VBT Bicycling Vacations
Country Walkers
Italy: Tuscany & Umbria
Guided Walking
Experience a cornucopia of hidden gems on this insider’s walking tour of Tuscany and Umbria. Discover the Basilica of Assisi’s extraordinary frescoes, fresh local cuisine at neighborhood farms and agriturismi, renowned regional wines, wild horses on the slopes of Mount Subasio, and a host of congenial Italian friends.
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Italy: The Dolomites
Guided Walking
To dive deep into Italy’s majestic Dolomites, there’s no substitute for the local insight from Country Walkers leaders. As you hike among the soaring massifs of northern Italy, you’ll appreciate their expert mountaineering skills as they bring you an insider’s view of the lofty mountains and their rich alpine culture.
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Italy: Pompeii, Capri & the Amalfi Coast
Guided Walking
You won’t find anyone who can bring this iconic region to life like Country Walkers. Our certified local leaders hail from Naples, Positano, Ravello, and Capri—so they know how to avoid the crowds to bring you authentic insights you won’t find on your own.
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Italy: Sicily
Guided Walking
While most walking tours of Sicily omit the island’s southern half, this unique Sicilian adventure brings you south of Syracuse to explore the ancient city of Ragusa and the stunning coastal Oasi Nature Reserve.
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Italy: Genoa & the Cinque Terre
Self-Guided Walking
This self-guided adventure takes you deep into the heart of Italy’s celebrated Cinque Terre. Learn the art of pesto-making during a cooking class, mingle with locals on the Cinque Terre Express, and climb the impressive Vernazza staircase to enjoy rewarding seaside views.
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Italy: Matera, Otranto & the Puglia Coast
Guided Walking
While many walking tours of Puglia miss out on the beauty of Basilicata, on this Country Walkers adventure we’ll guide you through the charming streets of historic Matera. Explore the ancient Sassi district, discover Alberobello’s iconic trulli, and walk along the turquoise coast of the Adriatic Sea.
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Italy: Piedmont, Langhe & the Italian Riviera
Guided Biking
If you can’t decide between a trip to the seaside and a visit to Barolo wine country, this innovative cycling vacation has it all! Pairing the opulence of Langhe with the beauty of Liguria creates unparalleled experiences in wine, cycling, and gastronomy.
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Italy: The Dolomites, Bolzano to Lake Garda
Guided Biking
This VBT tour was the first to combine easy Dolomite bike paths with the stunning scenery of Lake Garda. It’s our local connections that make this tour a standout—as your local trip leaders introduce you to the people who call this incredible region home.
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Italy: Puglia’s Undiscovered Coast
Guided Biking
Cycle along ancient walled cities, explore charming seaside villages, and enjoy farm-fresh food prepared by local hosts on VBT’s Puglia bike tour.
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Italy: Sicily, the Noto Valley & Syracuse
Guided Biking
This road cycling tour of Sicily provides scenery, history, hearty cuisine, and a robust welcome from the people who call it home.
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Italy: Southern Tuscany & Giglio Island
Guided Biking
With 20 years of experience cycling the Tuscan coast, we know the best seaside routes, award-winning vineyards, and agriturismos that reflect the Maremma’s unique character. Pedal the shores of the Orbetello lagoon, learn to make traditional Tuscan gnocchi during a hands-on cooking class, and enjoy a tasting of Tuscany’s “liquid gold” at a local olive oil mill.
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Italy: Lake Como & the Italian Lake District
Guided Biking
Take a cycling tour of Italy’s Lake Como and its surrounds, where flat bike paths weave through a rich tapestry of soaring hills, glittering waters, and scenic vineyards.
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Italy: Valleys of the Dolomites
Guided Biking
Road cycling the Dolomites was never more rewarding than this journey, blending spectacular scenic vistas with insights into unique pockets of culture.
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Slovenia, Austria & Italy: Alpine Valleys
Guided Biking
Explore three lakes in three countries, experiencing authentic local culture as only VBT can reveal. Your local trip leaders will invite you to learn the secrets of preparing rateški krapi (filled dumplings)—and perhaps try out some traditional Slovenian dance steps during a festive barn party.
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Italy: Puglia, Alberobello & Lecce
Self-Guided Biking
Your Pugliese Local host makes you feel like family on this self-guided tour—sharing deep cultural insights that add dimension to your independent exploration. Explore the UNESCO village of Alberobello, stay in the white-washed city of Ostuni, pedal cobalt-blue shores to Gallipoli, and experience the magical confluence of the Ionian and Adriatic seas in Santa Maria di Leuca.
