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5 Day Exhilarating Guided Bike Tour with Wine Tastings from Florence to Siena in Tuscany, Italy
This listing has no upcoming availability. Check out these similar experiences

This listing has no upcoming availability. Check out these similar experiences


(No availability) 5 Day Exhilarating Guided Bike Tour with Wine Tastings from Florence to Siena in Tuscany, Italy

Florence, Tuscany Region, Italy

Exciting Road Bike Tour in Italy

The long weekend is where you can ride all the way from Florence to Siena through the hills of Chianti Classico and visiting medieval hamlets, castles, and Romanesque churches. During the bike tour, you will discover the history of Tuscany and the strong fight between Florence and Siena, Guelfi, and Ghibellini. The itinerary will take you up and down on the typical Tuscan hill surrounded by olive trees and vineyards and you will visit beautiful hilltop towns such as San Gimignano, Monteriggioni, and Siena. At the end of each stage, you can relax and taste some Chianti or Vernaccia di San Gimignano wines.

Key Information

  • Trip type: Guided
  • Lodging: Point to point
  • Terrain: 100% paved
  • Difficulty level: Moderate (Cyclist needs to have a good level of fitness, terrain is mostly hilly or unpaved but they will ride on flat terrain sometime, 31-45 miles per day)
  • Total distance: 97.5 Miles / 157 Kilometers
  • Type of bike: Road bike or hybrid bike (available to rent / 20 EUR per day and 105 EUR per week)
  • E-bike: Available to rent (40 EUR per day and 220 EUR per week)

Highlights

  • 3-day bike tour
  • Chianti wine and Vernaccia tasting
  • Services of a tour guide and van support
  • Maps and information for your daily stage
  • Pick-up of everything you bought during your daily stage
  • Baggage transportation between the hotels
  • Daily breakfast, 3 lunches, and 2 dinners
  • 4 nights’ accommodation

Skill level

  • Intermediate

Styles


3 days with instruction
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Accommodation

You will be accommodated at three-star hotels in Florence on day one and in San Gimignano on day two. Moreover, you will spend the rests of the nights at four-star hotels in Radda in Chianti on day three and in Siena on day four and five.

Program

Itinerary

Day 1: ‘Benvenuti in Toscana’

Today will be an Individual arrival and accommodation at a three-star hotel located very close tose the city center of Florence.

  • Accommodation: A three-star hotel
  • Meals: Breakfast

Day 2: The road to San Gimignano

This stage will start with a very easy uphill to Piazzale Michelangelo, one of the most scenic panoramic spots over the city center of Florence. Then, you will go to Montespertoli, cute hilltop town surrounded by a beautiful view on the Chianti vineyards. Afterward, you will head to Certaldo, a beautiful medieval town where the famous Tuscan writer Boccaccio, author of the Decameron, was born. You will go uphill along the Via Francigena to San Gimignano, the towers of the town can be seen for miles around and the historic town centre is a UNESCO World Heritage Site. Light lunch will be with Vernaccia wine-tasting in a winery with a beautiful view on San Gimignano. Dinner will be on your own and accommodation at a three-star hotel of the city center.

  • Distance: 56 kilometers
  • Elevation gain: 1,010 meters
  • Accommodation: A three-star hotel
  • Meals: Breakfast
  • Activities: Light lunch with Vernaccia wine-tasting

Day 3: Monteriggioni and Chianti Region

You will go to Abbadia Isola, a beautiful abbey along the Via Francigena. Then, you will head to Monteriggioni with its walls and the ring of towers that dominate the hill. Later, climbing up surrounded by the Chianti vineyards, you will take a break for a wine tasting. On the way to Castellina in Chianti, you’ll stop in a Chianti winery for a light lunch with wine-tasting. Castellina in Chianti is the most medieval of the Chianti towns. Dinner and accommodation will be at a four-star hotel of Radda in Chianti.

