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Tuscany Grand Tour | 14 - 22 May 2020

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USD 4,849.80
Date
2 travellers
Overview
What to Expect
Itinerary

Day 1: San Gimignano | Ride 1

Stop At: San Gimignano, San Gimignano, Tuscany
Today the real cycling begins with a magnificent loop along the valleys of Cecina and Dell’Era, before climbing up to the Etruscan town of Volterra where you can witness one of the finest and most well preserved Roman theatres in Italy before taking a coffee overlooking the wonderful Palazzo dei Priori in the town centre. Enjoy an afternoon by the pool or on the hotel terrace before we regroup tonight for a gourmet Italian cooking class, where we’ll learn how to make local pastas and desserts from an experienced Italian chef.

Ride details: 80km, 1300m climbing
Shorter option: 50km, 800m climbing
Longer option: 90km, 1500m climbing
Duration: 5 hours

No meals included on this day.
Accommodation included: Hotel La Collegiata, San Gimignano

Day 2: Certaldo | Ride 2

Stop At: Certaldo, Certaldo, Tuscany
This morning we’ll enjoy a unforgettable ride in the envious oasis of the Val d’Elsa, absorbing the beauty of this postcard landscape as we navigate our way to the walled city of Certaldo, which unlike other villages dating to the middle ages, is recognisable for having no main piazza from where religious or other commercial powers would have once made their mark. Returning back to San Gimignano on scenic roads, we’ll shower and change before visiting a local winery this afternoon for a tasting and picturesque 4 course lunch in the vineyards.

Ride details: 72km, 1150m climbing
Shorter option: 50km, 650m climbing
Longer option: 80km, 1300m climbing*
Duration: 5 hours

No meals included on this day.
Accommodation included: Hotel La Collegiata, San Gimignano

Day 3: Le Strade Bianche | Ride 3

Stop At: Le Strade Bianche, Via Zuccarelli 25, 58017 Pitigliano Italy
Today we swap one postcard Tuscan landscape for another as we say goodbye to San Gimignano and ride south to the iconic Val d’Orcia. Along the way, we’ll tackle the infamous ‘white roads’ around Siena and get a taste of what the pros experience in the famous Strade Bianche pro-tour race. Arriving in San Quirico, you’ll be met with inviting paved streets and past beautiful stone fountains. This evening, enjoy an aperitif Spritz while watching the sun set over the valley before dinner at a local restaurant in the ancient walled city.

Ride details: 80km, 1000m climbing
Shorter option: 45km, 500m climbing
Longer option: 100km, 1700m climbing
Duration: 5 hours

No meals included on this day.
Accommodation included: Relais Palazzo del Capitano, San Quirico

Day 4: Val d'Orcia | Ride 4

Stop At: Terme Bagno Vignoni, Piazza delle Sorgenti, 53027 Bagno Vignoni Italy
Journey deep into the heart of the Val d’Orcia today as we ride south to Radicofani to witness one of the most spectacular fortresses in Tuscany. The rolling hills lined with poppy fields and Cypress trees that fill this unmistakable region to the south of Siena have been immortalized through millions of photographs, as well as films such as Gladiator and The English Patient. No doubt you will enjoy a few photo ops along the way yourself before we eventually arrive back in San Quirico in time for an afternoon visit to Bagno Vignoni for a dip in the natural hot springs here first discovered by the Etruscans.

Ride details: 65km, 900m climbing
Shorter option: 35km, 500m climbing
Longer option: 80km, 1500m climbing
Duration: 5 hours

No meals included on this day.
Accommodation included: Relais Palazzo del Capitano, San Quirico

Day 5: Radda in Chianti | Ride 5

Stop At: Radda in Chianti, Radda in Chianti, Tuscany
It’s time for us to depart the Val d’Orcia this morning as we continue onto our final destination of this tour, the world famous Chianti region. Riding out of San Quirico, we’ll soon pass through the Crete Senesi and witness the lunar appearance of the landscape in this region caused by the distinctive grey colouration of the clay earth. Further north in Gaiole, a visit to the birthplace of the Chianti Classico DOCG awaits at Italy’s oldest winery Castello di Brolio, before we continue to our finish in Radda in Chianti, a typical Tuscan town dotted with a sea of vineyards.

