From mountains to vineyards to the Mediterranean, Italy has a diverse landscape of cycling trails at every turn. Peddle your way to quiet cypress-lined roads, delicious pasta, charismatic cities, turquoise waters, mouth-watering gelato and savour iconic wines that await on a cycling holiday in Italy. Stay in a 16th-century palazzo, see an acclaimed potter at work in his studio or taste the first pressing of the olives to Italian cooking classes and private cellar adventures. Be spellbounded by handpicked routes, hotels, ristoranti and an array of special events. Get off the beaten path and discover the true heart of the ...

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  1. Italy's Assisi to the Adriatic Biking 6D5N (Umbria's Wine Country & Coastal Charm of Le Marche), Fully Guided

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    Embark on an unforgettable 6-day, fully guided sojourn through the heart of Italy, where the rolling hills of Umbria’s wine country meet the coastal elegance of Le Marche. This exquisite cycling experience invites you to pedal through a landscape painted with ancient vineyards, sleepy stone villages, and fields of vibrant poppies.

    Your odyssey begins in Umbria, Italy’s "Green Heart," where you’ll indulge in decadent farm-to-table feasts and cycle along serene, private back roads. Discover the timeless allure of medieval towns like Bevagna and Montefalco before finding sanctuary in the iconic hilltop city of Assisi, the birthplace of St. Francis. As we journey onward, the scenery transforms dramatically as we cross into the lesser-known region of Le Marche. Cycle through the breathtaking Furlo Gorge, where turquoise waters carve through ancient Roman roads, and pedal over the Apennine Mountains toward the sun-drenched Adriatic coast. Feel the gentle sea breeze as you ride through Mont San Bartolo Park, with its stunning cliffside vistas, and toast to la dolce vita with fresh seafood and local wines in the lively town of Pesaro, where your journey culminates.

    This package includes 5 nights' accommodation in hotels on a twin-share basis. All meals and transfers are included as specified. You will be escorted by two support vans and three tour leaders on each departure for an average 6:1 guest-to-leader ratio. With multiple biking options to choose from each day, we accommodate varied activity levels, giving you the freedom to enjoy the best of a region at your own pace. An experience tailored to suit your priorities and personal style; bike in true comfort and elegance.

    Surrender to the magic of Italy as you explore its rich history, savour its world-renowned cuisine, and create memories that will linger long after your journey ends. Join us for a truly unparalleled exploration of Italy's hidden treasures.

    Dates or itinerary don't fit? We are specialising in bespoke "tailor-made" luxury or private journeys to Red Centre. Please contact us for a "tailor-made" itinerary for your perfect adventure.

    This tour is eligible to earn ONLYLUXE reward points

    Arezzo
    Embark on an unforgettable 6-day, fully guided sojourn through the heart of Italy, where the rolling hills of Umbria’s wine country meet the ...
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    From $4,732.00 Per Person, Twin Share
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  2. Luxury Bavaria, Tyrol & The Dolomites Walk & Bike 6D5N, Fully Guided

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    Experience an adventurous 6-day odyssey through the heart of Europe’s last wild frontiers. Hike and bike on this fully guided luxury tour as you actively uncover the emerald valleys of German Bavaria, the soaring peaks of the Austrian Tyrol, and the jagged majesty of the Italian Dolomites. Indulge in gourmet regional flavours and elegant accommodations as you traverse three countries in one seamless, breathtaking journey.

    Your adventure begins in Munich, with a private shuttle whisking you to the tranquil Bavarian countryside. Explore rolling pastures, enjoy a traditional beer garden lunch, and stay at the elegant Park-Hotel Egerner Höfe by Lake Tegernsee. Crossing into Austria, you'll cycle along Achensee, hike pristine valleys, and relax in a luxurious Relais & Châteaux spa in Neustift im Stubaital. Next, discover Italy’s South Tyrol, where Austrian heritage meets Italian flair. Cycle mountain roads from Brenner Pass, visit the historic Novacella Abbey, and unwind in a stunning adults-only design hotel surrounded by lush forests. Your journey concludes in the Dolomites, with hikes through Plose, South Tyrolean wine tastings, and a final stroll through idyllic countryside before a private transfer to Bolzano.

