Italy Travel Insights
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.
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.
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.
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.
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.
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.
How it works
Step 1
Tell us what kind of trip you want
Step 2
Chat with a local travel specialist
Step 3
Securely book your trip
Meet our Local Travel Specialists
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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Giorgia Torre
Born and raised in the heart of Puglia (the Boot Heel of Italy), surrounded by its rich history, breathtaking landscapes, and delicious cuisine, I started developing a burning passion for...
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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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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
Wonderful itenerary to get a taste of all the major cities in Italy!
Italy
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Apr 8 - Apr 25, 2026
Travel Made Easy: Tour of Italy
Italy
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Apr 15 - Apr 25, 2026
The planned tours had personable, knowledgeable guides who made you feel like a friend. We especially loved our Vespa tour with Federico, Your Buddy on the Coast! We will definitely work with KimKim for our next trip! Read more
Northern Italy adventure
Italy
|
Apr 12 - Apr 23, 2026
