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Cycling Holidays in Italy

It’s no surprise that Italy has produced some of the world’s greatest artworks and a host of respected artists, the country is truly inspiring. From ancient Roman ruins and diverse landscapes to delicious cuisine and passionate locals, every aspect of a holiday in Italy is enchanting.

The highlight for many is the food and wine. Local dishes vary throughout the country; the cuisine is heartier in the north and more Mediterranean along the Amalfi coast. Visit the wineries of Chianti in Tuscany, see how Parmesan cheese is made in Parma and balsamic in Modena. 

Cycle through vineyards and olive groves, delve into the Renaissance art scene and take in the spectacular countryside. Our e-bikes are a great way to get around the hilltop towns in Tuscany and Umbria, as well as enabling you to travel further without getting too tired.

What's included?

  • Delicious restaurant meals each night
  • Bed & breakfast accommodation
  • Unrivalled on the ground assistance
  • Luggage carried between your hotels
  • Fully serviced bikes, option to e-bike
  • ABTA & ATOL protected
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George, Cycle Expert

Rolling hills stretch as far as the eye can see in Tuscany, crowned with hilltop villages. In between cycles, play the connoisseur at a Prosecco or wine tasting, admire the towering peaks of the Dolomites or taste the regions finest delicacies on a Softies holiday.

Cycling in Italy

Take in the postcard-perfect views of vine-covered valleys, hilltop villages, cypress-lined Roman roads and the shores of Lake Garda's emerald waters on a cycling holiday in Italy. Have a break when you reach historical sights, scenic viewpoints and wineries, olive oil farms or local delicacy tastings.

 

We have e-bikes for those that would rather conserve their energy for exploring churches, monasteries and sweet villages. Electric bikes offer battery-powered assistance to help you up inclines or allow you to travel further distances.

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Italian cuisine and wine

Our favourite aspect of Italian cuisine is cucina di nonna – the tried and tested recipes passed down through generations of Italians. A common misconception is that Italian cuisine revolves around pizza and pasta when it is centred around meat, fish and vegetables.

 

After exploring the area by bike, start your meal with a small plate of pasta. Then try the fresh seasonal ingredients of vegetables, seafood, meat and grains with a generous douse of olive oil. The full-bodied Chianti red wine is a perfect accompaniment to any dish.

When to visit

Our tours run between April and October, which tend to be the drier and warmer months. We can tailor your trip so you aren’t cycling during the heat of the day and still see the sights.

Historical sights

Dating back to the 6th and 7th century, the ancient Roman ruins of Pompeii at the foot of Mount Vesuvius are an absolute must-see in Campania as you cycle along the Amalfi Coast. Once the capital of the Western Roman Empire, Ravenna is home to Dante’s tomb, Sant’Apollinare Nuovo and the UNESCO-listed mosaics of San Vitale.

 

In Venice, admire the city’s Gothic architecture from a gondola as you weave along the city’s canals. Delve into the Renaissance masterpieces in Florence’s Uffizi, the incredibly lavish Pitti Palace and the 360-degree view from the bell tower of Santa Maria del Fiore.

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Our insider tips - Textbox Image

Our insider tips

  • Taste dry, medium-bodied Chianti wines at local wineries while you learn about the grape harvest and wine production.

 

  • Cycle around the stunning lakes of northern Italy – Lake Trasimo and Lake Garda are our favourites – then park your bicycle up for a picnic on the shore.

 

  • Learn to make home-made pasta in Umbria with Gianna, who is an expert in old fashioned Italian home cooking.

Featured Tours

  • Cycling Holidays in Italy

    Classic | South Tyrol, Lake Garda and Verona | Self Guided

    This incredibly scenic tour is one of great contrasts: dramatic mountain terrain and the shimmering flat waters of Lake Garda. You'll discover old-world villages in the hills and v...