    This luxury package includes 5 nights' accommodation in 5 star hotels on a twin-share basis. All meals and transfers are included as specified. You will be escorted by two support vans and three tour leaders on each departure for an average 6:1 guest-to-leader ratio. With multiple hiking and biking options to choose from each day, we accommodate varied activity levels, giving you the freedom to enjoy the best of a region at your own pace. An experience tailored to suit your priorities and personal style; walk and bike in true comfort and elegance.

    This is more than a holiday; it is an invitation to traverse 3 countries in 1 trip in the soaring heart of the Alps, experiencing its most celebrated regions in one seamless, magnificent expedition. Discover the true meaning of alpine luxury.

    Dates or itinerary don't fit? We are specialising in bespoke "tailor-made" luxury or private journeys. Please contact us for a "tailor-made" itinerary for your perfect adventure.

    This tour is eligible to earn ONLYLUXE reward points. 

    Munich
    Experience an adventurous 6-day odyssey through the heart of Europe’s last wild frontiers. Hike and bike on this fully guided luxury tour as ...
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    From $6,545.50 Per Person, Twin Share
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  3. Luxury Bike from Dolomites to Lake Garda (Dramatic Peaks & Lakeside Elegance In Italy) 6D5N, Fully Guided

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    Embark on a six-day luxury cycling journey from the majestic limestone peaks of the Dolomites to the crystal-clear waters of Lake Garda. Pedal through lush valleys, Northern Italy's wine country, and charming medieval villages, ending each day with renowned regional wines and a stay in enchanting historic retreats. This is the ultimate ride through Italy’s breathtaking landscapes and cultural gems in luxury.

    Your cycling journey begins in Trentino’s Val di Fassa, where Italian and Ladin cultures merge amid stunning landscapes dotted with quaint farmhouses and emerald meadows. Each day unfolds with delightful surprises—ride through picturesque vineyards and apple orchards, savouring gourmet picnics along the way. Experience the rustic charm of Lake Garda, where azure waters and dramatic hills create a captivating backdrop. Venture through the charming Sarca Valley, discovering vineyards and olive groves, with optional detours leading to breathtaking views. As you pedal back through lush vineyards and serene villages, your final ride offers one last taste of Italy’s beauty. With hearts full and spirits high, your journey concludes with a fond farewell in Verona.

    The package includes 5 nights' accommodation in luxury hotels on a twin-share basis. Meals and transport are included as specified. You will be escorted by two support vans and three tour leaders on each departure for an average of 6:1 guest-to-leader ratio. Leaving you with multiple biking options to choose from each day accommodating varied activity levels and giving you the freedom to enjoy the best of a region at your own pace. An experience tailored to suit your priorities and personal style; bike in true comfort.

    Trade the stroll for the thrill of two wheels as you glide from the majestic Dolomites to the enchanting shores of Lake Garda. Cherish an exhilarating ballet of pedals, peaks, and prosecco, where every twist in the road conjures a sprinkle of magic beneath your wheels.

    Dates or itinerary don't fit? We are specialising in bespoke "tailor-made" luxury or private journeys. Please contact us for a "tailor-made" itinerary for your perfect adventure.

    This tour is eligible to earn ONLYLUXE reward points. 

    Bolzano
    Embark on a six-day luxury cycling journey from the majestic limestone peaks of the Dolomites to the crystal-clear waters of Lake Garda. Pedal through ...
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    From $6,227.00 Per Person, Twin Share
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  4. Italy Puglia's Salento to Matera Luxury Bike (Coastlines, Hill Towns & World Heritage Sites) 6D5N, Fully Guided

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    Experience and relish la dolce vita on this spectacular 6-day Italy biking escapade from Puglia’s Salento to Matera. Cycle along mesmerising coastlines, rich historic towns and seaside villages as you combine your journey with mouth-watering cuisine and learning the enhancing culture.

