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 week-long 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
Eirini Daouka
I was born in Thessaloniki, Greece's second largest and —to my belief— most vibrant city, and a gastronomic paradise. I always loved being a traveler of my own birthplace, collecting all the city...
read more...
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....
read more...
Eleonora Arrigoni
Born and raised in Milan, I graduated in Tourism Sciences and Local Community. Passionate about the travel industry from a young age, I explored the world of luxury hospitality between Dubai and...
read more...
Fabio Ilardi
Originally from Italy, I lived and worked in 6 different countries and traveled across about 40 more around the globe. During my travels, I love to interact with local people, visit monuments and...
read more...
Trip Reviews for Italy
Great trip on little notice!
Italy
|
Sep 25 - Oct 1, 2025
Great trip on little notice! Eleonora and the Kim Kim team were able to help me put together a great trip to Italy with very short notice. The hotels, transfers and tours were absolutely spot on. While in country Lorenzo offered excellent communication to ensure we connected with our tour guides and transfers. Meravigliosa!
Stress Free Honeymoon!
Italy
|
Sep 25 - Oct 7, 2025
Dear Kristen,
Thank you so much for your beautiful message! We’re absolutely thrilled to hear that you had such an amazing and stress-free honeymoon in Italy. Knowing that you felt fully supported and that everything went smoothly truly makes us proud and happy.
It was a real pleasure organizing your trip and being part of such a special occasion. We can’t wait to help you plan your next adventure!
Warmest wishes,
Elisa
