Book with Confidence: Enjoy peace of mind — your 10% deposit is fully refundable up to 60 days before departure. See terms & conditions.
Self-guided Matera to Lecce Classic Puglia Bike Tour
This cycling adventure from Matera to Lecce offers a perfect blend of discovery, culture, and relaxation. It begins in Matera, a city of ancient stone dwellings, and rolls through the hills of Puglia where vineyards, olive groves, and timeless villages shape the landscape. Along the way, you explore Putignano’s historic center, taste fresh burrata in Gioia del Colle, and pause by the sea in Polignano a Mare. Monopoli and Castellana add seaside charm and caves of stunning beauty.
The route leads through the Itria Valley, with its trulli houses in Alberobello and inviting towns like Locorotondo and Martina Franca. Manduria welcomes you with sandy beaches, archaeological treasures, and the bold flavors of Primitivo wine. Evenings bring rest in welcoming farmhouses and small hotels, paired with tastings of local specialties. The journey closes in Lecce, the “Florence of the South,” where baroque architecture celebrates the art and spirit of southern Italy.
Self-guided
Casual+ hotels
Matera
Lecce
moderate
55 km / 34 mi
6
Min. 2, Max. 12
Bari International Airport (BRI)
Brindisi Salento Airport (BDS)
Highlights

Discover Matera’s Ancient Stones
Begin in the UNESCO-listed city of Matera, famous for its cave dwellings and rock-hewn churches. Walking through its timeless alleys feels like stepping into history.

Cycle Through Valle d’Itria
Ride through the rolling hills of the Itria Valley, dotted with vineyards, olive groves, and timeless villages.

Taste the Flavors of Puglia
Experience guided tastings of Primitivo and Salice Salentino wines paired with creamy burrata, mozzarella, and aged local cheeses. Each stop offers authentic flavors that enrich the ride and celebrate Puglia’s deep culinary traditions.

Admire the trullis of Alberobello
Stop in Alberobello to admire the trulli, whitewashed houses with conical roofs that have made this town world-renowned. Each pedal stroke reveals a landscape steeped in tradition and charm.
Itinerary
Brief Itinerary
Meals are indicated as B = Breakfast, L = Lunch, D = Dinner.
Listed hotels are subject to availability and may be replaced with similar alternatives of equal standard.
Day | Place | casual_plus Inns | Meals | Distance | Activity |
---|---|---|---|---|---|
DAY 1 | Matera | Hotel Nazionale (4 star) | B | ||
DAY 2 | Putignano | Petrantiche, Accoglienza & Charme (4 star) | B | 60 km / 37 mi | cycling, cycling |
DAY 3 | Putignano | Petrantiche, Accoglienza & Charme | B | 61 km / 38 mi | cycling, cycling |
DAY 4 | Alberobello | Hotel Colle del Sole (4 star) | B | 35 km / 22 mi | cycling, cycling |
DAY 5 | Manduria | BHB Hotel (4 star) | B | 70 km / 43 mi | cycling, cycling |
DAY 6 | Manduria | BHB Hotel (4 star) | B | 45 km / 28 mi | cycling, cycling |
DAY 7 | Lecce | Grand Hotel di Lecce (4 star) | B | 60 km / 37 mi | cycling, cycling |
DAY 8 | B |
Detailed Itinerary

Day 1: Matera
Arrive in Matera and settle into the rhythm of southern Italy. The city’s stone-carved alleys, cave dwellings, and ancient churches create an unforgettable first impression. After checking into your accommodation, stroll through the winding streets of the Sassi district, where history feels alive in every corner.
In the afternoon, meet your local representative for a trip briefing and bike fitting, receiving maps, a navigation app, and tips for the road ahead. The evening offers time to enjoy a leisurely dinner, taste regional dishes, and soak in the magical atmosphere of Matera lit up under the night sky.

