Best of Tuscany Bike Tour
Italy Bike Tours
Ride the hills of Tuscany from Lucca to Florence and discover wine, art, & medieval towns
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Skill Level
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Length8 days
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Prices from€2347 Rates
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Overview
On this guided Tuscany bike tour, you’ll cycle from Lucca in the north to Florence in the south, passing through world-famous destinations like Pisa, San Gimignano, Siena, and the birthplace of Leonardo da Vinci.
Along the way, you’ll ride through vineyards, olive groves, and terraced hillsides, with opportunities to taste Chianti wines, Vernaccia di San Gimignano, and farm-to-table Tuscan cuisine. Evenings bring stays in charming medieval towns and a night in a traditional agriturismo farmhouse, where you’ll learn how olive oil and wine are still produced today.
Throughout the tour, art and history are never far away. Marvel at the Leaning Tower of Pisa, climb the medieval towers of San Gimignano, wander Siena’s shell-shaped Piazza del Campo, and cap your journey in Florence, home to Michelangelo’s David and Brunelleschi’s iconic Duomo.
Highlights
- Renaissance art and architecture in Florence
- Leaning Tower of Pisa
- Chianti wine country
- Medieval towers of San Gimignano
- Siena and its Gothic heritage
- Vinci, birthplace of Leonardo da Vinci
- Historic walled city of Lucca
- Cycling the Tuscan hills
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Itinerary
Day 1: Arrival in Lucca, 2.5 mi. or more (4 km or more)
Day 2: Lucca - Pisa - Lucca, 37 mi. (59 km)
Day 3: Lucca - Vinci, 38 mi. (60 km)
Day 4: Vinci - Colle de Val d'Elsa, 45 mi. (72 km)
Day 5: Ride to San Gimignano, 23 mi. (36 km)
Day 6: Colle de Val d'Elsa - Siena, 30 mi. (48 km)
Day 7: Siena and Florence (rest day)
Day 8: FlorenceAll distances are approximate. Due to circumstances beyond control, such as 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.
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 4 pm. 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. (D)Sample accommodation: Hotel San Marco or similar
Day 2: Lucca - Pisa - Lucca, 37 mi. (59 km) | Elevation gain: 1080 ft | 330 m
A round-trip 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. (B)Sample accommodation: Hotel San Marco or similar
Day 3: Lucca - Vinci, 38 mi. (60 km) | Elevation gain: 1830 ft | 500 m
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 center, 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, bicycles, and even weaponry. 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. (B, D)Sample accommodation: Agriturismo il Piastrino or similar
Day 4: Vinci - Colle di Val d'Elsa, 45 mi. (72 km) | Elevation gain: 3300 ft | 1030 m
Today you will 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 you 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 di 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. (B)Sample accommodation: Hotel II Pietreto or similar
Day 5: Ride to San Gimignano, 23 mi. (36 km) | Elevation gain: 1696 ft | 580 m
Today you'll ride to the nearby ‘Town of Towers’ - San Gimignano. Centered around Piazza della Cisterna, with a skyline of medieval towers, this is 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. (B)Sample accommodation: Hotel II Pietreto or similar
Day 6: Colle di Val d'Elsa - Siena, 30 mi. (48 km) | Elevation gain: 2760 ft | 843 m
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. (B)Sample accommodation: Hotel Italia or similar
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. Enjoy a group farewell dinner. Overnight in Florence. (B, D)Sample accommodation: Hotel Gogo Firenze or similar
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. (B)You can view all of our bike tours in Europe or look at our featured bike trips, specials, and news.
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Map
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Hotels & Bikes
You will be accommodated in charming 3- and 4-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 a lack of availability, a comparable alternative will be offered.Bicycles
Electric bicycle
The e-bike fleet is made up of mostly Cannondale Mavaro and Tesoro, and Fantic 7 Days Living Easy models, with 625Wh batteries providing plenty of kilometers. With state of the art technology, our pedal-assist bikes are a fantastic option for cyclists who desire a little extra push. Although you still have to pedal, the e-bike drive gives a nice boost for your efforts – when your pedal stroke increases to go up a hill, for example, so does the amount of power the electric motor outputs. Less effort on your part translates to less power assist. The ladies/unixex version has step-through frame for easy mounting/dismounting. Equipped with rapid-fire shifters that operate the gears the just like a regular bike.
