At a Glance
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Satiate your echoing yearnings for a gourmet adventure on an exhilarating 8-day walking adventure in Tuscany and Chianti. From Tuscan villages, Siena and Florence, uncover Renaissance cities, mediaeval villages, enchanting vineyards, and spellbinding landscapes all while indulging in the best Chianti wine offerings and bespoke culinary incursions.
Start your awe-inspiring escapade at the idyllic Pancole in Chianti. Over the course of eight captivating days, you’ll traverse ancient cobblestone paths and unspoiled trails winding through Tuscany’s most picturesque locales. Discover the timeless allure of San Gimignano with its iconic towers, stroll through the vineyards of Chianti, and traverse through the historic core of Radda in Chianti, followed by an excursion to Siena, where the majestic cathedral and animated streets will spoil you with luxurious Italian fashion and artisanal offerings. Discover the birthplace ...
Trip Highlights
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What's Included
- All breakfasts, five dinners, three wine tastings
- 7 nights in a comfortable hotel on a twin-share basis
- 5 days of gentle walking and sightseeing
- All transport and listed activities as specified
- Tour leader throughout
Itinerary
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Begin your Tuscan escape at Hotel Le Renaie, a charming and enchanting family-run retreat nestled just 6.5km from the medieval jewel of San Gimignano. Upon arrival, you’ll be greeted by our tour leader for a warm welcome and an introduction to the unforgettable week ahead, brimming with culture, nature, and indulgence. Extend your adventure with an additional stay in the cultural treasures of Pisa or Florence. Speak with your sales representative to tailor the perfect beginning or end to your holiday. Dinner tonight will be the perfect introduction to the culinary delights of Chianti and the close to our first day. |
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Approx. 9 km (6 miles), 2-3 hours walking Today we immerse ourselves in history and natural beauty by walking a picturesque section of the Via Francigena. Once the road for pilgrims travelling from Canterbury to Rome, this iconic path leads us through rolling vineyards and silvery olive groves from Gambassi Terme to San Gimignano. A true feast for the senses. Later, we venture to Fattoria Le Caprine, a delightful farm estate renowned for its artisanal cheese. Indulge in a curated tasting experience featuring a trio of cheeses paired with three exquisite wines. Stroll through the estate grounds and breathe in the essence of Tuscany. The evening winds down with a relaxing dinner back at Hotel Le Renaie. Unwind with perhaps a game of billiards or a chilled glass of local wine on the terrace, embraced by serene garden views. |
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Approx. 8 km (5 miles), 2 hours walking Head to Radda in Chianti, where we’ll explore the lush and intimate beauty of the Chianti region. This morning's circular walk takes us deep into tranquil woodlands, revealing emerald valleys adorned with sprawling vineyards. The afternoon offers you time to soak in the sleepy charm of Radda. Perhaps enjoy an optional tasting of the renowned Chianti Classico at one of the region’s distinguished wineries—each glass a masterpiece of craftsmanship. |
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Approx. 8 km (5 miles), 2-3 hours walking Travel by train to the medieval city of Siena, where history whispers from every stone. Discover the city’s hidden treasures with a local guide on an exclusive tour that takes you beyond the tourist routes, including a visit to a private contrada museum—an experience few have the privilege of enjoying. Savour bites of local sweets from traditional botteghe (small, traditional shops), each treat revealing the flavours of Siena’s rich culinary traditions. For those seeking even more beauty, opt for a visit to Siena Cathedral, with its mesmerising gothic architecture and intricate interiors. Later, the Tuscan Wine School invites you for an enlightening one-hour session where you’ll learn the secrets behind Tuscany’s most celebrated wines—ideal for connoisseurs and curious tasters alike. |
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Today is yours to design. Indulge in a day of pure bliss basking by the tranquil poolside and granting your tired legs the sweet relief they truly deserve. Alternatively, for those who crave adventure, our expert tour guide will unveil the most unforgettable Chianti wine excursions and culinary classes this region has to offer. Prepare for a delectable culinary adventure! For the intrepid traveller, fret not, as our seasoned staff is always on hand to steer you in the right direction and give you unwavering support, even if you prefer to wander off on unguided trails or exciting day trips. You can choose to go to stunning Chianti towns such as Montefioralle where the Churches of Santo Stefano and San Cresci stand elegant and are worth a visit, the beautiful Panzano town; a historic hallmark of defense for Florence since the 12th century. |
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Approx. 4 km (2.5 miles), 2-3 hours walking Journey to Florence, the birthplace of the Italian Renaissance, by train. This city, once home to visionaries such as Leonardo da Vinci and Michelangelo, offers endless marvels to unveil. Join a local walking tour to discover Florence’s artistic and architectural wonders. For those with a love of fine art, a visit to the Uffizi Gallery is a must. Behold Botticelli’s majestic Birth of Venus and Caravaggio’s striking Medusa. To avoid queues, we recommend booking your ticket to www.uffizi.it/en/tickets in advance for the afternoon session if joining a morning tour. |
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Venture into the captivating town of San Gimignano, known for its medieval skyline of soaring towers. You’ll have the chance to explore its treasures, including the 13th-century Palazzo Comunale and the awe-inspiring Torre Grossa. Before our final dinner, we’ll visit the Cesani estate, a family-run winery celebrated for its exceptional vintages. Enjoy an authentic Tuscan experience with a guided wine tasting paired with bruschetta, extra-virgin olive oil, and a curated selection of Tuscan cheeses and charcuterie. A heartfelt meal together marks the perfect conclusion to your unforgettable Tuscan experience. |
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Reluctantly, we bid goodbye to Pancole and the inviting charm of Hotel Le Renaie. Cherish the memories you’ve created as you prepare for your departure or continue exploring Italy's endless wonders. Make your own arrangements for your onward travel or alternatively, airport transfers can be arranged at an additional cost, please contact us. NOTE: This itinerary is provided as an example only – prevailing conditions and local arrangements may cause variation. |
Dates & Prices
Please contact us for private departures and group bookings. Single Supplement is available on request.