    • Magnificent lakes of the South Tyrol
    • Historical towns

    Offer available

    Receive £100 of complimentary John Lewis vouchers per couple

    From
    £1,465pp
    Ease
    Duration
    or 7 Nights
    Available
    April, May, June, July, August, September, October
    Enquire Now View Details
  • Cycling Holidays in Italy

    Classic | Valleys of the Dolomites | Self Guided

    An incredibly scenic tour through the dramatic mountain landscapes in the South Tyrolean Alps, this tour helps you to get a feel for rural Italian life. You can either stick to the...

    • Italian mountains
    • Italian wine

    Offer available

    Receive £100 of complimentary John Lewis vouchers per couple

    From
    £1,145pp
    Ease
    Duration
    or 7 Nights
    Available
    April, May, June, July, August, September, October
    Enquire Now View Details
  • Cycling Holiday in Tuscany

    E-Bike | Gubbio, Assisi & Umbria | Self Guided

    Pedal your way gently along quiet side roads and tracks and feast on wondrous Italian fayre and delicious Italian wines on your Tuscan E-bike self guided cycling holiday.

    • Self Guided E-bike tour
    • Guided route available
    • Dramatic scenery
    • Historic towns and chateaux
    • Suitable for vegetarians
    • Vineyards and wine tours

    Offer available

    Receive £100 of complimentary John Lewis vouchers per couple

    From
    £955pp
    Ease
    Duration
    5 or 7 Nights
    Available
    April, May, June, July, August, September, October
    Enquire Now view details
  • Cycling Holidays in Tuscany

    E-Bike | The Tuscan Experience | Guided Group

    This guided group e-bike tour takes you deep into the most enticing Chianti wine territory - your guide will reveal the region's secrets and recommend the very best local food and wine.

    • Expert local leader
    • Tasting Chianti wines
    • Abbey of Sant'antimo
    • Stunning Lake Trasimeno
    • Wine tasting sessions
    • The regions secrets

    Offer available

    Receive £100 of complimentary John Lewis vouchers per couple

    From
    £2,145pp
    Ease
    Duration
    or 7 Nights
    Available
    May, June, September, October
    Enquire Now view details
  • Cycling Holidays in Tuscany

    E-Bike | Tuscan Valleys | Self Guided

    A superb self guided E-bike adventure across a classic Tuscan landscape into the winelands. Starting high in the Tuscan hills, in the pretty town of Cortona, this tour takes you deep into the most enticing Montepulciano wine territory.

    • Self Guided E-bike tour
    • Helmets provided
    • Dramatic scenery
    • Historic towns and castles
    • Suitable for vegetarians
    • Vineyard and wine tours

    Offer available

    Receive £100 of complimentary John Lewis vouchers per couple

    From
    £955pp
    Ease
    Duration
    5, 7 or 10 Nights
    Available
    April, May, June, July, August, September, October
    Enquire Now view details
  • Walking & Cycling Base in Umbria

    Single Centre | Gianna's Agriturismo

    Gianna’s, as we affectionally know this guest house in the village of Lisciano Niccone, is a renovated olive oil mill and tobacco drying tower dating from 1750. Offering apartment style accommodation with B&B and half board options. Gianna's is perfect for a short break and people looking to relax and cycle or walk.

    • Lovely village guest house
    • Traditional dinners
    • Gianna - your hostess
    • Self Guided Walking
    • E-Touring Bikes
    • E-Mountain Bikes

    Offer available

    Receive £100 of complimentary John Lewis vouchers per couple

    From
    £455pp
    Ease
    Duration
    3, 5 or 7 Nights
    Available
    April, May, June, July, August, September, October
    Enquire Now View Details
  • Cycling Holidays in Veneto and Tuscany

    Classic | Italy's Art Cities | Self Guided

    From the canals of Venice, the bridges of Comacchio and the early Christian mosaics of Ravenna to the Renaissance architecture of Florence, this self guided cycling tour features six days of pedalling through the heart of Italian culture and cuisine.