- Frame: Aluminum frame and front suspension fork
- Gearing: rapid fire Shimano Deore with 10 speed drivetrain
- Tires: e-bike specific Schwalbe Delta Cruiser Plus, 47-622 Bosch Performance Line, 250W, 65Nm, 25km/h Bosch PowerTube 625Wh
Titanium standard or road
- Van Nicholas Amazon 3AL/2,5V titanium standard/mixte frame and VN Slx carbon fork
- Continental Contact 700×25 tires with an anti-puncture layer
- Solid rear rack for panniers or trunk bag
- Fenders
- Chain-guard and kickstand
- Ergon GP2 grips
- 3×10 Shimano Deore drivetrain (standard)
- Shimano 2x11 or Gear Sram Rival 1x 42 drivetrain
- Step-through frame available (standard)
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Inclusions
What’s Included
- 7 nights hotel accommodation
- Daily breakfasts
- 3 dinners with local wine
- Welcome meeting with bike fitting
- Standard touring bike
- Bilingual English-Italian cycling guide
- Support vehicle and driver every cycling day
- Luggage transfers
- Entrance to Pisa Leaning Tower
- Private transfer Siena-Florence on non-cycling day
- Informal walking tour of Florence
- App with routes and digital roadbook
What’s Not Included
- Transport to and from tour start/end
- Bus ticket on day 6 (if you do not cycle)
- Meals not mentioned in the itinerary
- Entrance to museums
- Gratuities
- Bike Protection
- Travel Insurance
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Dates & Pricing
Dates & Pricing
Questions about dates or pricing? We’re here to help! Call 800-951-4384 to talk to a Tour Specialist now.
Sep 16–30, 2025 (Daily)Sep 16–30, 2025 (Daily) € 2447 Book Sep 16–30, 2025 (Daily)Sep 16–30, 2025 (Daily) € 2759 Book Oct 1–14, 2025 (Daily)Oct 1–14, 2025 (Daily) € 2447 Book Oct 1–14, 2025 (Daily)Oct 1–14, 2025 (Daily) € 2759 Book Oct 16–31, 2025 (Daily)Oct 16–31, 2025 (Daily) € 2347 Book Oct 16–31, 2025 (Daily)Oct 16–31, 2025 (Daily) € 2659 Book Mar 1–31, 2026 (Daily)Mar 1–31, 2026 (Daily) € 2412 Book Mar 1–31, 2026 (Daily)Mar 1–31, 2026 (Daily) € 2735 Book Apr 1–30, 2026 (Daily)Apr 1–30, 2026 (Daily) € 2412 Book Apr 1–30, 2026 (Daily)Apr 1–30, 2026 (Daily) € 2735 Book May 1–31, 2026 (Daily)May 1–31, 2026 (Daily) € 2512 Book May 1–31, 2026 (Daily)May 1–31, 2026 (Daily) € 2835 Book Jun 1–15, 2026 (Daily)Jun 1–15, 2026 (Daily) € 2512 Book Jun 1–15, 2026 (Daily)Jun 1–15, 2026 (Daily) € 2835 Book Jun 16–30, 2026 (Daily)Jun 16–30, 2026 (Daily) € 2412 Book Jun 16–30, 2026 (Daily)Jun 16–30, 2026 (Daily) € 2735 Book Jul 1–31, 2026 (Daily)Jul 1–31, 2026 (Daily) € 2412 Book Jul 1–31, 2026 (Daily)Jul 1–31, 2026 (Daily) € 2735 Book Aug 1–31, 2026 (Daily)Aug 1–31, 2026 (Daily) € 2412 Book Aug 1–31, 2026 (Daily)Aug 1–31, 2026 (Daily) € 2735 Book Sep 1–30, 2026 (Daily)Sep 1–30, 2026 (Daily) € 2512 Book Sep 1–30, 2026 (Daily)Sep 1–30, 2026 (Daily) € 2835 Book Oct 1–15, 2026 (Daily)Oct 1–15, 2026 (Daily) € 2512 Book Oct 1–15, 2026 (Daily)Oct 1–15, 2026 (Daily) € 2835 Book Oct 16–31, 2026 (Daily)Oct 16–31, 2026 (Daily) € 2412 Book Oct 16–31, 2026 (Daily)Oct 16–31, 2026 (Daily) € 2735 Book Pricing details and extra options
- Low season 2025 Daily Oct 16–31 from € 23472025 departures: Daily Oct 16–31
2025 October Sun Mon Tue Wed Thu Fri Sat Tour Package based on a minimum of 6 participantsDouble occupancy € 2347 Single occupancy € 2659 Bike Rentals Price Aluminum hybrid Included Electric bike € 95 Premium titanium hybrid bike € 31 Premium titanium road bike € 31 - High season 2025 Daily Sep 1–Oct 15 from € 24472025 departures: Daily Sep 1–Oct 15
2025 September Sun Mon Tue Wed Thu Fri Sat 2025 October Sun Mon Tue Wed Thu Fri Sat Tour Package based on a minimum of 6 participantsDouble occupancy € 2447 Single occupancy € 2759 Bike Rentals Price Aluminum hybrid Included Electric bike € 95 Premium titanium hybrid bike € 31 Premium titanium road bike € 31
- Low season 2026 Daily Mar 1–Apr 30, Jun 16–Aug 31 & Oct 16–31 from € 24122026 departures: Daily Mar 1–Apr 30, Jun 16–Aug 31 and Oct 16–31