Day 2: Putignano
Pedal out of Matera through open countryside dotted with vineyards and olive groves. Pause in Gioia del Colle, famous for fresh burrata and mozzarella, before continuing to Putignano. The ride carries you past gentle hills and small villages where daily life moves at an easy pace.
Arriving in Putignano, wander its historic center once guarded by three medieval gates. Charming lanes and quiet squares invite exploration. With its carnival traditions and warm local atmosphere, the town provides a memorable place to rest after a fulfilling first day on the road.

Day 3: Putignano
Enjoy a circular ride from Putignano that showcases the Adriatic coast. Stop in Polignano a Mare, where houses perch dramatically on cliffs above turquoise water and the aroma of seafood fills the streets. Taste a local octopus sandwich or swim in the sheltered cove. Continue to Monopoli, a seaside town with a lively harbor and whitewashed architecture.
Inland, explore the stunning Castellana caves, a vast underground system filled with stalactites and hidden chambers. This varied route balances sea views, cultural treasures, and natural wonders, offering a rewarding day of exploration before returning to Putignano for a relaxed evening.

Day 4: Alberobello
Cycle toward the heart of the Itria Valley, a region of rolling hills, vineyards, and timeless villages. Stop in Noci for a coffee in its authentic piazza, then continue through the countryside. Arrive in Alberobello, a UNESCO World Heritage Site, where clusters of trulli, cone-roofed stone houses, create a storybook setting.
Alternatively, stay in Locorotondo, known for its circular old town and crisp white wine, or Martina Franca with its elegant baroque streets. Each destination blends tradition and charm, offering a rich sense of place and a comfortable rest after a scenic day on the bike.

Day 5: Manduria
The longest ride carries you south, leaving the Itria Valley and entering the Salento region. Follow part of the Aqueduct Cycleway before reaching Ceglie Messapica, celebrated for rustic bread baked in centuries-old ovens. Visit Francavilla Fontana’s ornate basilica or pause in Oria, a town steeped in medieval legends.
The landscape shifts as vineyards replace rolling hills, signaling your arrival near Manduria. Known as the home of Primitivo wine, Manduria mixes rich flavors with archaeological heritage. Stay in a farmhouse or welcoming B&B, enjoy hearty food, and toast the day’s effort with a glass of local red.

Day 6: Manduria
Explore Manduria’s surroundings with a ride toward the Ionian Sea. Follow quiet roads to Torre Colimena, where dunes and salt flats attract flamingos and other birdlife. Continue along the coast to San Pietro in Bevagna, where a sandy beach and emerald waters invite a swim or sunbath.
On the return, stop at archaeological remains from the Messapian era and learn about Manduria’s wine heritage at the Primitivo Museum. This day balances natural beauty with cultural depth, offering time to pedal at leisure, pause for photos, and immerse yourself in the unhurried rhythm of Puglia’s southern coast.

Day 7: Lecce
Cycle through the vineyards of Salice Salentino, home to robust wines enjoyed worldwide. The route passes small villages where locals gather in sun-soaked piazzas, chatting about farming and politics as if time stands still. The scenery shifts gently toward Lecce, the “Florence of the South.” Arriving in the city, marvel at ornate baroque churches, golden stone façades, and vibrant streets filled with cafés.
After days of discovery, Lecce’s elegance and energy create the perfect finale. Spend the evening exploring its lively heart, sampling local dishes, and soaking in the artistry that defines this remarkable southern Italian city.

Day 8:
Enjoy a final breakfast before departure. Depending on your schedule, take a last stroll through Lecce’s charming streets, perhaps stopping for a coffee in Piazza Sant’Oronzo or a pastry from a local bakery. Reflect on a week of cycling, flavors, and discoveries that carried you from Matera’s ancient stones to Puglia’s baroque jewel.
Transfers are available to Brindisi or Bari airports, making travel simple and smooth. Though the ride ends here, the memories of trulli, coastal views, and warm Italian hospitality remain vivid, leaving you inspired for future adventures on two wheels.
Ready to plan your adventure? Download a print-ready detailed itinerary.
Map
Accommodation
Each hotel has been thoughtfully selected to ensure an exceptional and memorable experience for guests. Should the listed hotel be unavailable, we will ensure an alternative of similar quality.

