• Days 1-3


    Remarkable Landmarks
    Step inside Florence’s iconic Basilica of Santa Maria del Fiore and you’ll see the interior is somewhat more reserved than its marble Gothic façade and famous red-tiled cupola. Climb the 463 steps up to Brunelleschi's Dome for a close-up view of Giorgio Vasari’s fresco, The Last Judgement (book in advance for this part of the tour).

    History and science buffs alike will love the Museo Galileo’s collection of inventions and interactive gadgets that trace the history of the sciences from Renaissance times onwards – not to mention the case displaying Galileo’s fingers and tooth!

    Roman ruins, a Medieval fortress, and amazing Renaissance chambers and paintings... the imposing Palazzo Vecchio seems to encapsulate the city’s entire history. Climb the Arnolfo Tower to admire the view; or take a private tour exploring the secret passages normally closed to the public. 

    Snaking across many of Florence’s most important landmarks from Palazzo Vecchio to Pitti Palace, the Vasari Corridor (due to reopen in 2019 after repairs), is one of the city’s more unusual experiences. Get countless unique perspectives on the city and view over 1000 artworks from the 17th and 18th centuries, plus a unique collection of self-portraits in the corridor’s Uffizi section.

    Don’t leave town without spending some time exploring the jewellery stores, art dealers and souvenir shops along the Ponte Vecchio, or simply soaking up the views.

    Remarkable Restaurants
    La Bottega del Buon Caffè (Lungarno Benvenuto Cellini, 69/R). This recent Michelin star winner is quickly becoming one of Florence’s best gourmet restaurants with a fine dining concept that truly reflects its Florentine and Tuscan location.

    Stay: Hotel Savoy, A Rocco Forte Hotel (3 nights)​

    Your Stay

    Hotel Savoy - A Rocco Forte Hotel

    Awash with classical lines and rich detail that stands up to the closest inspection, Hotel Savoy is a stylish, contemporary designer destination and one of the city’s most popular, with luxury in bundles.

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  • Days 4-5

    Florence to Siena

    Drive Time: 1 hour, 20 minutes by car | Distance: 48 miles

    Remarkable Landmarks
    The sloping, conch-shell-shaped Piazza del Campo – the civic heart of the city renowned for its exquisite beauty, and the setting of one of the world’s most ancient horse-races, Il Palio. It’s ideal for a spot of Sienese people-watching, and to soak up the beautifully preserved medieval atmosphere, too.

    At 88 metres, Torre del Mangia is the second-highest medieval tower in all of Italy; and the observation deck’s breathtaking views over the Piazza del Campo, Il Duomo di Siena, the red roofs of the city and the surrounding hills are well worth the 400-step climb.

    Take a walk around Il Duomo di Siena before entering to take in one of Siena’s most impressive buildings: a combination of French Gothic, Romanesque and Classical architectural elements, then head inside to explore the spectacular marble mosaic flooring, and works by Donatello and a young Michelangelo.

    Built in 1325 and located just behind Il Duomo, Il Battistero di San Giovanni (the Baptistery), is one of Siena’s most important religious sites in the city, where all the city’s inhabitants, famous or not, were baptised under its rib vault over many centuries.

    Remarkable Restaurants
    Arnolfo (Via XX Settembre, 50): a unique mix of art and fine dining perched high up in the old town of Colle di Val d'Elsa, amidst the stunning Tuscan countryside.

    Stay: Grand Hotel Continental (2 nights)​

    Your Stay

    Grand Hotel Continental

    Occupying a beautifully restored 16th-century palazzo adorned with original frescoes and priceless antiques, the Grand Hotel Continental is the only five-star property in Siena’s centro storico, so you really can't get any more central.

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  • Days 6-7

    Siena to Assisi

    Drive Time: 1 hour, 45 minutes by car | Distance: 80 miles

    Remarkable Landmarks
    A must-see for art aficionados and those with a passion for religion is the grandiose, gorgeously embellished Basilica di San Francesco. After admiring the Giotto and Cimabue frescoes, the upper and lower basilicas and abundance of artworks, head to the lower crypt where Saint Francis is buried.