    Your exciting adventure begins in Lecce with a shuttle to the vibrant Le Stanzie. Pedal through peaceful country lanes around lakes and beaches. Savour a delicious lunch at a Masseria with a coastal view before basking by the pool or visiting the spa. Relish a thrilling bike ride along the eastern coast of Salento, and enjoy some of the region's finest wines and cuisine at a local winery. Enjoy local specialties at the "White City" of Ostuni. Witness the technique of making mozzarella, ride an ancient Roman road, and behold the historical site of Egnazia. Ascend the Murgia plateau to catch gorgeous views of the Alberobello countryside and learn about its 1,500 trulli (round, stone buildings). Bike up the limestone plateau of Murgia inland toward the scenic countryside of Basilicata. Behold prehistoric caves in the city of Matera. Indulge in a walking tour of Matera or visit the town of Montescaglioso for breathtaking views of Basilicata's countryside. Bid your farewells as you head to Bari to continue your journey beyond.

    This luxury package includes 5 nights accommodations in premier hotels on a twin-share basis. Meals and all transfers are included as specified. You will be escorted by two support vans and three tour leaders on each departure for an average 6:1 guest-to-leader ratio. With multiple biking options to choose from each day accommodating varied activity levels and giving you the freedom to enjoy the best of a region at your own pace. An experience tailored to suit your priorities and personal style; bike in true comfort.

    Switch to the chapter of “extraordinary”, surrendering to the thrills of Italy. Meet amazing people, taste mouth-watering dishes, conquer your fears, tick off activities off your bucket list, and create everlasting memories on this 6-day biking tour.

    Dates or itinerary don't fit? We are specialising in bespoke "tailor-made" luxury or private journeys. Please contact us for a "tailor-made" itinerary for your perfect adventure.

    This tour is eligible to earn ONLYLUXE reward points. 

    Lecce
    Experience and relish la dolce vita on this spectacular 6-day Italy biking escapade from Puglia’s Salento to Matera. Cycle along mesmerising coastlines, rich ...
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    From $6,227.00 Per Person, Twin Share
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  5. Sardinia Bike (White-Sand Beaches & Granite Peaks on Italy's Mediterranean Isle) 6D5N, Fully Guided

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    For 6 days, experience the ambiance of a cyclist’s paradise, Sardinia, cycling on rugged coastlines with dazzling ocean views, into captivating ancient high-mountain villages and relishing the freshest Mediterranean cuisine, cosy hospitality and rich culture while at it. Immerse in the thrill of a lifetime adventure, cycling around Italy’s bewitching landscapes and magical islands; the ultimate recipe for unparalleled happiness.

    Your adventure begins in the coastal city of Olbia, where a shuttle takes you to the fascinating Gennargentu mountains to explore its massifs and villages. Cycle between its mountains and beaches, and across blue zone villages, vineyards, and olive groves to the historic Loceri centre where you learn the art of making culurgiones. Venture to Supremonte mountains, cycle the Genna Siliana Giro D'Italia pass to Serra d'Orios to explore art galleries and shops. Ride to Palau and cruise around its coast for idyllic views of the sea as it laps the mountains. Take a zodiac boat to the La Maddalena archipelago for a ride around Caprera Island. Ride along a coastal route to the fort and memorial of a historic Italian leader, while beholding unique fauna, charming beaches, and coastal villages en route. Boat along Costa Smeralda and swim in a mesmerising hidden cove. Cycle the coastal loop of Porto Cervo and Costa Smeralda on your last day before bidding farewell to head on your journey beyond.

    This package includes 5 nights accommodation on a twin-share basis. You will be escorted by two support vans and three tour leaders on each departure for an average 6:1 guest-to-leader ratio. With multiple biking options to choose from each day accommodating varied activity levels and giving you the freedom to enjoy the best of a region at your own pace. An experience tailored to suit your priorities and personal style; bike in true comfort.

    Experience blissful biking in a scenery marked by the beauty of seas and mountains. Cruise through paths overlooking turquoise waters, swim in a hidden cove, rest in scenic hotels and enjoy a variety of sensations including the food, culture and ambiance.

    Dates or itinerary don't fit? We are specialising in bespoke "tailor-made" luxury or private journeys. Please contact us for a "tailor-made" itinerary for your perfect adventure.

    This tour is eligible to earn ONLYLUXE reward points. 

