Italy Biking: Tuscany
9 days | 11 days with Florence extension
- Physical activity
- Equipment
- Group size
- 6–16 travelers
A ride to remember through Tuscan wine country
Get ready to live out your Italian cycling fantasies on the ultimate trip through Tuscany. With five days dedicated entirely to pedaling through vineyard-covered hillsides and to quaint perched villages, you know you’re in for quite the adventure. You’ll conquer tough—yet rewarding—climbs around San Gimignano, ride to wine tastings at vineyards in Chianti, and cruise through picturesque pastures and hillsides in the Val d’Orcia region. Along the way, medieval towns and castles await (you’ll even have the chance to dine in one!), as well as food so spectacular, it’s what put Tuscany on the map as a culinary hotspot. This is the land of pecorino cheese and pappa al pomodoro (Tuscan tomato and bread soup), after all. We’ve got all the gear and professional cyclist-curated routes waiting—all you need to do is take the plunge and jet over to Tuscany.
What's included
- 7 nights in handpicked hotels
- Private local transfers
- Support van for bike rides
- 7 breakfasts
- 1 lunch
- 4 dinners with beer or wine
- 1 coffee tasting, 1 pasta tasting, 1 ricciarelli tasting, & 2 wine tastings
- Two expert European Tour Directors/bike guides
- Choice of performance road bike, e-road bike, e-touring bike, or road racing bike
- Helmets, GPS tracking devices, and other biking equipment
- 8 guided bike ride options through Tuscany
- Select guided sightseeing tours
Why you'll love it
- Pedal through Val d’Orcia’s wine country en route to a pasta factory for a tour and lunch
- Conquer steep hills and descents on a scenic loop to Montalcino
- Dine like a king or queen at a castle dinner and wine tasting in the Chianti region
- Bike to Radda in Chianti, heart of the renowned Chianti Classico wine zone
- Savor local cuisine at dinner in hilltop San Gimignano, where medieval meets magical
- Tackle a challenging ride to the walled town of Monteriggioni
Itinerary
Overnight flight
Day 1: Fly to Florence
Your action-packed trip is about to kick off! Head to the airport and board your overnight flight to Italy.
Val d'Orcia region
Day 2: Arrival in Florence and transfer to Val d’Orcia region
Included meal: Welcome dinner
After landing in Florence, you’ll set off to your first region of the trip: Val d’Orcia, known for its characteristic green hillsides blanketed with vineyards and olive groves. Named after the Orcia river running throughout the region, Val d’Orcia is a heavily photographed stretch of Tuscany thanks to its typical medieval villages like Pienza and Montalcino. Try to get some sleep tonight—the adventure starts bright and early tomorrow.
- Meet an EF representative at the airport.
- Transfer 1–1.5 hours to your hotel in the Val d’Orcia region to check in and settle into Italian time.
- Raise a glass of beer or wine during a meet-and-greet with your fellow bikers during a Welcome Orientation with your Tour Directors.
- Get your first taste of Tuscan cuisine at a Welcome Dinner nearby.
Note: Transfer from the airport to the hotel is only available to travelers who book round-trip flights with EF Adventures.
Handpicked accommodations
From boutique hotels to 5-star luxury retreats, our accommodations are curated with the expert eye and attention to detail that come from 60 years of travel experience, always prioritizing authenticity. We select high-quality properties that balance comfort, location, sustainability, and local charm. From bustling city centers to serene countryside and picturesque small towns, each hotel is chosen to complement your adventure’s unique style. While the specific accommodations may vary based on your travel dates, you can always count on staying at fantastic properties that meet our standards for quality and character.
Equipment
We've partnered with EF Pro Cycling and Cannondale to offer four exceptional Cannondale bikes for you to choose from. You'll be able to select your preferred bike in your online account after you book.
Flights
Round-trip flights are one more thing we handle to make your journey as smooth as possible. Our team of travel experts will find the best flight itinerary for you at a competitive rate, thanks to our partnerships with top airlines.
Add our airfare and you’ll get:
- Round-trip flight for your tour
- Airport transfers at your destination
- A great price locked in today
- 24/7 support from our dedicated service team
- Options for requesting an upgrade
- Flexible rebooking options if your tour itinerary changes