    Walk up Corso Mazzini to Piazza del Comune to enjoy the medieval palazzi and the beautifully preserved Tempio di Minerva - an ideal spot for people-watching while eating a gelato. 

    Basilica di Santa Chiara – one of Italy’s most important basilicas. Built with intensely pink stones and devoted to Francis’ first “sister”, it’s a veritable must-see while in Assisi.

    Looming over the town, the huge, 14th-century Rocca Maggiore castle is the perfect jumping-off spot for sightseeing as everything is, quite literally, downhill from here! Built by Cardinal Albornoz specifically to intimidate townsfolk, it’s been expanded, pillaged, and restored again and again over the centuries.

    Remarkable Restaurants
    La Locanda del Cardinale (Piazza del Vescovado, 8) – a dining experience unlike any other, where eclectic and regional cuisine is served among Roman ruins that date back over 2000 years.

    Stay: Nun Assisi Relais & Spa Museum (2 nights)​

    Your Stay

    Nun Assisi Relais & SPA Museum

    Once a 13th-century nunnery; now the only five-star lodging in and around St Francis’ hometown, ‘The Nun’ is an architecturally stunning blend of ancient and modern, and a complete refuge for mind, body and spirit.

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  • Days 8-9

    Assisi to Orvieto

    Drive Time: 1 hour, 30 minutes by car | Distance: 59 miles

    Remarkable Landmarks
    Few churches in Italy can hold a candle to Il Duomo di Orvieto – a wedding cake of a Gothic cathedral, with layers of exquisite detail behind its vibrant façade, and awe-inspiring frescoes by Renaissance painter Luca Signorelli in the Chapel of San Brizio

    Orvieto’s coolest spot (quite literally), is the magical myriad of 440 Etruscan-era tunnels and grottos, the Orvieto Underground – used by locals over their 2500-year history for everything from refrigeration and wine-storage, to wells and WWII bomb shelters.

    Once built to protect the city, the Fortezza dell’Albornoz is now home to beautiful public gardens, with stunning views over the valley and surrounding towns. 

    There are many winery tours and cooking classes available throughout the region, but Decugnano dei Barbi Winerys are the most highly-rated. All tailor-made tastings, and pairings take place in the old Medieval Chapel of Saint Mary of Decugnano and include a tour taking in the modern part of the Estate, the vineyards, and ancient caves where traditional sparkling wine is made and French oak barrels are kept.

    Remarkable Restaurants
    The super welcoming Trattoria del Moro Aronne (Via S. Leonardo, 7) – home to a convivial vibe, authentic food and honest prices.

    Stay: Locanda Palazzone (2 nights)​

    Your Stay

    Locanda Palazzone

    Considered one of Italy’s oldest hotels (starting life as a hostel for pilgrims en-route to Rome), this charismatic country house with Scandi-loft-style living is also one of its most contemporary.

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  • Days 10-16

    Orvieto to Porto Ercole

    Drive Time: 2 hours, 5 minutes by car | Distance: 74 miles

    Remarkable Landmarks
    There are a number of beautiful drives to take around the region, but this part of your holiday is really all about rest and relaxation, so sit back, relax and enjoy!

    Remarkable Restaurants
    Michelin-starred Il Pellicano Restaurant delivers satisfying surprises using carefully selected seasonal organic local produce, fresh fish and organic meat.

    Stay: Hotel Il Pellicano (7 nights)​

    Your Stay

    Hotel Il Pellicano

    For all its timeless glamour and jet-set guests, Il Pellicano is as laid-back and unassuming as it gets. Sun-kissed terraces, manicured grounds, Michelin-starred cuisine and soulful service have guests clamouring for more each year.

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  • Day 17

    Depart Porto Ercole

Speak to someone who has been there

Lizzie has been here. Find out more and begin to plan your trip by getting in touch directly. You can speak to Lizzie by calling the number below or by sending a direct online enquiry.

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