What are the best cycling tours in Italy?

By Richard Jasinski·Updated 5 November 2026

These 51 cycling tour companies sell a cycling tour in Italy on their own websites, read 5 November 2026. Each card gives what the company says about it, with the trip, length, price or number where it names one, then why to choose it, what to ask for and the limits it publishes.

What are the best cycling tours in Italy?

51 cycling tour companies in the Uncompromised Travel table say on their own websites that they sell a cycling tour in Italy; DuVine Cycling + Adventure Co., Girolibero and Eat Sleep Cycle have the most Google reviews.

Vineyards in Chianti, Tuscany, Italy. Photo: Adbar, CC BY-SA 3.0, via Wikimedia Commons

Who is on this page and why. The Uncompromised Travel cycling tour operators table holds 121 companies: the cycling tour companies ChatGPT names most often when asked about bike tours, plus companies found from their own region and trip pages. Their own websites were read on 5 November 2026, with their Google and Trustpilot listings matched by name. This page carries every company in the table whose own website sells a cycling tour in Italy: 51 companies. Cards are in alphabetical order. Each line gives what the company's own website says, with a link to the page it came from; a second reader checked 804 of the table's rows against the pages. No company paid to be on this page.

Anima Toscana Bike Tours

Best for: Guided and self-guided Tuscany bike tours
Italy bike tour: Runs tours in Tuscany (Florence to Siena, South Tuscany, the permanent route of L'Eroica) and the Via Francigena by bike from Siena to Rome, 7 days/6 nights.
Why choose them: The guided Tuscany Bike Tour runs 7 days/6 nights on fixed dates: 4-10 May, 8-14 June, 14-20 September and 12-18 October. Google: 5.0 out of 5 from 237 reviews. Read 5 November 2026.
Ask for: Ask for the price of the Tuscany Bike Tour for your dates and the single room charge.
Not the fit if: you need a guaranteed group departure, as group tours run only with a minimum number of participants.
Money protection: Insolvency insurance with Garanzia Viaggi (certificate A/45.5366/9/2022).
Enquiry: bike-tour-tuscany.com/contact

Read on its own website, 5 November 2026: en, about, terms.

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Apulia Bike Tours

Best for: Self-guided cycling holidays in Puglia
Italy bike tour: Sells the Tour of Salento, 6 days, from €800 per person in a double room, among 19 tours in Puglia and Basilicata and four in Sicily.
Why choose them: Lists 19 self-guided tours in Puglia and Basilicata plus four in Sicily. Google: 4.5 out of 5 from 77 reviews. Read 5 November 2026.
Ask for: Ask for the e-bike rental fee and the hotel category for your chosen arrival day.
Not the fit if: you want a guide or a support van on the road, as its tours are self-guided with telephone assistance.
Money protection: Protected by the Il Salvagente travel guarantee fund (policy 2022/1-0571).
Enquiry: apuliabiketours.com/contact-us-apulia-bike-tours.html

Read on its own website, 5 November 2026: self-guided-bike-tours-tour-of-salento.html, home page, self-guided-bike-tours-from-sassi-of-matera-to-s.

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Art of Bicycle Trips

Best for: Guided and self-guided bike tours worldwide
Italy bike tour: Lists 60 biking tours in Italy on its home page.
Why choose them: Art of Bicycle Trips was founded in 2010 by Pankaj Mangal during a 100km ride in India.
Ask for: Ask for the bike options and surcharges, group size and hotel level for your chosen trip.
Not the fit if: you will travel without medical insurance covering accident costs, which is mandatory to join.
Enquiry: artofbicycletrips.com/contact-us

Read on its own website, 5 November 2026: home page, about-us/our-company, terms-conditions.

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Asimismo

Best for: Private guided gravel day tours in Tuscany
Italy bike tour: Sells guided Road Bike Daily Tours and Gravel Bike Daily Tours in Tuscany from €300 for a full day.
Why choose them: Asimismo works with a maximum of 7 clients for each guide on its Tuscany tours.
Ask for: Ask for a route matched to your fitness and a local bike rental contact for your date.
Not the fit if: you might cancel late, as only 50% is refunded up to 30 days in advance and the total sum is kept after that.
Enquiry: asimismo.eu/contact

Read on its own website, 5 November 2026: guided-tours-store, faqs.

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Auster Cycling Retreats

Best for: Private guided cycling retreats in Umbria
Italy bike tour: Runs retreats in Umbria with rides into the Apennines, Le Marche, Lake Trasimeno and the Strade Bianche in Siena, typically 3k-5k EUR for a double room.
Why choose them: Runs retreats in three locations: Umbria in Italy, Dorset in England and the Brecon Beacons in Wales. Google: 5.0 out of 5 from 4 reviews. Read 5 November 2026.
Ask for: Ask for the available dates and the villa and bike rental arranged for your group.
Enquiry: auster-cycling.com/contact

Read on its own website, 5 November 2026: home page.

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Backroads

Best for: Guided bike trips with leaders and vans
Italy bike tour: Lists 20 Italy bike tours in regions such as Tuscany, Dolomites, Puglia and Sicily, including the Tuscany Bike Tour, 6 days, from US$4,499 per person.
Why choose them: Offers more than 5,300 scheduled departures in 2025 across nearly 550 itineraries. Google: 4.2 out of 5 from 123 reviews. Read 5 November 2026.
Ask for: Ask for the activity level, hotel tier and e-bike option on your chosen departure.
Not the fit if: a rider under 16 wants an e-bike, as 16 is its minimum e-bike age.
Website: backroads.com

Read on its own website, 5 November 2026: award-winning-tours/biking/italy, about/media/company-facts, why/traveler/family/ages.