  • Distance: 49 kilometers
  • Elevation gain: 800 meters
  • Accommodation: A four-star hotel
  • Meals: Breakfast, lunch, and dinner
  • Activities: Chianti wine tour and tasting with lunch

Day 4: The Castle of Brolio and Siena

You will go to Radda in Chianti with its small street and a wonderful view on the vineyards. Afterward, you will go to Gaiole,a town where L’Eroica was born in 1997. Then, you will head to The Castle of Brolio, a symbol of Chianti and good wines to taste. Later, you will go to Villa a Sesta and San Gusmè, cute town in Chianti. You will enjoy wine tasting and lunch in Castelnuovo Berardenga. The final arrival will be in Piazza del Campo, last unforgettable highlights of the bike tour. Dinner will be at a typical restaurant of the city center and accommodation will be at a four-star hotel in Siena.

  • Distance: 52 kilometers
  • Elevation gain: 820 meters
  • Hotel: A four-star hotel
  • Meals: Breakfast, lunch, and dinner
  • Activities: Chianti wine tour and tasting

Day 5: ‘Arriverderci’

You will check-out and have an individual departure; optional transfer is on request. Otherwise, you can decide to add more days to your stay and visit this beautiful city.

Skill level

Intermediate:

  • can cycle for 3-4 hours
  • average riding experience
  • little assistance required
  • comfortable with extreme curves and leans
  • average experience with unsurfaced roads
  • steep ascents and descents

Bike

Hybrid bike Univega Terreno 4.0

This is a trekking bike 24 speed Shimano Altus and hydraulic disc brakes and the perfect bike for your bike tour on the strade Bianche of the Terre di Siena and L'Eroica route. The comfortable frame and position is perfect for weekly bike tour and long distances and it's also suggested to family and beginner cyclists.

Road bike Focus Cayo

The road bike Focus Cayo with carbon fibre monocoque construction and Shimano Ultegra group set is perfect for those who demand performance and lightness. The bike can be used for competition and it is excellent also for cycling along Tuscany and Terre di Siena.

E-bike

The electric bike is perfect for beginner cyclists and for people of every age. The electric motor will make it easier your bike tour in Tuscany. Alloy frame, central electric motor Bosch Active Line 250 Wh, battery Li-Ion 11 Ah, 400 Wh, charging last 60 - 80 kilometers, shifters Shimano Alivio 9 speed.

Location

You will ride your bike to several places in Italy. The places are Piazzale Michelangelo, Montespertoli, Certaldo, Via Francigena, San Gimignano, Abbadia Isola, Monteriggion, Radda in Chianti, Gaiole, The Castle of Brolio, Villa a Sesta, San Gusmè, Piazza del Campo, and Siena.

Food

You will be served daily breakfast. There will be light lunch with Vernaccia wine-tasting on day two. Also, during Chianti wine tour and tasting on day three and four, you will get lunch. Two dinners will also be prepared, but drinks are not included in the price.

The following meals are included:

  • Breakfast
  • Lunch
  • Dinner

The following dietary requirement(s) are served and/or catered for:

  • Regular (typically includes meat and fish)
If you have special dietary requirements it's a good idea to communicate it to the organiser when making a reservation

Things to do (optional)

  • Cooking class with dinner on day 4
  • Guided tours
  • Horseback riding
  • Trekking
  • Truffle hunting
  • Wine tours

What's included

  • 3-day bike tour
  • Chianti wine tour and tasting with lunch (day 3 and 4)
  • Light lunch and Vernaccia tasting (day 2)
  • Services of the expert bike guide
  • Maps and information for your daily stage
  • Van support along the route
  • Baggage transportation between the hotels
  • Pick-up of everything you bought during your daily stage: wine, gift, etc.
  • 2 dinners, drinks not included
  • Daily breakfast
  • 4 nights’ accommodation

What's not included

  • Tourist city tax
  • Drinks
  • Medical baggage insurance
  • Private transfer on day 1 and 5 from the airport, train station, or hotels
  • Flights
  • Activities for non-cyclist (cooking classes, wine tours, truffle hunting, horseback riding, trekking, etc.)
  • GPS rental
  • Guided tours
  • Cooking class with dinner on day 4

Cancellation Policy

  • A reservation requires a deposit of 25% of the total price.
  • The deposit is non-refundable, if the booking is cancelled.
  • The rest of the payment should be paid 30 days before arrival.
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