields of fresh tomatoes and peppers.

Elevation

Alberobello to Pezze di Greco elevation profile

You stay at Masseria San Martino

Pool
Image 1 of 2

Masseria San Martino

Pezze di Greco

  • Air conditioning
  • Hairdryers
  • Mastercard
  • Swimming pool
  • Television
  • Visa cards
  • Wifi access

Masseria San Martino is a restored manor dating back to the 17th Century. It is surrounded by olive groves. The rooms have a rustic traditional style and are equipped with all comforts. These rooms were once the living spaces of the Masseria where farmers used to live. Rooms have been remodeled and refurnished in perfect Mediterranean style, maintaining the original features.

Day 5 ยท 48km/29.8miAt Pezze di Greco

At Pezze di Greco

Relax by the hotelโ€™s pool, or cycle to the nearby beach. For the more energetic, ride to charming Ostuni whose whitewashed houses are neatly piled on hills rich in olive groves and vineyards.

Elevation

At Pezze di Greco elevation profile

You stay at Masseria San Martino

Pool
Image 1 of 2

Masseria San Martino

Pezze di Greco

  • Air conditioning
  • Hairdryers
  • Mastercard
  • Swimming pool
  • Television
  • Visa cards
  • Wifi access

Masseria San Martino is a restored manor dating back to the 17th Century. It is surrounded by olive groves. The rooms have a rustic traditional style and are equipped with all comforts. These rooms were once the living spaces of the Masseria where farmers used to live. Rooms have been remodeled and refurnished in perfect Mediterranean style, maintaining the original features.

Day 6 ยท 37km/23.0miPezze di Greco to Monopoli

Pezze di Greco to Monopoli

This morning you leave the masseria and head back to the Adriatic coast on a gentle flat route. You will cycle past the colourful fishing village of Savelletri, a perfect stop for an authentic Italian espresso or to indulge in a delicious seafood lunch. Your ride will continue past the archaeological site of Egnazia, once the location of a Greco-Roman town, dating as far back as 4BC. You then return to the picturesque coastal town of Monopoli and the 4-star Albergo Diffuso in time for a stroll before choosing your evening restaurant from one of the many eateries in the heart of the old town.

Elevation

Pezze di Greco to Monopoli elevation profile

You stay at Albergo Diffuso Monopoli

Albergo Diffuso
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Albergo Diffuso Monopoli

Monopoli

  • Air conditioning
  • American Express
  • Diners Club
  • Hairdryers
  • Mastercard
  • Other email access
  • Safe
  • Shops
  • Tea & coffee
  • Television

This property is 3 minutes walk from the beach. Set in various locations around the historical centre, just a stroll from Monopoliโ€™s seafront and its beautiful beaches, Albergo Diffuso Monopoli offers elegant, air-conditioned rooms.

Accommodation has exposed Tuffo-stone walls and quality furniture. There is free WiFi, flat screen TV, air conditioning and a private bathroom with bath or shower.

Breakfast in the hotelโ€™s central cafe and dinner will be in a good local restaurant.

Local tourist tax not included (pay hotel locally)

Day 7 ยท 57km/35.4miAt Monopoli

At Monopoli

Todayโ€™s route takes you along the stunning coastline all the way to the beautiful Polignano a Mare. Take the time to explore this vibrant fishing village before continuing to the picturesque village of San Vito with its multi-coloured boats. Head back to Monopoli and enjoy an aperitivo in the old townโ€™s square watching the world walk past.

Elevation

At Monopoli elevation profile

You stay at Albergo Diffuso Monopoli

Albergo Diffuso
Image 1 of 2

Albergo Diffuso Monopoli

Monopoli

  • Air conditioning
  • American Express
  • Diners Club
  • Hairdryers
  • Mastercard
  • Other email access
  • Safe
  • Shops
  • Tea & coffee
  • Television

This property is 3 minutes walk from the beach. Set in various locations around the historical centre, just a stroll from Monopoliโ€™s seafront and its beautiful beaches, Albergo Diffuso Monopoli offers elegant, air-conditioned rooms.

Accommodation has exposed Tuffo-stone walls and quality furniture. There is free WiFi, flat screen TV, air conditioning and a private bathroom with bath or shower.

