Italy Luxury Cycling Trips & Packages Small Group Tours & Trips

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

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Small Group Tour
Western USA National Parks Explorer
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Small Group Tour
Why we love them
They travel to places beyond the typical tourist locations and offer exciting activities that bring the “wow factor” travelers want.
Lodging level
Premium - 4 star
Physical level
Strenuous
Trip pace
Full schedule

Visits

Arches National Park, Bryce Canyon, California, Capitol Reef National Park, Colorado, Death Valley, Golden Gate Bridge, Grand Canyon, Lake Powell, Las Vegas, Mesa Verde, Moab, Monument Valley, New York, San Francisco, Sierra Nevada, Utah, Venice, York, Yosemite National Park, Zion National Park

Highlights

  • Journey through some of the most dramatic scenery on the planet
  • Discover vibrant San Francisco and the desert city of Las Vegas
  • Enjoy walking in Yosemite, Zion, Bryce and Grand Canyon national parks

Themes

Cultural, Cycling & Biking, Hiking & Walking, Trekking & Expeditions

What travelers are saying

"David was a fantastic trekking guide. Very knowledgeable of the trails & history of the area, considerate, great at managing group dynamics, organized, and thoughtful. David made the week worthy of traveling from the U.S. I can not recommend him highly enough! Explore was great in organizing most things. There were a few things I'd recommend...that Explore move the packing list items to the final documents (instead of digging through beginning documents and it was difficult to find) and giving the leader our insurance information so we didn't have to dig that up on the trip. All in all, a fantastic adventure and met great people on the trek. Thank you!"

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Cycling Portugal - Porto to Lisbon
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Small Group Tour
Why we love them
They travel to places beyond the typical tourist locations and offer exciting activities that bring the “wow factor” travelers want.
Lodging level
Premium - 4 star

Visits

Coimbra, Douro Valley, Lisbon, Porto, Venice

Highlights

  • Cycle along the coast from Porto to Lisbon through charming fishing villages
  • Indulge in fresh seafood and local wines
  • Explore historical cities and unspoilt beaches

Themes

Cultural, Cycling & Biking

What travelers are saying

"David was a fantastic trekking guide. Very knowledgeable of the trails & history of the area, considerate, great at managing group dynamics, organized, and thoughtful. David made the week worthy of traveling from the U.S. I can not recommend him highly enough! Explore was great in organizing most things. There were a few things I'd recommend...that Explore move the packing list items to the final documents (instead of digging through beginning documents and it was difficult to find) and giving the leader our insurance information so we didn't have to dig that up on the trip. All in all, a fantastic adventure and met great people on the trek. Thank you!"

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Classic Northern Italy
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Small Group Tour
Why we love them
They lovingly design their trips, relying on an in-depth understanding of the destinations.
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Cycle past the famed architectural attractions of Rome on a guided tour
  • Stay overnight in the Tuscan hills overlooking Siena
  • Enjoy a San Gimignano vineyard tour, wine tasting and cooking class
  • Hike along the cliffs of the Cinque Terre National Park
  • Sip an aperitif on a boat tour of Lake Como
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Themes

Cultural, Nature & Wildlife, Culinary & Wine, Cycling & Biking, Hiking & Walking, Photography, Festivals & Special Events, Relaxing Retreats

What travelers are saying

"A Culture Trip curated trip is a must for anyone burnt out planning their own trips or going to a remote or unfamiliar area. Having a local insider was the highlight of the trip. From the moment we landed to the moment we had to go through security to leave, we were completely taken care of. Our insider gave us great recommendations for restaurants and was very adaptable to any situation that arose."

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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
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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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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Italian Lakes & Tuscany Tour
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Small Group Tour
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Stay 4 nights in Stresa beside wonderful Lake Maggiore, with private cruises to Villa Borromeo on Isola Bella and Bellagio on Lake Como. Relax by lovely Lake Orta, and experience a scenic train ride to Locarno and Ascona aboard the Centovalli Express
  • Spend 2 nights in Liguria, in historic Genoa with its magnificent UNESCO listed palaces and stately homes
  • Visit beautiful Santa Margherita Ligure, cruise to world famous Portofino and the hidden Abbey of San Fruttuoso, and spend a delightful day exploring the famous Cinque Terre
  • Relax over 4 nights in the San Luca Palace hotel inside the walls of the typically ‘Tuscan’ town of Lucca, visit renaissance Florence, Pisa and enjoy an expert Italian cooking demonstration followed by lunch
  • * Please note 20 May and 21 September departures will stay at Hotel Guinigi in Lucca.
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Themes

Cultural

What travelers are saying

"This trip was fantastic from the accommodation, experiences, food and company. Albatross Tours think of everything and provide you with a very magical and well organised tour. We loved the flexibility of #mytime and were able to pop in and out of the organised activities as we wished. Maritza our tour guide (or Tour Mum) was amazing and made sure she was always one step ahead of us all. Our fellow tour companions became our tour family! I couldn't recommend Albatross Tours highly enough for all your travel experiences."