    • 3-star and 4-star hotels
    • Fantastic vineyards
    • Gourmet meals
    • Rennaisance architecture
    • Canals of Venice
    • Romance and art

    Offer available

    Receive £100 of complimentary John Lewis vouchers per couple

    From
    £1,465pp
    Ease
    Duration
    or 7 Nights
    Available
    April, May, June, July, August, September, October
    Enquire Now View Details
  • Cycling holidays in Campania

    Classic | Cilento & the Amalfi Coast | Self Guided

    Cycling along the beautiful Campania coastline and into the heartland of the Cilento National Park. Finish your holiday off with a few days on the iconic Amalfi Coast.

    • 3-star and 4-star hotels
    • Great Italian cuisine
    • Cilento National Park
    • Fishing villages
    • Quiet remote beaches
    • Footpath of the Gods

    Offer available

    Receive £100 of complimentary John Lewis vouchers per couple

    From
    £1435pp
    Ease
    Duration
    or 8 Nights
    Available
    April, May, June, July, August, September, October
    Enquire Now View Details
  • Cycling Holidays in Emilia Romagna

    Classic | A Taste of Italy | Self Guided

    A self guided cycling tour from Bologna to Parma through a stunning region of Italy where history, art, culture combine with fantastic food - to provide an unforgettable Taste of Italy.

    • Bologna & Parma
    • Cooking demonstration
    • Gelato tasting & museum
    • Historic Modena
    • Parma ham & Parmesan cheese

    Offer available

    Receive £100 of complimentary John Lewis vouchers per couple

    From
    £995pp
    Ease
    Duration
    4 or 6 Nights
    Available
    April, May, June, July, August, September, October
    Enquire Now View Details
  • Cycling Holidays in Tuscany

    E-Bike | The Umbrian Experience | Guided Group

    Get off the beaten track and up close to Italy's local history and habitat on this food focused, fully guided, E-bike Safari through the wide open valleys of rural Umbria.

    • Guided Group tour
    • Helmets provided
    • Dramatic scenery
    • Historic towns
    • Suitable for vegetarians
    • Vineyards and wine tours

    Offer available

    Receive £100 of complimentary John Lewis vouchers per couple

    From
    £1,995pp
    Ease
    Duration
    5 or 7 Nights
    Available
    April, May, June, July, August, September, October
    Enquire Now view details
  • Bike & Boat Holiday in Veneto

    Bike & Boat | Venice & Mantua

    A one week Bike and Boat holiday to explore the bustling streets and magical waterways of Venice, and meander across the Po delta through idyllic fishing villages, all the way to the art and opera of Mantua.

    • Strolling through the backstreets of Venice
    • Island hopping from Lido di Venezia to Pellestrina
    • Magnificent scenery of Delta del Po

    Offer available

    Receive £100 of complimentary John Lewis vouchers per couple

    From
    £945
    Ease
    Duration
    or 7 Nights
    Available
    April, May, June, July, August, September, October
    Enquire Now view details
  • Cycling Holidays in Emilia Romagna

    Classic | Riding Real Romagna | Self Guided

    Start in Ravenna - once the capital of the Western Roman Empire - and cycle through the Romagna region all the way to Bologna, the culinary capital of Italy. Easy, flat rides and more serious hill rides make for a cycling paradise.

    • 3-star and 4-star hotels
    • Heartland of homemade pasta
    • Gourmet meals
    • Rennaisance architecture
    • Sangiovese red wine
    • Byzantine mosaics

    Offer available

    Receive £100 of complimentary John Lewis vouchers per couple

    From
    £1,085pp
    Ease
    Duration
    or 7 Nights
    Available
    April, May, June, July, August, September, October
    Enquire Now View Details
  • Cycling Holidays in Umbria

    E-Bike | Umbria & Lake Trasimeno | Self Guided

    There is no better way to enjoy the delights of the Tuscan and Umbrian countryside and the Italian lifestyle than by e-bike. This laid-lack tour takes you around the beautiful Lake Trasimeno.

    • Delightful hotels with pools
    • Great local food
    • Quality E-bikes
    • Local support
    • Welcome briefing

    Offer available

    Receive £100 of complimentary John Lewis vouchers per couple

    From
    £795pp
    Ease
    Duration
    5 or 7 Nights
    Available
    April, May, June, July, August, September, October
    Enquire Now View Details
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