Siena – it’s more charming than you can imagine, possibly my favourite city in Tuscany, over Florence (I know!) … what are the best things to do in Siena when you visit? Here’s an itinerary of how we spent our day. Although, I can’t wait to go back and spend longer in Siena.
The best things to do in Siena
Get lost
Siena is one of those cities that you can easily wander around in. One of the best things you can do in Siena is give yourself time to get lost.
There’s plenty of little alleyways you’ll come across, walk up and down hills; around corners and discover magical old churches and homes.
Of course, the city boasts several highlights such as its cathedral and towers that rival those of its once-enemy, Florence.
You can sign up for a walking tour in Siena if time permits. Take in museums, galleries and history – there’s so much to do in Siena in a small space. I really did long for more time here.
Siena is pretty and oh-so-Instagrammable so take your time. Wear comfortable shoes and take water though, as it gets hot here in summer.
Find your way back
It’s fine to get lost but at some point you’ll want to find your way out of the old town again.
Before ticking off your own ‘things I want to do in Siena’ list, we strongly suggest that you arrange reliable roaming data for your trip here (and across all of Tuscany) because you can access Google Maps for directions.
Even then we found that we often landed up against a wall – unable to walk through, we combined tech with tips from locals to make our way.
In old cities, Google Maps can get a little confused, but it’s better than having no guide at all.
Food with a view
The old town centres on the extraordinary Piazza del Campo where people-watching becomes the thing to do in Siena.
There are over-priced restaurants selling mostly pizza and pasta that surround this area and you’re really only paying for the view.
Cooper discovered a one-off though, a pub called San Paolo which sells yummy toasted paninis, beer and boasts a small balcony overlooking the spectacle.
If you’re swift, you too can indulge for less! This pub opened just after midday when we were there. It was a great base to settle, grab a snack and figure out what we wanted to do to cover off other things to do in Siena before the end of the day.
For other options off the expensive tourist trail, keep an eye out for little bars and restaurants in the back streets, or even away from the old town and on the way towards where street traffic is allowed.
How to get to Siena
We’ve already mentioned in our clips and blogs that you are better off with a car in Tuscany.
Siena, like in Florence, strictly limits traffic in the old town so you need to park outside.
Some car parks charge around €35 per day!
The car park at the Siena train station is a bargain – we were only charged €2.50 for around eight hours.
To get to the old town from here though is about 25 minutes’ walk – usually not a problem for us but it’s up a very, very steep hill that’s also busy with traffic.
Jump on bus no. 3 or 10. The bus station is underneath the shopping centre (which conveniently, also has a big supermarket).
You need to buy a ticket from the transit machine that will cost about €1.20 (one way). It’s a bit tricky as it’s in Italian so aim for an ‘urban’ pass that comes to about this amount, or ask a local – they were so helpful, quite often walking us a distance to ensure we were on the right track!
Get off at the last stop or one closest to the old city centre – about five minutes bus ride from the train station.
Coming back, you need to find the bus station which is in a different place from where you get off the bus. Again, don’t forget to buy a ticket that will be zoned as ‘urban A’ for around €1.20 for a single.
Siena is a truly wonderful Italian find, and another example of the many lovely places in Italy we want to visit.
I somehow knew the word, but not the destination until now.
Highly recommended on your Italian travel itinerary.
Do you have questions or tips? Let us know in the comments.Â
We’ve dropped into the little town, Radda, about fifteen minutes drive from our Tuscany apartments courtesy To Tuscany, it’s a perfect April day and I think this has to be the best time to visit Tuscany! It’s just so special.
I’m sitting in the corner of Radda’s old village square at a bar called Palazzo Leopoldo.
Cooper’s suggestion that I find a shady spot was a good one. The midday sun floods across faded yellow walls and sunflower pots, proving April in Tuscany sparkles with its own touch of timeless elegance. It IS the best time to visit Tuscany.
A pleasant soundtrack of Goo Goo Dolls and Mary J Blige has turned into a string of ballads by Ed Sheeran – a fellow fan must be running this joint!
April – the best time to visit Tuscany
The light in Tuscany is as they say: golden, warm and soothing.
The sunsets across our To Tuscany apartments are spectacular and saturate with pretty light the rolling hills, olive groves and vineyards (which at present are stripped, a new season on the way).
It’s really warm in the middle of the day and a nice change from chilly England (that said, we’ve had nice days in London recently, we’d recommend exploring Kensington on a sunny day, or heading to a sky bar if you’re in town).
Where I sit and write now – first draft on paper – I’m positioned by an old Roman fountain.
I spotted a young artist perched by a flower pot sketching the fountain just the other day and thought how charming the scene was; now I’m here and feeling all creative too.
