Italy is a peninsula almost entirely surrounded by the sea. With thousands of miles of coastline, there are plenty of beaches, fishing villages, hilltop towns with panoramic coastal views, and seaside resorts to explore. It’s a dreamy, idyllic place, dedicated to the art of living well and appreciating the finer things. And in Italy, there are plenty of fine things to be appreciated. Like the country’s deep ancient history: historic monuments, remnants of the Roman Empire, and as the birthplace of the Renaissance, countless cultural treasures and artistic masterpieces. Travel breathtakingly scenic routes along winding roads, through acres of lush olive groves, rolling vineyards, and charming rustic towns, and you’ll appreciate the world-renowned Italian cuisine and its dedication to fresh local ingredients. Not to mention the nation’s stock of extraordinary prized wines. If it’s excitement you seek, Italy has that, too. Fascinating urban centers, romantic cities, and a diverse landscape that is very conducive to any number of active pursuits for the active traveler: cycling, walking, swimming, riding the ferry to Giglio Island, and relaxing in thermal pools only found in Montecatini. It’s OK to fall in love. You’re in good company.
13 Tours to Italy
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Gateway to the Dolomites: Biking Bolzano to Lake Garda
- Bolzano
- Lake Caldaro
- Lake Garda
Italy’s Trentino-South Tyrol region boasts a stunning array of mountain peaks, verdant meadows, and serene alpine lakes. Learn about Austro-Bavarian cultural influences, sample local cheese and wine, and stay in charming mountain towns.
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Departure DatesMay28Jun04Close
- May 28
- Departs: Mon, May 28
- Returns: Jun 6
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- Departs: Mon, Oct 01
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Cycling Piedmont: Into Italy’s Slow Food Farmland
- Langhe
- Barolo
- Barbaresco
Spend a week cycling through scenic hilltop villages and verdant wine roads on our new Piedmont biking tour. We’ll learn about the grape production in both wine and grappa when we tour a local distillery. By night we’ll retire to amenity-filled country hotels and dine on the delicacies of the region that gave rise to the slow food movement.
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Departure DatesSep05Sep12Close
- Sep 5
- Departs: Tue, Sep 05
- Returns: Sep 14
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- Departs: Tue, Oct 10
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The Tuscan Coast
- Florence
- Castiglione
- Rome
The exquisite beauty of Tuscany’s coastline and the Tyrrhenian Sea unfold before you as we cycle along breathtakingly scenic routes including the Strada del Vino, one of the most beautiful wine roads in Italy.
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Departure DatesSep02Sep06Close
- Sep 2
- Departs: Sat, Sep 02
- Returns: Sep 11
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Tuscany by the Sea
- Orvieto
- Giglio Island
- Rome
Discover where Tuscany pours into the Tyrrhenian Sea on this Tuscany Bike Tour through Italy’s unspoiled Maremma region and Italian hospitality overflows in ancient towns and at locally-owned agriturismi.
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- Sep 1
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Puglia: Italy’s Undiscovered Coast
- Alberobello
- Salento
- Lecce
Cycle along stunning coastal roads overlooking the Adriatic Sea and discover a different side of Italy, where local life moves at a gentle pace. Along the way we’ll learn about local culture through home-hosted meals, olive-oil tastings and a visit to the iconic trulli houses of Alberobello, a UNESCO World Heritage Site.
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Departure DatesAug30Sep03Close
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Italy: Cycling the Dolomite Valleys
- Venice
- Cortina d’Ampezzo
- Verona
Easy cycling and dramatic alpine scenery are combined on this one-of-a-kind journey through the Dolomite valleys of northern Italy.
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Departure DatesAug28Aug31Close
- Aug 28
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Sicily: Biking the Southern Coastal Villages
- Ragusa
- Modica
- Noto
Pedal back in time on the Mediterranean island of Sicily courted by Greeks, refined by Romans and influenced by Moors to develop its own distinct, Italian flavor. Join us and discover Sicily at a slower pace, from the footstep of Mt Etna to the shores of the Ionian Sea.
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Departure DatesSep04Sep07Close
- Sep 4
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- Returns: Sep 13
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The Amalfi Coast & Capri
- Pompeii
- Capri
- Positano
Few places can rival the dramatic beauty of the Amalfi Coast and Capri, an enchanting region where walking trails like the iconic Path of the Gods give way to panoramic views of rugged mountains plunging into the Mediterranean Sea. Off the trail we’ll visit the ruins of Pompeii and visit scenic seaside towns like Positano and Ravello.
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- Sep 6
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Tuscan Hill Towns by Bike
- Florence
- Chianti
- Rome
Medieval masterpieces like San Gimignano and Siena await you on this delightful cycling adventure in the Tuscan hills that produce some of Italy’s most famous red wines.
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Departure DatesSep01Sep08Close
- Sep 1
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- Returns: Sep 10
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Italy: The Quiet Pathways of Tuscany
- Siena
- Chianti
- Montalcino
Experience the legendary landscapes of Tuscany on foot as well as sample the region’s celebrated wines and savor fresh, flavorful Tuscan cuisine while staying in converted monasteries in Pienza and Siena, two Tuscan jewels.
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Walking the Italian Lakes
- Bellagio
- Stresa
- Orta San Giulio
Stroll the scenic shores of Italy’s Lake District including Como, Maggiore and Orta and explore their opulent Renaissance villas. Along the way we’ll pause to savor the acclaimed wines and cuisine of Piedmont and Lombardy.
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Lake Garda to Venice: Cycling Italy’s Veneto
- Verona
- San Martino della Battaglia
- Venice
Join us in the Veneto region of Italy and cycle from Lake Garda to Venice through the rolling hills, limestone cliffs, citrus groves and quaint villages that shape the beauty of this region that inspired native son Andrea Palladio to create some of the most beautiful architecture the world has ever known.
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Slovenia, Austria & Italy
- Tarvisio
- Lake Bled
- Wörthersee Lake
Join us as we cycle easy bike routes through three spectacular countries where alpine splendor, pristine lakes such as Lake Bled and Worthesee Lake, and a tranquil mountain lifestyle converge.
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