Secluded Tuscany
6 Nights Inclusive from £1995 per person
Departures 1st March, 3rd May, 21st June, 13 September, 11th October 2026 and 11th April, 16th May, 20th June, 26th September 2027
Secluded Tuscany
Velvety hills woven with cypress-lined avenues, grand villas and medieval hill towns – Tuscany is a vision of beauty. Yet beneath its gentle scenery and medieval treasures lies a richer, deeper Tuscany – one of rustic produce, aromatic wines, and towns and villages overlooked by typical touring itineraries.
We balance this hidden Tuscany with must-sees like Siena and Montepulciano on this 6-night tour. Staying in the quiet town of Castel del Piano, we discover Renaissance-era Pienza, ancient Orvieto, and seaside Castiglione della Pescaia, intertwining them with enriching local culinary experiences. Dine at humble trattorias, sample fragrant olive oil, taste wines and cheeses at artisanal estates, and more – and leave having experienced the true taste of Tuscany.
Stay throughout in the 4-star Grand Hotel Impero, without the need to change hotels during the tour.
Departing 1st March 2026
Twin from £1995pp
Single Supplement £400
Deposit per person £250
Departing 3rd May 2026
Twin from £2149pp
Single Supplement £400
Deposit per person £250
Departing 21st June 2026
Twin from £2149pp
Single Supplement £400
Deposit per person £250
Departing 13th September 2026
Twin from £2199pp
Single Supplement £400
Deposit per person £250
Departing 11th October 2026
Twin from £2069pp
Single Supplement £400
Deposit per person £250
Departing 11th April 2027
Twin from £2199pp
Single Supplement £450
Deposit per person £250
Departing 16th May 2027
Twin from £2299pp
Single Supplement £450
Deposit per person £250
Departing 20th June 2027
Twin from £2299pp
Single Supplement £450
Deposit per person £250
Departing 26th September 2027
Twin from £2299pp
Single Supplement £450
Deposit per person £250
Handpicked Highlights
- Enjoy six nights in the authentic small town of Castel del Piano, located in one of south Tuscany’s most secluded areas
- Visit gorgeous Tuscan towns away from the tourist trail, such as Grossetto and Pienza
- Enjoy a guided tour of magnificent Siena, one of the Italy’s finest medieval cities and known for its Palio horse-race
- Savour classic Tuscan cuisine during experiential inclusions such as wine and cheese tastings at artisanal local farms and producers
- Indulge in an exclusive olive oil tasting experience
- Eat at authentic trattorias and enjoy the superb Grand Hotel Impero restaurant, renowned for its fantastic Tuscan dishes and wines
Tour Itinerary
Day 1 Flight to Pisa
On arrival we meet our tour manager and travel to the delightful walled city of Lucca to glimpse its charming piazzas, elegant lanes, and exquisite churches. We continue to the small town of Castel del Piano, where we check in to our hotel, the Grand Hotel Impero, for our six-night stay. A welcome glass of prosecco or spritz accompanied by local delicacies precedes a delicious Tuscan buffet dinner at our hotel, where we can enjoy getting to know our fellow travellers.
Meals included: Dinner
Day 2 Montepulciano, Bindella Wine Estate and Olive Oil Tastings
We travel to the Renaissance hill town of Montepulciano, soaking up the ‘can’t–miss’ landscapes of southern Tuscany’s Val d’Orcia en route. There is free time to admire Montepulciano’s handsome piazzas, palaces and churches before travelling to the nearby authentic Bindella Wine estate. Here we learn more about the agronomic wine growing techniques on a fascinating tour before sampling delicious wines of the Montepulciano region along with a light Tuscan platter lunch. As we journey back to our hotel, we pause to sample some exquisite olive oil in a picturesque and authentic setting. This evening, we enjoy dinner in the hotel restaurant.
Meals included: Breakfast, Lunch, Dinner
Day 3 Castel del Piano, cheese tasting & Pienza
This morning, we enjoy free time to stroll into the centre of Castel del Piano about 10 minutes’ away on foot. Afterwards, we drive to an authentic artisan cheese farm for a tour and tasting of some of their delicious local cheeses. Afterwards, we visit the pink–walled Renaissance town of Pienza, where we have free time to wander, relax over a glass of wine or enjoy a leisurely afternoon lunch at a restaurant of your choice. This evening, we enjoy dinner in the hotel restaurant.