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Bike Florence & Tuscany

Best for: Guided one-day bike tours from Florence
Italy bike tour: Runs the Chianti Classic one-day tour of 13 to 20 miles (21 to 33 km) through Radda in Chianti, Gaiole and Brolio Castle.
Why choose them: Owners Piero and Elena guide shared tours of 2 to 8 guests themselves, across eight listed tours.
Ask for: Ask which day tour fits your riding level and whether you want the Bianchi e-bike upgrade.
Not the fit if: you are bringing children under 12 on a shared tour, as regular shared tours need age 12 and over.
Enquiry: bikeinflorence.com/book-now

Read on its own website, 5 November 2026: tours/chianti-classic-one-day-tour, tuscany-bike-tours.

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Bikeriding Tuscany

Best for: Guided Italy tours with van support
Italy bike tour: Runs Tuscany tours around Siena, Chianti, Val d'Orcia, Crete Senesi and Montalcino, including the guided Italy Coast to Coast (5 days/4 nights, €1,350).
Why choose them: Most of its tours average 40km to 70km a day, adjustable for custom and private groups.
Ask for: Ask for the difficulty rating and single supplement for the tour and dates you want.
Not the fit if: you may cancel late, as cancelling 30 to 0 days before departure costs 100% of the trip price and its fees are not negotiable.
Enquiry: bikeridingtuscany.com/contact-us

Read on its own website, 5 November 2026: tuscany-bike-tours, faq, terms-and-conditions.

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Butterfield & Robinson

Best for: Small group and self-guided biking trips
Italy bike tour: Sells Small Group Piemonte Biking, 6 days from US$6,995 per person, Super Tuscan Biking from US$9,995 and Puglia Biking from US$7,695.
Why choose them: Butterfield & Robinson was founded in 1966 by George Butterfield, Sidney Robinson and his sister Martha. Google: 4.8 out of 5 from 33 reviews; Trustpilot: 4.9 out of 5 from 210 reviews, newest 3 November 2026. Read 5 November 2026.
Ask for: Ask for the activity level, e-bike option and hotel list for your chosen biking trip.
Not the fit if: you want to privatise a Small Group date for fewer than eight travellers, the group size the site gives for that option.
Enquiry: butterfield.com/contact-us

Read on its own website, 5 November 2026: how-to-travel/small-group/biking, our-story, how-to-travel/small-group.

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Ciclismo Classico

Best for: Guided bike tours for culturally curious travellers
Italy bike tour: Lists guided bike tours in many regions of Italy.
Why choose them: Founded in 1989 by Lauren Hefferon, it runs guided tours with its own guides, support van and bikes. Google: 4.8 out of 5 from 57 reviews. Read 5 November 2026.
Ask for: Ask for the ability level of your chosen tour and whether an e-bike is available on it.
Enquiry: ciclismoclassico.com/book-now

Read on its own website, 5 November 2026: home page.

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Cicloposse Bike Tours

Best for: Guided and self-guided tours across Italy
Italy bike tour: Sells the self-guided Sicily Bike tour through Ragusa, Noto and Modica from €1,880 per person in double occupancy over 7 days.
Why choose them: Founders Marco Tornaghi and Giuliana Mulas moved to Tuscany from Milan in June 1994 to start the business. Google: 4.9 out of 5 from 237 reviews. Read 5 November 2026.
Ask for: Ask for the hotel list and the e-bike or e-gravel rental price for your tour.
Not the fit if: you are travelling with young children, as tours are best for teenagers aged 13 and older.
Enquiry: cicloposse.com/contact-us

Read on its own website, 5 November 2026: Sicily-bike-tour, our-team, faqs-bike-tours.

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Cigala Cycling Tours

Best for: Guided road tours with former pros
Italy bike tour: Sells Lake Garda & Stelvio, 6 days from €1099, plus Tuscany Epic, 7 days from €1399, plus Italy's Coast to Coast, 8 days from €1649.
Why choose them: Founder Matteo Cigala has led over 100 tours since founding Cigala Cycling in 2015.
Ask for: Ask for the rental bike spec and the single supplement for your chosen 2027 departure.
Not the fit if: you may cancel late, as no refunds are issued for cancellations fewer than 31 days before the trip.
Website: tours.cigalacycling.com

Read on its own website, 5 November 2026: trips, trips/tour-of-flanders-experience, terms-conditions.

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Cycle Fiesta

Best for: Supported and self-guided tours in Spain
Italy bike tour: Lists Sardinia Coast to Coast self-guided, 8 days, from €1,840, plus a Dolomites & Italian Alps custom supported tour, 9 days, €2,150.
Why choose them: Supported tour groups are normally between 8 and 12 people.
Ask for: Ask which deposit and balance date apply to your tour, as its pages give different figures.
Not the fit if: you travel without insurance, as participants must hold travel insurance covering cycling, medical care and repatriation.
Money protection: Insolvency surety bond with AXA Seguros Generales (policy 47226434) guaranteeing refunds.
Enquiry: cyclefiesta.com/contact/contact.htm

Read on its own website, 5 November 2026: cycling-holidays/tours.htm, faqs.htm, terms.htm.

