At a Glance
Bike into the charm of Tuscany on a 7-day cycling adventure, where leisurely rides unveil both Tuscany's iconic landmarks and hidden gems. Designed for casual riders, this guided adventure invites you to pedal at a gentle pace from Lucca to Radicofani. Trace the footsteps of ancient pilgrims along the historic Via Francigena and glide over the famed Strade Bianche, discovering medieval villages like San Gimignano, Siena, and UNESCO listed Val D'Orcia. With ample time to savour panoramic vistas and authentic flavours, this adventure seamlessly blends leisurely cycling with the rich tapestry of Tuscan culture.
Your journey unfolds within the Renaissance walls of Lucca, winding through an enchanting tapestry of olive groves and vineyards towards the truffle-rich hills of San Miniato. As you traverse the rolling ridges of the Val d'Elsa, the ...
Trip Highlights
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What's Included
- 6 nights' in 4 star accommodation on a twin share basis
- Transfers (from specified airport/train location)
- All breakfasts, 4 dinners
- Bike hire (Gravel bike or E-bike) & helmet
- Water and coffee are complimentary during meals that are included in the package
- Beautifully planned rides
- Experienced team of local professionals
- GPX Routes
- Van and mechanical support with snacks and water
- Wine tour & tasting
- Bike cleaning service
- Cycling jersey
- Water bottle
- City taxes
Itinerary
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Approx. 49km (30 miles), 4 hours biking, Elevation gain: 300m (984ft) Your Tuscan adventure starts here! Our guide will meet you at Lucca Train Station to kick off your cycling journey. After setting up the bikes and going through a quick trip briefing, we’ll head out on the first leg of the ride. The journey begins in Lucca, a historic city known for its well-preserved Renaissance walls. We’ll take a scenic ride along these ancient walls, offering great views of the city and its charming streets. After exploring Lucca, we’ll cycle through the surrounding countryside, passing through picturesque landscapes of vineyards, olive groves, and quiet villages. The ride ends in San Miniato, a small town famous for its rolling hills and truffle production. It’s the perfect spot to wind down and enjoy the local hospitality after an eventful first day. As dusk settles, you'll find your sanctuary at the Hotel Miravalle, perfectly poised to offer breathtaking panoramic views across the rolling Tuscan hills. After a day of exploration, surrender to the tranquillity of their inviting pool, followed by an exquisite dining experience that celebrates the rich, local flavours of San Miniato. |
Hotel Miravalle, San Miniato
Breakfast, Dinner |
Approx. 52km (32 miles), 3 hours biking, Elevation gain: 810m (2657ft) Prepare for a spectacular ride today. Shortly after leaving San Miniato, you’ll journey along the rolling ridges of the Val d'Elsa, a classic Tuscan landscape that will enchant you with its beauty. Your arrival in San Gimignano will be a memorable moment. As you emerge from a quiet country road, the medieval towers of this UNESCO World Heritage site will rise before you, a testament to its rich history. Take your time to explore the town's charming cobbled streets, browse the local artisan shops, and soak in the unique atmosphere of this famous "Town of Fine Towers." Tonight's accommodation is a beautiful country farmhouse with stunning views overlooking the golden hills surrounding San Gimignano—the perfect setting to relax and reflect on an incredible day of cycling. Enjoy a relaxing dip in the outdoor pool or unwind in its peaceful gardens. |
Il Castagnolo, San GimignanoBreakfast |
Approx. 62km (39 miles), 4 hours biking, Elevation gain: 820m (2690ft) As we leave San Gimignano, its famous towers slowly disappear from view, marking the end of our visit to this historic town known for its medieval architecture and beautifully preserved skyline. The journey continues toward Monteriggioni, a small walled village that dates back to the 13th century. The road to the castle takes us through gently rolling hills and quiet hamlets, where history feels alive in every cobblestone street and rustic building. Reaching Siena is a highlight of the day. This vibrant city is rich in history, art, and culture, and walking into Piazza del Campo, the heart of Siena, feels like a moment to celebrate. The square is known for its unique shell shape and as the site of the famous Palio horse race. After taking in the sights and atmosphere, we head to our accommodation for the night—a cozy farmhouse just outside Siena. Surrounded by the peaceful Tuscan countryside, it’s the perfect spot to relax and reflect on the journey so far. Nestled in the heart of Siena, you’ll stay at Il Chiostro del Carmine, a beautifully restored 14th-century cloister. Indulge your senses with a visit to the wellness spa, or ascend to the panoramic terrace for breathtaking views over the city, creating an unforgettable backdrop for your Tuscan escape. |
