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.
DESTINATION ENTRY REQUIREMENTS
There are currently special requirements for travelers to this region. Learn more.
Tuscany is not only a destination, it's a sublime experience. Pause on the cypress-lined roads that overlook the vineyards and take it all in. You'll think that no view will compare to that view, until you round the next bend and see another. It's a wonder anyone ever finishes the rides. And this is only a preview of what you'll see. Imagine the wines, flavors and luxuries your family will discover.
ACCOMMODATIONS: Premiere Hotels
Start Arezzo / End Florence
Start/End locations may vary. Do not book flights until your trip details are confirmed.
Embark on a quintessential Tuscan journey with your family on scenic bike routes in the Florentine countryside | Sample local specialties at an organic agriturismo before biking past olive orchards and vineyards | Descend into the Arno River Valley as you ride toward the heart of the Chianti, passing through legendary wine villages like Gaiole in Chianti | Bicycle into the Crete Senesi, an area known for its lunar landscape | Explore Siena's medieval back streets and stunning Piazza del Campo, home to Italy's most important horse race, Il Palio | Learn the nuances of Tuscany's renowned red wines at an exclusive sommelier-led tasting.
Described by the Hideaway Report as an "enchanting resort enclave set within a restored medieval hamlet fringed by olive groves and vineyards in the Chianti Classico region." A Relais & Châteaux member. (pool, spa)
Ride the ridge to ancient hilltop Radda, former capital of the Antica Lega del Chianti (Old Chianti League) | Visit the picturesque neighboring village of Castellina in Chianti | Celebrate in Tuscan style with a superb family dinner | Bike to Colli Fiorentini, northern Tuscany's slice of Chianti wine production | Follow cycling routes in the verdant Elsa River Valley to the spectacular World Heritage town of San Gimignano, crowned by 13 towers | Toast la dolce vita with a glass of refreshing Vernaccia, Tuscany's most famous white wine, before heading to Florence.
A castle-turned-Renaissance villa steeped in Tuscan charm and situated on a hilltop overlooking rolling vineyards and olive orchards in the Colli Fiorentini. (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.
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.