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Cycling for Softies

Best for: Self-guided leisurely cycling holidays in Europe
Italy bike tour: Sells the Cilento and Amalfi Coast cycling holiday, taking in the Cilento National Park and the Temples of Paestum.
Why choose them: A typical Softies holiday covers around 25km a day, with longer or shorter options on some tours. Google: 4.8 out of 5 from 164 reviews; Trustpilot: 2.9 out of 5 from 4 reviews, newest 31 August 2026. Read 5 November 2026.
Ask for: Ask for the hotel list, the e-bike supplement and the half board option for your tour.
Not the fit if: you want to ride with a guide, as its cycling holidays are all self guided apart from its bike and boat tours.
Money protection: ATOL 4055 for flight-based holidays and an ABTA bond for packages without flights (ABTA C6711).
Enquiry: cyclingforsofties.com/about-us/contact-us

Read on its own website, 5 November 2026: destinations/italy-cycling-holidays/campania-ama, my-holiday/how-does-a-softies-holiday-work, about-us/booking-conditions.

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CyclingHero

Best for: Supported self-guided road tours in Italy
Italy bike tour: Sells supported self-guided trips in Italy such as Tuscany Gravel Adventure, 7 days, from $3199 in US dollars or Secret Veneto, 5 days, from $2249.
Why choose them: It started in 2019 when a Canadian, a Dutchman and an Italian went on a ride together.
Ask for: Ask for the dates and prices behind Book Now and the Basso bike rental rate for your trip.
Not the fit if: you want to join a group of strangers, as its tours are private, never group-based.
Website: cyclinghero.cc

Read on its own website, 5 November 2026: bike-tours, our-story.

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Cyclomundo

Best for: Self-guided tours in France, Italy and Spain
Italy bike tour: Sells Across Lake Garda to Venice, 7 nights/8 days from 950 euros, linking Bolzano in South Tyrol with Venice.
Why choose them: Cyclomundo is a French travel agency established in 2003 that sells cycling trips in France, Spain, Italy, Portugal and Switzerland. Google: 4.8 out of 5 from 107 reviews. Read 5 November 2026.
Ask for: Ask for the hotel list and the bike hire price for your start date and season.
Not the fit if: you want a fully customised tour for fewer than 6 people, the minimum the company requires.
Money protection: Member of APST, the French travel guarantee.
Enquiry: cyclomundo.com/contact/contact-us-0-5.html

Read on its own website, 5 November 2026: cycling-tours/across-lake-garda-to-venice-44.htm, about-us-0-2.html, FAQ-0-9.html.

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Dolomite Biking

Best for: Guided day rides in Alta Badia
Italy bike tour: Runs all its trips in Alta Badia and the Dolomites, over passes such as Sella, Pordoi, Gardena, Giau and Fedaia, with group road tours at €65 for 1 day.
Why choose them: It names 11 local guides from Alta Badia, several of them ski instructors in winter. Google: 5.0 out of 5 from 4 reviews. Read 5 November 2026.
Ask for: Ask for the weekday group tour calendar and the private guide price for your group size.
Website: dolomitebiking.com

Read on its own website, 5 November 2026: en/road-bike, en/about-db.

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Dolomites Bike

Best for: Guided day rides in the Dolomites
Italy bike tour: Guides the Tre Cime di Lavaredo road ride, 110 km with 3,000 m of climbing and ramps up to 19%, in the Dolomites of north-east Italy.
Why choose them: Guides the Maratona dles Dolomites course as a day ride, 138 km with 4,230 hm of climbing.
Ask for: Ask for the guide's day fee and a partner bike rental for your route.
Not the fit if: you want a package, as the price covers only the guide's fee for the day and lift passes, accommodation and bike rental are extra.
Website: dolomitesbike.com

Read on its own website, 5 November 2026: bike-tours-eng/tre-cime-di-lavaredo-road-bike-to, bike-tours-eng/maratona-dles-dolomites-bike-tour, bike-tours-eng/guided-sellaronda-bike-tour.

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Dolomiti Gravel

Best for: Gravel bike tours in the Dolomites
Italy bike tour: Runs all its tours in the Dolomites across South Tyrol, Veneto and Friuli Venezia-Giulia, including Cortina - Venezia, a 7-day gravel tour from Cortina d'Ampezzo to Venice.
Why choose them: Dolomiti Gravel keeps a rental fleet of 40+ gravel bikes in the Dolomites.
Ask for: Ask for the riding level, hut list and gravel bike rental for your chosen tour.
Not the fit if: you want under 1000 m of daily climbing, as its Easy level runs at 1000 to 1400 m of daily ascent.
Website: dolomitigravel.com

Read on its own website, 5 November 2026: tours, home page.

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DuVine Cycling + Adventure Co.

Best for: Guided small-group road and hybrid bike tours
Italy bike tour: Sells Amalfi Coast + Cilento at 6 days from US$7,195 at Level 3 and Classic Tuscany 4-Day from US$4,595 at Level 1.
Why choose them: DuVine was started in 1996 by Andy Levine after a post-college cycling trip in Burgundy. Google: 4.9 out of 5 from 474 reviews. Read 5 November 2026.
Ask for: Ask for the trip level, e-bike or Colnago supplement and single supplement for your dates.
Not the fit if: you are bringing under-18s on a scheduled departure, which requires travellers aged 18 or older.
Enquiry: duvine.com/contact

Read on its own website, 5 November 2026: region/europe/italy, about, trip-essentials/faqs.

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Eat Sleep Cycle

Best for: Guided and self-guided road tours from Girona
Italy bike tour: Sells Tour of Tuscany, a 7-day guided tour at €4299.
Why choose them: Eat Sleep Cycle accepts a maximum of 12 guests on its scheduled guided tours and its groups average 6 guests. Google: 5.0 out of 5 from 324 reviews. Read 5 November 2026.
Ask for: Ask for the rental bike model and the e-bike option for your departure.
Not the fit if: you are under 18 and want to join a group guided trip, as 18 is the standard minimum age there.
Website: eatsleepcycle.com

Read on its own website, 5 November 2026: home page, faq.

