Cycling Puglia in Comfort Short Break

Cycling Puglia in Comfort Short Break

tourhub | The Natural Adventure | Cycling Puglia in Comfort Short Break | 518
6 Days From



Cycling Puglia in Comfort Short Break

6 Days Starting and ending in Lecce

Visiting: Lecce, Gallipoli, Santa Maria di Leuca, Otranto

Tour operator:

The Natural Adventure

Tour code:


Group Type:


Guide Type:

Self Guided

Physical rating:

Medium, Easy to Moderate

Age range:


Special diets catered:

Please advise requests

Tour operated in:


Trip Styles:




From: $984 $953 Mid-Year Mayhem Discount: -$31

NB: Prices correct on 24-Jun-2024 but subject to change.

This tour is no longer available, please see similar tours below or send an enquiry

Tour Overview

In the deep south of Italy, nestled between the Adriatic and Ionian seas, lies the beautiful region of Puglia, one of Italy’s best-kept secrets when it comes to cycling. This self guided cycling itinerary explores the unique selection of cultural and natural treasures found here in four cycling days. We have selected the best accommodations en route so that you can enjoy your adventure in the most comfortable way.


  • Lecce, the stunning Baroque city of southern Italy

  • Charming and deluxe accommodation throughout the trip

  • Wonderful landscapes of ancient olive groves, vineyards and jagged coastlines

  • Authentic country towns and villages of Gallipoli and Otranto

  • Friendly people and great traditional Puglian culinary specialities

  • Beautiful sandy beaches and turquoise sea


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Day 1 : Arrive In Lecce

Location: Lecce

Accommodation: Hotel

Accommodation Name: Hotel Delle Palme or similar

Meals Included: No Meals

Arrive in the Baroque masterpiece of southern Italy: Lecce has a lovely historical centre (centro storico) where you can easily spend a day exploring its picturesque little lanes and discovering its treasures: the architecture and the Baroque churches. This lovely town will charm you with its attractive countryside, seashore and small towns close to it.

Day 2 : Lecce To Gallipoli

Location: Lecce, Gallipoli

Accommodation: Hotel

Accommodation Name: Hotel 33 Baroni or similar

Meals Included: Breakfast

Today you will pedal across the flat countryside, surrounded by olive trees, pine forests and dunes. The natural morphing of the scenery is spectacular, and the area is very sparsely inhabited, so you will be able to enjoy a beautiful quiet section. Pass ancient seaside watch towers as you approach the medieval fishing town of Gallipoli, bursting with life.
Cycling for the day: 50km, approx 5h, ↑200m ↓140m

Day 3 : Gallipoli To Santa Maria Di Leuca

Location: Gallipoli, Santa Maria di Leuca

Accommodation: Hotel

Accommodation Name: Hotel La Terra or similar

Meals Included: Breakfast

A coastal road takes you to the southernmost point of Puglia, which divides the Ionian and Adriatic Seas. But first, take a swim in the turquoise waters of paradise at the Torre del Pizzo beach and lie upon the fine white sands. Then continue south to Santa Maria di Leuca, a magnificent village of fantastic beaches and wacky, wild, colourful mansions.

Cycling for the day: 50km, approx 5h, ↑200m ↓170m

Day 4 : Santa Maria Di Leuca To Otranto

Location: Santa Maria di Leuca, Otranto

Accommodation: Hotel

Accommodation Name: Hotel San Giuseppe or similar

Meals Included: Breakfast

Revel in the sea breezes as you ride along the high coastal route, winding your way along the gentle, undulating ridges of the cliffs. Stop for a glimpse of the spectacular cave, the Grotta Zinzulusa, and then continue to Otranto, a Greek-then-Roman port town, often frequented by merchants and thrill seekers in the past.

Cycling for the day: 52km, approx 5h, ↑520m ↓530m

Day 5 : Otranto To Lecce

Location: Otranto, Lecce

Accommodation: Hotel

Accommodation Name: Hotel Delle Palme or similar

Meals Included: Breakfast

Today you visit the Alimini Lakes, which run parallel to the sea. Cycle your way through the Greek Salento countryside, where traces of the former colonies are still present in the dialect, cuisine and bright style of architecture. The white cliffs shine against the turquoise blue of the sea. Returning to Lecce, you will have the rest of the day to enjoy the charming city and reflect on your cycling adventure.

Cycling for the day: 53km, approx 5h, ↑120m ↓90m

Day 6 : Departure

Location: Lecce

Meals Included: Breakfast

The trip and our services end after breakfast, unless you have booked extra nights in Lecce or a transfer to the airport.