Il Chiostro del Carmine, SienaBreakfast, Dinner |
Approx. 51km (32 miles), 3 hours biking, Elevation gain: 690m (2264ft) As we move into the Crete Senesi, also known as the "clays of Siena," the scenery shifts dramatically. This area is famous for its rolling hills, white gravel roads, and iconic rows of cypress trees. The barren, almost lunar-like landscape is unique to this part of Tuscany and offers a stark yet captivating beauty. This region lies at the heart of Tuscany, where history and natural beauty blend seamlessly. Along the way, we’ll pass through picturesque valleys and stop to admire the views that define this area. Tonight, we’ll stay in the medieval village of Serre di Rapolano, known for its historic charm and proximity to natural hot springs. Our accommodation is a carefully restored granary that perfectly combines rustic character with modern comfort, making it an ideal place to unwindafter a day of exploring. |
Antico Granaione B&B, RapolanoBreakfast |
Approx. 59km (37 miles), 4-5 hours biking, Elevation gain: 990m (3248ft) Nestled between the striking Crete Senesi and the breathtaking Val d’Orcia, our journey today takes us toward Montalcino. Our halfway point is San Giovanni d’Asso, a medieval stronghold that now serves as the heart of truffle country. Our route continues through Buonconvento, a charming walled village whose well-preserved medieval walls and gates date back to the 14th century. Its name, derived from the Latin for "happy, lucky place," perfectly captures its welcoming atmosphere, making it an ideal stop to rest and refuel with delicious local cuisine. The day’s ride concludes in the hilltop town of Montalcino, a historic fortress town famed for producing two of the world's most celebrated wines: Brunello and Rosso di Montalcino. Tonight, we will indulge in a specially planned dinner, where you’ll savour traditional Tuscan dishes expertly paired with the region’s iconic, world-renowned wines. |
Hotel Vecchia Oliviera, MontalcinoBreakfast, Dinner |
Approx. 53km (33 miles), 3-4 hours biking, Elevation gain: 910m (2985ft) Today, you will immerse yourself in the breathtaking landscapes of the Val d'Orcia as we pedal toward San Quirico and Pienza. Our first stop is the ancient hilltop town of San Quirico d’Orcia, a place so historic it is mentioned in the oldest known book in Western Europe, the Liber Linteus Zagrabiensis (300 BC). We will explore its medieval streets and charming atmosphere. From there, our journey continues to the UNESCO World Heritage Site of Pienza. Often called the "ideal city of the Renaissance," it was redesigned by Pope Pius II to be the embodiment of perfect beauty and urban planning. You'll see for yourself why its harmonious architecture and panoramic views have captivated visitors for centuries. Our day's ride concludes in Montepulciano, a medieval town world-famous for its Vino Nobile. Here, we will settle in for a well-deserved evening at an organic winery, where you can relax and savour the exquisite local flavours. |
Salcheto Organic Winery, MontepulcianoBreakfast, Dinner |
Approx. 40km (25 miles), 3-4 hours biking, Elevation gain: 890m (2920ft) As our extraordinary journey draws to a close, the final day presents a tapestry of unforgettable Tuscan landscapes. We begin with a ride to Monticchiello, a perfectly preserved medieval village nestled amidst the iconic rolling hills of the Sienese countryside. This charming hamlet offers a quiet glimpse into Tuscany's past. From there, we join the path of ancient pilgrims along the historic Via Francigena. The route guides us through the breathtaking Val d’Orcia, a UNESCO World Heritage landscape celebrated for its cypress-lined roads and golden fields. Our adventure culminates with a final, rewarding climb to the fortress town of Radicofani, perched dramatically atop a hill. From this vantage point, spectacular panoramas unfold, offering a grand finale to our incredible cycling adventure. With memories of these timeless views, we will then return to Florence by private transfer. NOTE: This itinerary is provided as an example only – prevailing conditions and local arrangements may cause variation. |
NoneBreakfastDates & Prices
Please contact us for group bookings and private departures. Single Supplement is available on request.
More Info
- The departure is Panzano in Chianti. Your tour begins at Lucca Train Station (Santa Maria Novella) at 12pm.
- The finish point is Pienza in Val d’Orcia. Your tour ends with a transfer back to Florence Train Station (Santa Maria Novella) leaving the hotel at 10.30 am.