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EF Adventures

Best for: Guided group bike tours with Tour Directors
Italy bike tour: Sells Italy Biking: Tuscany, 9 days, on sale from US$5,390 (originally US$5,990) per person based on double occupancy, land only.
Why choose them: EF Adventures launched in 2024, growing out of EF Education First, founded in 1965. Google: 5.0 out of 5 from 19 reviews. Read 5 November 2026.
Ask for: Ask for the bike options on your departure and the private room fee before you book.
Not the fit if: travelling with children under 14, as tours are for travellers aged 14+.
Money protection: Member of the USTOA Travelers Assistance Program, with $1 million posted to reimburse advance payments.
Enquiry: efadventures.com/contact-us

Read on its own website, 5 November 2026: promotions/corporate-partnerships, about, about/terms/booking-conditions.

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France Bike Trips

Best for: Guided and self-guided cycling trips in France
Italy bike tour: Sells Gravel Grinding Tuscan Roads, 7 days through Chianti, Siena and Val d'Orcia, from 1425€ with a support vehicle or 1195€ self-guided.
Why choose them: Its parent company Vélorizons began in 1999, born from the passion of an MTB guide. Google: 4.8 out of 5 from 43 reviews. Read 5 November 2026.
Ask for: Ask for the physical level of your chosen trip and the bike rental price for your dates.
Not the fit if: you need a guided departure confirmed with a small party, as guided trips usually need 5 participants to confirm.
Money protection: Financial guarantee with Groupama Assurances-crédit & caution, Paris.
Enquiry: france-bike-trips.com/how-to-book.html

Read on its own website, 5 November 2026: gravel-cycling-tours/europe/italy/CG20-gravel-cy, our-story-and-crew.html, how-to-book.html.

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FunActive Tours

Best for: Self-guided bike tours from South Tyrol
Italy bike tour: Sells Road bike Dolomites-Venice, a sporty tour of 495 to 575 km over Passo Giau, Passo San Boldo and Monte Grappa for cyclists with good physical preparation.
Why choose them: FunActive Tours keeps a rental fleet of over 1,300 bikes for its customers. Google: 4.4 out of 5 from 145 reviews. Read 5 November 2026.
Ask for: Ask for the single room supplement and e-bike hire price for your tour and dates.
Not the fit if: you want to buy its travel insurance and live outside Europe, as that cover is valid only for European residents.
Money protection: Insolvency cover with Nobis Filo diretto Assicurazioni (policy 6006001594/I).
Website: funactive.info

Read on its own website, 5 November 2026: en/tour/road-bike-dolomites-venice-2, biciclette-a-noleggio, en/travel-insurance.

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Girolibero

Best for: Self-guided and bike and barge tours
Italy bike tour: Sells Puglia and Salento, 6 days from 690€, as a loop from Lecce to Otranto and back.
Why choose them: Girolibero has organised bike tours in Italy and Europe since 1998. Google: 4.8 out of 5 from 371 reviews. Read 5 November 2026.
Ask for: Ask for the difficulty level, bike or e-bike rental and comfort level for your chosen tour.
Not the fit if: you might cancel a cycling tour within 5 days of departure, when 100% of the price is charged.
Money protection: Member of the Fondo Il Salvagente travel guarantee fund (n. 2025/1-0132).
Website: girolibero.com

Read on its own website, 5 November 2026: cycling-holidays/puglia-bike-tours, tour/bike-and-barge-france-provence-and-camargue, general-conditions.

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The Tre Cime di Lavaredo in the Dolomites, from the air. Photo: Wolfgang Moroder, CC BY-SA 3.0, via Wikimedia Commons

Grasshopper Adventures

Best for: Small-group guided bike tours in Asia
Italy bike tour: Runs Sicily: Culture & Coastline (Bike), a 6-day guided tour from US$3,249 for a maximum of 16 guests.
Why choose them: Grasshopper Adventures started in Bangkok in 2004 and caps guided tours at 16 people, with a Tour Leader for every eight riders.
Ask for: Ask for the bike model, the e-bike upgrade and the guaranteed departure dates for your tour.
Not the fit if: you are travelling with children, as its tours are designed for adults and restricted to ages 18+.
Money protection: ABTA member providing financial protection for UK package holidays.
Enquiry: grasshopperadventures.com/contact-us

Read on its own website, 5 November 2026: europe/italy-bike-tours, why-us, faqs.

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Gravel Adventure

Best for: Hotel-to-hotel gravel tours, guided or self-guided
Italy bike tour: Sells Tuscany Gravel from Pisa to Marina di Grosseto via Lucca, Florence, Chianti and Siena, 8 days from €2,790, with departures 4 to 11 Jun 2027 and 3 to 10 Sep 2027.
Why choose them: Has run fully supported cycling trips since 2013, first as MTB-Adventure, with Gravel Adventure since 2022.
Ask for: Ask which level, Adventure or Explorer, suits you and whether a rental bike can be arranged.
Not the fit if: you travel without comprehensive travel insurance covering gravel trips, which is required on all tours.
Money protection: Protected by the Danish Travel Guarantee Fund (Rejsegarantifonden), member 2879.
Enquiry: gravel-adventure.com/contact

Read on its own website, 5 November 2026: tours/tuscany-gravel, corporate, terms.