Hotel Nazionale
Located near Matera’s historic center, Hotel Nazionale blends modern comfort with easy access to the city’s famous Sassi. Spacious rooms feature contemporary design, while the onsite restaurant serves local specialties with a refined touch. Guests appreciate attentive service, relaxing lounges, and the convenience of exploring Matera’s cave dwellings and cultural treasures just a short walk away. An excellent base for starting your cycling adventure.

Petrantiche, Accoglienza & Charme
Petrantiche, Accoglienza & Charme offers a unique stay in restored historic houses scattered through Putignano’s old town. Each room blends authentic stone architecture with modern comforts, creating a charming atmosphere that feels both traditional and boutique. Guests enjoy immersion in local life, with cafés and piazzas just steps away. Its combination of history, comfort, and character makes it a memorable base for exploring Putignano and surrounding countryside.

Hotel Colle del Sole
Just steps from Alberobello’s UNESCO trulli district, Hotel Colle del Sole combines authentic Apulian hospitality with modern amenities. Bright, comfortable rooms and a refreshing pool ensure relaxation. The onsite restaurant highlights traditional flavors, including local wines and olive oil. Guests enjoy friendly service, spacious terraces, and proximity to the town’s unique architecture. Its warm, inviting character makes it a perfect stop for exploring the Itria Valley.

BHB Hotel
BHB Hotel offers contemporary style in the heart of Manduria, a town famous for its Primitivo wine. Modern rooms feature sleek design and thoughtful amenities, while the property includes a terrace and restaurant celebrating regional cuisine. Guests value the central location, ideal for exploring Manduria’s history and nearby coast. With attentive service and comfortable spaces, the hotel provides a restful balance of elegance and convenience.

Grand Hotel di Lecce
Located near the railway station and a short stroll from Lecce’s baroque center, Grand Hotel di Lecce combines historic elegance with modern comfort. Its spacious rooms feature classic furnishings, while amenities include a pool, garden, and cozy lounges. Breakfast highlights local pastries and fresh produce. Guests praise the warm hospitality and convenient location, perfect for ending a week of cycling and exploring Lecce’s vibrant atmosphere.
Dates and Prices
Book with Confidence: Enjoy peace of mind — your 10% deposit is fully refundable up to 60 days before departure. See terms & conditions.
Single Supplement
From US $320
E-Bike Upgrade
From US $150
Couldn't find a trip with convenient dates?
Open your date as a join-in tour or customize further as a private one.
Essential Info
Inclusions
LODGING
All hotels as mentioned in the tour details or similar (subject to availability).
bike
Immaculately maintained bike with helmet, suited to a terrain.
Luggage Transfer
Transportation of luggage from one hotel to another.
meals
Meals as per itinerary. Guests are given the opportunity to dine on their own so that they discover a location independently.
Exclusions
Airport pickup and drop
We recommend to book direclty from airport or hotel.
Beverages
Beverages such as alcohol, tea, coffee, juice at a hotel or restaurant.
Gratuity
Gratuities for your guide team are not included in the trip price.
Bikes
When you have a road and the thrill of a journey ahead of you, it’s imperative to have a good bike to enjoy it. Our fleet majorly consist of the below bikes as a part of this tour. However, sometimes due to height or availability constraints, we may provide a different but similar quality bike.