2026 March Sun Mon Tue Wed Thu Fri Sat 2026 April Sun Mon Tue Wed Thu Fri Sat 2026 June Sun Mon Tue Wed Thu Fri Sat 2026 July Sun Mon Tue Wed Thu Fri Sat 2026 August Sun Mon Tue Wed Thu Fri Sat 2026 October Sun Mon Tue Wed Thu Fri Sat Tour Package based on a minimum of 6 participantsDouble occupancy € 2412 Single occupancy € 2735 Bike Rentals Price Aluminum hybrid Included Electric bike € 95 Premium titanium hybrid bike € 31 Premium titanium road bike € 31 - High season 2026 Daily May 1–Jun 15 & Sep 1–Oct 15 from € 25122026 departures: Daily May 1–Jun 15 and Sep 1–Oct 15
2026 May Sun Mon Tue Wed Thu Fri Sat 2026 June Sun Mon Tue Wed Thu Fri Sat 2026 September Sun Mon Tue Wed Thu Fri Sat 2026 October Sun Mon Tue Wed Thu Fri Sat Tour Package based on a minimum of 6 participantsDouble occupancy € 2512 Single occupancy € 2835 Bike Rentals Price Aluminum hybrid Included Electric bike € 95 Premium titanium hybrid bike € 31 Premium titanium road bike € 31
Please Note
- Rates are per person, based on double occupancy
- Tour prices are based on the fuel costs at time prices are set, often months or years in advance. In rare cases, additional fees may apply for fuel cost increases.
- Information to read before you book
- We recommend purchasing trip insurance
- Please see our FAQ
- Low season 2025 Daily Oct 16–31 from € 2347
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Extra Info
Skill Level — Moderate–Difficult
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.
Vehicle support is provided on most cycling days. With a group of 8 or more participants, vehicle support is provided everyday (no additional cost).Airport Info
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 Instructions
Tour Starting Point: Lucca
Best airport: Pisa (PSA). Alternatives: Florence (FLR) or Rome (FCO).- From Pisa (PSA):
- Taxi: ~45 minutes from airport to Lucca.
- Train: People Mover (10 min) → Pisa Centrale → Lucca (~30 min, trains every 30 min).
- From Florence (FLR):
- Direct bus: Florence Airport → Lucca bus station (then short taxi or 15-min walk to hotel).
- Train option: Shuttle bus to Firenze SMN (€6/10), then train to Lucca (~1.5 hrs, change in Pisa).
- From Rome (FCO):
- Leonardo Express (€14, 32 min) → Roma Termini.
- High-speed train to Florence (1.5–2 hrs).
- Continue to Lucca by regional train (~1.5 hrs via Pisa) or private transfer.
Notes
- Final, detailed instructions (including actual hotels) will be sent before departure.
- Taxis usually add a small fee (~€1 per bag).
- Train tickets can be bought at stations or online at Trenitalia.
Climate
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.
Day of Rest
Day 7 is a rest day. You have the option of joining an informal walking tour or exploring on your own.
Remarks
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.
Important to know
DOCUMENTS
It is each traveler's responsibility to ensure that you are in compliance with the country or countries you plan to visit. This includes and is not limited to passport validity, visa requirements and acquisition, blank passport pages required for your destination (s), etc.
US citizens: A good website to research the requirements of the Schengen Agreement and entry into other countries is travel.state.gov.
Non-EU and EU residents: Please research the requirements of your country of residence for international travel and your destination country or countries.
*Important note: Please check on the European Travel Information and Authorization System (ETIAS) status as once implemented, this 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.Tour Operator
This tour is run by Cycle Europe.
We value the strong relationship we have with our local partners and the services we provide.
We are not a broker.
We do not inflate tour prices.
We are simply travelers helping travelers.Would you like to learn more About Us? How about What Makes Us Different than other companies?
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