Sportives in Italy
Every upcoming sportive event we know about in Italy, soonest first. Gathered from organisers' own sites and refreshed regularly. Open one for the date, distance and entry link — and build a free sample training plan for it in a couple of minutes.
Other formats in Italy
Gravel events 23Bikepacking trips 13Triathlons 12Running events 11Mountain bike events 9Trail running events 7Hyrox events 6Self-supported ultras 5Hybrid fitness events 1
Sportives by country
United Kingdom 158United States 141Belgium 136France 66Australia 50New Zealand 29Spain 27Netherlands 24Canada 17Germany 9Norway 5Czechia 4
L'Étape Mondovi
Mondovi, Italy, Italy
Sportive110 km
CycloWorld's Choice gran fondo in Mondovi, Italy, featuring 110 km and 2250 m of climbing.
Dates and entry → 10 Oct 2026The Grand Escape Tuscany
Campiglia Marittima, Italy, Italy
Sportive600 km
A 600km road ride starting from Campiglia Marittima, Tuscany, Italy.
Dates and entry → 11 Apr 2027Granfondo Colnago
Italy, Italy
Sportive140 km
CycloWorld's Choice gran fondo in Italy scheduled for April 2027.
Dates and entry → 24 Apr 2027Giro Sardegna Classic
Sardegna, Italy, Italy
Sportive
CycloWorld's Choice classic gran fondo in Sardinia, Italy, in April 2027.
Dates and entry → 7 May 2027Carso Trail Tour
Turriaco, Italy, Italy
Sportive450 km
A cycling event in Turriaco, Italy offering multiple long-distance route options across the Carso trail.
Dates and entry → 9 May 2027Granfondo San Benedetto del Tronto
San Benedetto del Tronto, Italy, Italy
Sportive123 km
A gran fondo cycling event in San Benedetto del Tronto, Italy, offering two route distance options.
Dates and entry → 13 May 20272027 GF Degli Squali
Italy, Italy
Sportive5 days
A classically Italian Gran Fondo in its 12th edition named after Vincenzo Nibali, offering both road and gravel distances.…
Dates and entry → 15 May 2027Granfondo Squali
Cattolica, Italy, Italy
Sportive135 km2 days
A two-day gran fondo cycling and gravel biking event in Cattolica, Italy, offering three distance options.
Dates and entry → 20 May 20272027 Nove Colli – May
Cesenatico, Italy, Italy
Sportive5 days
A package trip to the Nove Colli gran fondo in Italy. Travel dates 20–24 May 2027.
Dates and entry → 22 May 2027Ultimate Giro d'Italia 2027
Italy (Milan, Lake Como, Dolomites, Italian Alps), Italy
Sportive120 km10 days
A 10-day guided cycling tour following the final 10 days of the 2027 Giro d'Italia, riding in the Italian Alps, Lake Como…
Dates and entry → 6 Jun 2027La Stelvio Santini 2027
Bormio, Sondrio, Italy
Sportive
La Stelvio Santini is a classic Italian sportive centred on the iconic Stelvio Pass, starting from Bormio.
Dates and entry → 17 Jun 20272027 Chase The Sun Italia
Italy, Italy
Sportive4 days
Billed as 'the most romantic long distance cycle' event, Chase The Sun Italia is an exclusively operated UK tour offering a…
Dates and entry → 1 Jul 20272027 Maratona dles Dolomites Enel Services
Dolomites, Italy
Sportive5 days
Tour package for the 2027 Maratona dles Dolomites Enel gran fondo, with limited hotel rooms available at 3-star and other…
Dates and entry → 23 Sep 20272027 Gran Fondo Prosecco date Tbc
Prosecco Vineyards, Italy
Sportive5 days
The Gran Fondo Prosecco takes riders through the beautiful Prosecco Vineyards. It celebrates 22 years in 2026.