What's Included

  • 5 nights in 4-star hotels

  • 5 breakfasts

  • Luggage transfer on all cycling days (1 piece per person)

  • A detailed digital information pack, route notes and maps with tracks.

    Please note that the info pack is emailed to you prior to departure, and no printed documents are mailed or provided locally

  • 24/7 phone support by our local office/representative

What's Not Included

  • Airfare and connecting land transfers

  • Lunches and dinners, drinks and snacks

  • Bike rental

  • Local tourist tax and entry fees (payable on the spot)

  • Personal expenses

  • Any items not specifically mentioned as ‘Included’ in the programme

  • Travel insurance (required – get a quote online)

Check out our Q&As

  • Difficulty and terrain

    The rides go mostly on well-asphalted country lanes and secondary roads with little traffic, however, note that sometimes you will have to cycle on more highly-trafficked roads when approaching and riding in the larger towns. Average daily distances of 50km, with daily elevation gain ranging from 120m to 550m. The trip is suitable for regular cyclists who have an active lifestyle. Once you arrive at your first hotel you will receive a detailed information package, including a destination manual, route notes, and maps. Prior to the start date, you will also be sent GPS tracks, which you can load on any Garmin device or smartphone application that you are used to working with.

  • Will I know the names and details of all the accommodation before I depart?

    This will be provided on all documentation

  • Can you assist with pre or post tour accommodation?

    Yes we can, in Lecce, please enquire for details

  • Is there a supplement for solo travellers?

    This holiday is not available for Solo Travellers, however, a supplement applies to members of a group travelling together who require a single room / single use of a double room

  • Are flights included in this tour?

    No, international flights are not included

  • Are airport transfers included in this tour?

    No they are not included, but we can provide these for an additional cost. Please ask for details.

  • What Ethical Travel credentials does the tour company have?

    The Natural Adventure was founded by people who love hiking and cycling in wild and wonderful places. Places that we want to keep that way. Responsible tourism has, therefore, been at the heart of what we do since the get go.

  • Am I contributing to any charity by booking the tour?

    In April 2020 as a response to the COVID-19 crisis, we launched the Support Local Communities Initiative. We have enabled an option when booking a tour for customers to make a donation to support our local partners. 100% of the donations go directly to our local suppliers.

  • Who will be my travelling companions on the tour?

    Whether you’re travelling on your own, as a couple, a group of friends, or a family, our self-guided holidays allow you the freedom to choose your own holiday companions.

  • What documents will I receive before I travel?

    Our self guided walking and cycling holidays typically include: Accommodation, Breakfasts, Luggage transfers, Detailed holiday information pack including GPS-checked and regularly updated route descriptions, road notes and maps, 24/7 phone assistance by our local representative and/or our central office

  • What policies are in place for Covid-19?

    We are part of the 'Safe Travels' initiative.

  • Can I join the tour once it has departed?

    Yes, as long as you can reach the next location.

  • Do you operate a “single share” option and how does it work?

    Accommodations in double or twin rooms (solo travellers are usually accommodated in single rooms at an extra cost; we never mix and match)

  • What happens if I need to change my holiday date once I’ve booked?

    If possible, and entirely at the discretion of the Tour Operator, a change of the dates may be possible without charging an amendment fee, provided that it is requested at least 30 days before the departure date. In some cases, we will still have to pass to you any non-refundable charges imposed by our suppliers. In all other cases, change of dates will normally be treated as a cancellation.

  • Will the accommodation included meet local health and safety regulations?

    All places have been carefully checked by us and their quality is regularly monitored. We have selected accommodations that offer friendly service, clean and comfortable rooms and local flavour.

  • How long has the tour company been trading?

    The Natural Adventure was founded in the UK in 2009, by Peter Duncan, former UK Chief Scout and BBC Blue Peter presenter, and Alex Pazderski, an avid hiker and acclaimed expedition kayaker. Both natural adventurers and keen explorers of wild places and trails, remote communities and responsible tourism partners, Peter and Alex founded our company inspired by the responsible travel values t

Reviews of this operator

Kicki Neely  

Walking Fishermens trail in western…


Walking Fishermens trail in western Portugal will be a memory for life. We loved every minute of our week. All arrangements worked perfectly, from accommodation to luggage transport to questions we had before setting off. Our local agent met with us before we started the walk and we felt very reassured by his local knowledge and support. All accommodation was different, local, clean, friendly and easy to find. Very good value for money. I can really recommend Natural Adventure company and we will be back for more adventures. Many thanks Kicki Neely and friends

Marian Wilkins (Google Reviewer)  

A friend and I did...


