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Tuscany in autumn

Florence, Tuscany & Umbria

World-famous history, postcard-perfect landscapes

Holiday ideas to Florence, Tuscany & Umbria

Introduction

Explore our collection of individually crafted luxury holiday ideas to Tuscany, including breaks to Florence, Pisa, Siena and more to showcase the best of Tuscan cuisine, art history, and the iconic undulating landscape touched with golden sun. Speak to one of our Italy holiday specialists today to tailor any of our trips or build your own.

British Airways Sale

The British Airways sale is now on, with superb savings to a wide range of destinations. Book by 3 November 2026.

List of itineraries

11 available
Il Palio

Il Palio di Siena 2027

4-day tailor-made city break from £5,245 pp incl. flights

Take in the colour and pageantry of the world-famous Il Palio di Siena. Along with entry to the race, you'll have the chance to celebrate the culture and cuisine of this historic Italian city.

Florence, Italy

Venice Simplon-Orient-Express: Florence to London

4-day luxury rail holiday from £5,635 pp incl. flights

Enjoy a stay in a luxury hotel in the heart of historic Florence, then indulge in fine wines and gourmet dining as you sweep through Europe aboard the world's most iconic train.

Il Falconiere, Cortona

Cooking under the Tuscan sun

4-day tailor-made break from £3,215 pp

Enjoy four sumptuous days at a luxurious retreat in Tuscany. Il Falconiere is a fabulous place for a sunny break, but even more so for a culinary holiday – cooking lessons, trips to local markets and some serious wine tasting are all included in this bespoke holiday.

L'Andana

Luxury Tuscan Retreat at L'Andana, Maremma

5-day tailor-made holiday

Discover a lesser-visited side of Tuscany on this idyllic rural retreat in Maremma, based at the luxurious L’Andana resort, featuring a Michelin-starred restaurant and a state-of-the-art spa.

Tuscan Vineyard

La Dolce Vita Orient Express: Rome & Tuscany

4-day luxury rail journey from £3,560 pp

Experience the very best of Italian culture and cuisine on this journey aboard luxury train, La Dolce Vita Orient Express, pairing the rolling vineyards of Tuscany with the ancient wonders of Rome.

Why book with Wexas Travel?

At Wexas, we specialise in bespoke travel experiences. Our itineraries are just samples of what we can arrange, and can be changed depending on your precise needs, finances and ideas by our experienced destination specialists.

Contact one of our consultants on 020 7590 0796 to discuss how we can tailor your holiday.

Learn why Wexas is the leader in creating luxury holidays. What is tailor-made travel?

Expert advice & support

Visit us in our London office

Let our travel specialists curate the perfect holiday:

  • Inspirational ideas based on experience
  • Established for over 50 years
  • Tailor a holiday to your precise requirements
  • Personalised quotes and documentation

Every step of the way

Every step of the way

Our services are with you from start to finish:

  • Dedicated personal consultants
  • Free airport lounges on qualifying bookings
  • Care and guidance pre, post and during holiday
  • Full financial security: ATOL & ABTOT protected