Tuscany Holidays

Even by Italian standards, Tuscany is a region of outstanding natural beauty and cultural riches - historic towns packed with architectural and artistic treasures, and surrounded by picture-postcard landscapes of rolling hills and cypress trees.

Harriet and Flora are here to help give you the inside track.

Why we think you’ll love it

  • The dominating themes behind any luxury holiday to Tuscany are architecture, food, wine and landscape landscape - what's not to love? The area has something for everyone and can be enjoyed at all times of the year.

Luxury Holidays to Tuscany: The Detail

Tuscany's highlights include Siena, which hosts the famous annual Palio horse race; the wonderfully preserved medieval city of San Gimignano, with its soaring towers; Pisa with its soaring and leaning tower; and, of course, Florence, the 'cradle of the Renaissance', with its magnificent duomo, Uffizi gallery and Ponte Vecchio.

We also know the little gems off the beaten track such as the lovely medieval town of Lucca with it's perfectly preserved walls that you can bicycle round, and some of Tuscany's finest vineyards for private wine tastings. Added to this, Tuscany has miles of Mediterranean coastline. All rather perfect, we think you'll agree.

Original Travel has selected some of the best properties from across the region. Many of them are in rural settings, but within easy range of the main cultural attractions, giving you the best of both worlds, but we have some properties in the beautiful city of Florence itself.


Original Highlight

Staying at the rustic, luxury castle hotel Castello Di Vicarello and doing a one on one tailor made cooking class with the owner Aurora. They have a large organic garden, so we collected all the fresh vegetables first, and cooked up a Tuscan feast in the gorgeous stone clad kitchen.

Flora, Original Traveller

Weather in January January February March April May June July August September October November December
  • Average Temp. — 8°C / 46°F
  • Rainfall — 7cm / 3.1 inches
Flight from London

2:15 hrs

Time Difference

GMT +1 hr

Top picks for Tuscany

Villa Mangiacane, luxury hotel in Italy

Villa Mangiacane


The property and its original Renaissance frescoes fell into disrepair but have now been painstakingly restored to their former splendour.

Where to stay

Villa Fontelunga, luxury hotel in Italy

Villa Fontelunga


A beautifully restored Tuscan manor house, set above the Val di Chiana and enjoying panoramic views towards the hilltop town of Cortona.

Where to stay

Castello di Casole

Castello di Casole


Castello Di Casole is part of one of the largest private estates in Italy, with 4200 acres of pristine Tuscan countryside surrounding a beautifully restored 19th century castle.

Where to stay

Castello Del Nero hotel, luxury hotel in Italy

Castello del Nero


Surrounded by 700 acres of rolling Tuscan hills, Castello del Nero is the first hotel in the Chianti area to incorporate a true destination spa, from global spa specialists ESPA.

Where to stay

Pool area at Borgo Santo Pietro, luxury hotel in Italy

Borgo Santo Pietro


A luxurious villa set amid 13 acres of private grounds in the Tuscan countryside.

Where to stay




Located in a magnificent part of Tuscany between Chianti and Siena, L’Andana is surrounded by centuries old olive groves in quintessential Tuscan foothill country.

Where to stay

We both agree that Original Travel is absolutely the best travel company that we have used to date and only wish that we had discovered you sooner.


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