View of the terracotta-coloured buildings of the hilltop town of Siena in Tuscany

Compare Tuscany holidays

Holidays from £264 per person

Thousands of holidays

Compare 20+ trusted brands

ATOL-protected holidays

Book your getaway with confidence

Part of MoneySuperMarket

Saving you money for almost 20 years

Expert travel advice

Get the latest holiday tips and inspiration

We compare millions of holidays from the UK’s leading travel companies

Jet2holidays logoTui logoeasyJet Holidays logoloveholidays logolastminute logoHolidayGems logoOn the Beach logo

Holidays in Tuscany

Tuscany is all about beauty. Whether you’re gazing at its lovely landscapes of undulating hills and cypress groves, wandering through its cities and towns where art oozes from every corner, or contemplating yet another bowl of lip-smacking pasta, a holiday in ‘the art palace of Italy’ is a treat for the senses.

Such is its charm and appeal, Florence is reason enough to visit Tuscany – especially for a short break. A handsome and historic city, you’ll find an abundance of architectural and artistic treats everywhere you look. Priceless artworks can be enjoyed in its galleries and tiny chapels, while the city’s buildings are a hymn to Renaissance creativity.

It’s also prime road trip country. With roads curving through idyllic countryside, driving here is a dream, made sweeter by the staggering scenery: the region is famed for its gravity-defying hilltop towns, rolling vineyards and swaying Italian Cypress trees.

Then there’s the food. Even by Italy’s lofty standards, Tuscan eating is up there with the best. The fertile land has given rise to world-class cuisine, without a shred of pretension. Wheat, olives, truffles, mushrooms all feature in Tuscan dishes, and you’ll find game including wild boar and rabbit alongside pork and bistecca alla fiorentina (Italian steak).

When it comes to wine, while the quality is high throughout, the names to know are Chianti, Brunello and Montepulciano – otherwise known as the holy trinity of Tuscan reds.

Finally, better known to domestic tourists than Brits, the Tuscan coast is perfect for a seaside break, with sparkling waters and beaches that range from the chichi to the untamed. Castiglione della Pescaia and Viareggio won’t disappoint. Off the coast, the island of Elba is a delightful escape.

Popular holiday deals in Tuscany

View all deals

Prices and availability may change, confirm with the provider before booking. Prices include all mandatory fees and taxes.

Versilia Lido UNA Esperienze

9.5

Excellent

Lido Di Camaiore, Tuscany Area, Italy
  • 20 Dec 2026
  • 7 nights
  • Bed & breakfast
  • Manchester

Prices from

€599 pp

Grand Hotel Bonanno

8.6

Very Good

Pisa, Tuscany Area, Italy
  • 20 Dec 2026
  • 7 nights
  • Bed & breakfast
  • Manchester

Prices from

€407 pp

Sina Astor

8.8

Excellent

Viareggio, Tuscany Area, Italy
  • 20 Dec 2026
  • 7 nights
  • Bed & breakfast
  • Manchester

Prices from

€549 pp

Cheap Tuscany holidays under £350pp

View all deals

Prices and availability may change, confirm with the provider before booking. Prices include all mandatory fees and taxes.

Grand Hotel Bonanno

8.6

Very Good

Pisa, Tuscany Area, Italy
  • 8 Nov 2026
  • 5 nights
  • Bed & breakfast
  • Gatwick

Prices from

€264 pp

NH Siena

8.6

Very Good

Siena, Tuscany Area, Italy
  • 8 Nov 2026
  • 5 nights
  • Room only
  • Gatwick

Prices from

€326 pp

Last-minute holiday to Tuscany

Lungarno Vespucci 50

Florence, Tuscany Area, Italy
  • 21 Oct 2026
  • 7 nights
  • Room only
  • Stansted

Prices from

€1,671 pp

Hotel City Florenz

Florence, Tuscany Area, Italy
  • 21 Oct 2026
  • 7 nights
  • Room only
  • Stansted