Breakfast in the hotelโ€™s central cafe and dinner will be in a good local restaurant.

Local tourist tax not included (pay hotel locally)

Day 8 ยท 38km/23.6miMonopoli to Otranto

Monopoli to Otranto

We transfer you and your bike to Acaya, from where youโ€™ll cycle along the stunning Salento coast to Otranto, taking in ancient olive groves and fishing villages en route.

Elevation

Monopoli to Otranto elevation profile

You stay at Hotel Vittoria

Pool at the Hotel Vittoria, Otranto
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Hotel Vittoria

Otranto

  • Air conditioning
  • American Express
  • ATM
  • Bank
  • Hairdryers
  • Mastercard
  • Minibar
  • Safe
  • Swimming pool
  • Television

A short stroll from Otrantoโ€™s Old Town, the contemporary Hotel Vittoria boasts some superb facilities including a sparkling outdoor swimming pool, spa with Turkish bath, sauna and gym and an elegant restaurant. The hotel also benefits from a bar and lounge area for those after dinner drinks!

Day 9 ยท 53km/32.9miAt Otranto

At Otranto

A free day in Otranto today, or an optional challenging dayโ€™s cycling which takes you up and down along the coast south and west of Otranto, where youโ€™ll see the easternmost and southernmost point of Puglia โ€“ a spectacular sight! You can also visit the Castel di Salve winery on your way to Santa Maria di Leuca, which is known as De Finibus Terrae, โ€˜the end of the earthโ€™, before taking a shuttle back to the hotel.

Elevation

At Otranto elevation profile

You stay at Hotel Vittoria

Pool at the Hotel Vittoria, Otranto
Image 1 of 5

Hotel Vittoria

Otranto

  • Air conditioning
  • American Express
  • ATM
  • Bank
  • Hairdryers
  • Mastercard
  • Minibar
  • Safe
  • Swimming pool
  • Television

A short stroll from Otrantoโ€™s Old Town, the contemporary Hotel Vittoria boasts some superb facilities including a sparkling outdoor swimming pool, spa with Turkish bath, sauna and gym and an elegant restaurant. The hotel also benefits from a bar and lounge area for those after dinner drinks!

Day 10 ยท 55km/34.2miOtranto to Lecce

Otranto to Lecce

Today you head to Lecce on mostly flat terrain amidst endless olive orchards and menhirs. Tonight youโ€™ll stay at the stylish Risorgimento Resort (5 star) , just a few steps from some of Lecceโ€™s Baroque masterpieces.

Elevation

Otranto to Lecce elevation profile

You stay at Resort Hotel Risorgimento

Resort Hotel Risorgimento
equivalent

Resort Hotel Risorgimento

Lecce

  • Air conditioning
  • American Express
  • Diners Club
  • Hairdryers
  • Mastercard
  • Minibar
  • Other email access
  • Safe
  • Tea & coffee
  • Television

Featuring a roof-top restaurant with panoramic views, the Risorgimento Resort is located in Lecceโ€™s Baroque historic centre. It offers free WiFi throughout, large modern rooms, and a relaxing spa.

Rooms are air conditioned and come with a minibar and satellite TV. Each has a marble bathroom with bathrobes and slippers.
The attentive staff provide a continental buffet breakfast. The 3 restaurants offer both Salento flavours and classic Italian cooking. Alternatively there are plenty of good restaurants nearby. Drinks and snacks are available all day at the Janet Ross Bar.

The health club offers a Turkish bath and multisensory shower. Massage and beauty treatments are also available.The hotel doesnโ€™t have a pool but thereโ€™s everything else! Its even got itโ€™s own golf course (3km away)!

Piazza Santโ€™Oronzo is just 100 yards from Risorgimento Resort . The Cathedral is a 5-minute walk away.

Day 11 ยท โ€”Leave Lecce

Leave Lecce

Please note: This tour has been given a 1 Bike + rating based on ascents/descents and distance; the cycling may feel harder over the hotter months.

What our travellers say

Puglia is a super place to visit, the scenery is stunning, the towns so beautiful and interesting, the routes well planned and the assistance wonderful.