Ride details: 70km, 1100m climbing
Shorter option: 50km, 700m climbing
Longer option: 86km, 1400m climbing
Duration: 5 hours

No meals included on this day.
Accommodation included: Palazzo Leopoldo, Radda in Chianti

Day 6: Monteriggioni | Ride 6

Stop At: Monteriggioni, Monteriggioni, Tuscany
Watch the morning fog lift out of the valley while enjoying coffee and croissants before we dive into the luscious, rolling chain of Chianti hills on our ride to Monteriggioni. This tiny medieval city, perched idyllically on a hill-top and perfectly wrapped inside a 570m perimeter wall with 14 towers, is arguably one of the most beautiful towns in all of Italy and our destination for coffee on today’s ride. This afternoon, we’ll visit one of Castellina’s best wineries Poggio Amorelli, owned and operated by the Mazerrini family, who will guide us through a tasting of their homegrown Sangiovese, Super Tuscan and other notable blends, matched with typical Tuscan flavours from the kitchen.

Ride details: 62km, 1100m climbing
Shorter option: 36km, 600m climbing
Longer option: 93km, 1650m climbing
Duration: 5 hours

No meals included on this day.
Accommodation included: Palazzo Leopoldo, Radda in Chianti

Day 7: Chiantigia | Ride 7

Stop At: Strada Statale 222 Chiantigiana, 53100 Monteriggioni SI, Italy
No trip to Tuscany would be complete without navigating the iconic ‘Chiantigiana’. This scenic tourist route, linking Florence and Siena, takes in Chianti’s best destinations Greve, Panzano and Castellina, whilst offering endless views of hills, vineyards, olive groves, villages and castles. This afternoon, you’re free to wander the tiny streets of Radda before we regroup for a farewell dinner at Bar Ucci in nearby Volpaia, where owner Paola will explain the history of this cattle-shed turned wine bar over a selection of hearty local dishes.

Ride details: 67km, 1200m
Shorter option: 50km, 950m
Longer option: 90km, 1550m climbing
Duration: 5 hours

No meals included on this day.
Accommodation included: Palazzo Leopoldo, Radda in Chianti
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Important Information
Departure Point
Traveler pickup is offered
Tuesday 14th May – Trip commences at Florence Airport.
Arrival includes a private airport transfer.
Your guides Chris and Alice will meet you at the airport and drive you straight to the hotel in San Gimignano.

Airports

  • Peretola Airport, Florence Italy
Duration
7 days
Inclusions
  • Accommodation included: 7 nights
  • Use of bicycle
  • Private transportation
  • Accommodation
  • Dinners
  • Lunches
  • Daily Hotel Breakfasts
  • Wine Tastings
  • Lifecycles Travel Cycling Jersey
  • Lifecycles Travel Drink Bottle
  • Airport Transfers
  • Entry/Admission - Le Strade Bianche
  • Entry/Admission - Terme Bagno Vignoni
Exclusions
  • Flights
  • Travel insurance
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Additional Info
  • Confirmation will be received at time of booking
  • A current valid passport is required on the day of travel
  • Not wheelchair accessible
  • Near public transportation
  • Infants must sit on laps
  • Not recommended for travelers with back problems
  • Not recommended for pregnant travelers
  • No heart problems or other serious medical conditions
  • Travelers should have a strong physical fitness level
  • People under the age of 18 are not allowed to travel on this tour
  • This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund
  • This is a private tour/activity. Only your group will participate
Cancellation Policy
All sales are final and incur 100% cancellation penalties.
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Great ride, Alice and Chris looked after us very well, catered for the strong and the weak riders, great place
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About the operator

This experience only has a few reviews, but you can read what other travellers have to say about the operator.

By: Lifecycles Travel
1 review
geoffrobb
Sydney, Australia
40
Great riding
Great ride, Alice and Chris looked after us very well, catered for the strong and the weak riders, great place
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