    Olbia
    For 6 days, experience the ambiance of a cyclist’s paradise, Sardinia, cycling on rugged coastlines with dazzling ocean views, into captivating ancient high-mountain villages ...
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    From $6,227.00 Per Person, Twin Share
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  6. Austrian Alps & Italy's Dolomites Luxury Bike (Mountain Adventures from Salzburg to Venice) 6D5N, Fully Guided

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    Bask in the euphoria and awe-inspiring odyssey of alternating the borders of three countries; Italy, Austria, and Germany on bike, across 6 days filled with marvelous cycling discoveries. Witness the magic of transforming landscapes, relish varying cuisines, cultures, and climates, and satiate your wanderlust by biking through the glorious Austrian Alps and Italian Dolomites.

    Begin your adventure in Salzburg, Austria, with a shuttle across the border to Berchtesgaden National Park, Germany. Cycle back to the Austrian border, enjoy a family-style lunch, ride a rollercoaster downhill and settle into the ancient regal town of Zell am see. Pedal through the high alpine road, Austria's picturesque highway, beholding the lofty peaks of Grossglockner. Enjoy a laid-back cycling down the valley of Drava Valley as the Gaitailer Alps overlooks while traversing scenic, calm villages. Shuttle across the Italian border to the South Tyrol region to cycle on a former World War 1 rail line where enchanting views await. Ride across Italian placid hills adorned with vineyards, gliding past wineries, alluring hill hamlets, and Renaissance palaces. Relish, for the last time, seductive views of Italy and Austria with a cycling loop around Asolo village or stroll to Rocca di Asolo fortress before an emotional departing ritual of farewell and hugs.

    This luxury package includes 5 nights accommodation on a twin share basis. You will be escorted by two support vans and three tour leaders on each departure for an average 6:1 guest-to-leader ratio. With multiple biking options to choose from each day accommodating varied activity levels and giving you the freedom to enjoy the best of a region at your own pace. An experience tailored to suit your priorities and personal style; bike in true comfort.

    Unplug from the mundane into a world of extraordinary adventures and bliss across three countries, where wondrous sights are ubiquitous as air. Bike through spectacular sceneries, taste the culture and cuisines of idyllic regions while hopping borders, and rest easy with prime hospitality across sensational accommodations.

    Dates or itinerary don't fit? We are specialising in bespoke "tailor-made" luxury or private journeys. Please contact us for a "tailor-made" itinerary for your perfect adventure.

    This tour is eligible to earn ONLYLUXE reward points. 

    Salzburg
    Bask in the euphoria and awe-inspiring odyssey of alternating the borders of three countries; Italy, Austria, and Germany on bike, across 6 days filled with ...
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    From $6,110.00 Per Person, Twin Share
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  7. Luxury Tuscany By The Sea Bike (Italian Vineyards & Romantic Coast) 6D5N, Fully Guided

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    Witness firsthand in Italy why nature is beyond all teaching on this 6 day Tuscany by the Sea luxury biking adventure. Tune in with all the fascinations in Tuscany’s Maremma; vineyards, countryside, farms, the untouched Orbetello Lagoon, and the Tyrrhenian Sea in the background. Experience it all and more on two wheels paired with delectable food and wine. Like fine wine, Tuscany can be described in great detail. But to be learned, it must be experienced.

    Your luxury biking adventure begins in Ortevello, rolling through the stunning Coastal hills of Southern Tuscany. Bike past rustic farms, luxuriant forests and stunning vineyards. Explore the breathtaking Ombrone valley. Feel the engulfing sea aura on an exciting ride through foothills and valleys to the thriving fishing port of Castiglione della Pescaia. Cycle along the Bruna river valley and stop for a remarkable farm-to-table lunch. Challenge yourself to climb the fairytale Montemassi. Relish Super Tuscans before a private cellar tour and gourmet dinner at a renowned local wine estate. Unearth the wonders of Orbetello Lagoon and the calm shores of Lake Bruno. Reach the hilltop town of Capalbio. Master the sea on a historic luxury boat ride. Go on a last challenging ride up Monte Argentario before heading to Rome, where your incredible adventure ends.

