• Skip to main content
  • Skip to header right navigation
  • Skip to site footer
Wandering Carol's

Luxury Travel Blog

The Unpretentious Guide to Luxury Travel

  • Home
  • About Wandering Carol
  • Destinations
    • Asia Travel
    • Caribbean Travel
    • Europe Travel
      • Austria
      • Visit the Czech Republic
      • England
      • France
      • Germany
      • Hungary
      • Ireland Travel
      • Italy
      • Spain
      • Switzerland
      • Wales
    • North America Travel
      • Canada Travel
      • Mexico Travel
      • USA Travel
  • Spa and Wellness
  • Experiences
    • Hotel Reviews
    • Romantic Travel
    • Sacred Places
    • Adventure
    • Solo Travel
  • Contact
Cycling in Tuscany beautiful fields

What to do in Tuscany, Italy

Luxury travel blog » Places to Travel » Europe Travel » Italy » What to do in Tuscany, Italy
January 21, 2014 by Carol Perehudoff

This post may contain affiliate links.

There are so many wonderful things to do in Tuscany, a seductive region of Italy that will steal your heart and put a stamp on your soul. Read on to learn what to do in Tuscany: If Tuscany was a woman and you were dating her. (Seriously.)

It’s  a fact. Tuscany just keeps getting more popular. Unlike those popular girls in high school, however, who looked down on you because you were lame at sports, Tuscany welcomes you with plump open arms, an open bottle of Chianti Classico and tantalizing scents of basil and lavender.

(Take that, popular high school girls, because you will never age as well as the Leaning Tower of Pisa or a Super Tuscan wine like Ornellaia.)

And if you’re wondering what to do in Tuscany on vacation, read on.

If Tuscany was a woman she would welcome you
Welcome to Tuscany

 

First you need to forgive Tuscany for being more beautiful than you, and more eternally captivating, then you need to figure out how to spend your time here. So imagine you are a man (if you are already a man, that shouldn’t be a stretch) and that Tuscany is a woman. And here’s what you would do on a date.

What to do in Tuscany activity 1: Drink red wine

View of Tuscany near Terme di Saturnia
Tuscany will steal your heart

 

Doesn’t everyone drink on a first date? How better to get over those nervous jitters? You’ll find plenty of opportunity to drink delicious reds in the hill town of Montepulciano, but be forewarned, you may also be fighting the crowds of American tourists who come here in search of an authentic Tuscan experience.

This is what you should do in Montepulciano: Not only should you buy a bottle of Vino Nobile di Montepulciano, a red wine with layers of cherry and plum that’s been topping wine-tasting charts since at least the 15th century, you should wander into a few of the medieval-looking shops to eat all the free samples of salami, bread drenched in olive oil and pecorino cheese the shops so willingly give out.

Tuscany travel tip warning #1 – you will feel guilty about eating all those free samples and ending up spending huge amounts on artisanal sliced meat and cheese.

What-to-do-in-Italy-driving-holiday
Watch where you park

 

Tuscany travel tip warning #2 – do NOT park by a sign outside the old walls of Montepulciano that says ’30 minute baggage unloading zone’, thinking that you can wander around Montepulciano happily for 30 minutes pretending you are taking your bags through the cobbled pedestrian lanes to your hotel. Tuscany is all-seeing. It knows you’re just after free samples of cured meat.

You will get a parking ticket, not know how to pay it and it will follow you back to Canada and cost you lots of money. Not that that happened to us. (Except it did.) The moral of the story is: Parking illegally is not one of the best things to do in Tuscany.

What to do in Tuscany activity 2: Drink some more red wine

Doesn’t everyone drink on a second date? How else do you get over those … oh, never mind. Luckily I’m married now and can give my liver a break. But here’s a confession. My boyfriend (now husband) and I both prefer the smaller town of Montalcino to eye-catching Montepulciano, mainly because there are fewer crowds, it’s easy to find a (legal) parking spot and because this is the home of Brunello di Montalcino, possibly the very best Italian wine in … um, Italy.

What to do in Montalcino: Along with the Museo Civico e Diocesano d’Arte Sacra and the 14th-century castle, I recommend going to a pharmacy, at least that’s what I did after being bitten on the bum by a bee on the drive there. (Seriously, who get’s bitten on the bum by a bee?)