Cinelli Zydeco Shimano GRX 2x10 2025 or similar
Available at a surcharge

Velo De Ville - LEB990 or similar
Available at a surcharge

Specialized Sirrus or similar
Included in your trip price

Bianchi Rubino or similar
Included in your trip price
Weather
The best time to cycle from Matera to Lecce is spring and autumn, when days are sunny, landscapes are green, and temperatures are ideal. From April to June, expect daytime highs of 18–25°C (64–77°F), perfect for steady riding without excess heat. September and October bring similar conditions, with vineyards and olive groves at their most beautiful, averaging 20–26°C (68–79°F). Summer months often rise above 32°C (90°F), making rides more challenging. Winter is cooler, averaging 8–14°C (46–57°F), but quieter and atmospheric. These seasonal changes let each traveler choose between mild, vibrant spring, warm autumn, or peaceful low-season exploration.
January
Offseason
February
Mixed
March
Good
April
Best
May
Best
June
Best
July
Offseason
August
Offseason
September
Best
October
Best
November
Good
December
Mixed
Best
Good
Mixed
Offseason
What to Pack
Packing smart is essential for a safe and enjoyable cycling adventure. From essential biking gear to clothing and travel necessities, this guide ensures you're prepared for any terrain or climate.
Recommended Bicycling Clothes & Gear
- Bicycling shoes or stiff-soled sneakers.
- Padded cycling shorts.
- Short-fingered cycling gloves (personal gloves are ideal).
- Brightly colored cycling jerseys or synthetic T-shirts for visibility.
- Synthetic cycling socks.
- Sunglasses with UV protection.
- Personal helmet (recommended even though provided).
- Personal saddle (optional for added comfort).
- Rain jacket or windbreaker.
- Cycling water bottle (to reduce plastic waste).
Note: Helmets, gloves, and water bottles are personal items, so bringing your own is recommended for maximum comfort and hygiene.
Clothing
- Light, breathable fabrics like cotton or linen.
- Full-sleeved clothing for sun protection.
- Warm layers for chilly mornings and evenings (if traveling in winter).
- Comfortable footwear for non-cycling time.
- Bring a compact rain jacket in case of sudden weather changes.
- Ethnic or modest clothing for exploring towns and temples.
Other Necessities
- Toiletries: Basic hygiene essentials, including insect/mosquito repellent and sunscreen.
- Hand sanitizer and wet wipes.
- Plug socket adaptor.
- Binoculars for wildlife spotting or desert landscapes.
Pro Tips
- Pack light but plan for the varying temperatures: warm days, chilly evenings, and desert winds.
- Use brightly colored clothing for visibility on roads.
- Pack light to leave room for shopping.
Luggage
Please limit your luggage to one medium-sized suitcase and one carry-on bag. Mark your luggage with your name, address, and phone number.
Visa Information
Before venturing on your adventure, make sure you're equipped with essential travel advice, including security updates, local laws, and crucial passport and visa information. Start by visiting the official government website of your home country for accurate and reliable guidance:
- UK Residents: Stay informed by reviewing the Foreign, Commonwealth & Development Office (FCDO) Travel Advice.
- US Residents: Access vital travel tips and updates through the US Department of State Travel Advice.
- Australian Residents: Plan ahead with the latest updates on the Smart Traveller website.
- Canadian Residents: Find comprehensive travel and visa guidance on the Government of Canada's Travel Advice and Advisories.
- New Zealand Residents: Get practical travel advice on the New Zealand SafeTravel website
- Residents of Other Countries: Check with your government or local consulate for tailored travel advice and requirements.
Note: Passport and visa regulations can change at any time. Stay proactive by checking for the latest updates to ensure a smooth and stress-free journey.
Insurance
Medical insurance that covers medical costs in case of an accident during the trip is mandatory to participate in our tours.
We recommend to purchase adequate travel insurance in order to participate in our tours and protect yourself from unforeseen events. Our experience shows that guests who purchase travel insurance—including coverage for all activities on the itinerary, trip cancellation, interruption, delay, baggage damage, loss or theft, personal accident, death and repatriation costs, medical and emergency expenses (including Covid-19), and personal liability—travel with greater peace of mind.
Can I use my credit card insurance?
Yes, as long as it meets our requirements and provides adequate coverage. Ensure you have an emergency contact number and policy number available.
