Tuscany was one of those places I had romanticized for years. I used to picture myself winding through its cypress-lined roads with the windows down, stopping for fresh pecorino in a hilltop town or sipping a glass of Chianti as the sun set over terracotta rooftops. It lived in my imagination as a place where life slowed down, where mornings began with espresso under lemon trees and afternoons drifted into golden hours with nothing on the agenda but soaking it all in.
When I finally made it to Tuscany, it felt like stepping into the very daydream I’d held onto for so long. I remember my first evening clearly driving into the Val d’Orcia just as the sky turned pink, with the scent of wild herbs in the air and the soft hum of cicadas in the background. That moment alone was worth the journey.
What I found in Tuscany wasn’t just beauty, though there was plenty of it. It was the way time seemed to stretch. The quiet dignity of small villages. The warmth of conversations with strangers over shared meals. From the Renaissance heart of Florence to secluded hot springs and truffle-laden forests, Tuscany has something for every kind of traveler. Whether you’re road-tripping through the countryside or lingering in a stone cottage on the edge of a vineyard, this guide covers the very best things to do in Tuscany along with the personal stories and tips I picked up along the way.
How to Get to Tuscany
Tuscany is incredibly well-connected whether you’re coming from another part of Italy or arriving from abroad.
- By Air: The Florence (FLR) and Pisa (PSA) airports are the main international gateways. Florence is more central, but Pisa often has better budget airline options.
- By Train: Italy’s train network is excellent. I arrived via train from Rome to Florence in under two hours, and then rented a car from there.
- By Car: If you’re planning to explore beyond major cities, renting a car is the best way to experience Tuscany’s scenic backroads and smaller villages.
Getting Around Tuscany
Renting a car was the best decision I made in Tuscany. It gave me the freedom to chase sunsets, explore tiny villages, and stop at every vineyard that caught my eye.
- Car Rental Tips: Book in advance, and make sure your accommodation has parking.
- ZTL Zones: Many historic town centers are off-limits to non-resident vehicles. Always check signs and park outside the center.
- Trains & Buses: Work well between cities but are limited in rural areas.
Top Things to Do in Tuscany
1. Explore Florence’s Renaissance Treasures
Florence is the artistic soul of Tuscany, and stepping into the city felt like opening a time capsule to the Renaissance. I started my day at the Uffizi Gallery, where masterpieces by Botticelli, Leonardo da Vinci, and Caravaggio lined the corridors like treasures in a royal vault. Seeing “The Birth of Venus” in person gave me goosebumps.
Next, I made my way to the Accademia to stand before Michelangelo’s David. Nothing prepares you for its scale and detail up close you could stare at it for an hour and still find something new in the marble.
But Florence isn’t just about museums. I climbed the Duomo’s 463 steps for panoramic views of terracotta rooftops and then wound down the day with a golden hour stroll to Piazzale Michelangelo. As the sun dipped behind the Arno River, the entire city seemed to glow.
2. Wander the Hilltop Towns of Val d’Orcia
Val d’Orcia felt like Tuscany distilled every curve of the road opened onto cinematic landscapes of wheat fields, olive groves, and cypress trees.
I started in Pienza, a tiny Renaissance town known for its pecorino cheese and sweeping views of the valley below. Montepulciano came next, with wine cellars carved into the stone beneath its cobbled lanes and tasting rooms where locals pour ruby red Vino Nobile straight from the barrel.
Montalcino, with its towering fortress and Brunello wines, made for a perfect afternoon stop. But the highlight was simply driving the SP146 between San Quirico d’Orcia and Pienza. Every bend demanded a photo stop, and every small detour led to an even quieter, even more charming village.
3. Go Wine Tasting in Chianti
Chianti isn’t just a wine region it’s a patchwork of medieval villages, stone castles, and family-run vineyards that make you feel like you’ve stepped into a Tuscan fairytale.
I booked a picnic tasting at Castello di Ama, where I enjoyed rosé under the shade of olive trees and wandered through contemporary art installations tucked between the vines. It was part gallery, part vineyard, and completely unforgettable.
