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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.

Today’s highlights
  • 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.

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Val d'Orcia region - Albergo le Terme

Tradition meets modern comfort in the heart of Val d'Orcia. Albergo le Terme occupies a 15th-century palace with a remarkable history and overlooks Bagno Vignoni's famous Piazza delle Sorgenti, a thermal pool dating back to...

Chianti region - Villa Campomaggio

Nestled among Chianti's rolling hills lies Villa Campomaggio, an 18th-century aristocratic residence turned enchanting retreat. Whether you've spent the day cycling through Chianti's vineyards or exploring nearby towns, Villa...

San Gimignano region - Borgo San Luigi

Spread across 60,000 square meters of Tuscan countryside, Borgo San Luigi is more than just a hotel—it's a sanctuary for relaxation. This oasis offers rooms that blend medieval village charm with modern comforts. Lounge by the...

Florence - Grand Hotel Adriatico (Extension)

Steps from Florence's iconic sights, Grand Hotel Adriatico welcomes you with its comfortable rooms, on-site restaurant, and garden bar (a quiet retreat from the city buzz). Unique perks include a 24/7 gym and in-room massages....

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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.

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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

Know before you go

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