Tuscany Biking & Cycling Tours

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Italy Travel Insights

Friends cycling along the famous L'Eroica
Map of Cycle the Eroica Among Tuscany's Famous Vineyards - 7 Days
Cycle the Eroica Among Tuscany's Famous Vineyards - 7 Days

Get ready, cyclists: this one's for you! The Eroica is a world-renowned vintage bike race, held annually in the hilly, vineyard-dotted region of Chianti in Tuscany. With a week to spare, you can follow the route of this legendary race, experiencing the "strade bianche" (unpaved white roads) that take you through the heart of this magnificent countryside. Between epic rides, you'll spend your free time strolling through hilltop medieval villages, sampling the local wines, and relaxing at peaceful agriturismos.

Discovering the Italian Highlights: Rome, Florence, Venice - 8 Days
Map of Discover Italy's Highlights: Rome, Florence, Venice - 8 Days
Discover Italy's Highlights: Rome, Florence, Venice - 8 Days

Discover the sights and delights of Italy on this weeklong highlights tour. Visit Rome, the Eternal City, Florence, the Renaissance Jewel, and Venice , one of the world's most romantic cities. Then head to the Tuscan countryside to taste its tradition, culture, and famous Italian food and wine.

Views of Syracuse
Map of Sicilian Bike Tour - 7 Days
Sicilian Bike Tour - 7 Days

Sicily is a captivating destination, with scenic beauty, historic sites, and culinary delights. This 7-day itinerary is for the active traveler looking to experience the best of the island while cycling and walking.

Tre Cime di Lavaredo
Map of Dolomites High Traverse - 10 Days
Dolomites High Traverse - 10 Days

Traverse the northern Dolomites starting at the Tre Cime di Lavaredo, three of the range's most famous peaks, and make your way to the Grupo Latemar near Bolzano. You'll hike through a number of national parks, crossing desert rocklands, forests, and green pastures as you travel the cultural and historic border between Europe's southern Latin and northern Germanic regions.

Bicycles are a great way to get around Florence and the surrounding region
Map of Cycling Tuscany: Florence to Siena - 5 Days
Cycling Tuscany: Florence to Siena - 5 Days

Take a quick spin through the birthplace of the Italian Renaissance with this five-day Tuscan cycling tour. This challenging bike route will take you through the medieval villages and cypress-spotted hills of the Tuscan wine region . Go from Florence to Siena as you take in the region's food, historic castles, and sun-kissed landscapes, accompanied, of course, by a good glass or two.

A cyclist in the narrow streets of Puglia
Map of Cycling In Southern Italy - 8 Days
Cycling In Southern Italy - 8 Days

Soak up the sunshine and go off the beaten track on this 8-day cycling expedition around Puglia in the heel of Italy's boot. You'll bike to lesser-known towns and villages on this moderate-level ride, pedaling through lush inland plateaux and down the coastline on mostly flat terrain. Enjoy southeastern Italy's historic sites, flavorful food, and natural beauty on this active tour.

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Meet our Local Travel Specialists

Experienced travel agents with a passion for Italy
Travel specialist Leslie Tranchina
active 47 mins ago

Leslie Tranchina

Born and raised in the heart of Italy, in Bologna—a city perfectly nestled between the Dolomites and Rome—I have always been passionate about nature, hiking, culture, and savoring incredible food....

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Travel specialist Melanie Rapuano
active 9 mins ago

Melanie Rapuano

My name is Melanie and I'm a Travel Specialist based here in Italy! I'm half Italian and half British and I come from a city just off the Amalfi Coast! I've always loved creating travel plans for...

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Travel specialist Rita Pagano
active 1 min ago

Rita Pagano

"Travel as much as you can, as far as you can, for as long as you can. Life is not meant to be lived in one place." This is my motto. I’m from Italy, specifically Naples (yes, the birthplace of...

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Travel specialist Anita Matijasevic
active 1 min ago

Anita Matijasevic

I am passionate about travels, positive and enthusiastic people and exploring new places off the beaten path. Always ready for new life adventures and exciting experiences that make my heart beat...

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Trip Reviews for Italy

The latest reviews by travelers who booked their trip on kimkim

Wonderful trip to Italy
Italy | May 10 - May 17, 2026

S
Scott H.
Ashburn, VA | Reviewed on May 18, 2026
We very much enjoyed our trip to Cinque Terre and Rome. Leslie took the time we had available and our particular desires and made a truly memorable experience. The choice of Sestri Levante in particular was great as a base for going to Cinque Terre. The Colosseum and Roman forum tour with Gigi was phenomenal as was the Appian Way ebike tour with Alessandro from Bikeology. Kimkim provided stellar customer service and handled the details making this an easy trip. It was especially helpful to... Read more

We very much enjoyed our trip to Cinque Terre and Rome. Leslie took the time we had available and our particular desires and made a truly memorable experience. The choice of Sestri Levante in particular was great as a base for going to Cinque Terre. The Colosseum and Roman forum tour with Gigi was phenomenal as was the Appian Way ebike tour with Alessandro from Bikeology. Kimkim provided stellar customer service and handled the details making this an easy trip. It was especially helpful to have they there to help when a 3hr customs line caused us to miss our train and they seamlessly obtained new tickets. They also were able to get a refund from a tour that was moved to a location and time that didn’t suit due to weather. Truly great customer service and I would highly recommend them to anyone visiting Italy.

