3 Days in Tuscany: Florence, Pisa, Siena & San Gimignano

Everyone raves about visiting Rome and Venice, but what about spending a few days in Tuscany?

Despite the fact that I am not a fan for the taste of wine – visiting Siena, Pisa, and Florence were some of my favorite places I saw in Italy. 

Some of the places to go in Tuscany are truly astounding and will match the postcard expectations you’ve had in your head for years. For instance, the leaning tower of Pisa is no let down… it is leaning!

The Leaning Tower of Pisa and I in July 2018.

The Leaning Tower of Pisa and I in Pisa, Italy; July 2018

🇮🇹 Tuscany at a Glance 🇮🇹

🗓️ Ideal Trip 3 days to 1 week
🌿 Best For First-time visitors looking for postcard-perfect countryside, charming medieval towns, and classic Italian vibes.
🏨 Best Base Florence
🚆 Transportation Train + day tours, or rent a car if you want complete flexibility exploring Tuscany at your own pace.
☀️ Best Months April–June & September–October
busy plaza in italy from table lots of people

View of major plaza in Siena, Italy; July 2018

⏳🇮🇹 How Many Days Should You Spend in Tuscany? 🇮🇹

☀️ 1 Day

If you only have one day in Tuscany, spend it entirely in Florence. Between the Duomo, Ponte Vecchio, Piazzale Michelangelo, museums, and incredible food scene, Florence easily fills an entire day by itself.

🚂 2 Days

With two days, I recommend visiting Florence and Pisa. Florence gives you Tuscany's incredible art and architecture, while Pisa makes for an easy day trip to see the iconic Leaning Tower and explore another beautiful Tuscan city.

🏰 3 Days

Three days is enough for a fantastic introduction to Tuscany. You'll have time to visit Florence, Pisa, Siena, and San Gimignano, giving you a little taste of Tuscany's famous cities, medieval villages, rolling hills, and unforgettable scenery.

🌿 5 Days

With five days, you'll be able to slow down and experience Tuscany beyond the highlights. Add destinations like Val d'Orcia for its postcard-perfect countryside or Lucca for its charming historic center and famous Renaissance walls.


is it worth seeing the leaning tower of pisa?

Yes, it is worth it to travel to see the Leaning Tower of Pisa – especially if you are interested in architecture and fun photo opportunities. There isn’t much else to see or do in the area, but the Leaning Tower of Pisa itself is worthwhile.

Like the Trevi Fountain in Rome, the size of the infamous green field surrounding the tower is deceiving, but the actual tower does not disappoint.


What do I need to know before going to the Leaning Tower of Pisa?

I have two pieces of advice for you before your Pisa experience: 

1.    Like many other places in Europe, be prepared to either go buy a coffee from McDonald’s or have euro coins in your pocket to use the bathroom.

2.    Go to the Leaning Tower of Pisa early. I mean… really early. We got there just before 9 in the morning. By 11… it was crawling with other tourists. 

After this, we were off to Firenze.

We were only given a few hours in Florence, but we sure made the most of it. I can’t speak on museums (you guys know by this point that I’m not a fan of those things), but I can speak on all of the other cliché, Florence sights to see.

❤️🇮🇹 If You Love... You'll Love Tuscany Because... 🇮🇹

If You Love... Visit Tuscany Because...
🍨 Exquisite gelato & a sweet tooth San Gimignano is home to some of the best gelato I've ever had and is the perfect place to wander with an ice cream in hand.
🌿 Medieval towns, wine tasting & rolling green hills Siena is everything you picture when you imagine Tuscany, with beautiful countryside, vineyards, medieval streets, and postcard-worthy landscapes that reminded me a bit of Ireland.
🎨 Renaissance art & classic European cities Florence is the heart of Tuscany, packed with world-famous museums, stunning architecture, incredible viewpoints, and Renaissance history around every corner.
📸 Unique architecture & fun Instagram photos Pisa offers far more than just the Leaning Tower, but it's still one of the most fun places in Italy for iconic travel photos.
🍝 Incredible Italian food Honestly... everywhere. You really can't go wrong anywhere in Tuscany when it comes to fresh pasta, pizza, wine, pastries, and authentic Italian cuisine.


Is Florence Worth Visiting?

Absolutely, I don’t think a trip to Italy is complete without a trip to Florence – as it’s exceptionally beautiful with its unique architecture and focus on art. Basically, Florence is one of those cities where everywhere you turn, the architecture puts of you in a trance. It’s very small, and it has many moments where its streets remind me of Prague.

Walking the streets of Florence, Italy; July 2018.

In all, it’s like Milan as in it’s another typical European city… but it has some exceptional moments that other places in Italy don’t.

What should I do in Florence?

