Italian road trip through Tuscany 🇮🇹🍝😍

Pirates, this self-guided tour of the beautiful Tuscan countryside is bellissimo! 🤌

Stroll through Florence, enjoy a wine tasting session in San Gimignano, visit the medieval hilltop town of Siena and finish your journey at the San Galgano Abbey.

During your road trip, you'll enjoy four-star accommodation, breakfast each morning, car hire and wine tasting. You'll get all of this from £450! You can choose whether to fly into Florence or Pisa. If you choose the latter, you can stop off to see the Leaning Tower before setting off for Florence.

Details

• Travel duration: 5 nights (7-night tours are also available)

• Departing airport: London (other airports available)

• Example date: 4 October 2025

• ABTA & ATOL-protected holiday provided by Voyage Privé

• Based on 2 sharing

• Prices do not include city / tourist taxes that are / may be payable at the hotel

• Not your dates/travel party size? Adjust search according to preference

How to book

You'll need to sign up for Voyage Privé. You can do so with your email or social log-ins like Facebook or Google.

Book this trip

Additional Information

We might be pirates, but we’re an honest bunch. We check all our deals when we review them to make sure everything is available. However, with deals this hot, things change quickly—flight prices fluctuate, hotel rooms sell out, currencies yo-yo. And just so you know, local taxes might still apply – even treasure has its fine print. But mainly, demand for the best deals means the lowest prices don’t last long. If you’ve missed out this time, don’t worry, we’re working on more great offers.

Interested in offsetting your carbon emissions for this flight? Read our guide to help you make an informed decision.

Travelling solo? Check out our single-travel deals here.