• Flight included
  • Accommodation
  • Car rental included

Idyllic Tuscany & Umbria escape with car hire

  • City trip
  • 5 or 7 nights
  • Italy
New trip
From £669 per person
  • £1,338
  • ]
  • based on 2 travellers

We know plans can change. Our holidays offer you the flexibility you need

We offer 'book now, pay later' payment plans, date changes, and refund options. T&Cs apply

Uncover the rolling hills of Tuscany and Umbria, with handpicked rural stays and a scenic wine tasting - includes breakfast, flights, car hire & more

Immerse yourself in the captivating rhythms of central Italy, where sun-dappled vineyards, cypress-lined avenues, and medieval hill towns define an iconic landscape. Your countryside journey seamlessly pairs two quintessential Italian retreats, nestled amidst the peaceful vistas of Chianti and the verdant heart of Umbria. Here, you'll feel completely rejuvenated and free to embrace a gentler pace of living away from the crowds. From exploring ancient hilltop fortresses to marvelling at silver olive groves stretching across quiet valleys, every turn promises a quintessential postcard view.

And with your very own rental car, you can design your own getaway across these two remarkable regions, curating each day to match your personal sense of discovery. You'll have the freedom to traverse quiet backroads, discover hidden trattorias, and pause at timeless historic villages whenever inspiration strikes. What's more, your journey includes an artisanal wine tasting nestled in the Tuscan hills. Choose between a five- or seven-night itinerary, and look forward to an effortless, sensory-filled Italian escape - designed to stay in your memory long after you return home.

Included
  • 3 or 4 nights at Villa San Filippo, Tuscany (half-board basis excluding drinks)

  • 2 or 3 nights at Agriturismo Poggio Degli Olivi, Umbria (breakfast included)

  • Optional upgrade to half-board at Agriturismo Poggio Degli Olivi

  • One three-course dinner at Agriturismo Poggio Degli Olivi

  • Wine tasting at a local winery in Tuscany

  • Car hire

  • Return flights from your selected airport to Florence, Italy

Day 1-3: Tuscany

Welcome to Tuscany! Upon arriving in Italy, pick up your hire car and drive through the picturesque rolling landscapes of Chianti to check in at your hotel. Over the next two days, the time is entirely yours at leisure to absorb the classic Tuscan atmosphere. You might choose to meander through nea…

Read more
Villa San Filippo  or similar

Day 4-5: Umbria

Enjoy breakfast before taking a scenic drive eastward into Umbria, celebrated as the verdant heart of Italy. Check into your peaceful countryside abode near Bettona, where sweeping panoramas of ancient olive groves and distant medieval spires frame the horizon. The days here offer the ultimate free…

Read more
Agriturismo Poggio Degli Olivi  or similar

Day 1-4: Tuscany

Welcome to Tuscany! Upon arriving in Italy, pick up your hire car and drive through the picturesque rolling landscapes of Chianti to check in at your hotel. Over the next two days, the time is entirely yours at leisure to absorb the classic Tuscan atmosphere. You might choose to meander through nea…

Read more
Villa San Filippo  or similar

Day 5-7: Umbria

Enjoy breakfast before taking a scenic drive eastward into Umbria, celebrated as the verdant heart of Italy. Check into your peaceful countryside abode near Bettona, where sweeping panoramas of ancient olive groves and distant medieval spires frame the horizon. The days here offer the ultimate free…

Read more
Agriturismo Poggio Degli Olivi  or similar

Five-star booking service? You bet.

Need additional help with your booking? Call our Concierge Team on 020 3980 7013 (Mon-Sun, 9am-6pm)

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Check prices and availability for this offer
Book now, pay the rest later

Did you know, you can book now and pay the rest later with our convenient deposit payment option? If you book this deal 35 days prior to your departure, you can choose to pay in instalments. The deposit will be 35% of the deal’s price, plus any extras you may decide to add (i.e. excursions). You can review the instalment amounts and due dates in the last step before placing your booking.

Additional Information
Conditions

Your booking is a direct contract between you and Secret Escapes Limited for the provision of your package. Secret Escapes acts as a tour operator responsible, and is therefore liable for the proper execution of the agreement. The Secret Escapes Terms and Conditions (A) apply to this booking. The Secret Escapes Cancellation Terms and Conditions apply to this booking.

Secret Escapes Limited a company registered in England & Wales under number 07026107, registered office 88 Kingsway, London, WC2B 6AA. © Secret Escapes 2019

Passport, visa and health requirements

The passport, visa and health requirements at the time of booking can be viewed on the Foreign and Commonwealth Office website for UK citizens, and on the Department of Foreign Affairs website for IE citizens. It is your responsibility to ensure that you and all members of your party are in possession of all necessary travel and health documents, and in compliance with any other immigration/entry requirements, before you travel, including whether your passport must be machine readable or which visas/waivers may be required for entry, such as ESTA for USA travel and/or ETIAS for EU travel. For some countries in Southeast Asia, you may be required to complete a Digital Arrival Card or other immigration procedures prior to or upon arrival. We recommend that you complete any required digital forms as early as possible to save time upon arrival. Please also be sure to check the validity of your passport and allow up to 10 weeks for passport renewals.

Price changes

Please note that the flights included in this offer are subject to live availability and price, and can change during your booking process. When this is the case, we will always notify during the booking process.

Pet policy

Pets are not allowed on this trip.

Optional services

To provide you with the best choice, we partner with a wide range of airlines. Please be aware that many carriers now charge extra for optional services like seat reservations and additional baggage. These airline-specific fees are not included in your holiday price unless stated. We recommend visiting your chosen airline's website directly to review their policies and understand any potential additional charges.