Here’s a list of 8 things you should be sure to see and do in Florence if you’ve only got a few hours there:

1.     Church of Santa Croce

white church with green lines

Basilica of Santa Croce in Florence, Italy; July 2018

If you’ve ever seen a picture of Florence, you’ve probably seen a picture of this iconic church – known for it’s unique coloring and complex structure.

It’s open from 9:30AM to 5:30PM Monday to Saturday, with shortened hours on Sundays. Tickets are 10€ for full-fare admission and 6€ if you qualify for a student discount.

2.     Palazzo Vecchio

brown palace with sculptures

Palazzo Vecchio in Florence, Italy; July 2018

Known as the “town hall” of Florence, Palazzo Vecchio overlooks the Piazza della Signoria – which is known to have a replica of Michelangelo's David statue.

Just keep in mind, this Italian plaza will be crowded to the brim if you’re traveling to Italy during peak season in the summer – be extra careful with pit pocketing, here.

3.     Piazza Della Signoria

white statues in busy plaza

Piazza Della Signoria in Florence, Italy; July 2018

4.     Try Florentine Food

People in Florence are into cooking with the whole cow and serving their meat nearly raw – better known as Steak Florentine. If you eat meat and have a sturdy stomach, you can try it.

black menus on street in italian

Florence has distinct meats to try alongside your typical pizza & pasta options.

If not… you can do what my mom and I did, which was take a break from the pasta and pizza at Universo Vegano. 

🌱 Vegan Update (2026)

Sadly, Universo Vegano permanently closed in April 2024, so if you're following my Florence itinerary, you'll need to choose another vegan spot instead. :contentReference[oaicite:0]

Luckily, Florence has plenty of fantastic alternatives nearby! I recommend Il Vegano for traditional Tuscan comfort food, Nirvana Veg for classic Italian dishes like vegan lasagna and carbonara, or Cortese Café if you're craving incredible vegan pastries, desserts, or gelato. :contentReference[oaicite:1]

green paw print clock on white wall

Universo Vegano in Florence, Italy; July 2018.

I ate some sort of chick’n cutlet and potatoes.

vegan cutlet and potatoes with thyme

Vegan meal in Florence, Italy; July 2018

I got to try my own vegan tiramisu as well!

vegan tiramisu in glass bowl

Vegan tiramisu in Florence, Italy; July 2018

My not-vegan-mother approved of this place; I can recommend if you’re looking for some healthier food after stuffing your face with bread and gelato all over Italy for several days in a row. 

5.    Cathedral of Santa Maria del Fiore

Basilica of St. Mary of the Flower in Florence; July 2018.

Basilica of St. Mary of the Flower in Florence; July 2018.

 It’s really breathtaking, and really hard to capture completely in a photo. 

 6.     Take a Gelato Break 

I had Gelateria de Neri bookmarked in my phone forever. I had good dairy-free gelato in both Milan and Venice… but I think this one may have taken the crown.

The gelato I had in Florence was just so rich in dark chocolate flavor, and the strawberry was perfectly creamy, and could’ve fooled anyone.

strawberry and chocolate gelato

My last gelato in Italy :(

Where can I find the best gelato in florence?

The best gelato places in Florence include

  • Gelateria de Neri (dairy-free options)

  • Gelateria La Carraia (for specialized flavors)

  • Gelateria dei Medici (for a wide variety of flavors)

7.     Ponte Santa Trinata

Ponte Santa Trinata in Florence; July 2018.

Ponte Santa Trinata in Florence; July 2018.

As this bridge in Firenze is the oldest elliptic arch bridge in the world, it’s definitely worth a visit, a picture, and a moment to marvel in.

8.     Piazzale Michelangelo

This is the most stunning view I saw out of the four big cities in Italy, and in my opinion – an absolute must while you’re in Florence.

The view from Piazzale Michelangelo in Florence; Taken July 2018.

What day trips can I take from Florence?

Florence is a great home base to explore the rest of Tuscany, including cities like Pisa, San Gimignano, and Siena – as each city is a little over an hour away by car from Florence.

San Gimignano

After our day in Florence, we made a stop in San Gimignano to try some award-winning gelato.

I didn’t try it, but all the friends I made on the tour group can vouch for it. They make obscure, but good off beat flavors like basil, ricotta, fig, and rosemary. 

gelato shop in florence with brown exterior

Outside Gelateria Dondoli in San Gimignano, Italy; July 2018

The lines apparently get long, so come early if you’re interested in trying their award-winning gelato. Our tour group went at around 11 in the morning… gelato for breakfast may not sound the most appetizing, but hey - you’re in Italy!

Eat it while you can. Trust me, you’ll miss it once it’s gone.

