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Bespoke Tuscany

1st - 5th June 2017

The best of Tuscany in 4 days of incredible riding.

This Bespoke tour takes a group of riders through the best roads Tuscany has to offer. Using the Rapha Travel knowledge and combining the white roads and the historic towns of Siena, Florence and Lucca these 4 days will surely delight.

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Let Rapha create a unique itinerary for you and your family and friends, or your colleagues and clients. Sharing experiences brings us together. It deepens friendships, builds trust and strengthens partnerships. A week on the bike with those close to you can be a valuable and unforgettable experience. We have a deep knowledge of the best roads, the finest restaurants and the most luxurious hotels the world over, and we have harnessed this to create the ride of a lifetime for a range of private clients. No trip is too big or small.

All trips include

  • Expert planning and guide support from guides and vehicles
  • Pre-trip discounts on Rapha apparel
  • High guide-to-client ratios
  • Unique routes
  • Top-level mechanics

Flights, bike hire and travel insurance are not included

Options for your Bespoke can include

  • Airport transfers
  • All meals including alcohol
  • On-road food
  • Laundry
  • Daily massage

Double occupancy as standard

To Book

We will work closely with you to build the trip with the support and personnel you want and to the level of difficulty that suits you. Hit the Tour de France’s biggest climbs, spin along the beach or ask us to take you to the secret roads we explore in our downtime, where normal trips can’t go. Whenever we take you, you can expect faultless delivery, from accommodation and logistics to on-bike support. For more information about any aspect of the Bespoke service, please email

Day Distance Climbing
Arrival Day Arrival to Pisa and Castelfalfi 40 KM 600 M
Day 1 San Gimignano and Siena 90 KM
Day 2 Chianti Classico 90 KM
Day 3 Florence and Lucca 90 KM
Departure Day To Pisa

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Arrival Day

Arrival to Pisa and Castelfalfi

Morning flights to Pisa, where riders will be met by a member of the Rapha Travel team. Group transfer to Castelfalfi and the Tabaccaia hotel, our starting destination for this Tuscan Randonnee. This afternoon, we’ll take a spin in the local area, before returning to La Tabaccaia for welcome drinks and a great evening meal at La Rocca de Castelfalfi.


40 KM


600 M


La Tabaccaia

Day 1

San Gimignano and Siena

Departing from Castelfalfi we head south. Taking in the stunning hilltop village of San Gimignano – a Tuscan classic, before continuing to Siena. This UNESCO World Heritage site is really a town to explore. Be sure to visit the cathedral and the Piazza del Campo – where the Palio horse race is held twice a year. Tonight we’ll dine in Siena town at a favourite restaurant of Rapha Travel


90 KM


Garden Spa Hotel

Day 2

Chianti Classico

Today we join up two historically-rivalled towns – Siena and Florence. Heading north through the Chianti Classico region, we’ll take in some of the famous White Roads – Strada Bianche including sections of the Eroica route. Passing through Gaiole in Chianti, there is an opportunity to pick up some great Chianti wines and olive oils to take home!


90 KM


Park Palace Hotel

Day 3

Florence and Lucca

A final day of riding takes us east to the walled city of Lucca. We’ll take in roads used by many professionals as training roads around Quarrata and stop at Il Re del Cappuccino – a coffee you don’t want to miss! Our hotel for the arrival is just inside the ancient city walls of Lucca and we’ll be dining in town at Da Pasquale, an incredible osteria, with the opportunity to dine outside.


90 KM


Hotel Ilaria

Departure Day

To Pisa

A group transfer to Pisa for onwards travel on Monday morning.

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Customer Testimonials

The Rapha experience was first rate from start to finish.

— Bespoke Trip rider - 2015

Last week, Ben led the Rapha team (Ben, Jonny, Mattia and Franco) in delivering us an outstanding Dolomites experience. In a week where we copped a fair bit of inclement weather, our group of 11 riders were struck by how hard Ben and his team worked each day to make our trip a memorable experience – it was above and beyond all of our expectations. They are a terrific group of guys, and their efforts were really appreciated by the people on our trip.

— Bespoke trip rider, June 2016


Can I make a group booking?

Yes – family members, colleagues or friends usually find that embarking on a group adventure makes it even more fun and rewarding. However, trip places are limited and allocated on a first-come, first-served basis.

Can I make any trip private?

All the trips advertised on our website are open to the general public, though we encourage friends, family members and clubmates to come in groups – it makes the experience even more fun and rewarding. If you want a private trip on your own dates, we will arrange one for you through our Bespoke service. This can be on an existing itinerary or to a route that you – or we – create. We usually need seven customers on bespoke trips.

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Contact Us



Telephone: +44 (0) 207 482 9175

Hours: 9.30am-6.00pm (BST)



Telephone: 877.907.2742

Hours: 8.30am-5.30pm (PDT)

Asia Pacific


Telephone: +44 (0) 207 482 9175

Hours: 9.30am-6.00pm (BST)