The towns of Greve, Radda, and Castellina are easy to reach by car and offer dozens of tasting opportunities. Some vineyards required reservations, but others welcomed walk-ins and served tastings with generous pours and hearty local snacks. Don’t leave without trying a bottle of Chianti Classico just look for the black rooster seal.
4. Visit Siena’s Historic Center
Siena felt like a storybook version of Tuscany with Gothic architecture, sloping alleys, and proud local traditions that go back centuries. I arrived just before sunset and walked straight to Piazza del Campo, a shell-shaped square that once hosted medieval horse races and still pulses with local life.
Climbing the Torre del Mangia was a workout, but the views of Siena’s rooftops and rolling hills beyond were worth every step. I explored Siena Cathedral next, with its black-and-white striped facade and intricate marble floors that seemed to glow in the filtered light.
If your visit lines up with Il Palio (July 2 or August 16), you’re in for a once-in-a-lifetime cultural event. I didn’t catch it myself, but even hearing locals talk about it gave me chills. The rivalries between Siena’s neighborhoods (called contrade) are fierce and fascinating.
5. Relax in Natural Hot Springs
Tuscany’s natural hot springs were one of my favorite discoveries no tickets, no crowds (if you time it right), and no better way to unwind after a day of sightseeing.
Bagni San Filippo is nestled in a forest and features bright white limestone formations shaped by centuries of mineral-rich water. The water here stays warm year-round, and soaking beneath the trees felt like something out of a fairy tale.
Saturnia is larger and more famous its tiered pools and flowing falls look like something off a travel poster. I got there early in the morning and had a few quiet moments before the tour buses arrived. Pack water shoes and a towel, and don’t be afraid to venture off the path a bit you might find your own private pool.
6. Catch Sunset in San Gimignano
San Gimignano, often referred to as the “medieval Manhattan” for its towering stone skyline, is one of Tuscany’s most atmospheric hill towns. I arrived in the late afternoon, just as the golden light began to stretch across the rooftops. The narrow cobbled lanes were buzzing with tourists, but by early evening, the town grew quieter, and a soft hush fell over the piazzas.
I made my way to a small overlook behind the city walls and watched the sunset drape its warm tones over the vineyards below. Before that, I treated myself to what’s often hailed as Italy’s best gelato at Gelateria Dondoli it lived up to the hype. San Gimignano felt like a time capsule, and staying until dusk let me experience a more peaceful, romantic side of the town that many day-trippers miss.
7. Take a Pasta-Making Class
Learning how to make pasta in Tuscany was hands down one of the most joyful experiences of my trip. I joined a hands-on class in a countryside farmhouse, where a local nonna welcomed us like family. She showed us how to mix flour and eggs the old-fashioned way, rolling out sheets of pasta by hand and cutting them into ribbons of tagliatelle.
Between sips of local wine and peals of laughter, we made sauces with ingredients picked fresh from the garden. The best part? Sitting down together to eat the meal we had just created. Many agriturismos and cooking schools offer these kinds of experiences some even include market visits or wine pairings. Book ahead, especially in summer.
8. Bike the Renaissance Walls of Lucca
Lucca is one of the most underrated towns in Tuscany. The entire historic center is encircled by 16th-century walls that have been turned into a lush, tree-lined biking path. Renting a bike here is easy and affordable, and the full loop around the city is just over 4 kilometers flat, scenic, and incredibly peaceful.
Inside the walls, Lucca has a relaxed local vibe. I explored leafy piazzas, popped into antique shops, and climbed the quirky Guinigi Tower, which has actual oak trees growing at the top. If you’re not into climbing towers, simply grab a coffee in Piazza dell’Anfiteatro, a circular square built atop ancient Roman ruins, and watch the world go by.
9. Visit Pisa Beyond the Tower
Pisa is often dismissed as a quick photo stop, but give it a little time and it’ll surprise you. Sure, the Leaning Tower is iconic and climbing it gave me wobbly legs and great views but the area around the Campo dei Miracoli is just the start.
