Self-Guided Cycling the Heel of Italy - Alberobello to Lecce

Self-Guided Cycling the Heel of Italy - Alberobello to Lecce

From:

CAD $2175

8 Days

Best Rate: Guarantee

Trip Type: Small Group

Activity Level: Average

We explore the very best of this captivating region from our start point in Alberobello, known for its UNESCO-listed Trulli houses, to the end point in Lecce, known as the 'Florence of the South'.

Price based on per person in Double Room for departure 02 Nov 2026

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Experience Overview


Trip For You
This self-guided cycling holiday is ideal for independent travellers who enjoy exploring at their own pace, with the reassurance of pre-arranged accommodation, route guidance and local support. Previous cycling experience is recommended, but no technical cycling skills are required. Cycling at a Glance Trip Style: Self-guided Cycling Days: 6 Average Daily Distance: 51km (32 miles) Terrain & Route: The suggested cycling is along quiet, tarmac roads (mainly traffic-free). There are a few ascents and descents along the way. Activity Level: 2 (Easy & Moderate) For more information on our trip gradings please visit our Activity Level Guidelines page. If you have any queries about the difficulty of the trip please do not hesitate to contact us. Navigation: Headwater Navigation App How Your Self-Guided Holiday Works This self-guided trip is operated by our sister company, Headwater. You’ll travel independently and at your own pace using the Headwater Navigation App, which provides expertly curated routes and directions, along with a 24-hour emergency assistance number should you need support. As there is no tour leader or organised group, you’ll enjoy the flexibility to travel at your own pace while following the planned itinerary. Headwater are specialists in self-guided active holidays with more than 40 years of experience. Families Self-guided cycling holidays are a perfect option for families as they offer the freedom for you to take your holiday at your own pace. You can stop as and when you want and need, at the cafes and restaurants that suit your family and the sites that interest you. As a guide we have suggested that 14 years is the minimum age for this trip, but as it is self-guided and you will be leading your own family we will ultimately leave this decision up to you. The daily distances are all published in the trip notes along with a description of each days cycling so you have a good idea of what to expect. Please do be aware that on some occasions on this trip the cycling can be along busier roads so any children must be comfortable cycling alongside traffic. If you have any further questions please do not hesitate to contact one of our experts. The principle idea is that these holidays can be as flexible as you like, with logistical support but no group or leader to dictate the daily activities.
Group Description
As this is a self-guided holiday there is no group and no leader. Your luggage is transferred and route notes and maps are provided. The route notes contain an emergency assistance telephone number (operating between 0830 and 2000hrs). In emergency, the local representative is normally able to dispatch a taxi or pick you up themselves. They may wish to charge for this service.
Eating Drinking
Breakfasts are included and consist of a continental-style buffet. However, please note that the typical Italian breakfast are generally light; usually a cup of coffee and a cream-filled or jam-filled croissant. In Puglia you will find genuine regional cooking that has strong links to the land and the sea. To give you just a small list of the types of food on offer in Puglia: Bread from the Murge, durum wheat pasta, olives, the pasta delicacy Orecchiette served with a sauce of turnip-tops or fresh tomato and sheep's ricotta-cheese, Cavatelli with pulses, aubergine and parmesan bake, grilled fish and seafood, burrata (soft mozzarella and cream cheese), plus excellent wines. This region is a food lovers paradise and the abundance of delicious vegetables makes it a perfect destination for vegetarians! On this trip there will be many opportunities to taste the best local specialities. Suggestions of what to do for lunch and dinner are given in the cycling route notes.
Transportation
Your luggage is transported from hotel to hotel for you.
Joining Instructions
Travelling land only: 8 days starting in Alberobello and ending in Lecce Your trip normally starts at our hotel in Alberobello on the afternoon of Day 1 of the itinerary. Details of how to reach the start hotel are given in the Final Joining Instructions.
Transfer Details
It is possible to add arrival and departure airport transfers tailored to your flight times at a supplement, payable in advance.
Weather Information
Puglia enjoys a wonderful Mediterranean climate with all year round sunshine and just enough rainfall to ensure that the green is never too far off. Although Puglia covers a large area it is long and narrow - not more than 30km across. This means that you're never far from the sea which has a moderating effect on the weather. Please note that Puglia can be very hot, reaching high 30s in the summer.
Spending Money
— The train ticket from Ostuni to Lecce is included in the package price and whilst the Puglian authorities currently don’t charge for carrying bikes on the train, this is subject to change, at which point a charge of 3.50€ per bike would be payable locally.For lunches and dinners allow about €170 depending on the standard of restaurant chosen.LOCAL TAXES: many Italian cities have recently introduced a tourist tax for non-residents. The local administration is in charge of the tax, which will be collected by the accommodation provider at check-in or check-out. This fee varies depending on the hotel category, the season and number of days of stay and during the season some variations may occur:Matera: 3* hotel €2, 4* hotel €4;Alberobello: 3* hotel €0.80;Ostuni: 4* hotel €2;Gallipoli: 3/4/5* hotel €1.50 - €2;Santa Maria di Leuca: 4* hotel €1 - €2;Otranto: 3* hotel €1.50 - €2.50, 4* hotel €2 - €3;Lecce: 3/4* hotel €1 - €2

