Italy Luxury Cycling Trips & Packages Tours & Trips

49 Italy Luxury Cycling Trips & Packages trips. Tours from 15 tour companies. 396 reviews.

49 Trips match your criteria (21 - 40 shown)

The Best Of Tuscany In 6 Days
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By Alma Italia
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
Private Guided
Why we love them
They focus on creating unique and exclusive experiences including one of a kind private tours, tastings of rare wines and local cuisine.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Full schedule

Highlights

  • The most famous Tuscany wine making region
  • The ancient walled city of Lucca, a 'hidden gem' of Tuscany
  • The most historic and prestigious olive groves in all of Tuscany
  • Enjoy cooking class to share with you some of their family secret

Themes

Nature & Wildlife, Culinary & Wine

What travelers are saying

"We had a trip of a lifetime. Tim was very flexible in handling the planning of the itinerary. I wanted this to be a special trip for myself and my husband to celebrate our milestone birthdays and have always wanted to visit Italy to experience the sights, culture, food and warmth of the people. Tim was cognizant that my husband’s knees were not the best and so advised on the hotel proximities to the activities and events with that in mind. He also understood that I wanted to do this trip in as cost effective manner as possible and so was flexible when it came to allowing me to utilize our RCI points to book hotels and just advised on location. Tim passed the baton over to Alessio when it came to executing on the itinerary and Alessio did a marvelous job despite the time crunch given the trip was still within busy season of end of Sept - beginning of Oct. A week before the trip, my husband fell and damaged his knee but luckily was able to address this with an orthopedic doctor and we were able to proceed on our dream trip. We visited Rome, Sorrento, Pompeii, Capri island, Amalfi Coast, Florence and Lucca and experienced many of the activities and sites through private tours arranged through Amal Italia with the most knowledgeable, accommodating guides who worked together with the transfer personnel to make it all happen seemlessly. On trips to the Vatican, Uffizi Gallery and Pompeii as examples, the tour guides knew exactly how to condense the time spent to focus on the key highlights, telling the history while linking the intricacies and nuances of the artifacts being shown. Whether it was booking a cooking class in Sorento, visit to a vineyard, spa massage in Pompeii or a dinner overlooking the sea, Alessio did his utmost best to make this truly a memorable experience. We would not have been able to cover half the activities on our itinerary were it not for the very professional, flexible, knowledgeable and accommodating help on logistics and events through Amal Italia. Thank you Tim and Alessio for a once in a lifetime experience!"

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Dolomites Bike Tour
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Small Group Tour
Lodging level
Luxury - 5 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Uncover the colorful history and culture of Italy and Austria's best-kept alpine secret
  • Tranquil biking amid valleys and storybook villages framed by magnificent limestone peaks
  • Pedal on bike paths past meadows strewn with wildflowers and filled with locals tending the rich soil
  • Wonderful regional wines, including vernatsch, lagrein and gewürztraminer
  • Enjoy a warm welcome at luxurious family-run hotels and savor two Michelin dinners

Themes

Cultural, Family Friendly, Cycling & Biking, Transformative

What travelers are saying

"Until Covid clears, I would steer clear of Backroads. We were partially through their June 2020 Costa Rica tour when a guest tested Covid positive. She and her husband were isolated. The rest of the group were offered wimpy masks. Nobody was offered Covid testing daily and masks were not required of the guests or staff. The guides kept repeating "not in the CDC guidelines." Our group of six decided that the Backroads response was inadequate so returned home mid-excursion. The hotel and food was excellent, but the provided bikes were inadequate. The front derailleurs were poorly adjusted, and most of the riders had the chains come off during the first ride. Hikes or bike rides were conducted in downpours. Disappointed for charging such a premium price."

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Italy: Valleys of the Dolomites
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Group Tour
Lodging level
Premium - 4 star
Physical level
Strenuous
Trip pace
Full schedule

Highlights

  • Marvel at the scenic alpine vistas that surround you as you cycle easy bike paths
  • Gain a rare glimpse into the ancient Ladin culture, and feast on mountain specialties
  • Thrill to a 1,900-foot (580-meter) descent along the Val Venosta Bike Path
  • Enter into the dual Austrian-Italian culture of South Tyrol, as you explore the little city of San Candido
  • Explore the beautiful cathedral, cloister, and palace of Bressanone on a guided walking tour

Themes

Nature & Wildlife, Cycling & Biking, Photography, High Adventure

What travelers are saying

"This was the first organized tour my husband and I have ever joined, so we were not sure what to expect , but it turned out to be the best vacation we've ever had. The scenery and food were amazing. We stayed in beautiful hotels. Most of the riding was on paved bike paths so we hardly ever had to deal with car traffic. Our leaders, Andrea and Martin, were funny, informative , and so helpful. We are already planning to go back to Italy with VBT this summer."

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Custom Designed Trip
Lodging level
lodgingLevelName
Physical level
N/A

Highlights

  • Fully customized trip based on preferences
  • Matched with a local specialist
  • From $200 per person per day
Self-Guided / Independent Tour
Italy: Puglia’s Undiscovered Coast
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Group Tour
Lodging level
Premium - 4 star
Physical level
Strenuous
Trip pace
Full schedule

Highlights

  • Enjoy incomparable accommodations with six nights at luxurious masserie.
  • Share a farm-fresh lunch and taste delicious olive oils with your masseria hosts.
  • Bike from the ancient walled city of Acaya to the beautiful, rugged coast.
  • Enjoy unhurried pedaling along rural pathways heading to the coastal town of Castro Marina.
  • Refresh yourself with a swim in Otranto’s crystalline waters.

