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Discover Tuscany

Pisa, San Gimignano, Florence
Ref: 5022811

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Tailor-make this holiday from £849pp

  • We'll adapt this itinerary to suit you
  • Add local experiences
  • Choose accommodation
  • Designed to your budget
  • Flexible payments

Included in this Price

  • Direct international flights
  • 9 nights in 4* hotels
  • Chianti Colours & Flavours tour
  • 1 hour with David - Accademia Gallery tour
  • 10 days' car hire
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Here’s What Your Amazing Holiday Could Look Like...

Get ready for an adventure through the Tuscan countryside, with plenty of incredible food, wine, history and art along the way. Exploring by car, you’ll stop off at favourites such as Pisa and San Gimignano, and have the chance to admire one of the art capitals of the world; Florence.

We have created this 10-day getaway to show you just how beautiful the Tuscan countryside is. You’ll drive past rolling hills and incredible sights as you travel under your own steam from Pisa to Florence, taking in Sam Gimignano on the way.

We think this itinerary is perfect for those looking to truly experience the Tuscan lifestyle, but our Experts can tailor this self-drive Journey any way you wish.

We’ll Help you Find your Way


Planning your holiday

Hi I'm Chloe and as a Travel Consultant I'm here to make sure you find the exact holiday you want. This Journey itinerary is just one example for what's possible when you travel with us. Get in touch ...


Your Example Itinerary


Fly from the UK to Pisa

Day 1


Fly from the UK to Pisa and pick up your car. Snap some photographs of the famed Leaning Tower, and enjoy dinner overlooking the iconic structure at night.

Included in this price:

Days 2-3

San Gimignano

Drive onto San Gimignano, passing incredible scenery on the way. Also known as ‘Medieval Manhattan’, spend your time here exploring the winding stone streets and medieval architecture which make up this pretty walled town. The Historical Centre of San Gimignano is a UNESCO World Heritage Site; peruse the medieval tower houses dating from the 12th and 13th centuries. Make sure you pay a visit to Gelateria Dondoli. This award-winning ice-cream spot is run by Sergio Dondoli, a member of Italy’s Ice Cream World Championship team, and the flavours are delicious.

Included in this price:

4* Villa San Paolo

Days 4-5


Hop back in the car and continue to Florence, a city bursting with some of the world’s greatest artistic jewels and Renaissance treasures. Marvel at the Duomo cathedral before climbing it for mesmerising views over the city. Discover Michelangelo’s David, one of the most revered statues ever produced. With the help of your knowledgeable guide, you’ll learn all about how the statue came to be, as well as discovering more about the other paintings and sculptures on show in the Galleria dell’Accademia. Make a break away from the crowds and venture into the Chianti wine region to tour some vineyards, taste some wine and take a trip to Greve, one of the best known wine villages in Italy, while you're at it.

Included Excursion:
1 hour with David - Accademia Gallery tour
Chianti Colours & Flavours tour
Included in this price:

4* Plaza Hotel Lucchesi

Days 6-9


The rolling hills and incredible landscapes of Tuscany is where you’ll spend the last few days of your Journey. Stretching from the Apennines to the Tyrrhenian Sea, this picturesque Italian region promises medieval hilltop towns, endless olive groves and spectacular art. Discover quaint churches and stunning countryside in rural Tuscany, home to some of the region’s finest wines, or head to the Riviera. Here, you will find the seaside town of Viareggio, where some of the best beaches and seafood restaurants are. Don’t miss a trip to Cortana. This Tuscan hill-town features winding streets, which lead to unforgettable views over Lago Trasimeno and the Valdichiana; the perfect place to relax with an Aperol Spritz.

Included in this price:

Villa Il Palagio

Day 10

Drive to Pisa and fly home to the UK.

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