Local specialist: Leslie Tranchina
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Flawless Experience
Italy | Apr 29 - May 9, 2026

Heather
Heather V.
Seattle, WA | Reviewed on May 17, 2026
The WhatsApp support group during the trip was amazing! Prompt, helpful, and proactive to make sure we were setup with everything we needed on our trip. Read more

The WhatsApp support group during the trip was amazing! Prompt, helpful, and proactive to make sure we were setup with everything we needed on our trip.

Hotel Reviews
Hotel Modigliani
Roma

Charming spot, super nice and helpful staff, safe location.

Authenticity & Character
Upgraded but still had older charm elements
Location
A bit of a walk to main attractions, but nice neighborhood and fun to walk around to things nearby.
Staff
Very willing to help with luggage, bar, breakfast, etc.
Cleanliness & Comfort
Palazzo Tritone
Sorrento

Fabulous location for exploring Sorrento! Clean and spacious

Authenticity & Character
Unique setup, with some modern touches
Location
Short walk to dining and shopping and main Sorrento attractions
Staff
Cleanliness & Comfort
Villa Accini

Great location, kind staff, great outdoor relaxation space.

Authenticity & Character
Some components were a little dated, but it gave it charm.
Location
Close to town.
Staff
Super kind and helpful
Cleanliness & Comfort
Spacious room and clean!
Alfieri9 Boutique Hotel
Florence

Adorable setup, extremely clean, wonderful staff. Was a little bit of a walk to main attractions, but not bad. Would recommend and stay again.

Authenticity & Character
Unique, cozy, great decor
Location
Little closer to main attractions.
Staff
Friendly and helpful
Cleanliness & Comfort
No issues in room or lobby.
Activity Reviews
Private Pompeii Tour
Private Pompeii Tour
Pompeii

More to see than expected and pleasantly surprised at the different bits of history to take in.

Quality of Experience
The 2 hours was plenty to take in the history and have time in the day for other things.
Guides, Drivers and Staff
Guide shared lots of facts we wouldn't have known otherwise. We were able to see highlights and most important things in a timely manner. Very nice and thoughtful with answers and conversations.
Transport
Hiking the Path of Gods
Hiking the Path of Gods
Sorrento

The most incredible views! Great to experience the landscape and learn about the communities in the area.

Quality of Experience
The views and the guide sharing info along the way made it more memorable.
Guides, Drivers and Staff
Wonderful - outgoing, kind, and knowledgeable!
Transport
the drive to the starting point is a bit curvy and slow, so plan time accordingly.
Private Colosseum Tour with Underground Access
Private Colosseum Tour with Underground Access
Rome

The guide was so sweet and knowledgeable. Was able to share info that made what you were looking at and walking through so much more meaningful.

Quality of Experience
Learning while seeing ruins was a great experience.
Guides, Drivers and Staff
Sweet and smart guide. She enriched the experience and made it worthwhile.
Transport
Meeting point was easy to navigate.
Vatican Guided Tour
Vatican Guided Tour
Rome

We were happily surprised how great the tour went. The right amount of time and highlighting of key points of interest. Especially cool to learn things you wouldnt know if you didnt go with a guide.

Quality of Experience
So much history and info shared that only a guide would know.
Guides, Drivers and Staff
David was incredible - helpful with questions, balance of time to absorb and experience, but got through a lot of things to see!
Transport
Meeting spot was easy and the line didnt take long to get through.
Chianti Wine & Olive Oil Tour from Florence
Chianti Wine & Olive Oil Tour from Florence
Florence

The guide was funny, insightful, and made the experience really great.

Quality of Experience
The wineries and staff at the wineries.
Food
Lunch at the winery was authentic and paired well with the wine.
Guides, Drivers and Staff
shared lots of great history and info to make the drive and in-between time go by quickly
Transport
Bus was great
Local specialist: Irene Lappa
Photo taken by Heather V
Photo taken by Heather V
Read all Italy reviews

Loved Tuscany, Amalfi coast, Pompeii and Moun...
Italy | May 4 - May 15, 2026

J
Joel A.
Parole, MD | Reviewed on May 16, 2026
Loved Tuscany, Amalfi coast, Pompeii and Mount Etna! Read more

Loved Tuscany, Amalfi coast, Pompeii and Mount Etna!

Hotel Reviews
Hotel Tirrenia
Sorrento

Lovely hotel with great views

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Agriturismo La Pievina
Montepulciano

Great host great location!

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Activity Reviews
Sailing the Amalfi Coast: From Sorrento to Amalfi & Positano
Sailing the Amalfi Coast: From Sorrento to Amalfi & Positano
Italy

One of the highlights of the trip!

Quality of Experience
Guides, Drivers and Staff
Transport
Cooking Class in a Real Tuscan Farmhouse
Cooking Class in a Real Tuscan Farmhouse
Italy

Great experience

Quality of Experience
Food
Guides, Drivers and Staff
Local specialist: Anita Matijasevic
Anita
Anita Matijasevic
Local specialist in Madrid & Florence | Replied on May 18, 2026

Hi Joel, thank you for your review! I’m glad the cooking class and the sailing along the Amalfi Coast were such highlights of your trip. I also appreciate your kind words about Agriturismo La Pievina and Hotel Tirrenia, and I’ll make sure to pass your feedback along to the hosts and staff.
It was a pleasure helping you plan this journey, and I’d be happy to help you again whenever you start thinking about your next trip. Wishing you all the best, Anita

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