Charming Italian pharmacy in Tuscany
What do you have for a bee bite?

 

Even though my posterior was throbbing painfully, I wasn’t too distracted to notice that the pharmacy was a time capsule with rich wooden cabinetry, the pharmacist was as charming as Tuscany itself, and the view of the Tuscan fields from the window a classic scene of rippling hills.

Overall it was a pharmaceutical experience that almost, but not quite, made it worth being stung in the bum by a black and white Tuscan bee.

Tuscan fields outside Montalcino
A pharmacy with a view

 

Tuscany travel warning #3 – If you go to Montalcino with your boyfriend or husband, you’re in terrible trouble because he will taste Brunello wine and from then on, will love it more than he loves you, and you will have lost him to Tuscany forever.

Brunello wine and wine tasting in Montalcino Italy
A bottle of Brunello please

 

What to do in Tuscany activity 3: Go to the hot springs

Nothing says romance like soaking in a pool of hot water. If you’re near Montalcino anyway, you should keep on going to the gorgeous spa at Terme de Saturnia, where hot springs fill a vast swimming pool built over a volcanic crater before dripping down the Tuscan hillside.

There are so many wonderful thermal spas in Tuscany, you can pretty much get yourself into hot water no matter what corner of the region you’re in.

If you’re Penelope Cruz, I’d suggest Fonteverde Spa Resort. More down to earth is the former pilgrimage hot springs stop, Bagno Vignoni.

Hot springs of Bagno Vignoni in Tuscany
Breathtaking Bagno Vignoni

 

And if you’re a hip gorgeous Italian couple on a weekend break from your  job in advertising, you might think about Terme di Petriolo near Siena.

What to do in Tuscany activity 4: Rent a villa or better yet, move there

Renting a villa or even buying a house (if you really want to get Under the Tuscan Sun) is the stuff holiday dreams – and movies – are made of, because you can spend lazy days lying around the pool, shop for local produce in atmospheric hilltop villages and cook endless dishes of pasta al pomodoro and/or fall in love with the handsome local handyman who comes to clean your pool or unclog your 400-year old drains.

Need I say more?

Sightseeing-in-Tuscany-Florence
Florence Florence Florence

 

What to do in Tuscany activity 5: Sightsee

Let’s just run through a few of the top sights of Tuscany, shall we, because once you’ve seen them you can go back to lying by the pool?

In Florence, one of the best things to do is to visit the Uffizi Gallery to see Botticelli’s Birth of Venus – even though Venus is so exquisitely beautiful it will bring up all your deep-seated insecurities caused by those popular girls in high school. But then you won’t care, remembering that the handsome local handyman at your villa has declared undying amore.

Birth-of-Venus-Uffizi-Museum-in-Florence
Tuscany is the Venus of Italy

 

In Florence you must also see the famous Ponte Vecchio Bridge, a shop-encrusted medieval bridge that spans the River Arno. Walk back and forth looking at all the shops selling gold, but do not, under any circumstances, lock a padlock onto the Ponte Vecchio like all those other dumb couples who believe that this will unite them forever, because by now your boyfriend/husband is in love with: a) Tuscany b) a bottle of Brunello and c) Botticelli’s Venus, so you’re sort of wondering if your relationship will last.

And, because the handsome local handyman is still haunting your dreams, you’re  wondering if you even want it to.

What-to-do-in-Tuscany-Florence
Falling in love with Tuscany

 

Not one of the best things to do in Tuscany: Do NOT put a love lock on the Ponte Vecchio Bridge because the authorities have a terrible time getting them off and you don’t want to be that kind of tourist now, do you?

What to do in Pisa: In Pisa, of course you want to see the Leaning Tower (and if you’re taking me up on my hot springs recommendation, you can stay at Bagni di Pisa Spa Resort, which is only 5 km away)

What to do in Siena: Gaze happily at the Piazza del Campo, the stunning town square where a medieval horse race called the Palio de Siena is held twice every summer (July 2 and August 16). In this centuries-old tradition riders risk life and limb to careen around the piazza bareback while wearing the colours of their contrade (the neighbourhood they are representing).

Whosever horse gets around the Piazza del Campo 3 times first wins – whether the rider is still on it or not. (And, if you you agree that one of the top things to do in Tuscany is visit a hot springs resort, you can stay at Terme di Petriolo, which is about 20 kilometres south.)

