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 Anita Matijasevic
active 2 hours 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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Travel specialist Maria Grazia Rubino
active 1 day ago

Maria Grazia Rubino

Born and raised in Southern Italy, I had the privilege to travel a lot, both in Italy and abroad. As a matter of fact, for me, travel is an all-consuming passion that started during my first trip...

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Travel specialist Rita Pagano
active 5 hours 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 Melanie Rapuano
active 4 hours 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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Trip Reviews for Italy

The latest reviews by travelers who booked their trip on kimkim

Fabulous trip to Florence and Puglia
Italy | Jun 4 - Jun 18, 2026

J
John C.
Pittsburgh, PA, USA | Reviewed on Jun 23, 2026
Trip planning was spot on in regard to where we wanted to go and regarding accommodations.
There was a high degree of coordination with transfers (private cars, trains)
We loved having the option to contact the team throughout the day and after hours for minor issues.
We loved the daily reminders and directional pins provided. Accommodations particularly in Lecce at B&B Palazzotto and in Polignano a Mare at Masseria del Crocifisso were excellent. Masseria del Crocifisso was... Read more

Trip planning was spot on in regard to where we wanted to go and regarding accommodations.
There was a high degree of coordination with transfers (private cars, trains)
We loved having the option to contact the team throughout the day and after hours for minor issues.
We loved the daily reminders and directional pins provided.

Accommodations particularly in Lecce at B&B Palazzotto and in Polignano a Mare at Masseria del Crocifisso were excellent. Masseria del Crocifisso was particularly nice!! The food was fantastic and the staff and accommodations were lovely!!

We couldn't have asked for a better experience with KimKimm/Storywalking!!

John and Susan Comerci

Hotel Reviews
Boutique Hotel Galatea
Rome

Staff was excellent and extremely helpful and kind. Great location. Rooms were not cleaned well.

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Masseria del Crocifisso
Polignano a Mare

This was a fabulous accommodation. The staff was amazing. they were kind and helpful. Location in proximity to the coast was perfect! Food was fantastic. Amazing pool and grounds!

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B&B Il Palazzotto
Lecce

The room was clean and well appointed. Staff was extremely nice and helpful. The location was perfect for exploring Lecce.

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B&B De Biffi
Florence

Perfect location, clean, staff were extremely nice and very helpful.

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Activity Reviews
Boat excursion to Leuca's caves
Boat excursion to Leuca's caves
Italy

Great experience but captain a little unsure of himself at time

Quality of Experience
Guides, Drivers and Staff
Transport
Driver at disposal for the day
Driver at disposal for the day
Italy

Driver was awesome!

Quality of Experience
Guides, Drivers and Staff
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Private Guided Tour in Lecce
Private Guided Tour in Lecce
Italy

Our guide was fabulous!

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Florence Traditional Food tour
Florence Traditional Food tour
Florence

Our guide was fabulous!

Quality of Experience
Food
Guides, Drivers and Staff
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Local specialist: Sara Pietrelli
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Memorable Trip Experience
Italy | Jun 7 - Jun 16, 2026

Savannah
Savannah K.
Seattle, WA | Reviewed on Jun 23, 2026
Absolutely fantastic experience with both Giulia and Andrea from start to finish. Giulia helped me plan an unforgettable trip with great hotel selections, unbelievable tours and lovely restaurant recommendations across all of Italy. Andrea made sure we were taken care of even when the train operators went on strike. We are so grateful for both of them and cannot recommend kimkim enough to all our friends. Read more

Absolutely fantastic experience with both Giulia and Andrea from start to finish. Giulia helped me plan an unforgettable trip with great hotel selections, unbelievable tours and lovely restaurant recommendations across all of Italy. Andrea made sure we were taken care of even when the train operators went on strike. We are so grateful for both of them and cannot recommend kimkim enough to all our friends.

Hotel Reviews
Corte dei Sogni Boutique Hotel & Spa
Florence

Tucked away on a small side street. We were close to the action without having to listen to the street noise all night. Beautiful room with excellent AC for the super hot summer days.

Authenticity & Character
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Hotel Continental
Sorrento

Beautiful view. Delicious restaurant. Great location close to everything.

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Activity Reviews
Wine tasting and lunch at Winery near Montepulciano
Wine tasting and lunch at Winery near Montepulciano
Italy
Quality of Experience
Guides, Drivers and Staff
Transport
Historic & Food Tour in Sorrento (Private guide)
Historic & Food Tour in Sorrento (Private guide)
Italy

Our guide, Antonino was so incredible. We talked about how much we enjoyed spending time with him the rest of the trip. He gave us great recommendations and shared some sweet personal stories along the way.

Quality of Experience
Guides, Drivers and Staff
Transport
Local specialist: Giulia Carucci
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Italy 2026
Italy | Jun 12 - Jun 21, 2026

Lisa
Lisa D.
Spring Valley, NV | Reviewed on Jun 22, 2026
Overall, it was amazing. Only two minor hiccups which could have been prevented with more proactive communication. However, they were handled quickly and only slightly inconvenienced me. Loved the path of the gods hike; however, having everyone in the group introduce themselves first and maybe answer an icebreaker question or two would go a long way in making the tour more enjoyable. Our group was quiet and we jumped into the hike with no introductions. Of note, all of the tours could be... Read more

Overall, it was amazing. Only two minor hiccups which could have been prevented with more proactive communication. However, they were handled quickly and only slightly inconvenienced me. Loved the path of the gods hike; however, having everyone in the group introduce themselves first and maybe answer an icebreaker question or two would go a long way in making the tour more enjoyable. Our group was quiet and we jumped into the hike with no introductions. Of note, all of the tours could be better improved with intros and icebreakers so the group can more easily get to know each other and relax. My favorite day was the day trip through Tuscany (Siena, San Gimigiano). Our guide, Giacomo, made the experience unbelievable. He was so knowledgeable about the area, Italian food, and Italian wine. It was a long day but worth it. Metro in Rome was easy to navigate. No problems with either train transfer. Well worth what I paid for the trip.

Hotel Reviews
Don Antonino Relais
Sorrento

Good location. Neighbors upstairs were noisy but that’s not the hotel’s fault. Good size room. Very quiet, secluded, and peaceful property. I wish breakfast started before 8:00. I had early morning tours scheduled and never had time to try their breakfast, so I can’t comment on that.

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Hotel Hermitage
Florence

I like being close to the sights but this was a little too close. Tourist crowds were noisy late into the night. I would’ve preferred a hotel 5-10 minutes away.

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Hotel Donna Francesca
Rome

Tiny but clean. All I needed was a bed and a bathroom and that’s what I got.

Authenticity & Character
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Staff
Cleanliness & Comfort
Local specialist: Alex Mottler
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