Book with Confidence: Enjoy peace of mind — your 10% deposit is fully refundable up to 60 days before departure. See terms & conditions.
Self-guided Classic Salento Loop Bike Tour
Puglia is the southernmost region of mainland Italy, and Salento is the southernmost region of Puglia, surrounded on one side by the Adriatic Sea, and on the other side by the Ionian Sea, giving it a double coastline of turquoise waters, dramatic cliffs, and long sandy beaches.
Historically, Salento has been a crossroads of civilizations, Greek, Roman, Byzantine, Norman, and Spanish, all of which left their mark. You see this in the local “griko” dialect, a survival of ancient Greek, in baroque architecture of towns like Lecce, nicknamed the “Florence of the South”, and in the unique pizzica folk music and dance.
Set in Salento’s sun-drenched landscapes, this immersive 8 day self-guided cycling tour begins and ends in the baroque city of Lecce. A highlight of the tour is the meeting point of the seas at Santa Maria di Leuca, a striking natural landmark. Inland, the land is dotted with olive groves, vineyards, and rustic dry-stone walls.
Each day you’ll pedal through diverse scenery, olive dotted countrysides, dramatic coastlines, and hidden historic villages connecting cultural highlights like Otranto, Leuca, and Gallipoli all at your own pace.
Self-guided
Casual+ hotels
Lecce
Lecce
easy
52 km / 32 mi
6
Min. 2, Max. 12
Brindisi (BDS)
Brindisi (BDS)
Highlights

Coastal Landscapes Where Adriatic Meets the Ionian
Ride along breathtaking stretches of the Salento coast where the Adriatic Sea meets the Ionian. Visit Palascìa Lighthouse, the easternmost point of Italy, where on clear days you can glimpse the distant mountains of Albania.

Rich Cultural and Historical Sites
Immerse yourself in Salento’s layered history, from Baroque treasures in Lecce to the mosaic-adorned Otranto Cathedral

Savour Local Wine
Salento’s vineyards, kissed by Mediterranean sun and sea breezes, produce some of Italy’s most distinctive wines. Enjoy two complimentary wine tastings with cheese.
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 | Lecce | Grand hotel di Lecce (4-star) | B | ||
DAY 2 | Otranto | Vittoria Resort Pool & Spa (4 Star) | B | 58 km / 36 mi | cycling |
DAY 3 | Otranto | Vittoria Resort Pool & Spa (4 Star) | B | 29 km / 18 mi | cycling |
DAY 4 | Leuca | Hotel l'Approdo (4 Star) | B | 52 km / 32 mi | cycling |
DAY 5 | Gallipoli | Relais Corte Palmieri (4-Star) | B | 61 km / 38 mi | cycling |
DAY 6 | Gallipoli | Relais Corte Palmieri (4 Star) | B | 60 km / 37 mi | cycling |
DAY 7 | Lecce | Grand hotel di Lecce (4-star) | B | 52 km / 32 mi | cycling |
DAY 8 | Departure | B |
Detailed Itinerary

Day 1: Lecce
You’ll arrive in Lecce, where the journey begins with a warm welcome and your bicycle setup alongside a thorough route briefing. After getting fitted for your bike and collecting navigation tools like the GPS, roadbook, and phone holder, you’ll have time to wander through Lecce’s ornate baroque streets. You’ll notice the characteristic ornate architecture of churches, piazzas, and even an ancient Roman amphitheater. You might stroll through bustling piazzas or admire the softly illuminated facades of Lecce’s monuments at twilight.

Day 2: Otranto
Today’s ride takes you from Lecce toward the eastern seaboard, pedaling amid olive groves, red earth, and ancient countryside. Your route leads you first to the fortified town of Acaya, crowned by its historic fortress. Next, you'll pass through the Le Cesine wetlands, a WWF protected area teeming with seasonal birdlife. From there, the path opens toward the coast via the Bronze Age ruins of Roca Vecchia and the serene Alimini lakes. Finally, the road leads to Otranto, perched on the Adriatic, with its narrow alleys, imposing ramparts, and Byzantine treasures. Inside Otranto's cathedral, you’ll be captivated by the famous mosaic floor an encyclopedic marvel from the Middle Ages. The day concludes with a relaxed evening in Otranto’s old town.

Day 3: Otranto
This short ride invites you to explore the countryside surrounding Otranto at a leisurely pace. You'll first follow the little Idro river to Casamassela, home of the “Le Costantine” foundation, where traditional looms are still used. From there, a ride through Giurdignano introduces you to a Bronze Age megalithic park featuring towering dolmen and menhirs. Mid-morning, a delightful local food tasting awaits at a family run bakery taste freshly baked specialties that echo Salento’s culinary heritage. The afternoon may even bring an optional horse riding excursion for a fresh perspective over the pastoral landscapes. You’ll return to Otranto for another night this time soaking in its quaint charm and seaside spirit. The focus today is on cultural continuity and gentle exploration, savoring both history and the flavors of local life.

