Florence in province Tuscany, Italy.

Vineyards abound on the Tuscany Italy Bike Tour.

Best of Tuscany Bike Tour

Italy Bike Tours

Bike across Tuscany from Lucca to Florence!

  • Tuscany is what postcards are made of! Rolling green hills dotted with hill-top towns like San Gimignano contrasted with the medieval architecture of cities like Florence, Siena and Pisa, set the scene for this guided bike tour. Visit the best spots in Tuscany as you cycle across this breathtaking region, from the medieval town of Lucca in the north to the Tuscan capital of Florence in the south.

    If the countryside doesn’t charm, then the quaint villages, stately castles, and gourmet food and wine will. Local and seasonal cucina contadina (farmer's kitchens) paired with Tuscany's world-class Chianti and Vernaccia wines, will entice your tastebuds.

    The Tuscany art scene is also alive and well. Famous painters, sculptors and architects, from da Vinci to Giovanni, blossomed during the medieval and Renaissance periods. Admire their works, visible in the many churches, galleries, and museums dotted across the countryside, alongside the local artists painting and sculpting in the piazzas for a modern-day display.


    • Walled city of Lucca
    • The challenge of the Tuscan hills
    • Leaning Tower of Pisa
    • Chianti wine region
    • Medieval towers of San Gimignano
    • Scenic Vinci, the birthplace of Leonardo da Vinci
    • Siena, the city of the Gothic
    • Renaissance art of Florence
    • Art, cuisine, wine and culture

    Want to see more bicycle tours in Italy?

  • Double/twin sharing:  $ 2429 £ 1203 $ 2,100 1315 $ 2480 kr 14822 $ 1,498 Single supplement:  $ 416 £ 206 $ 359 225 $ 424 kr 2536 $ 256

    extra options

    Titanium bike (Van Nicholas Yukon/Nevi Titanium road frame):  $ 406 £ 201 $ 351 220 $ 415 kr 2480 $ 251 Tandem bike: $ 406 £ 201 $ 351 220 $ 415 kr 2480 $ 251 Electric bike:  $ 563 £ 279 $ 487 305 $ 575 kr 3438 $ 347 GPS device hire:  $ 83 £ 41 $ 72 45 $ 85 kr 507 $ 51  
    Extra nights
    Lucca: On request 
    Florence: On request

    please note

    Rates are per person based on double occupancy.

    A non-refundable admin fee of 20 Euros per person is included in the deposit amount.

    Information to read before you book.

    We recommend purchasing bike trip insurance.

    Please see our FAQ.

  • Travel

    You have three options for your arrival/departure depending on your own personal travel plans.

    • Option A: Flying into Pisa International Airport Galileo Galilei (PSA)
    • Option B: Flying into Florence Airport (FLR)
    • Option C: Flying into Rome International Leonardo da Vinci Airport (FCO)

    Local Travel

    Arrival in Pisa:
    Lucca is an approximately 1-hour train ride (including transfer time) from Pisa. From Pisa Airport take the tram or PisaMover Bus to Pisa Centrale railway station. Trains to Lucca depart hourly and tickets can be purchased at the station or online at www.trenitalia.com (one-way tickets start from €3.60).
    Arrival to Florence:
    From the airport by shuttle bus to Florence’s main train station, Firenze S. Maria Novella. Tickets may be purchased on board (one-way ticket: €6; round trip ticket: €10). Taxi from bus station to hotel (costs about €10 plus €1 per piece of luggage).
    Arrival to Rome:
    The train (Leonardo Express) takes you to Stazione Termini, Rome central station (€14/32 minutes). There are direct trains from Stazione Termini to Florence. The ride takes 1.5 - 2.0 hours depending on the type of train. Taxi to first hotel.


    The climate in Tuscany is generally mild with differences depending on the geography of each area. The coast and valleys tend to have hotter summers than the hills or mountains although the coast benefits from breezes off the sea for cooler temperatures even in those warmer months. Please check local conditions before your arrival. A good website to explore weather-related facts including average high/low temperatures and average rainfall is weatherbase.com.


    Bikes either come with flat pedals with cage (but no straps) or with cage and straps. You can choose the type you prefer during the bike fitting. If you prefer clipless pedals, you will have to bring your own with you. These will be mounted on the bike during the bike fitting.


