Cycling Holidays in Puglia: A Multi-Day Trip Built Around You

A cycling holiday built around your dates, not a fixed departure

This page covers one thing: a complete multi-day cycling trip in Salento, from two days up to a week, always starting and finishing in Lecce. It's different from a straight bike rental, where you get the bike and plan everything yourself, and different from a single guided outing on our Puglia cycling tours page, which covers half-day and full-day rides. Here, the bike, the overnight stays and the route are all part of one trip.

You tell us where you'd like to ride and how many days you have. We propose an itinerary and a quote. You choose whether a local guide rides with you throughout, or whether you'd rather ride at your own pace on a route we've set and booked hotels for, with support on call — that self-guided format is covered in full, including how the route notes and GPX tracks work, on our self-guided bike tours page.

Most multi-day cycling packages we looked at for Puglia quote one total price for a fixed group departure and a set itinerary, and several list a starting point outside Salento. On this page the price is per day, the trip always starts and finishes in Lecce, and the number of days is whatever you choose — not a slot on someone else's calendar.

How it works

1. Tell us roughly where you'd like to ride and for how many days — a stretch of coast, a specific town you want to reach, or simply "as much of Salento as we can cover in five days".
2. We propose an itinerary with daily distances, based on routes we already use, and give you a price.
3. You choose guided or self-guided.
4. We confirm bikes, hotels and the meeting point in Lecce, and send the final plan before you arrive.

Possible starting points for your itinerary

These aren't fixed packages — they're routes we already know well, useful as a starting point for a conversation about your trip. We'll adjust the distances, the number of days and the level of climbing to match your dates and fitness.

The Two Seas loop. A loop from Lecce out to San Cataldo, San Foca, the Le Cesine wetland reserve, Roca Vecchia, Torre dell'Orso, Calimera, Copertino and Porto Cesareo, back to Lecce — 115.7 km (71.9 miles), 391 m of climbing, close to flat, mostly on asphalt provincial roads. Distance and elevation from the Tour dei Due Mari route on piste-ciclabili.com. For a week-long holiday we'd typically split this over two riding days, with rest and sightseeing days built around it, or extend it further south.

The Litoranea, Otranto to Santa Maria di Leuca. 52.6 km (32.7 miles), 430 m of climbing, asphalt throughout — provincial road SP358, the last 8 km on SP87. Distances from bici.style. This works well as one strong day within a longer trip, with nights either side in Otranto and Santa Maria di Leuca. Worth knowing: this stretch is the subject of an active roadworks project by the Provincia di Lecce to add dedicated cycle-path sections — rideable today, but we check the current state of the road before every departure.

An extension into Valle d'Itria. If you want a second landscape within the same week, the Ciclovia dell'Acquedotto Pugliese offers roughly 22 km (13.7 miles) of dedicated, traffic-free gravel path through Valle d'Itria, north of Salento proper. Source: Regione Puglia. It adds a day of travel each way, so it fits better in a week-long trip than a short one.

Tell us which of these appeals, or describe the trip you have in mind, and we'll work out days and distances from there.

Pricing

Price in EUR, per person, per day, listing valid as of August 2026. The final quote depends on the number of days, the route and the hotels involved, and we confirm it before you book.

Included — bike for the trip (road, gravel or e-bike, your choice) · accommodation through our hotel partnerships along the route · an itinerary built around your dates · a route briefing before departure · either a local guide throughout (guided) or route notes and on-call support (self-guided) · helmet, repair kit and spare inner tube.

Extra on request, priced individually and confirmed when you enquire — not a fixed list: lunch or tasting stops, luggage transfer between overnight stops, a private-group supplement if your group is below the standard size, and extra nights in Lecce before or after the trip.

Where your holiday starts and finishes

Every multi-day trip starts and finishes at our base in Lecce, Via Francesco Ribezzo 2D. You can call or message us any time — the shop line, +39 320 4864478, is answered 24/7. Depending on the route, the actual meeting point on day one can be Lecce, San Foca or Calimera, or another location by arrangement; we confirm it once the itinerary is set.

Before you go

Salento's secondary roads carry little traffic outside town centres, but the routes above run on shared carriageway rather than dedicated cycle paths, aside from the short Acquedotto Pugliese section. Water refill points are limited between towns, especially along the Two Seas and Litoranea routes, so we build stops into each day's plan rather than leaving you to find one.

For help planning the rest of the trip — getting to Lecce, where to stay before or after your riding days — see our Salento travel guide. For background on the towns these routes pass through, including Otranto and Santa Maria di Leuca, see our guide to the best places to visit in Puglia.