Mrs Rodely

excellent itinerary with lots of variety .
excellent local support when we needed it

Dr Taylor

This seemed much harder than the other 1+ Dolomites to Lake Garda cycling holiday we have done despite our fitness being better. However this was probably largely due to an Italian heatwave in late May/early June when we travelled with the thermometer at 30C in the shade each day by 9am. Thoroughly enjoyed it though and were very glad we chose the 10 rather than 7 night option. The extra nights further south contrasted well and it was good to cycle by the sea. Hotels all of good quality and each had its own special qualities. Not being tecchies and with basic phone contracts had some concerns re the GPS app pre travel but after a few minutes on the first morning we coped fine with it. Much easier than the old paper instructions. Had taken a battery charger pack but never used more than half a phones battery whilst out. Amazed how cheap prices were when stopping for drinks in small rural villages eg 1 euro for usual menu of coffees

Mrs Blease

This was an amazing holiday. From the time of booking to the completion of the tour all ran smoothly. The app for navigation was brilliant โ€“ would only go on trips like this in future if this app was used. Puglia Cycling who did our transfers were always on time and very pleasant. Luggage was delivered by 4 pm each day, often earlier and usually waiting in room for us.
The weather was hot but a breeze kept it comfortable. Plenty of water is essential. It is worth noting that in some towns the public toilets are locked during siesta time but restaurants/bars were still open. There are many beaches and swimming holes along the way to stop and have a dip.
Unforgettable. Thank you to Headwater and Puglia Cycling.

Mrs Mccartney

The trip went like clockwork.Headwater delivered the entire y like clockwork .

Mrs Hope

This cycling trip in Puglia was wonderful. All accommodations and locations were excellent. This area of Italy was new to us and it didnโ€™t disappoint. The range of areas and experiences was excellent from staying in Trulli to Masserias and quirky auberges. The support of the local agent was excellent and they were so supportive when one of our party had an injury. There was probably more road cycling than compared with other cycling trips we have done but mostly they were quiet. We would definitely recommend this as a trip and hope to visit other parts of Puglia.

HELPS

Such a great way to experience a destination. The routes allow you to soak up the landscape and the culture at a leisurely pace. It actually covering significant areas over the course of the holiday. The optional routes make for a great opportunity to delve deeper and widen your experience.
Hotels are well selected and in great locations to allow you dip in to the local food scene โ€“ always well deserved at the end of days cycling. We always feel recharged at the end of holiday with a stack full of great memories

Michael John Wilson-maccormack

All in all an excellent and well organised holiday. Only small critisism was our first nights accomodation which after a very long day travelling did not provide a coffee or tea or the facillity to make one in our room also their breakfast was not up to the standard of the rest of the hotels.
We did have a delay on our first morning because they brought ordinary bikes instead of electric bikes and it took most of the morning to get these changed over. However Peter who was dealing with it was a very pleasant and helpful guy

Thomas Brown

Very enjoyable well organised . Description of rides were ot always accurate in terms of challenge

Jane Moyse

Headwater were excellent and organised things exactly as we requested despite it all being very โ€œlast minuteโ€.
Megan was always very helpful and patient with us โ€“ despite us having to put things on hold at one point.
The local bike team (Puglia cycles) were very good. The initial briefing was excellent (the best we have had on our numerous cycling holidays). The Electric bikes were of good quality.
When a chain came off and got stuck in the pedal hub they sent someone out to help within 30 minutes. The same day we had a puncture that we repaired ourselves despite there being only one spare inner tube (wrong size) between 2 bikes โ€“ they did offer to send help but it wasnโ€™t required.
All accommodation was of very high quality and very welcoming (apart from Santa Maria 24). Breakfast were very good and always tried to provide Gluten Free for my wife.
The App is excellent โ€“ 99% accurate. Gives really good directions and clear route information as well as showing interesting sites en โ€“ route

David Leinhardt
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Positive impact

Carbon score for this trip

16.0

Kg COโ‚‚e

per person, per night

Relative to other Headwater trips

We measure emissions from the parts of the holiday we organise โ€” including accommodation, in-trip transport, meals and activities โ€” and express them as COโ‚‚e per person, per night. Our label doesnโ€™t include your travel to and from the start of the trip. As a Certified B Corp, Headwater is committed to reducing this figure and to positively impacting local communities, the local environment and our staff. Learn more

Fromยฃ1,939per person