    Before you travel, please check your country's passport and visa requirements and the passport and visa requirements of the country/countries you plan to visit. For US citizens, the US Department of State website is a good source of information. The Country Information tab in the International Travel section provides details about passport validity, blank passport pages required, etc. For our other international clients, please be sure that you research your own country's travel requirements. It is each traveler's responsibility to ensure proper documentation.

    *Important note: Beginning July 1, 2021, additional documentation from the European Travel Information and Authorization System (ETIAS) will be required to visit any of the 26 Schengen-member countries for tourism, business, medical, or transit. This is an additional check on security rather than a visa.

Skill Level

This is a great tour for active people (who regularly run, bike, or work out) without much bicycle touring experience. Also great for intermediate to advanced cyclists who want a fun vacation, enjoying some hills every day. You will ride 35-68 km per day, on rolling to hilly terrain, with a few steeper or longer climbs, using paved backroads with little traffic (on some shorter stretches we may share the road with cars), as well as on hard-packed gravel roads with very little traffic. Experienced cyclists who want longer, optional rides at the end of the programmed ride will have these available most days. There are two days with optional loop rides, for those who prefer to stay in town to explore or relax during the day. BUT do not be discouraged. If the terrain is just a bit too daunting, ask for an electric bike.

Where You’ll Stay

You will be accommodated in charming 3-star hotels during your tour. For a treat, you will stay in a family-run Tuscan farmhouse ‘Agriturismo’ for a night. Located in the Chianti wine region of Italy, on the Montalbano Hills, you will experience the slower rural life of Italy, as well as their “slow-food”. With surrounding slopes of vineyards and silver olive groves, it goes without saying you will get to taste their extra virgin olive oil and famous red Chianti DOCG wine. Their white wine and the local vin santo (a sweet wine enjoyed with dessert), together with local dishes prepared on the farm, will be a highlight.
Please see each day’s detailed itinerary for the preferred accommodation that is used. Of course in the event of lack of availability, a comparable alternative will be offered.

What’s Included

  • 7 nights hotel accommodation
  • Breakfast
  • One welcome dinner with local wine
  • 10-speed hybrid touring bike (Shimano with straight handlebars) with pump, rear rack bag, lock and under-seat repair pack
  • Bilingual English-Italian cycling guide
  • Support vehicle and driver on most days
  • Transportation from Florence to Siena by public bus
  • Informal walking tour of Florence
  • GPS tracks on request

What’s Not Included

  • Transport to and from start/end
  • Private transfer from Siena to Florence on Day 7
  • Meals not mentioned
  • Helmets
  • Clipless / SPD pedals
  • GPS device
  • Gratuities
  • Bicycle Protection
  • Travel Insurance
Length8 days
From1315 Rates
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Tour Dates

Apr 18, May 16, May 30, Jun 13, Jul 11, Aug 29, Sept 5, Sept 19, and Oct 17, 2020
* Minimum of 5 people required for a departure; maximum 16 people. Please ask us regarding the status of any departure!

Day-To-Day Itinerary

Best of Tuscany Bike Tour Map

Day 1: Arrival in Lucca, 2.5 mi. or more (4 km or more)
Day 2: Lucca - Pisa, 41 mi. (65 km/300 m elevation gain)
Day 3: Pisa - Vinci, 38 mi. (60 km)
Day 4: Vinci - Tuscany, 45 mi. (72 km)
Day 5: Tuscany - San Gimignano, 22.5 mi. (36 km)
Day 6: San Gimignano - Siena, 30 mi. (48 km)
Day 7: Siena and Florence (rest day) 
Day 8: Florence 

All distances are approximate. Due to circumstances beyond control, weather conditions or provisions issued by local authorities, the itinerary may be subject to some changes before and/or during your holiday. For example, along the way you may find temporary deviations/detours caused by roadwork, In this case, please follow the directions posted on site.

Day 1: Arrival in Lucca, 2.5 mi. or more (4 km or more)
A short train or bus ride from Florence or Pisa airports will land you in the Renaissance town of Lucca. You will be met by your guide between 2 and 4pm. After a bike fitting, you can take a test ride around the town’s fortified walls. If you have time to spare, explore the historical city center and cobblestone streets, and visit the amphitheater (built by the Romans for spectacles and gladiator games), the unique Torre Guinigi (with a tree growing on top of the medieval tower), and the marble-faced Gothic Duomo. Tonight you will enjoy a welcome dinner at a local Italian trattoria with the rest of the group. Overnight in Lucca.

