Our cycling holidays 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 holidays 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 Cycling holidays in Italy
From £1949 to £22498 days inc UK flights
Nestled between the Adriatic and Ionian seas
Small group2023: 2 Apr, 16 Apr, 23 Apr, 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct
From £17498 days inc UK flights
Reasonable easy cycling. Excellent bikes. Good weather.
From €1540 to €16405 days ex flights
Cycling and cooking holiday between Umbria and Tuscany
Small group2023: 21 May, 28 May, 24 Sep
From £1820 to £24498 days inc UK flights
Ride through Sicily's UNESCO sites of Siracusa, Noto, Modica and Ragusa
Small group2023: 16 Apr, 23 Apr, 21 May, 28 May, 4 Jun, 18 Jun, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 2024: 14 Apr, 21 Apr, 5 May, 19 May, 26 May, 2 Jun, 16 Jun, 1 Sep, 8 Sep, 15 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct
From £2049 to £21998 days inc UK flights
Cycle the most evocative and romantic landscapes
Small group2023: 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 26 Aug, 9 Sep, 16 Sep, 23 Sep, 30 Sep
More about our cycling holidays in Italy
Self guided or small group holidays?
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 holiday in 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 holiday in 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 holidays. Small, locally owned B&Bs in sleepy seaside villages welcome you every afternoon.
Sardinia cycling holiday in Italy
The windswept Costa Verde and white beaches of the Costa del Sud make Sardinia an idyllic place for cycling holidays. 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 holidays, Italy
There are few more dramatic backdrops for Italian cycling holidays 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 centre-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.
If you'd like to chat about Italy cycling or need help finding a holiday to suit you we're very happy to help.