Highlights

Alberobello's fairy-tale trulli houses — Olive groves, towering limestone cliffs and Roman amphitheatres — The white city of Ostuni, the majestic castle of Otranto and Baroque Lecce

Trip Details

Product CodeProduct Code: 22754

Tour TypeTour Type: Small Group

AccommodationAccommodation: Moderate

TransportTransport: for you.

Guide LanguageGuide Language: English

Travel StylesTravel Styles: Budget

Tour OperatorTour Operator: Exodus Travel

Supplier CodeSupplier Code: C07PI

StartStarts:

FinishFinishes:

DurationDuration: 8 days

DeparturesDepartures: Not Guaranteed

Physical RatingPhysical Rating: Average

Includes

7 nights in 3-star equivalent, 3-star and 4-star accommodation — All breakfasts and 1 evening meal — Bike hire included, plus bike fitting and briefing at the start of your holiday — Luggage transfers between hotels — Headwater navigation app

Accommodation

Hotels
Trullidea, Alberobello (3* equivalent)  A unique and authentic experience staying in a trullo, a traditional 15th century Apulian stone building with conical roof. Each trullo house is made up of a double bedroom, small bathroom with shower and living area with sofa and small kitchenette. The trulli are located in the centre of historic Alberobello, a UNESCO world heritage site, within walking distance of cafes, restaurants and shops. Facilities: Hairdryer, Wifi Relais Sant'Eligio, Ostuni (4*)  Situated a stone's throw from Ostuni's Old Town, the Relais Sant'Eligio dates back to the first half of the 1500s when Queen Bona Sforza d'Aragona imposed all coastal cities from Naples to Otranto to have a resting station. The Resting Station of Camposada - as it was then - has welcomed many couriers and royal officials from yesteryear, whilst today, each of the 22 elegant and individually decorated rooms offer every comfort for the 21st century guest. Facilities: Aircon, Hairdryer, Wifi, Minibar, TV, Shops, Visa, Mastercard Masseria Strazzati, Avetrana (3* equivalent)  Masseria Strazzati is an old farm estate and is set within 100 hectares of olive groves. Your evening meal is taken at the Masseria Bosco where the pool can also be used. Hotel Joly Park, Gallipoli (3*) Located in the centre of Gallipoli and only a short walk from Corso Roma, Hotel Joli Park is modern and comfortable. The rooms are well equipped and contemporary. The hotels offers guests a private shuttle service to take you to and from the private beach “Lido delle Sirene”. Facilities: Aircon, Hairdryer, Pool, Wifi, Safe, TV, Visa, Mastercard Hotel Terminal, Leuca (3*) Hotel Terminal is nestled among the eclectic villas, on the central nineteenth-century seafront dedicated to Cristoforo Colombo, the heart of the town, with a beautiful view on Punta Ristola and Punta Melis. The hotel has its own private beach that can be reached by a picturesque underpass. Rooms are comfortable and well equipped. Facilities: Aircon, Hairdryer, Minibar, Pool, Wifi, Safe, TV, Bank, Cash Machine, Visa, Mastercard, AmEx Hotel Albania, Otranto (3*) Located in the centre of Otranto, Hotel Albania owes its name to the majestic Albanian mountains which on a clear day offers guests breathtaking views and are visible from the hotel terrace. Rooms are comfortable and modern. Facilities: Aircon, Hairdryer, Wifi, Safe, TV Eos Hotel, Lecce (3*) Situated just outside of the historic town of Lecce, Hotel Eos is a modern hotel with modern facilities. Rooms are contemporary and fully furnished. Facilities: Aircon, Hairdryer, Wifi, Safe, TV, Minibar, Visa, Mastercard Worth knowing: You will spend 7 nights in comfortable en suite hotels. When available we use traditional  accommodation in Alberobello.Hotels are mainly 3 star, there is also the option to upgrade to mostly 4 star accommodation for a supplement.All prices are based on 2 persons sharing, so if there is an odd number of people travelling in your party or you are travelling alone, there will be a compulsory supplement for a single room for the tour duration.For a solo traveller there is an additional charge to cover transfer costs.