Siena

Last on our Tuscany list was Siena.

Our tour took us here for a complimentary wine tasting excursion in Tuscany. Like I mentioned before, I’m not a fan for the taste of wine, but if you are – you need to do this while you’re here. 

wine menu in italin on white plate and lime green napkin

Wine tasting in Tuscany, Italy; July 2018

Don’t worry – they serve homemade bruschetta with in-house-made olive oil. It was delicious, and made up for the bitter, alcohol-in-my-throat-and-on-fire burn taste in my mouth. 

If you’re like me, and prefer to pictures over prosecco you can opt to walk outside for the tall, skinny, pointy dark trees and rolling hills of Tuscany for a photo session instead.

rolling green hills in tuscany

The rolling green hills of Tuscany in Siena; July 2018.

Tuscany was exactly everything I had hoped it would be.

I hope this serves as a good guide to help you figure out what you want to do when you visit.

Still need help figuring out which place in Tuscany is best for you?

⚖️🇮🇹 Tuscany Towns: Pros & Cons 🇮🇹

Town Pros ✅ Cons ❌
🎨 Florence ✅ Amazing Renaissance architecture
✅ Incredible food scene
✅ World-famous museums
❌ Can get very crowded
❌ One of the more expensive places in Tuscany
🗼 Pisa ✅ Easy day trip from Florence
✅ Home to the iconic Leaning Tower
✅ Fun place for classic travel photos
❌ Small city
❌ Half a day is usually enough
❌ Arrive early before the crowds take over
🌿 Siena ✅ Stunning medieval center
✅ Less touristy than Florence
✅ Beautiful Tuscan countryside nearby
❌ Very hilly
❌ Harder to reach without a car
🍨 San Gimignano ✅ Gorgeous medieval streets
✅ Award-winning gelato
✅ Incredible Tuscan scenery
❌ Can get crowded during the middle of the day

View of tower and dome in Florence, Italy; July 2018

🇮🇹🌿 Tuscany FAQs 🌿🇮🇹

🇮🇹 Is 3 days enough to see Tuscany?
You can absolutely visit Florence, Pisa, Siena, and San Gimignano in 3 days, but it will be more like a taster tour—getting a little glimpse of each city. If you want to experience Tuscany at a more leisurely pace, I recommend spending a full week exploring all of the Tuscan cities.
🚗 Do you need a car to explore Tuscany?
No, you don't need a car to explore Tuscany—but it does make day trips and shorter visits a little easier since you can plan everything entirely around your own schedule.
🏛️ Which Tuscan town should I prioritize if I'm short on time?
If you're short on time, Florence and Pisa are the must-see destinations in Tuscany thanks to their amazing sculptures, viewpoints, churches, and architecture.
💰 Is Tuscany expensive to visit?
I didn't find accommodation, food, or attractions to be absurdly expensive in Tuscany. In fact, I actually found it to be a little cheaper than Rome, Milan, or Venice.
🍷 What is the best time of year to visit Tuscany?
I personally think late spring into early summer is the best time to visit Tuscany for the sunshine, warm weather, and all the amazing fresh Italian food. That being said, fall is another beautiful time to visit thanks to the colorful foliage and quieter crowds.
📸 What are the most beautiful places in Tuscany?
My favorite viewpoints were in Florence, but when it comes to landscapes and photography spots, Siena takes the cake. Between the rolling green hills, little stone houses, and iconic skinny Tuscan trees, it's exactly how I imagined Tuscany would look.

If you’re looking for other things to do in Italy, click here.

Additional articles you might find helpful include:

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Stephanie Safdie

About the Author

Hi, I'm Stephanie Safdie, a travel writer and content creator based in Paris. Since living here, I've spent years exploring the city and regularly update my Paris travel guides with firsthand experience while also exploring destinations across Europe and beyond as a solo female traveler. I've been solo traveling for the past decade, having visited more than 70 cities and nearly 30 countries before turning 30.

Before moving abroad, I grew up moving all around the United States, having lived in New York City, Washington, D.C., San Francisco, and Tampa – which sparked my desire to discover and experience new places and cultures from a young age.

As a true writer at heart passionate about being open-minded, adventurous, and diaristic – it's my goal to share honest, practical travel advice, local insights, detailed itineraries, and real-life experiences that go beyond typical tourist recommendations. With over 200 guides published on Destination Dreamer Diaries, I’m here help you plan the most memorable trip of a lifetime with confidence.

When I'm not traveling or working professionally in content creation, you'll find me doing just about anything creative: writing, practicing my photography skills (the large majority of photos featured on this blog were taken during my own travels), playing my music at open mic nights, editing videos for my YouTube channel, cooking, or creating travel content.

Last updated: July 27, 2026