Travel Guides: Italy Travel Guide: Overview
In Southern Europe—right in the heart of the Mediterranean—lies a boot-shaped country stuffed to the brim with culture, history and fine cuisine.
Couples, Friends & Solos
6 days 5 nights
Activity Levels 2-5
From: $5,099 - $5,649 pp dbl occ
($950 for sgl occ)
An island almost as close to Africa as to Europe. It's historic. Passionate. It's Sicily. The homeland of some of Europe's friendliest hosts. Where art and architecture hail from countless centuries. Where Mount Etna simmers on the horizon and delicious seafood forever raises the bar. Ready to surrender to an island's allure? Let it be Sicily.
Start/End locations may vary. Do not book flights until your trip details are confirmed.
Get ready for fantastic biking with distant vistas of Mount Etna—on a clear day, it can be seen from over half of Sicily | Ride peaceful roads through the late baroque towns of the magnificent Val di Noto | The fragrance of orange blossoms wafts by as you bike past windmills, orchards and olive groves | A dinner of traditional Sicilian cuisine awaits at a local farm in Sicily's enchanting hills, a true farm-to-table experience | Find repose poolside surrounded by country views at our grand hotel.
A beautifully restored 15th-century fortified castle that was once home to a noble family. (pool)
Taste fresh-pressed olive oil at a centuries-old agriturismo, a working farm in a valley of cherry, almond and citrus trees | Climb winding roads by bicycle to the extraordinary Duomo of San Giorgio | On a walking tour with our local host, discover ancient cave dwellings that were inhabited until the 1960s | Enjoy homemade gelato by the sea in Donnalucata | Settle into your room at our one-of-a-kind hotel, a lovingly restored castle with a fascinating history.
This elegant 900-year-old property, a former hermitage and fortress, sits amid orchards of almonds, figs and olives. (pool)
Ride into the countryside, along rolling hills, past Greek ruins and small towns | Marvel at archaeological treasures | Explore Ortigia, Siracusa's mesmerizing old city | Bike through a marine nature reserve, visit artists' shops and the lively local fish market or lounge on the rooftop terrace of our hotel.
Take in stellar sea views at this welcoming resort, perched on a promontory overlooking the Plemmirio Marine Nature Reserve and featuring two private beaches. (pool, spa)
The earlier you book, the more choice you'll have and the lower your price. And you can always change your mind — you won't be charged to transfer to a different trip before your final payment is due. View cancellation policy.
Click on dates for pricing, itinerary variations and to book your trip. Price is per person, double occupancy.
Our Private Trips are best for groups of 6 or more. We suggest joining a scheduled trip.
Group size is required to show per-person pricing. Your group size can be approximate and can change.
Every Backroads trip is designed to appeal to a wide variety of interests and fitness levels. Several routes and a range of levels are offered each day so you can choose how much or how little activity you want to do. Learn more about how we determine activity levels.
The key to a stellar day's ride is a bike that's perfectly in tune with your cycling style… Backroads has you covered with the best bike fleet in the world! Please note that bike requests are subject to availability and prioritized based on the date they're submitted.
Click the gray arrow to see all bike options.
We want to make sure you're on the right trip and that you have the best experience possible. Every Backroads trip is unique and this one is no exception.
Although Sicily is part of Italy, the island can feel worlds away from the mainland, as it remains one of the country's most rural and economically challenged regions. Cycling here is both a physical and cultural experience where a touch of patience and humor go a long way—watch out for that rooster!
It may come as a surprise that in such a beautiful part of the world, litter is quite evident, especially when approaching small villages. If you can't stand the thought of litter marring the setting, we understand. This may not be the trip for you. We are working behind the scenes to improve this aspect of our Sicily trips.