Dates and entry → 23 Sep 20272027 Gran Fondo Prosecco
Prosecco Wine Region, Italy, Italy
Sportive5 days
The Gran Fondo Prosecco is an end-of-season gran fondo taking riders through the beautiful Prosecco Vineyards, celebrating over…
Dates and entry → 8 Jun 20282028 Down Under > Italy
Corvara and Bormio / Corvara, Bormio and Prosecco Wine Region, Italy
Sportive
A multi-centre cycling trip combining Australia and Italy, with options for a 14-day or 18-day tour based in Corvara and Bormio…
Dates and entry → 29 Jun 20282028 Maratona dles Dolomites Enel Services
Dolomites, Italy
Sportive5 days
Tour package for the famous Maratona dles Dolomites Enel gran fondo, with hotel options available. Early bird prices offered.
Dates and entry → Ride any time2027 Nove Colli – May
Italy
Sportive
2027 Nove Colli event in May. Further details on event page.
Dates and entry → 24 May 2026Granfondo Nove Colli
Cesenatico, Italy
Sportive205 km
A renowned gran fondo in Cesenatico, Italy, tackling nine climbs through the Romagna hills.
Dates and entry → 2026Gran Fondo Many 2026
Italy, Italy
Sportive
In its 11th edition, this classically Italian Gran Fondo is named after Vincenzo Nibali, 'The Shark'. Priced at £599.95.
Dates and entry → Ride any time2027 Italian One Day Classics
Italy, Italy
Sportive
A 2027 Italian one-day classics cycling trip; further details available on the event page.
Dates and entry → 13/5/2027 - 17/5/20272027 GF Degli Squali
Italy, Italy
Sportive
In its 12th edition, this Italian gran fondo named after Vincenzo Nibali offers both road and gravel options with two distances…
Dates and entry → 9-15 MarchTirreno - Adriatico 2026
Italy, Italy
Sportive7 days
The Race of the Two Seas stage race across Italy from the Tyrrhenian to the Adriatic coast, held 9–15 March 2026.
Dates and entry → 21 MarchMilano - Sanremo Donne 2026
Italy, Italy
Sportive
The women's edition of the Milan–Sanremo classic, held on 21 March 2026.
Dates and entry → August 2026Tour of Italy's Highlands 2026
Italy, Italy
Sportive
A guided cycling holiday through Italy's highlands, offered by Ride Holidays NZ.
Dates and entry → 21-26 Jun 2026Giro di Kika
Levico Terme, Italy, Italy
Sportive686 km6 days
A road stage race in northern Italy starting from Levico Terme, covering 686 km over 6 days.
Dates and entry → Ride any time2027 Milan San Remo – March
Milan / San Remo, Italy
Sportive
2027 Milan San Remo event in March. Date to be confirmed.
Dates and entry → 21 MarchMilan - Sanremo 2026
Italy, Italy
Sportive
La Classicissima Monument race from Milan to Sanremo, held on 21 March 2026.
Dates and entry → Ride any timeMaratona dles Dolomites
Dolomites, Italy, Italy
Sportive
Maratona dles Dolomites is one of the best gran fondos in Italy, winding through the spectacular Dolomite mountains.
Dates and entry → 2026Tour of Italy 2026
Italy, Italy
Sportive
A guided cycling tour of Italy in 2026.
Dates and entry → December 7, 2025UCI World Cup Terralba
Terralba, Sardinia, Italy
Sportive
Round 3 of the 2025-2026 UCI Cyclocross World Cup, held in Terralba, Sardinia, Italy.
Dates and entry → 2027Tuscany & Slovenia 2027
Tuscany, Italy / Slovenia, Italy
Sportive
A guided cycling tour through Tuscany and Slovenia in 2027.
Dates and entry → Ride any timeGran Fondo Stelvio Santini
Stelvio, Italy, Italy
Sportive
Gran Fondo Stelvio Santini is one of the best gran fondos in Italy, tackling the iconic Stelvio Pass.
Dates and entry →Found one? Get ready for it.
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