I wandered into Pisa’s historic center and found a city with real character. The Arno River cuts through town with walking paths and bridges perfect for sunset strolls. The University of Pisa adds a lively student buzz to the streets, and I stumbled upon several local cafes and bookstores that felt worlds away from the crowds near the tower. Pisa’s food scene is underrated too try a cecina, a thin chickpea pancake that locals eat like pizza.
10. Drive the Crete Senesi
Just south of Siena lies one of Tuscany’s most hauntingly beautiful landscapes: the Crete Senesi. The scenery here is raw and poetic gentle hills covered in gray clay, lone farmhouses standing like sculptures, and winding roads that disappear into the horizon.
This area is less visited than Chianti or Val d’Orcia, which made my drive feel incredibly peaceful. I stopped often, sometimes just to listen to the wind or snap a photo of the undulating terrain. Towns like Asciano and Buonconvento offer quiet charm and great spots for lunch. If you’re into photography or simply crave solitude, this drive is unforgettable. Go early or late in the day for the most magical light.
Spend a Day on the Tuscan Coast
Tuscany isn’t just about rolling hills and vineyards it has a coastline that often gets overlooked. I decided to trade olive groves for ocean breezes one day and hopped on a ferry to Elba Island. Just an hour from the mainland, this island surprised me with its mix of history (yes, Napoleon was exiled here), quiet pebble beaches, and clear turquoise waters. I rented a scooter and spent the afternoon beach-hopping and eating fresh seafood pasta in a harbor town.
If you’re not up for a ferry ride, the mainland coast has its own gems. Castiglione della Pescaia is a charming seaside village with a castle on a hill and sandy beaches below perfect for a slower pace and local vibes. Further south, Porto Ercole offers rocky coves, elegant seaside resorts, and some of the best seafood I had in Tuscany. It’s a great break from the hills and a reminder that Tuscany wears more than one kind of beauty.
Bucket-List Experiences in Tuscany
Looking to make your trip unforgettable? These once-in-a-lifetime experiences brought me even closer to Tuscany’s soul:
- Truffle Hunting: Near San Miniato, I followed a truffle hunter and his enthusiastic dog through the woods on a misty morning. We returned with a basket full of white truffles, which the chef turned into tagliatelle for lunch. Earthy, rich, and unforgettable.
- Vespa Tours: Riding a Vespa through the winding roads of Chianti made me feel like I was in a vintage Italian film. I stopped wherever I liked vineyards, sunflower fields, tiny roadside cafes. It’s perfect for couples, solo travelers, or anyone looking to add a little adventure to their itinerary.
- Hot Air Balloon Ride: Floating over Tuscany at sunrise was easily the most magical hour of my trip. The world looked painted in gold as the balloon drifted silently over fields, forests, and tiny stone villages. It’s not cheap, but if you’re celebrating something (or just want that wow moment), it’s so worth it.
Art, Architecture & Ancient History
Tuscany is a living museum layered with thousands of years of history, from the time of the Etruscans to the height of the Renaissance. Whether you’re an art enthusiast, a history buff, or just someone who appreciates beautiful buildings, you’ll find something to love.
- Volterra: This hilltop town is one of Tuscany’s oldest settlements, with roots dating back to the Etruscan era. I visited the Etruscan Museum and even walked through a preserved necropolis. Beyond the ancient tombs, Volterra offers sweeping views, alabaster workshops, and a peaceful, authentic vibe that feels untouched by mass tourism.
- Pienza, San Gimignano, Siena: These UNESCO-listed towns are treasures of Renaissance and medieval architecture. Pienza was designed as the “ideal Renaissance city,” and strolling its orderly piazzas and palazzos felt like flipping through an architecture textbook come to life. San Gimignano’s towers create a skyline that’s unlike anywhere else, and Siena’s Gothic beauty is most stunning inside its marble-striped cathedral. All three towns offer deep cultural roots and stories that are worth lingering over.
