Our cycling vacations in Italy

Cycling and Italy feel intrinsically linked, with so many divine landscapes made for exploring by bike from Puglia to the Dolomites, Sicily, Amalfi, Umbria and Tuscany. Guided small group trips offer a sociable and motivational atmosphere, while self-guided vacations give you the freedom to do your own thing. And relish the experience of staying in locally owned accommodations throughout, which will sometimes even offer home cookery lessons, a delicious way to explore Italian culture further still. You’ll cycle through areas that see relatively little tourism, so your stay (and healthy appetite) helps traditional communities and ways of life to survive.

Our top Biking vacations in Italy

Matera to Puglia cycle in Italy

From US $2479 to US $2579
8 days ex flights
Nestled between the Adriatic and Ionian seas
Small group2022: 3 Apr, 10 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep

Cycling tours in Italy, Dolomites to Venice

From US $2579
8 days ex flights
One of Europe's unique mountain landscapes
Small group2022: 18 Jun, 2 Jul, 20 Aug, 17 Sep, 1 Oct

Cilento and Amalfi Coast cycling vacation, Italy

From US $2479 to US $2749
8 days ex flights
Rocky ridges set between small picturesque inlets
Small group2022: 30 Apr, 14 May, 28 May, 18 Jun, 3 Sep, 10 Sep, 24 Sep, 8 Oct

Map & highlights

Cycling vacations in Italy run the length of the country and to Sardinia, where they are the best way to escape the crowds via hidden coves and forgotten communities. Steep climbs can be had in north-east Italy as the Dolomites spring up, while the rides are more sedate in Puglia, where there’s countryside and coastal scenery. Tuscany and Umbria are lined with hilly routes that offer ample opportunities to rest up with a coffee and a view. Around the Amalfi Coast you can freewheel between sleepy fishing villages, Ancient Greek settlements and beaches that invite you to take a cooling dip.
Amalfi Coast

1. Amalfi Coast

Cycle just a short distance from the curvature of the famed Amalfi Coast and you'll discover a world away from the hairpins that leave you just as exulted but without the stress. Cycling north from Capo Palinuro towards Positano, Ravello and Salerno unveils the Bay of Naples. Pedal to ancient Greek settlements and seaside villages, with steep climbs and plenty of freewheeling to the beach.
The Dolomites

2. The Dolomites

Italians are famed for drama and there’s no more dramatic stage for cyclists than the alpine routes and classic cols of the Dolomites. However, there are also some lovely leisurely rides from beautiful Bolzano where fruit orchards and vineyards run adjacent to the Adige River and tracks lead past Lake Caldaro en-route to Tyrolean treats in the traditional mountain villages of Ora, Egna and Salorno.

3. Puglia

As the heel of booted Italy, Puglia serves cyclists with an enviable variety of countryside and coastal scenes all the way from Matera in the north to Santa Maria di Leuca in the south. Landscapes are flat, and distances are easy-going - don’t expect too many challenges. Prepare to pedal to the unique architecture of Alberobello and the ancient sites of Otranto, as well as seafood stops in Savelletri.

4. Sardinia

Find yourself in fishing villages and flamingo-fringed wetlands as you cycle Sardinia’s Costa Verde. Here, flat routes follow golden beaches and the foothills of the Monte Linas provide more of a challenge. Ferry rides to the islands of San Pietro and Sant' Antioco unlock further cycling secrets off the west coast of Italy, including rocky routes along headlands and sandy coves overlooking the Med.

5. Tuscany

Set between the Apennines and the Med, Tuscany always appeals, with the iconic sights of Pisa and the Renaissance art of Florence offering options for free days after time spent freewheeling. From the medieval ramparts of Vinci and the baths of Montecatini Terme, to Castelnuovo di Garfagnana and the Cinque Terre coast, cycling in Tuscany can be challenging but rewards are unforgettable.

6. Umbria

Take your time on a self guided cycling vacation in Umbria or tackle the route from Florence to Rome via hilltop towns, back roads and felt-green fields. Umbria’s uncrowded undulations are ideal for cyclists with yellow seas of sunflowers and towns like Perugia, Assisi and Spoleto punctuating the journey. Discover medieval monuments, ancient basilicas and some darn fine early morning coffee.

Self guided or small group vacations?

Cycling in Italy offers you a choice of either self guided tailor made trips where you have plenty of flexibility on your itinerary, or small group tours where you’ll be accompanied by a guide throughout. While both have their advantages, if you’re new to cycling in Italy a small group tour is a great way to try out routes with all the logistics taken care of for you, and with a supportive, sociable bunch of riders to cheer each other on. Whichever you opt for, you’ll have a wide choice of locations, and you can be confident the routes have been honed to perfection.