Prices from

€1,205 pp

Anglo American Hotel Florence, Curio Collection by Hilton

Florence, Tuscany Area, Italy
  • 21 Oct 2026
  • 7 nights
  • Room only
  • Stansted

Prices from

€1,557 pp

25hours Hotel Piazza San Paolino

Florence, Tuscany Area, Italy
  • 21 Oct 2026
  • 7 nights
  • Room only
  • Stansted

Prices from

€1,351 pp

Hotel Mulino di Firenze

Florence, Tuscany Area, Italy
  • 21 Oct 2026
  • 7 nights
  • Room only
  • Stansted

Prices from

€1,001 pp

Best Western Plus Chc Florence

Florence, Tuscany Area, Italy
  • 21 Oct 2026
  • 7 nights
  • Room only
  • Stansted

Prices from

€741 pp

Starhotels Tuscany

Florence, Tuscany Area, Italy
  • 21 Oct 2026
  • 7 nights
  • Room only
  • Stansted

Prices from

€1,921 pp

Grand Hotel Bonanno

Pisa, Tuscany Area, Italy
  • 8 Nov 2026
  • 5 nights
  • Bed & breakfast
  • Gatwick

Prices from

€264 pp

Prices and availability may change, confirm with the provider before booking. Prices include all mandatory fees and taxes.

What to do in Tuscany

Your Tuscan trip can be narrowed down to three essentials – eating, drinking and looking at beautiful things, which you can do everywhere. Florence has the highest concentration of serious culture, but if you prefer your sightseeing a little more relaxed, then Siena and Lucca are good bets. If landscapes float your boat, earmark Chianti and Val D’Orcia.

Florence

To visit Florence is to dive into the world of the Renaissance. Marvel at the Duomo cathedral – the 463 steps to the top are worth it for the view – get lost in the Uffizi Galleries looking for Botticelli’s Venus, visit Michelangelo’s David in the Galleria dell’Accademia and cross the Ponte Vecchio to the monumental Pitti Palace.

Added bonuses include exquisite leather goods, beautiful gardens – swap the Boboli for the prettier, lesser-known Bardini – and gelato, said to have been invented here.

Siena

Tightly packed terracotta rooftops wind out from the famous, scallop-shaped Piazza del Campo, where each July the thunderous, bareback Palio di Siena horse race takes place.

Siena’s Gothic architectural fabric is little-changed since the middle ages, and the sense of time travel is only heightened by the local tendency to dress in historic costume and indulge in drum-beating and flag waving – a way for each contrada, as the tightly-knit and fiercely partisan neighbourhoods are known, to make their presence felt.

Hill towns

As famous as its cities are Tuscany’s hill towns. Perched atop rolling mounds, the sun burnishing their towers in hues of gold, they make the quintessential photo of the region.

San Gimignano is the poster child, but high season hordes can diminish its charm. Alternatives include Pitigliano, towering over a lofty bluff, and Monteriggioni, its concentric walls that once protected it from the battling might of Florence and Siena now merely for show. ‘Twilight’ fans flock to Volterra, the fictional home of the Volturi.

Val D’Orcia

Rolling hills, ranks of cypress trees, golden wheat fields, sprawling vineyards and higgledy-piggledy farm houses – if this is your image of Tuscany, then head to Val D’Orcia.

Climb the ramparts of Montalcino and buy a bottle of local Brunello, enjoy the silence within the lofty Abbey of Sant’ Antimo, and stop for a soak in the natural hot springs at Bagno Vignoni. Don’t miss the countryside around San Quirico – it’s where most of the postcard-worthy photos are taken.

Chianti

A trip to Tuscany without a wine tour could be considered a trip wasted. If you’re not an expert, there are worse places to start than the most famous region of all – Chianti.

Sandwiched conveniently between Florence and Siena, its many vineyards are interspersed with pine forests, olive groves and castles. Most host tastings in their atmospheric cantina wine cellars – look out for the symbol of the black rooster, the trademark of Chianti Classico wines.

Good to know

Flight time

2 hrs 10 mins

(from London)

Currency

Euro (€)

Language

Italian

About TravelSupermarket