Themes

Nature & Wildlife, Cycling & Biking

What travelers are saying

"This was the first organized tour my husband and I have ever joined, so we were not sure what to expect , but it turned out to be the best vacation we've ever had. The scenery and food were amazing. We stayed in beautiful hotels. Most of the riding was on paved bike paths so we hardly ever had to deal with car traffic. Our leaders, Andrea and Martin, were funny, informative , and so helpful. We are already planning to go back to Italy with VBT this summer."

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Sicily Magnifica Tour
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Group Tour
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Palermo’s amazing Arab-Norman architecture, including 9 buildings recognized by UNESCO
  • Guided visit to Monreale Cathedral
  • Corleone: the rebirth of an iconic mafia village
  • Wine tasting at Planeta Winery
  • Picnic with Poggioreale Antica inhabitants
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Themes

Cultural, Culinary & Wine, Cycling & Biking, Local Immersion & Homestays

What travelers are saying

"Great routes, guides, hotels and bikes!"

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Tuscany Biking
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Small Group Tour
Lodging level
Luxury - 5 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Enjoy tasting of Tuscan reds
  • Explore vine-covered hills of Chianti
  • Explore Siena
  • Visit a private wine estate for a tasting

Themes

50 Plus, Cycling & Biking

What travelers are saying

"Butterfield and Robinson just planned and executed a great, great trip for us to the Amalfi coast. All the services and hotels were wonderful and the guides were great fun and and well informed. Many nice surprises along the way and an itinerary we would have had trouble putting together on our own was effortless. All guides were well trained the transportation and drivers were polite and on time. The recommended hotels were amazing. We loved every minute of our vacation."

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Puglia and Matera Magnifica Tour
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Group Tour
Lodging level
Luxury - 5 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Two night stay and a walking tour of Matera where they have just filmed the remake of the colossal Ben Hur movie with Morgan Freeman
  • Captivating clusters of conical trulli structures
  • Discover the white-washed town of Ostuni and the beaches near the fishing village of Savelletri
  • Spectacular fields of ancient olive trees
  • Savory cuisine: grilled vegetables, handmade pasta and fresh seafood!
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Themes

Cultural, Culinary & Wine, Cycling & Biking, Local Immersion & Homestays, Eco, Sustainable & Green Travel, Transformative

What travelers are saying

"Great routes, guides, hotels and bikes!"

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Italy: Tuscany, Chianti & Marina di Castagneto
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Group Tour
Lodging level
Premium - 4 star
Physical level
Strenuous
Trip pace
Full schedule

Highlights

  • Indulge in luxurious accommodations where you can relax on a private sandy beach, soak in natural Etruscan hot springs, dine on elegant meals, and more
  • Visit the home of a longtime VBT friend and founder of Cooking in Tuscany, then cook a traditional Tuscan meal with her
  • Learn about different olive oils by taste with the family that owns the Fonte di Foiano olive oil mill as your guide
  • Cycle past Bolgheri’s Super Tuscan vineyards and along its famous cypress-lined avenue, a prelude to the stunning medieval towns of Castagneto Carducci, Sassetta, and Suvereto
  • Explore the fascinating Etruscan city of Populonia, a bustling port in ancient times, and take in breathtaking views of the turquoise waters of Baratti Bay.

Themes

Cultural, Nature & Wildlife, Culinary & Wine, Cycling & Biking

What travelers are saying

"This was the first organized tour my husband and I have ever joined, so we were not sure what to expect , but it turned out to be the best vacation we've ever had. The scenery and food were amazing. We stayed in beautiful hotels. Most of the riding was on paved bike paths so we hardly ever had to deal with car traffic. Our leaders, Andrea and Martin, were funny, informative , and so helpful. We are already planning to go back to Italy with VBT this summer."

Trip dates & details
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Italy Luxury Cycling Trips & Packages Reviews

S

Sarah

Nov 2024

Written on

Western USA National Parks Explorer

This was a fabulous trip with a great tour leader. The last tour of the season turned out to be a very good option; it was pretty cold at times, but we had lots of ...

J

Julie

Oct 2024

Written on

Western USA National Parks Explorer

This was an outstanding trip in every way, with views and sights the rest of the world will struggle to match. The itinerary had to be very full-on in order to achie...

P

Patricia Faust

Oct 2024

Written on

Western USA National Parks Explorer

The last thing I want to do on a tour, is shop for breakfast nearly every day. (We had a lovely breakfast in our hotel only once in 2 weeks). And then there are the...

B

Brian

Oct 2024

Written on

Western USA National Parks Explorer

The tour was excellent, the itinerary well arranged and very interesting, with wonderful scenery. The tour leader (Brianna) was great; as well as being very friendly...

J

John

Oct 2024

Written on

Western USA National Parks Explorer

Top tour. Think your leader, Brianna, faced a few challenges with our mixe...

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