Near Siena is Terme di Petriolo a hot springs resort
Soaking near Siena

 

What to do in Tuscany activity 5: Cycle

If bucolic images of riding along quiet country roads past olive groves and cypress trees make you think more of getting clipped by a speeding car or chased by a snarling Tuscan dog (and let’s not even get started on bees) then I’d say you might just be a wee bit phobic. But don’t worry, many of us are. That’s why, if you’re wondering what to do in Tuscany, and wondering how you can cycle safely, there is a solution.

Cycling in Tuscany beautiful fields
Are there dogs here?

 

The solution is to go to the lovely walled city of Lucca, where you can rent a bicycle and ride around on top of the city’s Renaissance walls. Cycling the walls of Lucca is so much fun and one of the top things to do there, and just thinking about it makes me fall in love with Tuscany all over again … you know, if I were a man and Tuscany was a woman and I was dating her.

So go to Tuscany and fall in love with it for yourself – it will be the start of a beautiful relationship (and possibly the end of your old one).

 

Get more Italy travel ideas at Cities in Italy and how to fight with your husband in all of them.

Bet more Europe travel ideas at Top Destinations in Europe to Visit.

Sharing is caring!

  • Facebook
  • Twitter
Category: Europe Travel, Italy, Romantic TravelTag: Tuscany

About Carol Perehudoff

A former freelance travel columnist for the Toronto Star, Carol has won more than 30 writing awards and honours. A spa and luxury travel expert, she’s written for top travel publications around the globe.

Previous Post:Art gallery Paris sculpture of bear woman with big thighsFlabby thighs guide to international travel
Next Post:Best free luxury travel activities and perksParis street scene near Louvre

Reader Interactions

Comments

  1. Sherel

    As a wino, I love this advice – was trying to find your other article on Italian wine tours.

  2. Carol Perehudoff

    Agreed, Enrico. The Maremma is intriguing – which is why I recommend Terme di Saturnia, such a lovely hot springs spa.

  3. Enrico

    When in Tuscany, don’t do as the turist do! If you have time to visit Tuscany then your next step is the Tuscan “Maremma” off the beaten path and out of ordinary. Maremma is the southest area of Tuscany and still undiscovered but reach of natural beauty, old small medieval village, Etruscan eritage, organic wine, food and cheese, wellness with natural hot springs, beaches and natural reserve, golf………Tuscan Maremma (province of Grosseto) What else???

  4. Michele Peterson

    Cycling, fabulous wine, hot springs, handsome handymen and pharmacies with a view – Tuscany has everything I love in a destination ( minus the bee stings). It’s definitely on my list of places to go.

Leave a Reply

Your email address will not be published. Required fields are marked *

This site uses Akismet to reduce spam. Learn how your comment data is processed.

Sidebar

luxury travel blogger wandering carol on train

About Wandering Carol

In my 10+ years as a travel writer and columnist I've seen the best of what the world has to offer and written for some top publications around the globe - and now my goal is to bring this expertise to you. For more blah blah blah, visit my
About page.

Book Your Next Adventure with Booking.com

How to Use This Site

  • Use the SEARCH BOX if you’re looking for something specific.
  • Click on the ‘DESTINATIONS’ tab on the top menu to see the countries we write about.
  • SUBSCRIBE to keep up with the latest articles and get tips to make your next journey inspiring.
Carol Perehudoff on the media, logos

Gorgeous Pimalai Resort in Koh Lanta, Thailand

Private Sian Ka an resort with palapa and sand.

Bahia Principe Sian Ka’an – A Real Review

woman in hammock on beach

16 Adults Only All Inclusive Mexico Resorts for 2024

golden sand beach in Saint Lucia

14 Fun Things to Do in St Lucia

beautiful sunset in los cabos

Cabo Itinerary – Best Things to Do in Las Cabos

Sunset Fili, photo credit Visit Maldives

5 top winter destinations not in the Caribbean

Plane wing. Advice for Canadian Snowbirds

Travel advice for Canadian snowbirds

Follow Wandering Carol

Inspirational Travel

“Who says you can’t run away?”

Copyright © 2025 · Wandering Carol · All Rights Reserved · Disclosure and Privacy Policy