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Pace of trip: Active
For travellers who love to explore and discover multiple destinations - can include moderate walking and longer days
With our smaller group tours you'll experience a perfect balance between social travel and closer connections; connections to both the incredible places we're exploring and to the kindred spirits you'll meet along the way. A max 20 tour will never have more than 20 travellers on it.
Today, you will fly to Pisa and on arrival we will transfer you to your hotel. This evening, you will meet your fellow travellers over a drink and dinner.
Meals included: D
6 km/4 mi - 2.5 hrs
Our walk today takes us to the famous region of Chianti. Beginning at the Badia a Passignano Monastery, we'll stroll along quiet country roads, past vineyards and olive groves, and through a landscape dotted with quaint little villages and farmhouses. The walk ends at the magnificent Vicchiomaggio Castle, a well-preserved castle in Tuscany, that's now a winery. We'll see its cellars and then enjoy a tasting of Chianti along with a light lunch on a terrace, overlooking the Tuscan countryside.
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10 km/6.2 mi - 3 hrs
We’re going to explore Florence on foot, starting at Piazzale Michelangelo, which sits on a hill and offers stunning views of the city. We’ll then make our way to the city centre, past hidden treasures including one of the finest Romanesque churches in Tuscany and the Porcellino covered market. Enjoy some free time for lunch and perhaps a spot of shopping this afternoon.
12 km/7.5 mi - 4 hrs
You can enjoy time to yourself today, or join an optional walk in the Val d'Orcia area of Tuscany. This beautiful area is on the UNESCO World Heritage list, a picturesque region of Southern Tuscany known for it's rolling hills, cypress lined roads and hill top towns.
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9 km/5.6 mi - 2.5 hrs
You’ve a free day to relax at the hotel or explore at your own pace with your travelling companions. Alternatively, join our optional walk from Fornello to Vinci, the birthplace of Leonardo da Vinci. In the company of a Local Guide, we’ll explore this hilltop town and visit the museum dedicated to the artist’s work. Models bring to life the ideas captured in his drawings and provide a fascinating glimpse of his work.
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8km/5mi - 3hrs
You'll step back in time today and learn about the fascinating history of the Medici family, who rose to political power in Florence during the Renaissance period. Thanks to their success, the family amassed significant wealth and were passionate supporters of the arts. It was due to their influence and generosity that Renaissance culture flourished in the city of Florence.
On our walk today, we'll learn how the Medicis ruled Florence for around three centuries and then we'll head to the magnificent Medici Villa of Poggio a Caiano, before heading to the stunning medieval town of Carmignano, nestled in the Montalbano hills. There will be free time to enjoy lunch here if you wish.
Enjoy a day at leisure or join a guided visit to Sienna, the UNESCO-listed medieval city in central Tuscany. This walkable city has a charming, historical atmosphere and some of the most famous landmarks in Tuscany. The Piazza del Campo is one of Europe's best preserved medieval squares, and the Duomo of Siena Cathedral is an Italian Gothic masterpiece. The enchanting streets are narrow and great to explore, although the city is hilly in places.
Meals included: B,D.jpg?format=webp)
Today transfer to the airport for your return flight to the UK.
Meals included: B
Visit the bustling Porcellino market where stall holders trade just as their ancestors did before them. Follow tradition and rub the boar statue's snout for prosperity.
The Chianti Village Morrocco is situated south of Florence in a quiet and secluded location in the Tuscan countryside. The property is surrounded by hills and the nearest town, Tavernelle, is approx 3km away making this hotel a quiet and peaceful stay, while being well located to explore the local area during the days activities. The hotel rooms have either a balcony or patio with a view of the garden or swimming pool. Rooms feature air-conditioning and flat screen TV. The hotel restaurant is open for light lunches and serves dinner daily on the outside patio. The swimming pool is open from May to September
Experience even more of your destination by adding one or more optional excursions to your holiday before you set off. Take a look below at the extra trips you can enjoy on this tour.
When you book a holiday, you will be asked to pay a deposit, this will be made clear at the time of booking. In most cases we will charge the following deposit amount;
UK Holidays - £150 per person
European Holidays - £200 per person
Worldwide Holidays - £400 per person
Ocean and River Cruise - £400 per person
India in Colour: The Deccan Odyssey - £1,500 per person
On some holidays we may charge a slightly higher deposit, to cover any costs we have to pay immediately to secure your booking with our suppliers. This will be made clear at the time of booking.
If you choose a tour that is within 84 days of departure you will need to pay the full balance when you book.
If you decide to cancel your confirmed booking you must notify us (or your travel agent) in writing, as soon as possible. Since we incur costs in cancelling your arrangements, you will have to pay the applicable cancellation charges up to the maximum shown below.
Our full cancellation policy can be found in our booking terms and conditions, section 8.
We have partnered with Sherpa, an on-line self service tool that allows you to search up-to-date information regarding travel entry requirements for all countries and also allows you to apply for eVisas or eTAs via their on-line portal. Just click on this link to find out more – Travel requirement & Visa Service.
You can also refer to the Foreign Travel Advice section on the gov.uk website: Foreign travel advice - GOV.UK (www.gov.uk). Click on your destination and then click on 'Entry Requirements'. For Health Requirements, the Department of Health also offers travellers health advice on www.travelhealthpro.org.uk, click on country information to locate your destination.
It is important to remember that passport, visa and health requirements can change before departure; therefore, we recommend you regularly familiarise yourself with the latest requirements before you travel. If you cannot travel because you have not complied with any passport/entry/immigration requirements, we are unable to accept any responsibility.
For some destinations, it is not always discernable that a visa is required for entry at the border. For example, for some customers, to travel to the United States, an ESTA may be required. For Canada, an ETA and to India, an e-visa may be needed. Please do check your requirements to avoid any unnecessary cost and delays.
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From £1,999 per person, prices in pounds sterling (GBP). Flights included, from Heathrow Airport and Manchester Airport. Prices last updated 1 October 2026 and confirmed at booking.
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