Meals included: Breakfast, Dinner
Day 4 Orvieto
Today we venture into neighbouring Umbria to experience the history-steeped hill town of Orvieto. Perched on a volcanic rock, this striking place once controlled the trade route between Rome and Florence, and boasts a majestic Gothic Duomo, fresco-painted churches, medieval palaces and subterranean Etruscan-era caves and tunnels. The unmissable sight here is the golden Duomo façade, which shimmers in the sun and boasts 14th century reliefs of biblical scenes. After absorbing this and other sights, we enjoy lunch at a wonderfully authentic restaurant burrowed into the volcanic rock. While the tasty Tuscan dishes are terrific, a unique highlight is the opportunity to descend directly from the restaurant into the ancient Etruscan catacombs below – unforgettable! This evening, we enjoy a light dinner in the hotel restaurant.
Meals included: Breakfast, Lunch, Dinner
Day 5 Siena & Azienda Trottolo Wine-Tasting
Nowhere exemplifies a classic Tuscan town better than Siena and this morning we immerse ourselves in this UNESCO-protected gem. During a half-day walking tour introducing its treasures and storied past, we visit its ethereally beautiful, oval-shaped Piazza del Campo, (the backdrop for the twice-yearly Palio horse race), the Gothic–Romanesque Duomo and other sights. Following our guided tour, you have spare time to meander through the cobbled streets and have lunch at a restaurant of your choice. Our last stop is the traditional Tuscan, family-run Azienda Agricola Trottolo winery, nestled near the celebrated Montalcino wine region, where a tasting of excellent local reds awaits us. This evening, we enjoy dinner in the hotel restaurant.
Meals included: Breakfast, Dinner
Day 6 Grossetto & Castiglione della Pescaia
After breakfast we head towards Tuscany’s Tyrrhenian coast for a day of sightseeing. Winding through undulating landscapes dotted with cypresses, we visit Grosseto, the capital of the Maremma region, and a pretty place to explore. You may want to enjoy your free time here to visit the city’s medieval-style square, relax over a frothy cappuccino or browse the independent shops. Our tour continues to the castle-topped seaside town of Castiglione della Pescaia where there is further free time to relax and stroll along the picturesque seafront before savouring a succulent local seafood lunch. After returning to Castel del Piano this afternoon, relax and enjoy time to unwind or stroll into the town before dinner at our hotel.
Meals included: Breakfast, Lunch, Dinner
Day 7 Departure
On our transfer to Pisa airport, we stop in the village of Massa Marittima, a little jewel in southern Tuscany, for a farewell lunch of classic Tuscan fare – a special finale before we catch our flight back to the UK.
Meals included: Breakfast, Lunch
Grand Hotel Impero
Occupying a former manor house standing in its own gardens on the edges of Castel del Piano, the 4-star Grand Hotel Impero combines aristocratic looks with high standards of accommodation and warm local hospitality. The owners are passionate about delivering exemplary service and top-notch cuisine – the well-regarded restaurant here uses locally sourced ingredients to serve food and wines as good as or better than those at typical local trattorias.
The lovely salmon-pink façade of the hotel opens to a swish, whitewashed interior with a smart lobby lounge, two stylish restaurant rooms and a lounge bar. The contemporary guest rooms are decorated in a simple, understated but modern style and offering garden or mountain views, a flatscreen TV, safe, minibar and private bathroom with shower. After a day’s sightseeing, guests can also visit the peaceful spa (additional cost) to enjoy its inviting sauna, steam room and wellbeing treatments.
What's included
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Flights
Return flights from either London Heathrow/London Gatwick/London City to Pisa
(Call us for flight details) -
Accommodation
6 nights in the 4 star Grand Hotel Impero
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Meals
6 breakfasts, 3 lunches, 6 dinners
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Handpicked Highlights
Itinerary and handpicked highlights as stated above
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Tour Manager
Services of a local, experienced English speaking Tour Manager
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Coach Transport
All coach transportation as stated in itinerary above
Extras
- Travel insurance
- Local tourist and city taxes – as of 1 March 2025 2 euros per person per night
- Gratuities for tour manager and coach driver
Ready to book? Click your chosen date below
Departing 1 March 2026
Twin from £1995 per person
Single Supplement £400
Deposit per person £250
Departing 3 May 2026
Twin from £2149 per person
Single Supplement £400
Deposit per person £250
Departing 21 June 2026
Twin from £2149 per person
Single Supplement £400
Deposit per person £250
Departing 13 September 2026
Twin from £2199 per person
Single Supplement £400
Deposit per person £250
Departing 11 October 2026
Twin from £2069 per person
Single Supplement £400
Deposit per person £250
Departing 11th April 2027
Twin from £2199pp
Single Supplement £450
Deposit per person £250
Departing 16th May 2027
Twin from £2299pp
Single Supplement £450
Deposit per person £250
Departing 20th June 2027
Twin from £2299pp
Single Supplement £450
Deposit per person £250
Departing 20th June 2027
Twin from £2299pp
Single Supplement £450
Deposit per person £250
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