More Info
- The departure and finish point is Castellina in Chianti
- The nearest major international airport is Florence Airport, Peretola which has international and domestic flights from Florence and is about 38 km from the center of Castellina in Chianti. Another major airport is Pisa International Airport which has international and domestic flights from Pisa and is 76 km from Castellina.
- Airport transfers are only included with scheduled group transfers from Pisa Airport. Alternatively, joining location starts in your accommodation in Castellina making your own arrangements there. The journey takes approximately 1.5 hours by drive and so we recommend joining the scheduled group transfer. If not, airport transfers can be arranged at an additional cost, please contact us.
April and May departures can expect warm days and although rain is possible, it seldom lasts long. Nights may be cool. We strongly recommend a fleece-lined jacket or warm sweater in these months. June sees the start of summer and July and August can become quite hot by mid-afternoon, so this time is kept free for lunch. Although rain is unusual, torrential cloudbursts are not unknown. September and October are cooler and wetter, yet visibility is often better. Swimming is usually still possible at this time.
The walking level on this trip is rated Level 2 Leisurely/Moderate.
Level 1 Leisurely: Experience is not necessary; anyone fit and healthy enough to complete a weekend walk will thrive. Walks are often optional. Trails are seldom flat, so expect a reasonable number of ascents and descents. You normally walk for two to five hours per day; daily ascents will likely be around 985ft to 1,640ft (300m to 500m), perhaps with the odd day around 1,970ft (600m).
Level 3 Moderate: Expect easy, medium-length walks or harder, shorter walks. Some experience is useful, but not essential. Good health and reasonable fitness are important. There will be walks at higher altitudes and some longer, harder days. Generally, though, the underfoot conditions will be fair. A walking day is normally five to seven hours; daily ascents will likely be around 1,640ft to 2,625ft (500m to 800m), perhaps with the odd day around 2,955ft to 3,280ft (900m to 1,000m).
Level 5 Challenging: Fitness is vital with extended walking in mountainous terrain. You might also experience high altitude, challenging climates and remote locations. Trekking experience is desirable, but not vital if you are confident in your physical condition. Walking days are usually between six and eight hours, although they may be longer for passes or peaks. Daily ascents can be around 2,955ft to 3,280ft (900m to 1,000m), perhaps with the odd day around 3,610ft to 3,940ft (1,100m to 1,200m).
Level 7 Tough: Trekking experience is essential and preferably at altitude. You need complete confidence in your ability to trek for many days over difficult terrain. You may encounter extreme altitude and weather conditions and may need to use ice axes and crampons. Stamina is essential as walking days last six to nine hours (sometimes more on occasions). Daily ascents will likely be around 2,955ft to 3,280ft (900m to 1,000m), perhaps with the odd day around 3,610ft to 3,940ft (1,100m to 1,200m).
Split and optional grades: Where a trip falls between two grades, an intermediate or ‘split’ grade is used. For example, Level 2 (Leisurely/Moderate). Occasionally there are optional ascents available; in this case, the grade will be highlighted.
This trip offers a good mix of city and countryside walks. During the walks, the terrain and path type include paved tracks, forest trails and gravel. The walks are not technically difficult, although there are some ascents and descents, so a reasonable amount of fitness is required. Please be aware, the Radda walk on Day 3 can be challenging due to the length and hilliness of the walk. The area is quite hilly and most drives, although short, follow twisty mountain roads through wooden areas.
Tuscany can be very hot in summer, especially from June to August but heatwaves can also happen in April and May. Temperatures can reach the high 30Cs (around 100F). We try to start our walks earlier to avoid the hottest hours of the day but temperatures and humidity will be high. You should feel comfortable and be used to walking in the heat. Agriturismo accommodations are not normally equipped with air conditioning, therefore rooms can be quite warm at times. The number of mosquitos may increase (significantly) in summer, so we recommend bringing repellent.
Single supplement from AUD 522
A private minibus is used for airport transfers and most excursions plus the local train/bus services on certain days. Transfers are no longer than 45 minutes and road conditions are good.
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 of 2 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.
In the genuine spirit of expedition travel, we encourage exploration and adventure offering flexibility in challenging environments. This itinerary is only a guide and is subject to change due to weather, sea and other conditions beyond our control.
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.