I don’t really mind if no one reads this – the space, the channel, the craft, it’s for me.
Three notepad pages down already, and they’re still playing Ed Sheeran. Lucky streak for me!
Last time I wrote like this was in my treasured travel diary from my first life-changing adventure back in 2000 which was to the USA and Canada.
I remember sitting inside McDonalds as freezing snow fell upon Times Square outside. First snow I’d ever seen.
A melodic Backstreet Boys tune played on the radio there (also good by me, at the time), and it was my first experience as a traveller being alone but not feeling lonely.
It’s a bit like that here too (although Cooper’s not far – he’s wandered off towards the scenic viewpoints on the outskirts of this pretty place to record a little something for YouTube).
Drops in temperature happen here too – overnight from around 4pm; but it’s light until 8pm.
To Tuscany apartments
Our villa is in Montebuoni, which is a ‘resort’ in the Tuscan hills, about 15 minutes’ drive from the nearest town of Radda in Chianti, and next door to an impressive winery, Castello di Ama.
We were staying here with To Tuscany in a cosy villa named La Stalla.
Montebuoni is set amidst hilly vineyards and includes pool, tennis courts and a number of beautifully restored villas, some of the original buildings date back to the 1500s.
We discovered that during medieval times, this whole area that had been popular for wine and olive producers, was mostly abandoned due to ongoing wars between neighbouring cities Florence and Siena.
It was unsafe to live here until the 1800s when things calmed again and people returned to the area, only to gradually regenerate it to its former glory.
Now the fields that stretch as far as the eye can see offer a patchwork of organised plantations that make the land look particularly charming and well kept.
I can actually see why many Italians were drawn to develop businesses in far north Queensland during post-war migration periods because the climate and land in that part of Australia feels quite similar to the Tuscan region. Tuscany’s landscape is larger though, but I felt some similarities and I remember quite well the Italian influence of my childhood in places like Cairns, Atherton and Mareeba (Australia); and the wine regions are a little similar to Australia’s climate, like in the Hunter Valley.
Iconic Italian Cypress trees point skyward and line the property around where we are staying; grassy spaces with wildflower patches are everywhere around us and we’re spoilt for choice when it comes to scenic picnic spots.
La Stalla’s most important feature for me was the peace and quiet.
The large, homely property sleeps four or five, and when we arrived on Monday I actually fell asleep on a bed in a little patch of sunshine that was streaming in through the window.
A bird sang sweetly outside, the wind gently swept across the trees and I couldn’t resist dozing in the warmth and stillness of it all.
No east London sirens, no deadlines, and happily no Wi-Fi.
I think we don’t realise the impact of city life until we remove ourselves from it.
I find the city’s energy and opportunities intoxicating but here I’ve remembered the pleasure of slowing down, just being and indulging in imagination; well, that and a bit of red wine (Chianti, of course) and cheese.
And when I say ‘a bit’, I quite possibly mean a lot.
You do need a car in these parts (automatic, and with a GPS or reliable phone data package for Google Maps is highly recommended).
There are many villages that would be difficult if not impossible to reach otherwise. You can visit wineries of all shapes and sizes, most family-owned and operated.
Gorgeous Siena is about 45 minutes’ drive away, and yesterday we parked there and took a train to Florence (find the car parking facility at Siena’s train station for about €2.50 for the day, which is vastly cheaper than anywhere else, and for trains visit trainline.eu).
Florence is beautiful.
If it weren’t for all the tourists it would be perfect.
It’s a small, romantic city in which you can walk around – everywhere takes about twenty minutes.
Florence is where the Renaissance began, breaking the shackles of the Dark Ages and shedding light once again on creativity, learning, passion, pleasure and the arts.
The city was famously managed by the Medici family in the 15th Century, and their mark along with that of the artists, musicians and papal folk that influenced during this time is still bright and bold.
Find a view – whether up the steep hill to absorb all that Piazzale Michelangelo has to offer, or from a cool rooftop bar position; breathe in the past and present indulgences of Florence.
There’s tours of all sorts here, and we’d strongly advise researching ahead of time to avoid the queues which can quickly become tiresome.
As for me today, I’ve recovered from the hustle and bustle of that big Italian draw-card and am happily hanging about within Radda’s romantic walled city with pen in hand, coffee at the ready.
It really is beautiful in these parts and while I don’t understand the language (yet) I find it soothing to listen to its rhythm in the voices of those around me or on the radio.
If you’re planning a trip to the region, I highly recommend To Tuscany’s apartments offering, and think that April is the perfect temperature and best time to come.
Signing off … I’ve got a date with Cooper at a winery.
Do you know why it is worth entering yourself in competitions? Because sometimes you can win!