Day 4: Leuca
The fourth day follows the dramatic eastern coast toward Santa Maria di Leuca, the southernmost point of Puglia. Your journey begins with coastal climbs and the iconic Palacìa Lighthouse, Italy’s easternmost point often offering panoramic views of the sea over to Albania and Greece. You'll cycle past a red hued lake in an old bauxite quarry, and then ride along a rocky balcony road that overlooks the crystal blue Straits. A ride across the Ciolo Gorge, home to rare flora, is both visually striking and geologically fascinating. The day ends in Santa Maria di Leuca, where pilgrims once arrived on foot, and where you may explore the sanctuary and watch the Ionian and Adriatic seas meet. The coastal beauty and historical resonance make today one of the tour’s most memorable chapters.

Day 5: Gallipoli
This day, your journey begins at the southern tip of Salento, beneath ancient towers and olive trees. You'll pass the striking Centopietre, a mysterious funerary monument near Vereto. Further on, Leuca Piccolama historically significant pilgrimage site, reveals layers of devotional tradition. The trail then winds through olive groves, dry-stone walls, and the town of Ugento, where the archaeological museum invites discovery. Continuing along the Ionian coast, you'll pass St. Andrew’s Island and the Punta Pizzo Natural Park, both offering wild, scenic coastal scenery. As Gallipoli emerges before you, its island like old town welcomes you with a golden glow. In the evening, enjoy sea view on a terrace overlooking the shimmering waters of this fisherman’s gem

Day 6: Gallipoli
Today gives you a chance to explore Gallipoli’s inland villages and indulge in a cultural or maritime experience. On your ride, you are suggested to visit Galatone’s baroque architecture, the stunning Basilica of Santa Caterina d’Alessandria in Galatina, and a family run cheese farm. You'll also pass through Alezio, where the Messapian Civilization Museum offers insights into pre Greek Salento. Also you'll pass through a cheese farm of our friends. You will pass through Alezio, where you can visit the Messapian Civilization Museum, and learn more about the people living here before the Greek and Roman conquests.

Day 7: Lecce
On your final full day, the route takes you north back toward Lecce. You’ll first pass through estates with 19th-century fortified farmhouses and villas that tell stories of rural aristocracy. In Nardò, the baroque historic center offers dramatic architecture and timeless ambiance. In Copertino, you visit the Norman castle and may hear tales of legendary "flights" associated with the site. A final stop at a traditional pottery workshop run by the Martina brothers lets you savor centuries-old artisanal craftsmanship. Approaching Lecce in the late afternoon, you pedal through streets echoing with history, before returning your bikes.

Day 8: Departure
Meals: BreakfastReady to plan your adventure? Download a print-ready detailed itinerary.
Map
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.

Bianchi Rubina or similar
Included in your trip price

Specialized Sirrus X 2.0 or similar
Included in your trip price

Cinelli Zydeco or similar
Available at a surcharge

Velo de Ville AEB 800 or similar
Available at a surcharge
Arrival & Departure Details
Arrival
Your adventure opens in the enchanting Baroque city of Lecce, where you’ll arrive via nearby Brindisi or Bari airports, with optional transfers available to check into your first accommodation and get fitted with your bike, GPS, roadbook, and navigation tools. After a welcome briefing and bike fitting, you’ll have the evening to wander Lecce’s ornate piazzas, perhaps enjoying an aperitivo by the Roman amphitheater or Lecce Cathedral. This gentle introduction to Puglia’s culture allows you to settle in before embarking on the cycling routes ahead.
Departure
On the final day, your journey comes full circle back in Lecce, wrapping up with the return of your gear after a memorable tour through Salento’s villages and coastline. From there, you’re free to depart at your leisure whether by train, shuttle, or private transfer, to continue onward or relive the region’s magic a little longer.
Weather
For a lovely balance of comfort and sun, late spring (May–June) 25–26 °C (77–79 °F) and early autumn (September–October) 22–24 °C (72–75 °F) offer ideal temperatures that are warm but not overwhelming, with low rainfall. Summer is also viable, but be prepared for the heat and consider early starts or coastal breezes. Winter is less recommended due to cooler, potentially wetter conditions.
January
Offseason
February
Offseason
March
Best
April
Best
May
Best
June
Good
July
Good
August
Good
September
Best
October
Best
November
Best
December
Offseason
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.