- Major commercial flights provide convenient access to Panzano. The closest airport to Panzano in Chianti is Florence Airport (FLR), also known as Amerigo Vespucci Airport, which is approximately 30-50.6 km away depending on the specific route.
April to October offers ideal temperatures for cycling and savouring Tuscany. Tuscany's climate offers a pleasant experience year-round, with distinct seasonal changes. In spring, temperatures are mild, typically ranging from 15-20°C (60-68°F), ideal for enjoying the blooming landscapes. Summer brings warmer weather, with average daily temperatures reaching the low thirties (around 30-33°C or 86-91°F), perfect for sunny days and warm evenings. Autumn sees a comfortable cooling, with temperatures settling between the high teens and low twenties (approximately 18-23°C or 64-73°F). Winters are generally mild, with daytime temperatures that usually remain above freezing, creating a cool but pleasant environment for visiting the region's attractions.
Level: Perfect for casual cyclists and e-bike enthusiasts who want to enjoy relaxed rides while soaking up the Tuscan lifestyle.
Total Kilometres: Approximately 366 km (227 miles) of scenic rides through Chianti vineyards, medieval towns, and the UNESCO-listed Val d’Orcia.
Day 1: Approx. 49km (30 miles), 4 hours biking, Elevation gain: 300m (984ft)
Day 2: Approx. 52km (32 miles), 3 hours biking, Elevation gain: 810m (2657ft)
Day 3: Approx. 62km (39 miles), 4 hours biking, Elevation gain: 820m (2690ft)
Day 4: Approx. 51km (32 miles), 3 hours biking, Elevation gain: 690m (2264ft)
Day 5: Approx. 59km (37 miles), 4-5 hours biking, Elevation gain: 990m (3248ft)
Day 6: Approx. 53km (33 miles), 3-4 hours biking, Elevation gain: 910m (2985ft)
Day 7: Approx. 40km (25 miles), 3-4 hours biking, Elevation gain: 890m (2920ft)
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Ridley ASTR GRX600: Included in trip price. Explore epic landscapes! Lightweight, responsive, and adventure-ready. Perfect for gravel, touring, and thrill seekers. |
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Ridley Kalazy: Included in trip price. Cruise in comfort with flat handlebars, smooth ride, and stylish design. Ideal for relaxed, scenic holiday cycling. |
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Ridley Urbx Mixte E-Bike: Included in trip price. Glide through your holiday with ease. Upright comfort, smooth handling, and stylish design making every ride relaxing, scenic, and unforgettable. |
Where to Meet: Please plan to meet us at Lucca Train Station (Santa Maria Novella) at 12pm. Your guides will contact you via WhatsApp 24 hours in advance to confirm the name of the staff member meeting you.
Drop off Location: Following the conclusion of the tour we will assist you with planning and booking of onward travel. We will run one transfer to Florence Train Station (Santa Maria Novella) leaving the hotel at 10.30 am. For alternative destinations or departure times, please contact us.
Transfer Time: Please consider eating lunch before we collect you from Florence. The transfer time from Florence to Panzano in Chianti on Day 1 is approximately 1 hour. Transfer back to Florence train station on the last day is around 1h45.
Riding in Tuscany: The general road conditions in Tuscany are good, and most roads are quiet with light traffic. The majority of the roads are tarmac, but we will also be riding on some gravel roads - these are well maintained and enjoyable whether you’re on a road, gravel, or E-bike.
Cuisine: The food in Tuscany is exceptional, with a variety of local specialties to enjoy. Restaurants now cater for both vegan and vegetarian diets. Homemade local red wines like Brunello and Chianti are a must-try!
Onlyluxe Travel acts as travel agency and work with different tour operators.
Payment Detail
All pricing is in Australian dollars and are quoted on a per person twin share basis. A supplementary price is available (see below). Bookings are not confirmed until full payment and the signed Booking Form has been received by Onlyluxe Travel.
A non-refundable 30% deposit is payable within 7 days of your booking, with the final balance due 90 days prior to departure. If a booking is made 90 days or less before departure, the full payment is payable immediately. Last minute bookings are payable before arrival. Failure to pay on time may result in automatic cancellation of a booking with cancellation penalties payable to Onlyluxe Travel. If you pay by credit card or PayPal a surcharge will be added to the total price.