Last week I received an email to say that a travel live learn blog post on healthy holidays that I’d entered into a competition To Tuscany was running had been declared the best that they saw. Yay!
Earlier in the year, To Tuscany invited content creators to share tips on how to make a holiday healthy and happy in mind, body and spirit.
We believe we shared some pretty helpful advice and are so grateful the judges thought so too.
In April we’re flying into Pisa and will enjoy a week’s stay in the Tuscan villa La Stalla Montebuoni. We’ll visit historic Florence, where around 600 years ago political, cultural and economic forces collided, sparking the Renaissance. This period is regarded as the bridge between the middle ages and modern history, and importantly, provoked new ways of thinking, with an emphasis on art, education and the pursuit of happiness. Sounds right up my alley!
We look forward to exploring surrounding medieval towns including Siena, and of course sampling local wine and cheese.
Can. Not. Wait!
Susan Gardner, well-being judge, gave the following comment on the entry:
The winner has a lovely easy style which has an appealing look about it and the language used is friendly and supportive. Overall, it provides a useful guide as per the specifications of the contest, with many helpful recommendations from their personal experience which could be potentially attractive to many of the readers whether they are unfamiliar with the concept of a wellbeing/Yoga get-away/retreat or are regular attendees.
It offers a well understood range of practical tips, which I consider to be very helpful to use as a checklist of priorities and how to maximise the time whilst away. It’s realistic and relevant with a generous range of activities being suggested as something worth researching and exploring. There is a good balance of images which help to deliver the message along with useful links to further reach a wider audience.”
We believe in everything we produce on this site and are passionate about sharing ideas on wellbeing, creative living and travel. Keep an eye out for our vlogs and blogs covering the region this Easter!
In day 5’s diary of a Europe cruise virgin, we teamed up with our new pals from London, Paulo and Barry, for today’s adventure, where we headed into the gorgeous Italian port city of Genoa. This place is chic, and boasts many medieval buildings and cathedrals in its ‘old town’; but just down the road is its ‘new town’ (circa 1800s). Interesting, in Australia ‘new’ is 2012. In these parts, ‘new’ is 200 years ago. Travel really does provide intriguing perspective and education.
Genoa attracts many tourists each year due to its busy port. It’s often overshadowed by other Italian locations such as Rome or Venice, even though it’s played a long and critical trade role in the development of the country, due to the city’s proximity on the Mediterranean and to other key ports in the region.
Fun fact: Genoa is the birthplace of famous explorer, Christopher Columbus.
The city definitely exudes that luscious ‘Italian’ feel. There really is something very romantic about Italy that seeps through every crevice, from the pastel-coloured terracotta-roofed houses to the mosaics and art of the in churches; how the locals navigate expertly across ancient cobblestoned paths through to the unique and delicious local coffee and ice-cream.
It’s easy to get lost wandering Genoa’s many sweet alleyways (narrow streets, or “carruggi”), most not even wide enough to cater for a horse and cart to carry goods through from one side of the city to the other. Genoa boasts grand buildings showcasing various architectural styles including Roman-esque, Gothic and Renaissance, many open to the public who are welcome to explore.
We also liked that it was very obviously a ‘dog city’, with proud owners enthusiastically nodding, “sì sì” (yes yes) when we asked (as we are known to do, on regular occasion) to pat their precious pooches.
Genoa’s front harbour precinct is undergoing constant renovations, so is eye-catching and easy to enjoy at leisure. Summer must be sensational here, with entertainment and concerts playing out in various sections of the huge public square. The city is also home to one of Europe’s largest aquariums, positioned conveniently on the waterfront.
This certainly is a lovely, quintessentially Italian location that I’m happy to have had the pleasure to explore, even if only for a short time.
Do you have a cruising story, or a Mediterranean travel tale to share? Let us know, tweet @sarahblinco or find us on Facebook. You can also read the rest of the stories in this series (more to come in coming days) HERE.
This morning’s diary of a Europe cruise virgin begins with a romantic sunrise across the tip of Sicily. I adore the blend of architectural styles, shapes and colours dotted along mountainsides in this part of the world. I was looking forward to the excursion into the region today too. We could view Palermo (capital city of Sicily) from the ship, and it was lovely to take a closer look as we wandered around on foot and via the coach tour we’d later embark on.
Much of the city is ‘new’ (last 50 years), as a rebuild was necessary following World War II bombings. Rather than spending money to restore the old, at the time of re-design, the majority voted for constructing ‘modern’, hence the contemporary edge the city showcases via restaurants, shops, apartment blocks and public spaces. The bustling centre of this Mediterranean port city boats the usual cool high streets and luxury shopping typical of this corner of the world. Palermo even features a little ‘French’ flavour as the plans for some of the central boulevards were inspired by popular Parisian neighbourhoods.
