Photograph by: Emma

Best Things to Do in Tuscany

Featured Tuscany Travel Tips
  • Adventure on a hike to Upper d’Elsa River Park for a view of the falls
  • Visit the Utopian City of Pienza in the morning to beat the crowds
  • Admire the art in Arezzo
  • Delight in a wine tasting in Montalcino
  • Relax in the unique thermal baths of Saturnia
  • Capture memories on a Flytographer photoshoot

Since 2013, Flytographer has captured millions of vacation photos all around the globe and know our customers have the best travel tips to share! Explore their favourite things to do in Tuscany, best restaurants in Tuscany, and general travel tips to get fresh inspiration and start planning your trip to Tuscany.

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Christel's Travel Tips for Tuscany

What are the best places to eat and drink in Tuscany?

Dopolavoro La Foce - their tiramisu is divine and such a cute restaurant with a great view across the street. Ristorante San Martino 26 in San Gimignano - the head chef takes care of his customers and the whole staff is so very friendly. The tasting menu is divine. It was an amazing experience. Definitely one of our favorite restaurants of all time. Fredo Gelato in Pienza- best gelato ever!

What are the best things to do in Tuscany?

Pienza! It was such a cute little town with lovely people, wonderful views and amazing gelato and cheese!

What is the best tip for travelling with kids to Tuscany?

Make sure to bring a stroller or carrier so that your baby can nap whenever you’re sightseeing or driving somewhere! Make an itinerary beforehand of activities you might want to do. We saw a city in the morning, checked into our hotel to rest, then saw another city in the evening. It worked out! Just be patient and make sure you’re being flexible with whatever your child needs.

Visited Tuscany in October

Photo Shoot Location: Pienza

Emma in Tuscany for Flytographer


Kayla's Travel Tips for Tuscany

What are the best things to do in Tuscany?

Staying at an agroturismo (farm stay) in Tuscany. Walking Florence and seeing all the sites.

What is the best tip for a romantic getaway in Tuscany?

Stay in Chianti region!

Visited Tuscany in August

Photo Shoot Location: Custom Route

Pasquale and Peppe in Tuscany for Flytographer


Rachael's Travel Tips for Tuscany

What are the best places to eat and drink in Tuscany?

Osteria di Passignano

What are the best things to do in Tuscany?

Vespa tour, wine tasting, day trip to siena, castello di meleto gra cru experience

What is your best travel tip for Tuscany?

Rent a car! public transit is available but its not very easy in the countryside. rent a car and make the most of your trip

Visited Tuscany in May

Photo Shoot Location: Custom Route

Emma in Tuscany for Flytographer


Kristan's Travel Tips for Tuscany

What are the best places to eat and drink in Tuscany?

We love dining at Ristorante Paoli, the oldest restaurant in Florence. The atmosphere is beautiful, the cuisine delicious and the service excellent. Don't miss the porcini fillet or the truffle carbonara. Extra tip: we had the best gelato in San Gimignano at Gelateria Dondoli.

What are the best things to do in Tuscany?

Our favorite stop in Florence was the Duomo and surrounding buildings. We were in constant awe of its beauty and majesty. We opted to climb the duomo to see rooftop views of Florence and that was very special. Outside of Florence we loved going wine tasting in the countryside. We were treated like VIPs at each winery. It was romantic and relaxing.

What is the best tip for celebrating your anniversary in Tuscany?

Hire a travel agency! We had an agency book this trip for us and it made all the difference. Every hotel had Prosecco waiting for us in our complimentary upgraded rooms. Also, book time to explore on your own. Having tours and planned-out days were lovely, but we found the most romance when we had a free day to explore and allow for spontaneity.

Visited Tuscany in September

Photo Shoot Location: Custom Route

Emma in Tuscany for Flytographer


Andres's Travel Tips for Tuscany

What are the best places to eat and drink in Tuscany?

La castellana in Montefiorale

What are the best things to do in Tuscany?

Val D’Orcia

Visited Tuscany in June

Photo Shoot Location: Custom Route

Emma in Tuscany for Flytographer


Katie's Travel Tips for Tuscany

What is your best overall travel tip for Tuscany?

If you’re in Tuscany, check out the Upper Val d’Elsa River Park. You can hike a few kms go the river and see beautiful falls.

Visited Tuscany in September

Photo Shoot Location: Custom Route

Sonya in Tuscany for Flytographer


Ericka's Travel Tips for Tuscany

What is your best overall travel tip for Tuscany?

Visit Tuscany in the Fall. The Summer is plagued by lots of mosquitos which disrupt time in the beautiful outdoors.

Visited Tuscany in June

Photo Shoot Location: Custom Route

Emma in Tuscany for Flytographer


Carly's Travel Tips for Tuscany

What is your best overall travel tip for Tuscany?

Our villa, Podere Brogi was a dream come true. The Brogi family that ran the villa was warm, accommodating, and felt like an extension of our family by the time we left. We already can't wait to go back!

Visited Tuscany in June

Photo Shoot Location: Custom Route

Emma in Tuscany for Flytographer


Jennifer's Travel Tips for Tuscany

What is your best overall travel tip for Tuscany?

Visit Monteriggioni at sunset. Best gelato is in Castellina di Chianti. And Pienza is a town not to be missed!

Visited Tuscany in June

Photo Shoot Location: Custom Route

Emma in Tuscany for Flytographer


Jaclyn's Travel Tips for Tuscany

What is your best overall travel tip for Tuscany?

Do not over schedule your time. Less is more here. Allow enough time to enjoy each and every location in Tuscany.

Visited Tuscany in May

Photo Shoot Location: Custom Route

Emma in Tuscany for Flytographer


Karen's Travel Tips for Tuscany

What is your best overall travel tip for Tuscany?

If you are in Italy over July 2 go to Siena and experience the Palio race.  It was unforgettable and thrilling.

Visited Tuscany in July

Photo Shoot Location: Custom Route

Emma in Tuscany for Flytographer


Claire's Travel Tips for Tuscany

What is your best overall travel tip for Tuscany?

If you're driving from Florence to San Gimigano be sure to pop into the Antinori Winery. It's just 5 minutes off the main highway. No tour needed. The building alone is worth the stop. In contrast to the opulent medieval buildings in the hill town, the winery is an innovative work of modern architecture that blends seamlessly with the landscape. Be sure to leave time for a drink on the gorgeous garden rooftop.

Visited Tuscany in June

Photo Shoot Location: San Gimignano

Emma in Tuscany for Flytographer


Simrat's Travel Tips for Tuscany

What is your best overall travel tip for Tuscany?

Val d'orcia is a landscape out of magazine pictures. A must see!!

Visited Tuscany in May

Photo Shoot Location: Custom Route

Emma in Tuscany for Flytographer


David's Travel Tips for Tuscany

What is your best overall travel tip for Tuscany?

We really enjoyed the afternoon we spent at Il Casale with a family picnic and tour of their working farm. The kids really enjoyed the time petting and seeing the many different animals.

Visited Tuscany in April

Photo Shoot Location: Pienza

Emma in Tuscany for Flytographer


Katie's Travel Tips for Tuscany

What is your best overall travel tip for Tuscany?

Try as many restaurants as possible.

Visited Tuscany in October


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