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Holimites

Best for: Dolomites road, gravel and MTB tours
Italy bike tour: Sells trips only in the Dolomites, such as The Dolomites Do-It-Yourself Road from 85 € with a minimum of 3 nights.
Why choose them: Holimites was founded in 2000 by three young local hoteliers and is based in Badia in the Dolomites. Google: 4.9 out of 5 from 114 reviews. Read 5 November 2026.
Ask for: Ask for the Colnago rental size and the price of your chosen Dolomites package for your dates.
Not the fit if: you lack a solid training base, as the Heritage Gravel tour asks for at least 2000 km ridden and 5+ hours in the saddle on longer days.
Website: holimites.com

Read on its own website, 5 November 2026: en/sport-packages/private-tour, en/about, en/sport-packages/dolomites-heritage-gravel-bike.

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Horizons Cycling

Best for: Guided road trips with support vehicle
Italy bike tour: Runs Epic Dolomites, 7 days & 6 nights from Milan in July 2027, covering 450 km and +11,500 m over Passo dello Stelvio, Passo Gavia, Passo Mortirolo and Passo Giau.
Why choose them: Open Signature trips take a maximum of fourteen people, with a guest-to-guide ratio of no less than three-to-one. Google: 5.0 out of 5 from 103 reviews. Read 5 November 2026.
Ask for: Ask for the price and 2027 date of the Signature trip you want.
Not the fit if: you need a confirmed public departure, as Signature trips run when six or more people sign up.
Website: horizonscycling.com

Read on its own website, 5 November 2026: signature-trips/epic-dolomites, traveling-with-us/faq.

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inGamba

Best for: Guided road trips with former pro guides
Italy bike tour: Sells Tuscany Classico at US$5,950 per person for 7 days from 21 to 27 March 2027 and Puglia at US$9,950.
Why choose them: João Correia founded inGamba Tours with a single tweet in 2010. Trustpilot: 4.7 out of 5 from 38 reviews, newest 3 November 2026. Read 5 November 2026.
Ask for: Ask for the bike fit form and the single supplement for your chosen week.
Not the fit if: you might cancel within 75 days of departure, as no credit applies then and the US$2,500 deposit is non-refundable.
Website: ingamba.pro

Read on its own website, 5 November 2026: trips, your-team, faq.

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KC&E Adventures

Best for: Private riding trips planned per client
Italy bike tour: Lists Alpine Autumn in the Dolomites over 5 to 7 days in September and October, plus The Estate Weekend in Umbria over 4 days and The Lake Classic on Lake Como over 5 days.
Why choose them: Caitlin and Collin Daulong started KC&E in the Northeast Kingdom of Vermont in 2015.
Ask for: Ask for a draft itinerary and a quote for your dates and group size.
Not the fit if: you want to join a set group departure, as every trip is built from scratch on your dates.
Website: kceadventures.com

Read on its own website, 5 November 2026: trips, home page.

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Marmot Tours

Best for: Supported road cycling in Europe's mountains
Italy bike tour: Runs the Ultimate Tour of the Dolomites over 6 days from £1,990 for 13 to 20 Jun.
Why choose them: Has helped cyclists since 2004 with fully supported road cycling holidays in the mountains of Europe. Google: 4.9 out of 5 from 33 reviews. Read 5 November 2026.
Ask for: Ask for the classic and challenge route options for each day and a titanium hire bike in your size.
Not the fit if: you want to start on a day of your choice, as trips run on fixed departure dates.
Enquiry: marmot-tours.co.uk/contact

Read on its own website, 5 November 2026: road-cycling-holidays/dolomites-bike-tour, home page, faq.

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Medfeel Premium Cycling

Best for: Bespoke self-guided cycling trips in Mallorca
Italy bike tour: Sells the Veneto & Dolomites Luxury Cycling Vacation, 7 days from €3,950.
Why choose them: Its Mallorca page lists trips from the 3-day Mallorca Weekend Cycling Escape to the 8-day Mallorca Epic Island Cycling Loop. Trustpilot: 4.6 out of 5 from 21 reviews, newest 29 October 2026. Read 5 November 2026.
Ask for: Ask whether your trip runs guided or self-guided and for the trip dossier listing what is included.
Not the fit if: a rider is under 16, as that is the minimum age to actively take part in cycling tours.
Website: medfeel.pro

Read on its own website, 5 November 2026: en/italy/veneto/cycling, en/spain/majorca/cycling, en/terms.

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Much Better Adventures

Best for: Small-group adventure trips run by local hosts
Italy bike tour: Sells Hike, E-Bike and Wine in Tuscany (5 nights, Level 2, from £1,863) and Hike, E-Bike and Wine in Italy's Prosecco Hills (5 nights, from £1,290).
Why choose them: Much Better Adventures lists 260+ adventures across 60+ countries.
Ask for: Ask for the maximum group size and the activity level of the cycling trip you want.
Not the fit if: you plan to travel without insurance, as all travellers must have cover for the trip activities and emergency medical evacuation.
Website: muchbetteradventures.com

Read on its own website, 5 November 2026: explore/centre-based-trips, home page, products/10058-adventures-arctic-circle-fat-bike.

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Pedal Ventures

Best for: Self-guided cycling holidays across Europe
Italy bike tour: Sells the North Sardinia Ride, which can start on days other than Saturday for a supplement.
Why choose them: Lists cycling holidays in 21 countries or regions, from Austria and France to Vietnam.
Ask for: Ask for the bike hire price and the hotel grades on your chosen self-guided route.
Not the fit if: you travel without comprehensive travel insurance, which is required for all customers.
Money protection: Payments held in an independent trust account through Protected Trust Services (member 6279).
Enquiry: pedalventures.com/contact

Read on its own website, 5 November 2026: cycling-holidays/italy/sardinia/north-sardinia-r, cycling-holidays, legal/booking-conditions.