Our ‘official’ day trip meant a short coach ride up the mountain which we’d also spotted first thing in the morning. The drive was spectacular, marked by steep hairpin turns and dramatic views overlooking Palermo, as we headed towards the grotto of Santa Rosalia, patron Saint of Palermo. According to legend, Rosalia was born to a noble family who wanted to marry her off. She refused to marry someone she didn’t love though, and decided it would be better to live alone. A feminist before feminism existed, perhaps? The story is a little sad, for someone we would otherwise look up to for standing her ground. You see, she retired to the hills around this area, and lived as a hermit in a cave on Mount Pellegrino where she died in 1166. Nothing was heard or known of Rosalia for centuries, and her remains were never found during her lifetime.
In 1624 the plague reached Palermo’s peaceful shores, thanks to a ship that had arrived from where we’d just cruised from, Tunisia. Citizens were dying in droves, and as the story goes, it was during this hardship that Saint Rosalia appeared to a hunter in a dream, lead him to the location of her remains, and insisted that if her bones were carried in a procession through the city, the people would be saved. Being the religious bunch that they were, this went ahead, and it’s been recorded that indeed, people were healed and the plague disappeared. Ever since, the people of Palermo have been grateful, and pray to her to help with all manner of issues (including, apparently, wins in football – it is important here, after all).
Whether a believer or not, the story is charming because it’s brimming with faith and promise. Visiting the grotto (cave) where her bones were discovered, and a shrine has been built, was a lovely experience. It’s always nice to have something and someone to believe in, and I think this quaint little city is certainly lucky to have Rosalia looking over it. On a personal note, the adventure made me think of my sweet Auntie Rosalie – perhaps her parents had been inspired by Rosalia too?
The rest of the afternoon was spent in Mondello, a delightful beach-side fishing village. In the summer this place is pumping with tourists from all over the UK and Europe. Being winter, it was somewhat quieter, but still we could appreciate the attraction. Bright buildings, smiling tradespeople and fisherman, market-wares for sale along the beach-side promenade, and dogs wandering around everywhere; gelato stands, cheap, delicious espresso and red wine sold in nearly every second bar/cafe/restaurant we walked by.
Quaint, charming, and very pretty. I can imagine it would be nice to hang out here with cool holiday-makers in the European summer. You’ll have to make friends with the ‘right people’ though; in these parts, traditionally families own various sections of the beach, and they rent the land out over summer, complete with cute beach huts.
One sweet note – we heard many mentions of ‘siestas’ in this part of the world (my kinda plan … nanna naps during the day)! Anyway, seems the dogs were in on it too, as we spotted loads of pooches taking a (presumably happy) nap during the afternoon, despite many tourists milling around them. Sadly, many dogs along the Mediterranean wouldn’t talk to us though – seems they don’t understand English so didn’t realise we were trying to get their attention ;-) Spot the sleepy Sicilian dogs in our 2-minute video journey (linked above).
Do you have a cruising story, or a Mediterranean travel tale to share? Let us know, tweet @sarahblinco or find us on Facebook. You can also read the rest of the stories in this series (more to come in coming days) HERE.
Welcome! We are Sarah + Cooper, Aussie expats living in the UK with our Westie dog, London. We like to inspire on how to travel for longer and to live and work from anywhere. Our most popular content here is about seeing the world with your pet, remote working & digital nomadism, and house + pet sitting. Create a global life of your dreams at any age! Subscribe to find out more :)
TLL SHOP!
Grab our NEW 2024 guides:
Master House Sitting with Our Must-Have 101 Essentials eGuide! Buy It Here
And, 7 Essential Strategies for Maximizing Your Use of ChatGPT eBookBuy it here
Also, Visit Our Amazon Storefront! Shop Here!
To provide the best experiences, we use technologies like cookies to store and/or access device information. Consenting to these technologies will allow us to process data such as browsing behavior or unique IDs on this site. Not consenting or withdrawing consent, may adversely affect certain features and functions.
Functional
Always active
The technical storage or access is strictly necessary for the legitimate purpose of enabling the use of a specific service explicitly requested by the subscriber or user, or for the sole purpose of carrying out the transmission of a communication over an electronic communications network.
Preferences
The technical storage or access is necessary for the legitimate purpose of storing preferences that are not requested by the subscriber or user.
Statistics
The technical storage or access that is used exclusively for statistical purposes.The technical storage or access that is used exclusively for anonymous statistical purposes. Without a subpoena, voluntary compliance on the part of your Internet Service Provider, or additional records from a third party, information stored or retrieved for this purpose alone cannot usually be used to identify you.
Marketing
The technical storage or access is required to create user profiles to send advertising, or to track the user on a website or across several websites for similar marketing purposes.