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.

Image of Lucy Gore
Image of Harriet Harford

Harriet and Lucy 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

Image of Lucy Gore

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.

Lucy, 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

Palazzo Terranova

Palazzo Terranova


The hotel was completely restored from a ruin by a British couple, and is surrounded by unspoilt countryside.

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

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




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

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 Vicarello

Castello di Vicarello


In one of the most unspoilt areas of Tuscan Maremma, well away from the main tourist routes, lies the exclusive luxury hotel Castello di Vicarello.

Where to stay

The whole time no-one was anything but happy


Start creating your tailored trip today

Tell us what you want

Our thoughtful experts are ready with ideas, inspiration and advice for your next journey.

Build a tailored itinerary

Working with you we’ll craft an unforgettable trip and tailored itinerary.

We've got you covered

We're here to help with everything while you're away from the smallest to the biggest request.

Our enthusiastic experts are seasoned travellers with the inside track on the most memorable adventures.

Call us on +44 (0) 20 7978 7333

Or enquire online

Newsletter Sign-Up

Get the latest travel advice, information and inspiration in our weekly newsletter.

Brochure Sign-Up

Our beautiful, free brochure is packed with insider information and incredible travel ideas from every corner of the planet.
Get the brochure

About Us

We are a creative luxury travel company who take a thoughtful approach to creating tailor-made holidays that perfectly fulfil your needs. Read our story

Planning a Holiday

Talk to our team of thoughtful experts about your travel needs:
+44 (0) 20 7978 7333 Contact us online


If you are a supplier and would like to contact us:
+44 (0) 20 7978 7333 product@originaltravel.co.uk

Why Us

Our meticulous planning, in-depth knowledge, honest advice, award-winning service and financial protection all ensure that you will enjoy the most memorable holiday experience. Why us


For all press enquiries, please contact our marketing team:
+44 (0) 20 7978 7333 press@originaltravel.co.uk


For all other feedback please contact:
+44 (0) 20 7978 7333 feedback@originaltravel.co.uk