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Puglia Cycle Tours

Best for: Guided and self-guided tours in Puglia
Italy bike tour: Runs guided tours in Puglia and Basilicata, such as Salento, 8 days/7 nights, from €1,875 per person and Basilicata Gravel, 8 days/7 nights, from €2,150.
Why choose them: It owns its fleet of 350 bikes and 8 vans. Google: 5.0 out of 5 from 181 reviews; Trustpilot: 4.7 out of 5 from 32 reviews, newest 2 November 2026. Read 5 November 2026.
Ask for: Ask for the bike rental price and single supplement for your tour and start date.
Not the fit if: you want to join a guided departure alone, as guided tours need a minimum of 2 people.
Money protection: Protected through membership of Fondo di Garanzia Viaggi, Rome.
Website: pugliacycletours.com

Read on its own website, 5 November 2026: guided-tours, about-us, terms-and-conditions.

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Ride & Seek

Best for: Long guided road tours on history routes
Italy bike tour: Sells Dante Rome to Bologna Gravel through Lazio, Tuscany, Le Marche, San Marino and Emilia-Romagna, 23 April to 11 May 2027, at €9,350.
Why choose them: Ride & Seek lists cycling tours across 5 continents, with 16 Epics and 34 countries. Trustpilot: 4.7 out of 5 from 24 reviews, newest 15 November 2024. Read 5 November 2026.
Ask for: Ask for the grade, bike hire rate and stages you can book for your chosen Epic.
Not the fit if: you are a novice cyclist: it says its Epics are less suited to the novice cyclist.
Website: rideandseek.com

Read on its own website, 5 November 2026: tour/dante-rome-to-bologna-gravel-adventure, home page, bike-tour-gradings-difficulties.

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Rooster Bike Tours

Best for: Self-guided bike tours across 8 European destinations
Italy bike tour: Sells the self-guided Puglia 5-Day Gentle, 5 days past trulli, olive groves, Baroque towns and coastlines, from €870.
Why choose them: Says it has 15 years of adventure tourism experience and over 45,000 explorers on its biking and hiking adventures. Google: 5.0 out of 5 from 21 reviews; Trustpilot: 3.4 out of 5 from 1 review, newest 16 May 2025. Read 5 November 2026.
Ask for: Ask for the single supplement and the e-bike hire price for your tour and dates.
Not the fit if: you want a guide riding with you, as its tours are self-guided and you cycle without a guide.
Website: roosterbiketours.com

Read on its own website, 5 November 2026: home page, faq.

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Saddle Skedaddle

Best for: Guided and self-guided cycling holidays worldwide
Italy bike tour: Sells Lake Garda to Venice, a self-guided family trip over 8 days from £1,945.
Why choose them: Lists 39 guaranteed departures across adventure, road, leisure, MTB and gravel trips. Google: 4.8 out of 5 from 73 reviews. Read 5 November 2026.
Ask for: Ask for the trip notes and grade of the holiday you want and whether e-bike hire is offered on it.
Not the fit if: you need a group date to run whatever the numbers, as group trips need a minimum number of riders before they go ahead.
Enquiry: skedaddle.com/pages/contact-our-team-us

Read on its own website, 5 November 2026: uk/family/holidays, uk/guaranteed-departures.

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Salento Bici Tour

Best for: Guided and self-guided bike tours in Salento
Italy bike tour: Runs bike trips in Salento, Puglia, with Lecce and Matera as the starting points.
Why choose them: It runs 5 guaranteed guided departures every year for groups of 6 to 16. Google: 4.9 out of 5 from 185 reviews. Read 5 November 2026.
Ask for: Ask for the guided departure dates and the list of accommodations it normally uses.
Not the fit if: you need a self-guided start on a day other than Friday or Saturday without extra cost, normally 75€ per person.
Website: salentobicitour.org

Read on its own website, 5 November 2026: en/how-get-here, en/faq.

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SalentoBike

Best for: Self-guided Trek bike days in Salento
Italy bike tour: Sells self-guided tours in Puglia, with a full day in Salento at €150 for one person, €120 per person for two or €100 per person for three or more.
Why choose them: SalentoBike's fleet counts seven bikes: two Trek gravel bikes, one Trek all-road bike and four e-bikes.
Ask for: Ask for a GPX route built around your level and the bike delivered to where you are staying.
Not the fit if: you want a guide riding with you, as every ride is self-guided.
Website: salentobike.com

Read on its own website, 5 November 2026: bike-tours-salento, bikes, puglia-bike-experience.

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Slow Active Tours

Best for: Self-guided cycling tours in Puglia
Italy bike tour: Sells cycling tours in southern Italy, including the Puglia and Matera gravel bike tour (8 days, from €990) and The Southern Via Francigena by gravel bike (7 days, from €740).
Why choose them: Its cycling tours run in Puglia and Basilicata, from the 6-day Salento bike tour to the 8-day Puglia and Matera gravel bike tour. Google: 4.9 out of 5 from 237 reviews. Read 5 November 2026.
Ask for: Ask for the bike rental price on your tour and the season price table for your dates.
Not the fit if: you might cancel within 5 days of departure, as withdrawal then costs 100% of the total.
Money protection: Travel guarantee fund no. 2757 with Fondo Vacanze Felici, Milan.
Enquiry: slowactivetours.com/en/info/52-quotation-and-booking

Read on its own website, 5 November 2026: en/tour/cycling, en/info/55-general-conditions.

