No one does Tuscany better than inGamba. This is our spiritual home, where it all began, and still one of our favorite places in the world. It was there that our founder, João Correia, lived and trained while he was a pro and dreamed of being able to share the area’s cycling and culinary bounty with like-minded travelers.

Riding in Chianti is characterized by sweeping panoramas, winding ribbons of perfect tarmac, challenging climbs and thrilling descents. You can spend hours here without coming across other road users, and when you do, the locals are always friendly. In fact, it’s the people who give the place a lot of its charm, and over the course of your stay with us you’ll see why as you get to meet local artisans and culinary masters, all eager to give you a taste

From the medieval cobbled streets of Siena to the narrowest country lane, we know every inch of the place like the back of our hands and we promise that if you join us there, you’re in for an unforgettable adventure.


Included With Trip:

  • All lodging*
  • All food and beverages**
  • Pinarello Dogma F10 bike rental with SRAM RED eTap 11-speed WiFLi components and daily bike wash
  • One Giordana FRc custom inGamba cycling kit and one additional Giordana FRc Inline cycling kit
  • Daily post-ride massage from a professional soigneur
  • Laundry service for cycling clothing


*Pre/post-trip lodging is not included

**Beverages ordered by guests beyond normal amounts and away from group activities will incur additional charges

Trip at a Glance

Start Location:


Finish Location:


Days Riding:


Group Size:

8 – 12

Total Distance:


Total Elevation:


Longest Day:

Day 4. Dudda. 88km

Biggest Climbing Day:

Day 4. Dudda. 2,040m


Day by Day Breakdown



Welcome to Italy! We always do the Monti loop as our first ride when we arrive in Lecchi after a long day of travel. This is a quintessentially Tuscan route that offers the perfect glimpse into the heart of the Chianti region, the birthplace of inGamba. As the late afternoon light gives a glow to the hillsides and the shadows lengthen, we will roll along ridge tops, through small villages where the locals wave as you go by, and past the ancient olive groves that blanket these fertile hillsides. This ride has one long, solid climb — which should shake out any cobwebs built up during your flight.


After testing your Dogma — and your legs — on some shorter, but challenging climbs, we’ll stop for coffee in the small town of Panzano. Our ride today covers a large portion of the 2016 Giro d'Italia Individual Time Trial course, in reverse. Imagine how difficult it was for those guys to race these twists and turns with TT bikes in the cold rain. It was a tough day. Castello di Ama has been hailed as the “Ferrari of Chianti wines”, and our invitation there tonight will introduce the two core aspects of Ama: wine and art. Ama houses permanent installations from such renowned artists as Louise Bourgeois, Nedko Solakov and Kendell Geers. Following the tour we will dine in the private dining room of the estate and enjoy some of the best wines from the private collection.

Crete Senesi

Today’s ride will take you south toward the town of Montalcino where the rolling Tuscan clay-colored views of postcards will be in full effect. This is the Crete Senesi, a region known for its production of white truffles. The highlight of our ride is the ridge south of Arbia. This afternoon we will visit Siena, one of Italy’s most visited cities, which has been declared a World Heritage site by UNESCO. The city has its roots in Etruscan times and is most known for the annual Palio horse race — which is run around the Piazza del Campo.


It’s time for you and your bike to explore the beauty and brutality of Chianti’s mountains. Although the region is built on hilly terrain, today’s ride will include more sustained climbing. After reaching the town of Panzano we visited on Monday we will keep rolling through some tiny roads with great views to the north towards Florence. After a big climb (the cima coppi of the week) Enjoy the scenic long technical descent out of Albola: It will test even the most-experienced riders.

Castelnuovo Berardenga

Today is a bit of a rest day on the bike as the group heads out on João’s traditional coffee shop ride. Expect gentle rolling hills and plenty of time for on-the-bike conversation or some horsing around by Raul as we make our way to Castelnuovo Berardenga. The famous battle of Monteaperti was fought here in 1260, and today the town is alive with a street market. Don’t forget to stash your Giordana cap in your jersey pocket. It’s a fashion accessory must for a proper espresso stop. (Plus, you will be spared one of João’s now-famous fines for unriderly conduct of 75 Swiss francs.)


Riding the first five days has taken you through deep forest with incredible panoramic views of undulating terrain. This morning we will climb toward the town of Radda before turning to Castellina. The earliest definition — in 1716 — of the wine area of Chianti, Lega del Chianti, is the region we explore on today’s ride. This will be a day of truly incredible views from the bike, especially after our left turn in the town of Colombiao at 55km. This evening we will gather once more in Borgolecchi for another meal around the table, but this is always the most special meal of the week: bistecca fiorentina.

Badia a Coltibuono

The Badia a Coltibuono ride always reminds us how lucky we are to be able to ride here. Named after an abbey founded in 1051 by the patron saint San Giovanni Gualberto, where our founder João married his wife Tiiu in 2004. After an enjoyable 7km climb to Badia a Coltibuono, there’s a rhythmic descent to Radda as a reward for your efforts. After a light lunch at Paolo's we will have a 90 minute transfer to Florence to end our trip.