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Other trips you may like [sponsored]
Western USA National Parks Explorer
Save this trip to your favorites or other list
Small Group Tour
Why we love them
They travel to places beyond the typical tourist locations and offer exciting activities that bring the “wow factor” travelers want.
Lodging level
Premium - 4 star
Physical level
Strenuous
Trip pace
Full schedule

Visits

Arches National Park, Bryce Canyon, California, Capitol Reef National Park, Colorado, Death Valley, Golden Gate Bridge, Grand Canyon, Lake Powell, Las Vegas, Mesa Verde, Moab, Monument Valley, New York, San Francisco, Sierra Nevada, Utah, Venice, York, Yosemite National Park, Zion National Park

Highlights

  • Journey through some of the most dramatic scenery on the planet
  • Discover vibrant San Francisco and the desert city of Las Vegas
  • Enjoy walking in Yosemite, Zion, Bryce and Grand Canyon national parks

Themes

Cultural, Cycling & Biking, Hiking & Walking, Trekking & Expeditions

What travelers are saying

"David was a fantastic trekking guide. Very knowledgeable of the trails & history of the area, considerate, great at managing group dynamics, organized, and thoughtful. David made the week worthy of traveling from the U.S. I can not recommend him highly enough! Explore was great in organizing most things. There were a few things I'd recommend...that Explore move the packing list items to the final documents (instead of digging through beginning documents and it was difficult to find) and giving the leader our insurance information so we didn't have to dig that up on the trip. All in all, a fantastic adventure and met great people on the trek. Thank you!"

Trip dates & details
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Cycling Portugal - Porto to Lisbon
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Small Group Tour
Why we love them
They travel to places beyond the typical tourist locations and offer exciting activities that bring the “wow factor” travelers want.
Lodging level
Premium - 4 star

Visits

Coimbra, Douro Valley, Lisbon, Porto, Venice

Highlights

  • Cycle along the coast from Porto to Lisbon through charming fishing villages
  • Indulge in fresh seafood and local wines
  • Explore historical cities and unspoilt beaches

Themes

Cultural, Cycling & Biking

What travelers are saying

"David was a fantastic trekking guide. Very knowledgeable of the trails & history of the area, considerate, great at managing group dynamics, organized, and thoughtful. David made the week worthy of traveling from the U.S. I can not recommend him highly enough! Explore was great in organizing most things. There were a few things I'd recommend...that Explore move the packing list items to the final documents (instead of digging through beginning documents and it was difficult to find) and giving the leader our insurance information so we didn't have to dig that up on the trip. All in all, a fantastic adventure and met great people on the trek. Thank you!"

Trip dates & details
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Gourmet Food & Fine Wine Tuscany Tours
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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

  • Swim in the stunning outdoor pool with a panoramic hilltop view overlooking the Chianti scenery
  • Enjoy a full-day tour that combines a cooking class and wine tasting
  • Enjoy a traditional Tuscan dinner in a trattoria in Florence
  • Enjoy cycling at your own pace on peaceful country lanes

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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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!"

Trip dates & details
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Italy's Active Adventures: From Rome to Venice
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By TripRover
AI Enhanced
Private Guided
Why we love them
TripRover AI turns travel into a tailor-made journey, mapping your interests to the world.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Conquer the rugged trails of the Dolomites and the scenic routes along the Amalfi Coast.
  • Cycle through the rolling hills of Tuscany, experiencing its world-renowned landscapes.
  • Challenge yourself with rock climbing adventures on the cliffs of the Amalfi Coast and the Dolomites.
  • Immerse in the natural beauty of Lake Garda with extensive trekking and cycling activities.
  • Explore the historic streets of Rome and the romantic canals of Venice as bookends to your adventure.

Themes

High Adventure, Outdoorsy

What travelers are saying

"The overall experience was very good. The trip was designed perfectly as per my expectations."

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6 trips exactly matchall of the the filters you selected. We are displaying some similar trips.
My selections:
Small Group Tour

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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