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
Sicily self guided cycling holiday in Italy
From
£1819 to £1999
9 days
inc UK flights
A wonderful introduction to baroque Sicily's south-east
Tailor made
Dolomites to Verona cycling holiday in Italy
From
€690 to €1000
5 days
ex flights
Safe and easy cycling holiday among the mountains
Tailor made
Romagna cycling holiday in Italy
From
£1445 to £1585
7 days
ex flights
Romagna to Bologna on two wheels
Tailor made
Verona to Venice cycling holiday in Italy
From
€675 to €975
6 days
ex flights
Easy cycling holiday through the best of Veneto
Tailor made
Cycling holiday across Italy, Puglia to Sorrento
From
£3709 to £3999
8 days
ex flights
Ride across the boot of Italy
Small group2026: 3 May, 14 Jun, 13 Sep, 2027: 2 May, 13 Jun, 12 Sep
Tailor made
Piedmont cycling holiday, Italy
From
£2429 to £2789
9 days
inc UK flights
Softly rolling hills & sun-drenched hamlets
Tailor made
Pisa to Florence cycling holiday, Italy
From
£970 to £1270
8 days
ex flights
The highlights of beautiful Tuscany by bike
Small group2026: 28 Mar, 4 Apr, 11 Apr, 18 Apr, 25 Apr, 2 May, 9 May, 16 May, 23 May, 30 May, 6 Jun, 13 Jun, 20 Jun, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 25 Jul, 1 Aug, 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct
Matera to Puglia cycling holiday, Italy
From
£1839 to £2479
8 days
ex flights
Nestled between the Adriatic and Ionian seas
Small group2026: 5 Apr, 12 Apr, 26 Apr, 3 May, 10 May, 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 21 Jun, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct, 25 Oct, 2027: 4 Apr, 11 Apr, 25 Apr, 2 May, 9 May, 16 May, 23 May, 30 May, 6 Jun, 13 Jun, 20 Jun, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct
Contact Us
Call us for a chat about our holidays. We are happy to discuss your holiday and help in any way we can. No bots, queues or awful hold music.
01273 823 700
Call us until 6pm
Calling from outside the UK
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.
Our Cycling holidays in Italy reviews
4.5
47Cycling holidays in Italy reviews
Mike Dent29 Aug 2025
Thanks for our excellent tour experience. The bikes and accommodation were great, and I'd like to make special mention of Srecko Jurisic who was so helpful and friendly to us - that really makes a difference when we come from the other side of the world.read more
Mary Fox29 May 2025
The Bergamo to Verona cycle tour provided an excellent opportunity to explore this historic and scenic area of Italy. The varied landscape ranging from gentle flat countryside to undulating hill and mountain scenery to picturesque lakes was a delight to cycle through. We particularly enjoyed cycling through the extensive wineries of the area and the circuit of Monte Isola island on Lake Iseo. It was also enjoyable to spend a couple of nights at each stop on the way to Verona allowing more time to...read more
Claire Stoller26 May 2025
We loved it and would highly recommend it.read more
ian peckitt30 Sep 2025
Beautiful scenery and clear waters of the Mediterranean. I would rate this as a 4 star trip due to the comfortable hotels and enjoyable cycling.read more