    This luxury package includes 5 nights accommodation in premium hotels on a twin-share basis. You will be escorted by two support vans and three tour leaders on each departure for an average 6:1 guest-to-leader ratio. With multiple biking options to choose from each day accommodating varied activity levels and giving you the freedom to enjoy the best of a region at your own pace. An experience tailored to suit your priorities and personal style; bike in true comfort.

    Encapsulated by nature unspool, Tuscan opens up its embrace to yearning adventurers like you. Portal away from the ordinary into Italian bliss filled wines, sights, delights, cultures, and an unparalleled experience for 6 days.

    Dates or itinerary don't fit? We are specialising in bespoke "tailor-made" luxury or private journeys. Please contact us for a "tailor-made" itinerary for your perfect adventure.

    This tour is eligible to earn ONLYLUXE reward points. 

    Orvieto
    Witness firsthand in Italy why nature is beyond all teaching on this 6 day Tuscany by the Sea luxury biking adventure. Tune in with all ...
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    From $6,870.50 Per Person, Twin Share
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  8. Luxury Sicily Bike (Italian Seaside & Ancient Civilisations) 6D5N, Fully Guided

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    Surrender to the seductive appeal of the gorgeous island of Sicily on this 6-day biking adventure, a place where wonders from around the globe form an ostentatious display. Ride and encounter historic sites, witness stupendous vistas, unmatched baroque architecture and artistry, and savour delectable cuisines and world-class wines.

    Your incredible adventure begins in Catania, after which we shuttle to the quiet town of Buccheri. Prepare for exciting biking with distant views of Mount Etna. Pedal along quiet roads through the late baroque towns of the impressive Val di Noto. Catch wafts of orange blossom fragrance as you bike past windmills, orchards, and olive groves. Enjoy a dinner of traditional Sicilian cuisine at a local farm. Savour fresh-pressed olive oil at a centuries-old agriturismo, a working farm in a valley of cherry, almond, and citrus trees. Pedal rolling roads to the exceptional Duomo of San Giorgio. With the guidance of our local host, discover ancient cave dwellings that were inhabited until the 1960s. Relish homemade gelato by the sea in Donnalucata. Head into the countryside, along rolling hills, past Greek ruins and small towns—admire archeological treasures. Traverse Origia, Siracusa's mesmerising old city, perusing charming streets and shops. Bike through a marine nature reserve, visit artists' shops and the vibrant local fish market. Take a shuttle back to Catania, where your trip ends.

    This luxury package includes 5 nights accommodations in 5 star hotels on a twin-share basis. You will be escorted by two support vans and three tour leaders on each departure for an average 6:1 guest-to-leader ratio. With multiple biking options to choose from each day accommodating varied activity levels and giving you the freedom to enjoy the best of a region at your own pace. An experience tailored to suit your priorities and personal style; bike in true comfort.

    Sicily is a haven of unparalleled experiences. Relish it all; traversing interesting landscapes, beholding awe-inspiring scenery, and making unforgettable memories of more than you could have ever imagined.

    Dates or itinerary don't fit? We are specialising in bespoke "tailor-made" luxury or private journeys. Please contact us for a "tailor-made" itinerary for your perfect adventure.

    This tour is eligible to earn ONLYLUXE reward points. 

    Catania
    Surrender to the seductive appeal of the gorgeous island of Sicily on this 6-day biking adventure, a place where wonders from around the globe ...
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    From $5,687.50 Per Person, Twin Share
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  9. Italy’s Dolomites Luxury Walk & Bike (Alpine Adventures Beneath Majestic Mountains) 6D5N, Fully Guided

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    Tap into the majestic mountains of Italy on a grand 6-day active adventure exposing you to sheer alpine bliss in the Dolomites. Be a part of the fairy tale as you hike and bike through an assortment of postcard-perfect sceneries and immerse in a lovely mix of Austrian and Italian cultures, surrounded by invigorating mountain air and spectacular limestone settings.