Meals: Two-course dinner (dessert, two glasses of wine and tea/coffee)
Accommodation: Hotel La Luna

Day 2: Lucca - Pisa - Lucca, 41 mi. (65 km/300 m elevation gain)
A roundtrip ride to Pisa following the nearby river will land you in the center of this fascinating city. Your day will not be complete without a visit to the medieval “Square of Miracles",  built to represent the main stages of human life. The Romanesque Baptistery, the Cathedral, the "'civic" bell tower (which began to lean and now is the most famous building in Pisa), and, at life's end, the Monumental Cemetery. Shop as you walk through markets, admire sculptures, paintings and art or indulge in some refreshing gelato, as you explore the rest of Pisa. Take a relaxing ride back to Lucca. Overnight in Pisa.

Meals: Breakfast
Accommodation: Hotel La Luna

Day 3: Lucca - Vinci, 38 mi. (60 km)
Today you will leave Lucca for the small village of Vinci, birthplace and home to the world-famous genius Leonardo da Vinci. A highlight here is a visit to the small town centre, including the town's museum with full-scale models of Leonardo’s inventions (many of which were never built in his lifetime). Not only a painter, Da Vinci was also an engineer, modeling flying machines, bicycle, and even weaponry, that show how ahead of his time he was. Tonight you will sleep in a Tuscan farmhouse or “agriturismo" in Italy, set on the Montalbano hills in the Chianti wine region. You will get a taste of the rural farming life and how the olive oil and wines of the region are produced. Overnight in Vinci.

Meals: Breakfast
Accommodation: Hotel Monna Lisa

Day 4: Vinci - Tuscany, 45 mi. (72 km)
Today cycle from the province of Florence and enter its historic rival's territory: Siena. On the way, you will pass through the charming ceramics town of Montelupo Fiorentino. Quintessential Tuscany will charm as you ride through rolling terraces carpeted with vineyards, olive trees, and green cypress trees. A climb takes you to a ridge road which you will follow to the medieval Tuscan hill-top town of Colle de Val d’Elsa. Behind its walls, cobble-stoned streets lined with museums - including the Crystal Museum - gelateria and ancient buildings are waiting to be explored. Overnight in Colle di Val d'Elsa.

Meals: Breakfast
Accommodation: Palazzo Renieri

Day 5: Loop around San Gimignano, 22.5 mi. (36 km)
Take an optional loop ride to the nearby ‘Town of towers’ - San Gimignano. Centered around Piazza della Cisterna, with a skyline of medieval towers, this it one of the loveliest hill-top towns in Italy. Climb the Torre Grossa (the tallest tower of 54 meters) for spectacular views over the countryside, browse the shop-lined streets or taste its signature white wine, Vernaccia. Dine at one of the favorite osterie, or local restaurants, before you return to your own medieval town of Colle di Val d'Elsa. Overnight in Colle di Val d'Elsa.

Meals: Breakfast
Accommodation: Palazzo Renieri 

Day 6: San Gimignano - Siena, 30 mi. (48 km)
Today pedal south to reach Siena, considered by many to be the most striking Tuscan city in Italy (even more so than the Renaissance capital, Florence). After cycling through classic Tuscan scenery and plenty of rolling hills, settle into your hotel and then enjoy some of the famous sights – like the Romanesque-Gothic Cathedral and the unique shell-shaped Piazza del Campo, which twice a year becomes a tightly-packed horse race field for the annual "Palio". You’ll want to explore the countless alleys and tight streets that bring surprises at every turn. If you prefer to take a break from the bike today, transfer by public bus directly to Siena. Overnight in Siena.

Meals: Breakfast
Accommodation: Hotel Italia

Day 7: Siena and Florence (rest day) 
Spend a few hours exploring the historical contrada (districts) and piazzas of Siena. Streets lined with artisanal boutiques, Gothic architecture and alfresco restaurants will keep you captivated, before your public bus ride, with the option of an organized private transfer, to the Tuscan capital of Florence. An informal walking tour in the city center will take you through iconic landmark sights, such as the Piazza Santa Croce, the Palazzo della Signoria, and the stately and magnificent Duomo. The rest of the afternoon can be spent exploring the nearby art galleries and world-famous museums. Dine out at one of the many restaurants in Florence. Overnight in Florence.

Meals: Breakfast
Accommodation: Villa Royal

Day 8: Florence
Today marks the end of your tour. After breakfast, take your connection to the airport or continue your stay in Tuscany, with a few extra nights in Florence. This provides the perfect base to explore Italy further.

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