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Italy: The Dolomites, Bolzano to Ora
Self-Guided Biking
If you’ve ever dreamed of cycling the Pordoi Pass, this is your chance to coast down the switchbacks that have thrilled Giro d’Italia fans for years. Spin along quiet bike paths through the Val di Fassa and Val di Fiemme—suffused with South Tyrol’s famous culture, cuisine, and cycling.
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Italy: Tuscany, Chianti & Marina di Castagneto
Guided Biking
On this unique cycling tour, we’ve paired the sun-soaked Tuscan seacoast with the lush vineyards of Chianti. Along the way, you’ll discover a 13th-century castle, learn about the importance of bee preservation at organic hives, visit a family-run olive oil mill, and master the art of Italian cooking in the kitchen of a quintessential Tuscan farmhouse.
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Italy: Umbria, Spello, Montefalco & Assisi
Guided Biking
With VBT’s deep Italian roots, we’ve found the most scenic, low-traffic cycling routes in Umbria and Le Marche. Join us on an epic spin through the “green heart” of Italy—including the stunning hilltop city of Assisi, the medieval walled village of Montefalco, and three nights in the enchanting hillside town of Spello.
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Italy: Sardinia, Carloforte, Sulcis & Chia
Self-Guided Biking
If you’re looking for an off-the-beaten-path Sardinia cycling vacation with flexibility and support, you’ve found it! While most travel companies focus on Sardinia’s heavily-trafficked northeast seaboard, this VBT adventure avoids the tourist traps to bring you the island’s unsullied west coast.
View This TourFeatured Bike Tours in Italy
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Italy: The Dolomites, Bolzano to Lake Garda
Guided Biking
Starting from 7 days at
$4,995
This VBT tour was the first to combine easy Dolomite bike paths with the stunning scenery of Lake Garda. It’s our local connections that make this tour a standout—as your local trip leaders introduce you to the people who call this incredible region home.
Italy: Piedmont, Langhe & the Italian Riviera
Guided Biking
Starting from 7 days at
$4,195
If you can’t decide between a trip to the seaside and a visit to Barolo wine country, this innovative cycling vacation has it all! Pairing the opulence of Langhe with the beauty of Liguria creates unparalleled experiences in wine, cycling, and gastronomy.
Italy: Puglia, Alberobello & Lecce
Self-Guided Biking
Starting from 7 days at
$2,745
Your Pugliese Local host makes you feel like family on this self-guided tour—sharing deep cultural insights that add dimension to your independent exploration. Explore the UNESCO village of Alberobello, stay in the white-washed city of Ostuni, pedal cobalt-blue shores to Gallipoli, and experience the magical confluence of the Ionian and Adriatic seas in Santa Maria di Leuca.
Italy: Puglia’s Undiscovered Coast
Guided Biking
Starting from 7 days at
$4,695
Cycle along ancient walled cities, explore charming seaside villages, and enjoy farm-fresh food prepared by local hosts on VBT’s Puglia bike tour.
Italy: Valleys of the Dolomites
Guided Biking
Starting from 7 days at
$5,895
Road cycling the Dolomites was never more rewarding than this journey, blending spectacular scenic vistas with insights into unique pockets of culture.
Italy: Sardinia, Carloforte, Sulcis & Chia
Self-Guided Biking
Starting from 6 days at
$2,695
If you’re looking for an off-the-beaten-path Sardinia cycling vacation with flexibility and support, you’ve found it! While most travel companies focus on Sardinia’s heavily-trafficked northeast seaboard, this VBT adventure avoids the tourist traps to bring you the island’s unsullied west coast.
Discover Italy
With an astoundingly rich cultural legacy and stunning, varied landscapes, Italy truly has something for everyone. The Italian dedication to living well is evident is everything from an expertly pulled espresso to a couple strolling hand in hand on an evening passeggiata. There’s no better way to get a taste of la dolce vita than on a VBT bike tour in Italy.
Adventurers looking to soak it all in can follow cypress-lined lanes through rolling vineyards in Piedmont, pause to say “buongiorno” at an olive oil mill hidden among centuries-old olive trees in Puglia, cycle into the magnificent valleys and storybook villages of the Dolomites, or stop for a gelato in a cliffside village beside the sparkling Mediterranean in Tuscany.
From Michelangelo’s David and Brunelleschi’s Dome in Florence to the frescoes of the Sistine Chapel in Vatican City and da Vinci’s The Last Supper in Milan, Italy’s cities are a seemingly endless treasure trove of artistic and architectural masterpieces. Whether you’re walking along the canals of Venice or exploring the cobbled streets of Verona, endless wonders await.