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Tour de Vines

Best for: Food and wine cycling tours in Australia
Italy bike tour: Sells Tour de Tuscany, Florence to Pisa, a guided trip with 2027 departures on 2 May, 30 May and 3 Oct at $6,499 (AUD), with cooking classes included.
Why choose them: Tour de Vines ran its first tour in 2005 and became a full-time business in 2012. Google: 4.6 out of 5 from 64 reviews. Read 5 November 2026.
Ask for: Ask for the e-bike hire price and the hotel list for your chosen departure.
Not the fit if: anyone in your group is under 18, the minimum age on scheduled group guided tours.
Website: tourdevines.com.au

Read on its own website, 5 November 2026: cycling-tours/cycling-tours-europe/cycling-tours, our-story, legal/terms.

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Tourissimo

Best for: Guided Italy tours and Chef Bike Tours
Italy bike tour: Runs Chef Bike Tours across Italy in Emilia Food Valley, Calabria, Friuli, Piedmont, Puglia, Sardinia and Western and Eastern Sicily.
Why choose them: Magnifica tours take a maximum of 12 guests and Chef Bike Tours a maximum of 14.
Ask for: Ask for the tour level, the private room surcharge and the e-bike fee for your departure.
Not the fit if: you need a refund for weather, pandemics or emergencies, as its cancellation terms make no exceptions for them.
Website: tourissimo.travel

Read on its own website, 5 November 2026: chef-tours, faq, terms-and-conditions.

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Trek Travel

Best for: Guided bike tours with support vans
Italy bike tour: Sells the Sardinia Island Bike Tour, new for 2027, from the Barbagia heartland to the Costa Smeralda.
Why choose them: Trek Travel has been an Official Tour Operator of the Tour de France since 2011. Trustpilot: 4.9 out of 5 from 556 reviews, newest 4 November 2026. Read 5 November 2026.
Ask for: Ask for the Single Occupancy price and the activity level of your chosen trip.
Not the fit if: you might cancel within 30 days of departure, as standard tours then give no refund or credit.
Enquiry: trektravel.com/contact-us

Read on its own website, 5 November 2026: home page, pro-racing/trek-travels-history-at-the-tour-de-f, cancellation-policy.

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Tuscany Bike Tours

Best for: Guided day bike tours in Chianti
Italy bike tour: Sells the Tuscany Bike Tours day in Chianti at €95 per adult, with a guided ride, wine and olive oil tasting and lunch.
Why choose them: Keith and Andy founded Tuscany Bike Tours in 2007. Google: 4.9 out of 5 from 209 reviews. Read 5 November 2026.
Ask for: Ask for the e-bike option and the meeting time for the Tuscany Bike Tours day.
Not the fit if: you might cancel at short notice, as a cancellation within 72 hours of the tour or a no-show incurs the full cost.
Website: tuscany-biketours.com

Read on its own website, 5 November 2026: tuscany-bike-tours, about-us.

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VBT Bicycling Vacations

Best for: Guided bike tours with support vehicles
Italy bike tour: Lists 18 Italy trips in eight regions, thirteen of them cycling, from Tuscany & Umbria and Puglia to Sicily, Piedmont and Sardinia, with E-bikes available every ride.
Why choose them: VBT was founded in 1971 by a Middlebury College professor in Vermont. Google: 4.1 out of 5 from 48 reviews. Read 5 November 2026.
Ask for: Ask for the activity level, single supplement and e-bike availability on your departure.
Not the fit if: you want challenging riding, as it says 'We don't currently offer any Challenging tours'.
Enquiry: vbt.com/contact-us

Read on its own website, 5 November 2026: travel-guides/italy, about/vbt-team, tours/challenging-tours.

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Veymont Travel

Best for: Private van-supported road cycling tours
Italy bike tour: Runs a Stelvio tour with a 110 km, 3000 m day over the Mortirolo and Gavia.
Why choose them: Brothers Romuald and Florian, who also guide, launched Veymont Travel in spring 2018.
Ask for: Ask for a quote for your group size and dates, including bike rental and any pro race package.
Not the fit if: you may cancel late, as cancelling 20 days or less before departure costs 100%.
Money protection: Financial guarantee from Groupama Assurance Crédit & Caution, Paris.
Enquiry: veymont-travel.com/contact-us

Read on its own website, 5 November 2026: bike-tours/italy/stelvio, about, general-terms-and-conditions.

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Via Panoramica

Best for: Road, gravel and e-bike tours in Italy
Italy bike tour: Sells Italy tours in Emilia-Romagna, Marche, Umbria and the Dolomites, such as Love Italy, 7 days self-guided from €1,340.
Why choose them: Via Panoramica was founded in April 2019 by Cecilia Rocha Mendes and lists 19 tours from its base in Gabicce Monte.
Ask for: Ask for the Cannondale rental size and the hotel list for your departure date.
Not the fit if: you may cancel late, as cancelling under 3 days before departure or a no-show costs 100% of the price.
Money protection: Member of the Guaranteed Holiday Fund under the Italian Tourism Code.
Website: viapanoramica.com

Read on its own website, 5 November 2026: tour, about-us, faq.