    Your thrilling adventure begins in Bolzano, after which you shuttle to the village of Ortise. Ride a gondola to the top of the Seceda cliff. Bike through the meadows and forests of the Seiser Alm as you pedal past the Schlern massif down to the storybook village of Selva in Val Gardena. Take in vistas of nearby Sella and Sasso Lungo massifs from high above the Badia Valley. Enjoy wholesome Tyrolean dishes like canederli (bread dumplings). Pedal through the sweeping Badia Valley with vistas of the Fanes mountain group. Take in scenic views and wildflowers while hiking along the Pralongia plateau. Tour an open-air World War I museum with a local guide. Explore rural cirques, sighting marmots and edelweiss. Visit the stylish Corso Italia in the elegant resort town of Cortina d'Ampezzo, nestled below the cliff where people go to see and be seen. Enjoy a leisurely morning or traverse an old railroad feasting your sight on the scenic views of the D'Ampezzo Dolomites before transferring to Venice airport, where your incredible journey ends.

    This package includes 5 nights in 5 star hotels on a twin-share basis. You will be escorted by two support vans and three tour leaders on each departure for an average 6:1 guest-to-leader ratio. With multiple walking options to choose from each day accommodating varied activity levels and giving you the freedom to enjoy the best of a region at your own pace. An experience tailored to suit your priorities and personal style; walk in true comfort.

    Witness nature in diverse forms and colours, introduce your taste buds to new flavours, experience luxury and comfort, and be the main character in this adventure movie for 6 exciting days.

    Dates or itinerary don't fit? We are specialising in bespoke "tailor-made" luxury or private journeys. Please contact us for a "tailor-made" itinerary for your perfect adventure.

    This tour is eligible to earn ONLYLUXE reward points. 

    Bolzano
    Tap into the majestic mountains of Italy on a grand 6-day active adventure exposing you to sheer alpine bliss in the Dolomites. Be a ...
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    From $6,760.00 Per Person, Twin Share
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  10. Luxury Dolomites Bike (World Class Routes in Italy & Austria) 6D5N, Fully Guided

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    Prepare to be awed by the glamour of Austria and Italy’s Dolomites as you embark on a 6-day fantastical journey aboard your trusted two-wheeler. Travel along exciting roadways that weave their way through the soaring magnificent Alps as you unwind in luxurious family run-hotels and indulge in the region’s finest high mountain cuisines.

    Your exhilarating expedition begins in Bolzano, Italy as you take a tour of the city's famous Gondolas and the lovely Ritten Railway. Get ready to experience the excitement of a lifetime as you zoom past breathtaking views of the Dolomites' renowned summits. Enjoy the upper Italian wipptal, with its verdant fields and aromatic pine forests, as you cruise down the Eisack River. The ancient square and old town centre of Sterzing are worth exploring before continuing on to the picturesque Puster valley. Stunning scenery and delectable food can be found in the ancient hamlet of San Candido, reached by following the alluring Rienza River from Innichen. As you make your way towards Matrei, stop to take in the spectacular views from the Sextner Dolomites mountain resort and enjoy a relaxing lunch at a Tyrolean farm. Visit the beautiful streets and castle of Lienz, and then relax with a drink and some unforgettable memories after an exciting journey on the mountain coaster. Finally, it's time to leave the beautiful Lienzer Dolomites behind and head back to Bolzano where your exciting expedition ends.

    This adventure package includes 5 nights accommodation in luxury hotels on a twin-share basis. You will be escorted by two support vans and three tour leaders on each departure for an average 6:1 guest-to-leader ratio. With multiple travelling options to choose from each day accommodating varied activity levels and giving you the freedom to enjoy the best of a region at your own pace. An experience tailored to suit your priorities and personal style; bike in true comfort.

    Hop on your bike for a 6-day trip through Austria and Italy. Take in the breathtaking scenery of the Alps, conquer the region's winding roads, and delve into the region's culture, cuisine and radiance.

    Dates or itinerary don't fit? We are specialising in bespoke "tailor-made" luxury or private journeys. Please contact us for a "tailor-made" itinerary for your perfect adventure.

    This tour is eligible to earn ONLYLUXE reward points. 

    Bolzano
    Prepare to be awed by the glamour of Austria and Italy’s Dolomites as you embark on a 6-day fantastical journey aboard your trusted ...
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    From $6,227.00 Per Person, Twin Share
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