Amalfi Coast cycling vacations, Italy

Feted for its glitz and glamour, Italy’s Amalfi Coast also has a sterling reputation for providing cyclists with some of the most scenic coastal rides in Europe. Highlights include long, winding descents on the Strada Statale and the fishing villages and clifftop tracks of Cilento National Park. You’ll need to hold your nerve on some of the steeper sections, and July and August are best avoided if you don’t want to navigate roads cluttered with sightseeing coaches. But just a short distance from the main coastal strip you’ll find traditional life going on as it has for centuries in blissful tranquillity.

Puglia cycling vacations, Italy

The heel of Italy’s boot is flat, dry and sunny, and ideal for cyclists looking for easy-going rides amid beautiful scenery a long way from the main tourism destinations. Puglia has two coastlines – the Adriatic and the Ionian – providing plenty of spots to pull over for a dip, so bringing a swimsuit with you every day is a smart move. Late spring and early autumn are the best times of year to cycle in Puglia, while quiet roads with unchallenging gradients make this a great region to try out self guided vacations. Small, locally owned B&Bs in sleepy seaside villages welcome you every afternoon.

More vacation ideas

Puglia cycling tour

From £1749
8 days inc UK flights
Reasonable easy cycling. Excellent bikes. Good weather.
Tailor made

Tuscany biking vacation through Siena & Chianti

From US $2479 to US $2549
8 days ex flights
Cycle the most evocative and romantic landscapes
Small group2022: 14 May, 28 May, 4 Jun, 11 Jun, 10 Sep, 17 Sep, 24 Sep, 1 Oct

Trieste to Pula cycling tour, self guided

From 620 to760
8 days ex flights
From Trieste to Pula wonderful bike expercience

Sicily cycling vacation in Italy

From US $2479 to US $2749
8 days ex flights
Ride through Sicily's UNESCO sites of Siracusa, Noto, Modica and Ragusa
Small group2022: 17 Apr, 24 Apr, 8 May, 15 May, 29 May, 5 Jun, 19 Jun, 18 Sep, 25 Sep, 9 Oct, 16 Oct, 2023: 16 Apr, 23 Apr, 7 May, 21 May, 28 May, 4 Jun, 18 Jun, 10 Sep, 17 Sep, 24 Sep, 8 Oct, 15 Oct

Umbria to Tuscany cycling & cooking vacation

From 1160 to1260
6 days ex flights
Cycling and cooking vacation between Umbria and Tuscany
Small group2022: 1 Apr, 11 May, 21 May, 10 Jun, 25 Jun, 8 Jul, 26 Sep, 12 Oct

Umbria self guided biking vacation, Italy

From 790 to2300
7 days ex flights
Easy cycling across ancient towns and vineyards
Quote: All our holidays support local communities & nature – bringing you closer to both
Quote: All our holidays support local communities & nature – bringing you closer to both

More about Cycling vacations in Italy

Sardinia cycling vacations, Italy

The windswept Costa Verde and white beaches of the Costa del Sud make Sardinia an idyllic place for cycling vacations. Two-wheel travel is the perfect way to explore the island’s natural beauty accompanied by an invigorating sea breeze. Skip the overpriced and overcrowded Costa Smeralda in favour of wetlands where flamingos strut their stuff, quiet fishing villages and pine woods populated with deer. Small group tours are led by guides as adept at stringing together Sardinia’s history through its ancient sites as they are at pointing out the best place to find seafood linguini at the end of the ride.

Dolomites cycling vacations, Italy

There are few more dramatic backdrops for Italian cycling vacations than the classic cols and alpine routes of the Dolomites. But it’s not all calf-straining climbs here; there are plenty of more leisurely routes taking you along riverside tracks, through fruit orchards and pausing at vineyards. For a cultural treat, consider a trip that descends from the Dolomites to Lake Garda, and then to Verona and Venice. Or a center-based tour on purpose-built cycling roads, quiet lanes and old railway tracks through illuminated tunnels – and with a spa hotel waiting for you on your return.
[Self guided or small group vacations?: TRAILSOURCE.COM] [Amalfi Coast: Sander Crombach] [Puglia: Don Heffernan] [Sardinia: Exodus Travel] [Dolomites: TRAILSOURCE.COM]
Photo credits: [Page banner: ikick] [Culture : Giuseppe Milo] [Walking : Berthold Werner] [Cycling : Lucio De Marcellis] [Family vacations : fhwrdh] [Where to go in Italy : Glen MacLarty] [Types of vacations : Guldem Ustun]