A bike tour in Italy is the perfect way to work up an appetite for the country’s famously delicious food. Whether you’re tucking into a hearty seafood risotto in Sicily, enjoying pizza in its historic birthplace of Naples, sampling fresh cheese and fine wine in Piedmont, or slurping spaghetti in Rome, you’ll revel in the slow food mentality so prized here. And, of course, there’s always time to stop along the road for gelato.
Country Highlights
- Cruise across the Venice Lagoon and take in the majestic city of canals from the water.
- Marvel at medieval Castiglione della Pescaia, a stunning walled coastal city.
- Learn about “white gold” on a truffle-hunting search with an expert and his dog.
- Discover the stone trulli dwellings of Alberobello.
- Pedal along quiet rustic roads toward the Mediterranean Sea.
Renaissance Art
Experience the Renaissance as Italy’s overwhelming cache of art and architecture transport you back in time. Watch Donatello’s wood-carved Penitent Magdalene weep in the Museo dell’Opera del Duomo, take in the beauty of Botticelli’s The Birth of Venus in the Uffizi galleries, or stand in Michelangelo’s great dome of St. Peter’s Basilica. The masterpieces of this unsurpassed period in art history are all around you here.
Italian Cuisine
Italian cuisine is all about showcasing fresh, local ingredients in the most delicious way possible. Eat your way through the country’s 20 regions, each of which which has its own distinctive set of flavors. From creamy risotto in the north to cannoli in Sicily, there’s much more to Italian food than pizza and pasta (although you certainly won’t struggle to find the best of these popular dishes here).
Wine
More than 350 grape varietals grow throughout Italy’s 20 wine-producing regions, and the country exports more wine than any other. There are wines for every taste here, from Chianti to Prosecco and Pinot Grigio. Whether you’re strolling through vineyards in Tuscany or attending a tasting in a centuries old cellar in Puglia, you’ll get to experience the country’s famed wine culture up close.
Our Trip Leaders Make The Difference
Local Leader.
Partner in Discovery.
New Friend.
Your VBT Trip Leaders are passionate about travel and devoted to sharing new discoveries with you. Each is a multi-lingual resident of your destination who intimately knows the history, cultural heritage, and traditions of your surroundings.
Your Trip Leaders also bring insiders’ knowledge of the best places to explore, dine, and shop—along with insight into local customs and lifestyles to help you make the most of your cultural experience. With keen organizational skills, a splendid sense of humor, and a talent for making you and your fellow travelers thrive within your group dynamic, your VBT Trip Leaders will be invaluable resources—and treasured friends!
Debora
Your leaders are so local they can point you to the best gelato in every village you bike through!
Your leaders are so local they can point you to the best gelato in every village you bike through!
Debora grew up in Puglia and has lead VBT adventures there for over 10 years. She’s passionate about introducing guests to the delicious cuisine and remarkable natural features of her corner of Italy.
Claudio
Every tour in Italy is a surprise because in this small nation you can find so many differences in culture, food and people.
Every tour in Italy is a surprise because in this small nation you can find so many differences in culture, food and people.
Claudio has been a VBT leader for almost two decades. A native Italian, he spends his free time in the mountains of his home country and enjoys sharing his knowledge of Italian history and culture with travelers.
Massimiliano
Tuscany is the real heart of Italy, a beautiful blend of Northern and Southern Italian culture.
Tuscany is the real heart of Italy, a beautiful blend of Northern and Southern Italian culture.
Massimiliano is connected to Tuscany through his family, who were originally from the region. After spending many summers here he decided to stay and has called Tuscany home since 2002.
Andrea
There are a staggering variety of landscapes and amazing outdoor experiences to be had in Italy.
There are a staggering variety of landscapes and amazing outdoor experiences to be had in Italy.
Andrea has been a VBT leader for more than a decade. A native Italian, he gives guests the inside scoop on the food, traditions, and many festivals of Italy.
My father and I have done 4 trips to date with VBT, all in Italy. This was my first time to Sicily. My father and I had the best time: the places (e.g. Taormina) we visited and the food were beautiful and delicious. And of course, the best part of the trip is the company and expertise of the guides. Mauro and Sabrina are fantastic and completely made the trip for us.
Italy: Sicily, the Noto Valley & Syracuse
Being able to experience the beauty of Sicily on a bike was brilliant! I loved that I could go at my own pace and stop to soak up a view or take a picture whenever I wanted. At the same time I knew I was being looked after and that just down the road there would be lunch or a fun cultural experience waiting for me.
Italy: Sicily, the Noto Valley & Syracuse
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