- Tiny Villages and Hidden Gems: Even the smallest hamlets in Tuscany took me by surprise. In one village church, I discovered frescoes from the 14th century cracked, faded, but still stunning. Another town had a single-room museum curated by a retired schoolteacher, filled with Roman artifacts dug up from nearby fields. These unexpected finds are what make exploring Tuscany such a delight: history isn’t behind glass here it’s part of the landscape.
Easy Day Trips in Tuscany
- Cortona: Made famous by Under the Tuscan Sun, it’s perfect for a romantic afternoon.
- Volterra: Ancient, artistic, and less touristy.
- Arezzo: Ideal for antique lovers and art buffs.
- Livorno: Coastal escape with canals, seafood, and a very local feel.
Is Tuscany Expensive?
It can be but it doesn’t have to be.
- I stayed at agriturismos (farm stays) for under €100/night.
- Ate fresh pasta and wine for less than €15.
- Booked tastings and classes directly with hosts to avoid middleman fees.
Tip: Shoulder seasons (spring and fall) offer the best prices and weather.
When to Visit Tuscany
Tuscany is a year-round destination, but each season brings a different flavor to the experience. Here’s what to expect:
- Spring (Apr–May): This is one of the best times to visit. The hills are lush and green, wildflowers bloom across the countryside, and the weather is pleasantly warm without being too hot. I loved visiting in May there were fewer crowds, and vineyards were just starting to come to life.
- Summer (Jun–Aug): High season means more tourists, higher prices, and scorching afternoon heat. But it also means open-air festivals, long evenings, and sunflower fields in full bloom. It’s perfect if you plan to stay near the coast or want to experience Tuscany’s lively side.
- Fall (Sep–Oct): This is my favorite time to visit Tuscany. The grape harvest is in full swing, olive picking begins, and the light turns golden in a way that makes every photo look like a painting. Temperatures are cooler, the food is heartier, and vineyards often offer special tastings.
- Winter (Nov–Mar): If you prefer quiet streets and lower prices, this is your season. While some rural spots may be closed or sleepy, cities like Florence, Lucca, and Siena are still vibrant with art, food, and cozy cafes. It’s also the best time to enjoy Tuscany’s hot springs without the crowds.
Where to Stay in Tuscany
Choosing where to stay in Tuscany depends on the kind of experience you want city culture, countryside serenity, or coastal escape.
- Florence or Siena: These historic cities are perfect for first-timers who want a mix of culture, food, and easy access to day trips. Florence is more bustling and walkable, while Siena offers a more relaxed medieval charm.
- Val d’Orcia or Chianti: If you dream of waking up in a vineyard or enjoying sunset over cypress-studded hills, these are your spots. I stayed at an agriturismo near Pienza and felt like I had stepped into a postcard.
- Lucca: Ideal for travelers who want a quieter pace with local flair. It’s compact, charming, and less touristy than Florence or Siena but still well-connected for exploring.
- Elba Island: For a unique twist, head to the Tuscan coast. Elba Island is great for beach lovers and those looking to escape the crowds. It offers a slower, sun-drenched rhythm and delicious seafood with sea views.
Tuscany Travel Tips
- Many shops close midday for riposo.
- Always carry cash especially in rural areas.
- Local wine (house wine) is almost always a great bet.
- Book winery visits, cooking classes, and experiences in advance.
Conclusion
Tuscany wasn’t just a trip it was the kind of experience that seeps into your memory like warm sunlight through a vineyard at dusk. Long after I left, I found myself still moving to its rhythm: lingering over breakfast, pausing for views I might have sped past, choosing the long way home just because it felt right. It was a slower pace, yes, but also a deeper one a return to presence, to pleasure in the little things.
I still think about the quiet mornings in the countryside, where the only sounds were chirping birds and the soft clink of ceramic cups as coffee was poured. I remember dinners under the stars, where strangers became friends over bowls of pici pasta and glasses of Brunello. Tuscany reminded me that beauty isn’t always bold it can be soft and subtle and waiting patiently for you to notice.
I hope this guide helps you shape your own Tuscan adventure not just to see the sights, but to feel the place. And if you’ve already been, I’d love to hear what stayed with you. What moment made you pause? What taste or view or conversation made your version of Tuscany unforgettable?