Single Supplement
All accommodation is twin share. Single guests will share with someone of the same gender. If a single room is demanded, a supplementary price of will apply. The supplementary price refers to our quotation and needs to be stipulated at the time of booking.
General Cancellation Policies
- Outside of 90 days monies will be refunded less 30% of full fee
- Within 90 days prior to arrival all monies will be forfeited
- No refunds will be given in the event of non-arrival, any unused services or unused nights due to flight or weather disruption
- We strongly recommend guests protect themselves with travel insurance and medical insurance
Please Note: Cancellations must be advised in email and will take effect from the date they are received.
Liability
The participant agrees to indemnify Onlyluxe Travel, and its servant, tour operator and agents, in relation to any liability, loss and damage which the tour operator, or its servants and/or agents may incur as a result of the participants, negligence or misconduct during the tour.
Smoking is not permitted on the bus, or in tents or in other accommodation being used by tour operator at the time that a trip is being conducted.
Child Policy
Please consult travel consultant on age limit.
Changes to Itineraries
Local conditions may necessitate changes to sightseeing, walking and driving routes, camping and accommodation locations. While every effort will be made to provide the services and experiences as offered in our brochure, on our website, and in our trip letters, we reserve the right to vary your itinerary. In the event that we are forced to change your arrangements, substitute arrangements of a similar standard will be provided. The tour operator will not be liable where interruptions to itineraries are caused by weather conditions, technical problems to transport used by the tour operator, industrial action, political or civil commotion or other circumstances beyond our control. We refer you to the conditions regarding travel insurance.
Changes in Prices
While we will do its utmost to honour its pricing unforeseen circumstances may mean that prices may be subject to change without notice.
Pre-Existing Medical Conditions and Age Limits
You need to advise Onlyluxe travel and the tour operator on any pre-existing medical condition, mobility impairment and/or disability that might reasonably be expected to increase the risk of your requiring medical attention, or that might affect the normal conduct of a trip and the enjoyment of other trip members. Onlyluxe Travel and the tour operator may require an assessment of your medical condition from a qualified medical practitioner. If you fail to adequately notify the tour operator of any pre-existing medical conditions and/or disability, the tour operator reserves the right, at its reasonable discretion, to cancel your participation in a trip at any time, including after the commencement of your trip, with no right of refund if your medical condition, mobility impairment and/or disability could be reasonably expected to affect the normal conduct of the trip and the enjoyment of other trip members.
Cancellation by The Tour Operator
The tour operator is at the mercy of nature in all her beauty and all her fury. The tour operator will under no circumstance knowingly place at risk the health and well-being of our guests and guides. In the case of natural threats, acts of God and the like (e.g. bushfires, impassable snow, etc) the tour operator may need to cancel a tour with very little notice. In some cases, this can occur after the tour has commenced. The tour operator reserves the right to cancel any tour up to 60 days prior to departure if the minimum number requirement is unable to meet for a tour. If the tour operator needs to cancel for any reason, the cost of the tour or any other costs associated with travel to the designated pick up point, overnight accommodation, meals, etc will not be covered by the Onlyluxe Travel and therefore we strongly recommend travel insurance be taken out prior to travel.
Force Majeure
'Force Majeure' means (without restriction) any event which Onlyluxe Travel or its third party providers could not, even with due care, foresee or avoid. Force Majeure covers events such as, but not limited to, adverse weather conditions, fire and all similar events beyond our control. In the case of Force Majeure Onlyluxe Travel will not accept liability, and reserves the right to change and cancel trips.
Evacuations
In rare circumstances, due to injury or unforeseen illness, the tour operator may need to evacuate you from a remote part of the walk. Helicopter evacuations are expensive and in most cases will be at a cost to the customer.
For Australian residents, under the Australian Government Medicare Act, it is prohibited for any domestic travel insurance product to provide any financial reimbursement with regard to ambulance or air ambulance services. We therefore strongly advise our customers to take specific ambulance cover through their health insurance provider. Evacuation cost will not be covered by the Onlyluxe Travel and therefore it is also strongly recommended that our customers take out travel insurance to cover (amongst other things) the costs associated with evacuation.
Travel Insurance
In view of the heavy cancellation penalties applied to cancelled reservations in certain circumstances, we strongly recommends suitable travel insurance be purchased at the time the holding deposit is paid. We recommend insurance cover that covers any loss which may be suffered due to cancellation. We also strongly recommend comprehensive travel insurance against loss of baggage and medical expenses.
