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Tuscany & Umbria Holidays

Tuscany and Umbria sit side by side in central Italy and are often paired because they complement each other without trying to do the same thing.

In Tuscany, it’s about choosing your setting. Ask us for rural Tuscany holidays, and we’ll place you out among the vines and olive trees, somewhere you can drive into a nearby town for dinner and come back to quiet, open space. Say you want something closer to the coast, and we’ll point you towards the Tuscan Riviera, where days revolve around the beach, seafood lunches, and shaded loungers facing the Tyrrhenian Sea.

Cross into Umbria, and you’ll sense a shift. For somewhere with a bit more edge, we’ll guide you to Perugia, a hilltop city with a strong local feel and a student crowd. If you’d rather go further out, we’ll steer you towards smaller towns and countryside stays where everything slows and the focus is on good food, local wine, and not much else on the agenda.

Combining the two or three stops really works. Countryside, coast, then something quieter to finish. We can help you piece it together so it’s one seamless trip.

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Tuscany & Umbria Regions

Our recommendations for the best places to visit in Tuscany & Umbria

Rural Tuscany Holidays

Holidays to rural Tuscany are a food and wine paradise filled with medieval soul and breathtaking...

Tuscan Riviera Holidays

Tuscan Riviera holidays are stylish seaside resorts with a little bit of medieval thrown into the...

Holidays in Tuscany & Umbria

  • Rural Tuscany
  • 5 Star

Set in a restored medieval monastery deep in the Tuscan hills, Castel Monastero feels more like a tiny stone village than a conventional hotel.

Price based on:

  • 7 nights from £1,687 p/p
  • 2 adults
  • Bed and Breakfast
  • Return flights from London Heathrow
  • Transfers included
  • Travel on Wednesday 4th November 2026
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  • Tuscany & Umbria
  • 5 Star

A fresh take on the Italian beach holiday, blending nature, solid sustainability credentials, and local flavour.

Price based on:

  • 7 nights from £1,344 p/p
  • 2 adults
  • Bed and Breakfast
  • Return flights from London Heathrow
  • Transfers included
  • Travel on Saturday 25th April 2026
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  • Tuscany & Umbria
  • 4 Star

A slice of Forte dei Marmi at its most elegant.

Price based on:

  • 7 nights from £747 p/p
  • 2 adults
  • Continental Breakfast
  • Return flights from London Heathrow
  • Transfers included
  • Travel on Saturday 18th April 2026
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  • Tuscany & Umbria
  • 5 Star

A grand, central Perugia address on Piazza Italia with big Umbrian valley views, a classic old-world feel, and a heated indoor pool with a transparent floor revealing ancient Etruscan walls beneath the medieval vaults.

Price based on:

  • 7 nights from £1,101 p/p
  • 2 adults
  • Bed and Breakfast
  • Return flights from London Heathrow
  • Transfers included
  • Travel on Tuesday 14th July 2026
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  • Rural Tuscany
  • 5 Star

A luxury boutique hotel housed in a 17th-century palazzo right in the heart of Siena’s ancient centre.

Price based on:

  • 7 nights from £1,843 p/p
  • 2 adults
  • Buffet Breakfast
  • Return flights from London Heathrow
  • Transfers included
  • Travel on Thursday 12th November 2026
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  • Rural Tuscany
  • 5 Star

Go all out with a special stay at this boutique hotel on a sprawling 10th-century castle estate among the Tuscan hills.

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  • Rural Tuscany
  • 4 Star

In the peaceful countryside close to Florence, this historic wine-making estate is an idyllic base from which to explore Tuscany.

Price based on:

  • 7 nights from £1,750 p/p
  • 2 adults
  • Bed and Breakfast
  • Return flights from London Heathrow
  • Transfers included
  • Travel on Friday 24th April 2026
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  • Rural Tuscany
  • 5 Star

A Tuscan spa sanctuary where history, luxury, and thermal bliss come together beautifully.

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  • Tuscan Riviera
  • 4 Star

Bright, breezy, and welcoming, with a well-regarded seafood restaurant.

Price based on:

  • 7 nights from £813 p/p
  • 2 adults
  • Bed and Breakfast
  • Return flights from London Heathrow
  • Transfers included
  • Travel on Thursday 12th November 2026
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  • Tuscan Riviera
  • 4 Star

Set on one of Viareggio’s most attractive stretches of coastline, this historic hotel provides a taste of classic beachside living.

Price based on:

  • 7 nights from £842 p/p
  • 2 adults
  • Bed and Breakfast
  • Return flights from London Heathrow
  • Transfers included
  • Travel on Thursday 12th November 2026
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Get to know Tuscany and those important practicalities when planning your perfect holiday.

Capital
TIME DIFFERENCE

GMT +1 hour

CURRENCY

Euro

FLYING TIME TO DESTINATION

Pisa: 2¼ hours

RELIGION

Christianity (Roman Catholic)

LANGUAGE

Italian

Where is Tuscany?
Tuscany is a region in central Italy bordering Liguria to the northwest, the Tyrrhenian Sea to the west and Umbria to the east. Its capital is the historic city of Florence and it’s divided into ten provinces including Lucca and Siena. The vast landscape of Chianti sits between Florence and Siena and stretches almost into Pisa to the east.

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Getting around Tuscany
Hiring a car is the most flexible way of exploring Tuscany. The roads are good – if not sometimes busy around Florence and Siena – and the pretty winding back roads are much quieter offering beautiful scenic routes to tiny villages and towns. Driving around historical centres is not permitted so we advise parking your car just outside and then walking in.

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Food & drink
A gourmet adventure with specialities varying in each area, expect a focus on fresh local ingredients, renowned wines and Tuscan olive oils. Grilled and roasted meats are high on the list as is cucina povera – hearty but simple food made with fresh produce. Make sure to try homemade ribbons of egg pasta, Florentine T-bone steak and the classic Tuscan antipasto misto. You’ll find pretty tavernas serving classic dishes, excellent pizzerias and centuries old buildings housing restaurants with extensive wine lists where you can try those famous sweet and dry reds. Book a wine-tasting tour to discover some of the region’s most renowned wines and learn how to pair them with your favourite Italian dishes.

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Rural Tuscany
A journey through rural Tuscany will see you visiting the magnificent medieval hilltop town of San Gimignano, a sprawling land of vineyards in Chianti and a trip inside the well-preserved ancient walls of Siena. Head to the medieval piazza, Campo, visit the dazzling Duomo, the crypt, baptistery and Museo dell’Opera. Drive through the wilder parts of Tuscany for tiny wine towns, ancient hilltop villages, Renaissance churches and active monasteries.

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Tuscan Riviera
Visit the exclusive seaside town of Forte dei Marmi, a mecca of designer boutiques, stylish beach clubs and great restaurants. A 20-minute drive away is the pretty seaside town of Viareggio famed for its long beaches, pine forests, Liberty-style buildings and renowned summer carnival. Within easy reach of Pisa and the medieval city of Lucca, this is a great base for exploring more of Tuscany. For a magical night under the stars, Torre del Lago’s Puccini festival held every July and August has a full calendar of opera held in locations including an incredible 3,400 seat open-air theatre.

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Umbria
Just east of Tuscany, Umbria offers a quieter, more understated take on central Italy. Perugia sits at its centre, a hilltop city with a strong local feel, shaped by its universities, and featuring lively squares, steep streets, and views across the surrounding countryside. Beyond it, the region opens into smaller towns and rural stays where distances are short, but the sense of space is greater, making it easy to explore without much structure. It works well alongside Tuscany, either as a contrast or as a base in its own right.

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Tuscany & Umbria Weather

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