Price

Price per person: (Double Occupancy) CAD $2175 ($272 /day)

Itinerary

1
Day 1: Arrive in Alberobello

Make your way to Alberobello, famous for its Trulli houses.

2
Day 2: Alberobello to Ostuni

Cycle through the lush Valle d'Itria, passing more white-tipped trulli houses on the way. Boasting beautiful coastal views, the route takes you through the famous wine town of Locorotondo, regarded as one of Italy's most stunning villages. After sampling some of the local sparkling white wine, continue to the white city of Ostuni - so called for the dazzling effect of its whitewashed houses.

3
Day 3: Ostuni to Avetrana

Cycle through the colourful Salentinian countryside, characterized by olive groves and red soil towards the medieval towns of Oria and Manduria with their authentic historic centres.

4
Day 4: Avetrana to Gallipoli

Head to Torre Colimena on the Ionian Sea, then follow the coast alongside a series of beaches and the old coastal towers of Salento. Reach Gallipoli, known as the 'Ionian Pearl' with its Old Town situated on a rocky island. Take time to wander the narrow lanes of the historic centre to discover its baroque cathedral, elegant palazzi and enticing restaurants.

5
Day 5: Gallipoli to Santa Maria di Leuca

Cycle towards the most southerly point of Salento at Santa Maria di Leuca, where the crystal waters of the Ionian and Adriatic Sea meet. This village is home to one of the most important lighthouses in Italy, as well as numerous villas built at the turn of the century.

6
Day 6: Santa Maria di Leuca to Otranto

Pedal along the south coast of the Adriatic Sea, stopping off at the famous Grotta Zinzulusa and the thermal baths of Santa Cesarea Terme. Your final destination is Otranto, the most eastern point of Italy with a stunning cathedral and Aragonese castle.

7
Day 7: Otranto to Lecce

Follow the shoreline through olive groves to the Baroque metropolis of Lecce. Known as the 'Florence of the South', Lecce is home to over 30 churches, an amphitheatre and a Roman theatre dating back to Emperor Augustus.

8
Day 8: Leave Lecce

Make your own way back to the airport for your flight home.

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Tour Operator

Exodus Travel

It’s all about adventure That is what Exodus was founded upon 50 years ago, and what the company is still all about. Discovering countries, cultures, environments, cities, mountain ranges, deserts, coasts and jungles; exploring this amazing planet we all live on. At Exodus, we know what makes you tick when it comes to holidays. It’s a desire shared by so many others. A yearning to visit new places and come home with a real sense of what they’re all about. This means delving into local traditions, cultures, cuisine, lifestyles – anything that contributes to its unique identity. At the same time, we always remember that we are only guests. So we travel courteously and respectfully, in smaller groups to minimise our impact, to ensure that every Exodus holiday is a beneficial experience for everyone involved. This is a philosophy we take with us around the world, helping you reach some incredible destinations on 500 itineraries across over 90 separate countries. We also strive to provide as much flexibility and choice as we possibly can, making it simple for you to experience a very different holiday. Exodus started life on 4 February 1974 when two friends got together to provide an overland truck to travel to the Minaret of Jam, deep in the heart of the Hindu Kush, the most inaccessible of the world’s great monuments. See our history page for more details about how we began and how we have grown over the past 50 years. Never travelled with Exodus before? Visit our New to Exodus page for some useful, first-timer information.

In Business Since 1974