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Vélo Ventoux

Best for: Road cycling holidays around Mont Ventoux
Italy bike tour: Builds custom tours in the Dolomites over Passo Giau, Falzarego, Valparola, Pordoi, the Sella Ronda and Tre Cime di Lavaredo.
Why choose them: Founded and run by Craig Entwistle and his wife Vicky, it has run cycling holidays in Provence since 2002.
Ask for: Ask for the tour dates, the Wilier rental bike sizes and the single supplement for your stay.
Not the fit if: you want a custom tour for fewer than 5 riders, as custom tours are for groups of 5 or more.
Website: veloventoux.com

Read on its own website, 5 November 2026: custom-tours, home page, tours.

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We Bike Tuscany

Best for: Guided small-group bike tours in Tuscany
Italy bike tour: Sells Val d'Orcia Dream, 4 days at US$3860 per person, with van support and baggage transfers.
Why choose them: Marco Vignoli, a former bicycle racer and co-owner, founded I Bike Tuscany in 2003.
Ask for: Ask for the group departure dates, bike type and group rate for your chosen tour.
Not the fit if: your group is under 6 people and you want the group rate, which needs a minimum of 6 people.
Enquiry: webiketuscany.com/contact

Read on its own website, 5 November 2026: tours/view/val-dorcia-dream, about-us, home page.

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Which of these publish a price?

42 of the 51 companies with cards publish a price for a trip on their own websites; ask the others for a written quote that lists what it includes.

Which of these companies protect your money?

16 of the 51 companies with cards name a scheme, bond, insurer or client account that protects payments if they fail; check the number with the scheme before you pay.

Anima Toscana Bike Tours: Insolvency insurance with Garanzia Viaggi (certificate A/45.5366/9/2022)
Apulia Bike Tours: Protected by the Il Salvagente travel guarantee fund (policy 2022/1-0571)
Cycle Fiesta: Insolvency surety bond with AXA Seguros Generales (policy 47226434) guaranteeing refunds
Cycling for Softies: ATOL 4055 for flight-based holidays and an ABTA bond for packages without flights (ABTA C6711)
Cyclomundo: Member of APST, the French travel guarantee
EF Adventures: Member of the USTOA Travelers Assistance Program, with $1 million posted to reimburse advance payments
France Bike Trips: Financial guarantee with Groupama Assurances-crédit & caution, Paris
FunActive Tours: Insolvency cover with Nobis Filo diretto Assicurazioni (policy 6006001594/I)
Girolibero: Member of the Fondo Il Salvagente travel guarantee fund (n. 2025/1-0132)
Grasshopper Adventures: ABTA member providing financial protection for UK package holidays
Gravel Adventure: Protected by the Danish Travel Guarantee Fund (Rejsegarantifonden), member 2879
Pedal Ventures: Payments held in an independent trust account through Protected Trust Services (member 6279)
Puglia Cycle Tours: Protected through membership of Fondo di Garanzia Viaggi, Rome
Slow Active Tours: Travel guarantee fund no. 2757 with Fondo Vacanze Felici, Milan
Veymont Travel: Financial guarantee from Groupama Assurance Crédit & Caution, Paris
Via Panoramica: Member of the Guaranteed Holiday Fund under the Italian Tourism Code

Who to contact first

Start with the 32 companies on this page that publish both a price and their cancellation terms on their own websites, then add any other card that fits your dates and riding level.

What to ask each one to set out in writing:

What the price includes and excludes, line by line: hotels, meals, bike, e-bike or road bike upgrade, support van, transfers.
The riding: daily distances and climbing, the surface and how the group splits by level.
The deposit, when the balance is due and what you lose if you cancel.
Which scheme protects your money and the number to check it.

Trulli houses in Alberobello, Puglia. Photo: Hervé Simon, CC BY-SA 2.0, via Wikimedia Commons

Italy cycling tours: the questions people ask

What should I ask a cycling tour company before booking?

What the price includes, line by line; the daily distances and climbing; whether the bike, an e-bike or a road bike upgrade costs extra; the deposit and what you lose if you cancel; and which scheme protects your money.

Do these companies provide the bikes?

42 of the 51 companies with cards say on their own websites that bikes are provided or can be hired with the trip; 39 say e-bikes are offered. Check the model and any upgrade charge on your quote.

Can I book with these companies directly?

Yes. Each card links the company's own website or enquiry page; ask for a written quote that lists what the price includes.

Do these companies all sell the same kind of trip?

No. Each card names the trip or offer the company's own website gives; lengths, riding levels, styles and prices differ, so compare the cards before you ask for quotes.

Which of these have the most Google reviews?

DuVine Cycling + Adventure Co., Girolibero and Eat Sleep Cycle, in that order. A count says how many people reviewed a company, not whether it fits your trip; each card gives the rating and count, read 5 November 2026.

Which of these have Trustpilot profiles?

8 of the 51 companies with cards: Butterfield & Robinson, Cycling for Softies, inGamba, Medfeel Premium Cycling, Puglia Cycle Tours, Ride & Seek, Rooster Bike Tours and Trek Travel. Each card gives the TrustScore, the review count and the newest review date, read 5 November 2026.

Which of these publish their cancellation terms?

38 of the 51 publish a cancellation scale on their own websites; the cancellation terms page compares them. Ask each for the full scale in writing before you pay a deposit.

Where can I check these facts myself?

Each card links the pages of the company's own website its lines were read from, with the date they were read.

How were these companies chosen?

Each one is in the Uncompromised Travel cycling tour operators table, built from the cycling tour companies ChatGPT names most often; its own website sells a cycling tour in Italy. A company is on the page because its published facts fit the question, never because it paid.

Is any company on this page paying to be here?

No. No company on this page is a partner of Uncompromised Travel; none paid to be on it.