A friend and I did the Alps to the Riviera walk in France at the end of 2021 and it was the best holiday experience either of us has ever had. It’s an amazing way of immersing oneself in the countryside and getting the full flavour of the country away from the tourist attractions. The Natural Adventure Company made perfect arrangements for us, gave us clear directions and was just a call away, to sort out any issues. The walk gave us incredible memories that will enrich us for a lifetime. I am in the process of booking my next wonderful adventure and I can’t wait to get started!

Cynthia Shinn (Google Reviewer)  

I have been working with...


I have been working with The Natural Adventure for a few years now and it's been a flawless experience. I have now booked 4 different trips (4th to happen in April 2023). Accomodations have been great and local operators (bikes, hiking guides and boats) have all been great. The rates are very fair and trip selections are great. Hoping to see some boat bike options in Greece and Turkey!

Ellen Taylor-Powell  

Great communications, customized trip


This is our first time using Natural Adventure to plan a hiking trip in Europe. I wanted an 8-day hike to start on a certain date to explore a northern region of Portugal. They were so accommodating - customized our trip to meet our needs with responsive communications and full itinerary; everything has been taken care of. We look forward to the trip!!

Linda Giovine (Google Reviewer)  

We hiked the Kerry Way...


We hiked the Kerry Way with Natural Adventure and it was terrific. Outstanding views and good Irish weather. Some days were longer than expected due to placement of Bed and Breakfasts. Hosts were warm and helpful even dried our gear and shared local secrets. Irish hospitality in high gear.

Tim Fuhs (Google Reviewer)  

My wife and I booked...


My wife and I booked the Lechweg short break hike with the natural adventure company this Fall and we’re very happy with our experience. I noticed one of the reviews questioning what they (natural adventure co) provide. That’s a fair question and from my perspective as a USA citizen, they provided a very important liaison/conduit role into the EU that would be prohibitive or downright impossible for a non EU citizen hiking/biking in Europe. In addition, I have found that in dealing directly with a few European companies directly, information does not always flow as smoothly as we like. The natural adventure company’s communication style fit our liking perfectly in that we receive a fast and thorough response with every question. They are prompt and helpful. They did subcontract with another company for boots on the ground support but the hotel reservations and itinerary were in house. We would definitely use the natural adventure company again no question.

Beverley Young  

Highly Recommended


All the way through from booking, correspondence afterwards and now a wonderful holiday. The Natural Adventure have been helpful and have provided a brilliant holiday. The hikes each day are cracking, maps & routes are detailed and easy to follow. The hotels are great too. Completely love our holiday! Would definitely use The Natural Adventure again and recommend.

Jeroen van kesteren  

This was our first ever cycle holiday…


This was our first ever cycle holiday so expectations where high. And Natural Adventure delivered with a vengeance. Everything was so well organised and friendly. Our contact at HQ Dalila was friendly, concerned and lightning fast in her responses. The trip itself was well designed to show you a lot in a short timespan but dayly distances where very doable leaving lots of time to divert or spent in the lovely overnight towns. The hotels ranged from cosy and homey to lavish and extravagant which was a real nice surprise at every end of the day. We will defintely be back for more! TNX SO MUCH GUYS!

Nigel Homer (Google Reviewer)  

Just finished our around Zugspitze...


Just finished our around Zugspitze walk. The walking was not too strenuous through an amazing landscape. Hotels were of a good standard and food generally excellent. I would definitely recommend to anyone who was reasonable fit.

James Bailey (Google Reviewer)  



AVOID OR BOOK DIRECT Whilst I’d 100% recommend hiking the Camino, unfortunately I couldn’t recommend The Natural Adventure Company to anyone. We signed up for the Relaxed Portuguese Camino - however, the organisation was woeful. None of the private transfers showed up, the welcome pack wasn’t delivered on time, and many of the hotels were well-below standard - including one where the manager was extremely aggressive to both us and other customers. During the trip, there was no proactive support from the Natural Adventure, and their customer service was appalling. Even after the tour, I tried to contact the company to draw their attention to the myriad of other 1 star reviews for the hotel in question - which includes reviewers stating the hotel owner physically assaulted them - but unfortunately they weren’t interested. As other reviews have pointed out below, you should also beware that The Natural Adventure simply subcontract the entirety of their tours to other providers. So if you still want to sign up for this tour, you could cut out the middle man and book the EXACT same tour directly with Portugal Green Walks - for less money!

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  • Low Deposit

    The Natural Adventure requires a minimum deposit of 20% or the full booking value, whichever is less, with the final balance not due until 42 days before departure.

  • Cancellation Policy

    We don't charge a cancellation fee, here is a summary of the natural adventure charges.

    Up to 42 days before tour starts: Forfeit 100% of deposit.

    At 30 days before tour starts: Forfeit 50% of booking price.

    At 14 days before tour starts: Forfeit 100% of booking price.

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