When should I buy travel insurance?
Purchase travel insurance as soon as you've paid in full or booked your flights.
Is proof of travel insurance required?
Yes. You must provide your insurer's name, policy number, and emergency contact via our reservation form. This is mandatory. If you cannot provide proof, you’ll need to purchase insurance before traveling with us.
Does Art of Bicycle Trips sell travel insurance?
We do not sell travel insurance directly, as we believe our customers should have the freedom to choose a policy that best suits their needs. However, we recommend Insured Nomads as a great starting point.
Frequently Asked Questions
We provide an app-based navigation system that can also be used offline. You can download the app to your phone in advance, and we will share the login details ahead of your trip. Since the app works offline, it helps conserve your phone's battery during use.
For minor issues like punctures, the guests are provided with a self-repair kit, which includes tools to help them fix such minor issues. The exact contents of the kit depend on the type of bike, terrain and other factors, and will be communicated to you closer to your date of departure. However, usually such a kit includes tire levers, a spare tube, a patch kit, and a pump, allowing riders to fix the problem themselves. In some cases, the kit may only include a pump or a repair foam.
Self-guided riders are expected to be independent in handling these minor problems. While there are some bike shops along the route, they are limited. If you are unsure about how to repair a puncture, we recommend considering a guided or van-supported trip instead.
For major mechanical failures, such as a cable break, the guests can contact the emergency support number provided. The support team will help coordinate a solution, which could include dispatching a local mechanic, suggesting a nearby bicycle shop for repairs, or sending a vehicle to pick up the rider. Please note that all support services will be provided on a chargeable basis, and assistance may take time, so we advise being prepared for potential delays.
We provide 24/7 emergency support by phone for any medical emergencies during the tour. Our team will assist in coordinating medical care, guiding you to the nearest healthcare facility, and ensuring you receive the necessary support. The national emergency system is reliable and effective, and in the event of a serious accident, contacting them is highly recommended. However, due to our distance from certain areas, response times may be longer. We strongly recommend having appropriate travel insurance, and we will do everything we can to ensure your safety and well-being during an emergency.
The fitness level required for each trip is indicated by the "level" of the tour, which in turn is mentioned on each tour page right next to the price and the trip duration.
Easy: The terrain is mostly flat with a few gentle climbs.
Moderate: The terrain is either mostly flat or consists of rolling hills with a few challenging climbs. There could also be a few days with longer riding distances of up to 75 kms (45 miles)
Difficult: The terrain is mostly hilly with strong elevation gains and/or has long days on the bike. Such trips are recommended for intermediate to advanced cyclists.
Please note that we usually bike around 4-5 hours per day irrespective of the level of the trip.
You can exchange currency at the airport itself, or at ATMs in larger cities. Most commercial establishments will accept international credit cards for payments, though its good to carry some local currency with you at all times.
The meeting time on Day 1 is mentioned in your travel planner shared with you. You can arrive either on the morning of Day 1 depending on the meeting time, or book a pre-tour night to arrive a day earlier.
Yes, we can provide helmets. However, we recommend that guests try to bring their own helmets, as these are items of a personal nature.
Yes, panniers will be provided.
Your luggage will be picked up at the reception of your hotel every morning by 9.00am.
It will be delivered to the next hotel before 5pm. Most of the time it is delivered in the early afternoon itself.
We recommend that you carry no more than 2 bags together weighing up to 15kgs for this trip. You can have one large bag, which contains all your clothing and gear needed for the trip, and one small bag that contains essential items you will frequently need such as passport etc. Please note that once a bag gets loaded in the luggage transfer vehicle, you may not have access to it till later in the evening when you reach the hotel for the night.
For answers to broader questions, please visit our Comprehensive FAQs section.