Gems of Tuscany: Siena and San GimignanošŸ’Ž

Gems of Tuscany: Siena and San GimignanošŸ’Ž

Ciao! We spent almost two weeks exploring Tuscany and want to share what we discovered in the charming town of Siena and day trip to San Gimignano! I'm sharing a detailed listing of places to stay, what to see, where to eat, wine tastings, and highlights that you can customize to fit your schedule and interests! * Save this guide for a future trip*āœØ
Updated ago
3
Share

ā›ŖAbout Siena

Siena is aĀ charming (and hilly) medieval city with a very proud people and history. Loved by locals and tourists alike, Siena offers a nice location from which to explore the region of Tuscany, and is just over an hour by car or bus (#131R) from Florence.Ā 

The city's 17 "contrade" (neighborhood districts) extend outward from the Piazza del Campo (main public space). You may see locals sporting their "contrade" scarves on a number of special occasions and celebrations. We saw several parades and neighborhood gatherings where residents celebrated their history and heritage.

Representatives of the "contrade" race on horseback in the Palio di Siena, a run twice every year on July 2nd and August 16 in the Piazza del Campo.Ā Spectators are welcome to attend the Palio di Siena; however, the race is not designed for tourists but rather an event steeped in history and tradition. If staying in Siena during that time, hotel reservations should be secured early; expect to pay a premium and/or required minimum stays.

šŸ§³Where to Stay

We were in Siena for an extended stay so we opted for an Airbnb owned by local Sienese host, Guido. He has two apartments in the same building that we would absolutely recommend. Both offer wonderful views and are in a great location in the heart of Siena!

For those with shorter stays or a preference for hotels, I've included a few recommendations well!Ā 

šŸ–¼ļøWhat to See!

Highlights to visit include theĀ Piazza del Campo (main public square) andĀ Torre del MangiaĀ (tower) of theĀ Palazzo PubblicoĀ (city hall), theĀ Duomo di SienaĀ (cathedral), andĀ Fortezza MediceaĀ for lovely views of the town and hills of Tuscany.Ā 

Also take time for a walk and simply enjoy losing yourself in the narrow alleyways. We enjoyed taking part in late afternoon aperitivo hour with an Aperol spritz and snacks, as well as the passeggiata (evening stroll).Ā Ā 

Piazza del Campo
@miki4294967291
Nice to visit at different times during the day: mornings for a light breakfast of cappuccino and croissant, afternoons for aperitivo hour with Aperol Spritz (free snacks, usually peanuts and chips), or dinner. Lovely views and people watching!
Add to
Details
Torre del Mangia
@miki4294967291
Well worth the climb to the top for view of the entire Piazza del Campo from above as well as the Duomo di Siena and Tuscan hills. Tickets are 10 euros and can be purchased on site - I went at 10am when they opened and had no problems getting a ticket to climb at 11:30am. My hubby waited for me at an eatery in the Piazza del Campo so he was able to get a picture of me (I texted him when I got to the platform at the midway point as well as the top)!
Add to
Details
Duomo di Siena
@miki4294967291
Well worth a visit to this beautiful cathedral! You can buy tickets direct by going to their website - https://operaduomo.siena.it/la-cattedrale/. Helpful tip: Scan the QR code for free audio guide - download via wifi prior to arrival as the Internet connection is weak on site.
Add to
Details
Piccolomini Library
@miki4294967291
Inside the Duomo di Siena, make sure to visit the Piccolomini Library inside. Located on the left side; there is also a bookstore adjacent as well.
Add to
Details
Fortezza Medicea
@miki4294967291
Fort built in the city between 1561 and 1563. Offers nice views of the city with local festivals and events often held there as well!
Add to
Details

If you'd like an overview of Siena or are looking for a guided tour, here's a recommendation!Ā 

šŸ•Where to Eat

Here's a list of our favorite places for food:

La Vecchia Taverna di BaccoĀ located just outside the Piazza del Campo heading toward Via Diacceto (the street with view of theĀ Basilica Cateriniana San Domenico).

Osteria da CiceĀ (from theĀ YouTube video by Jessi & Alessio Pasini - Tuscany.

Our favorite gelato in town was atĀ La Mandorla Siena - Artigiani del GelatoĀ near theĀ Basilica Cateriniana San Domenico.

For breakfast, we enjoyed the croissant sandwiches atĀ Bar Il PalioĀ in the Piazza del Campo while people-watching!

For good food and lovely views at sunset, Ristorante San DomenicoĀ (they also have gluten free pizza)

For groceries, we appreciated the local recommendation from our Airbnb host -Ā Consorzio Agrario Siena.Ā Ā 

šŸ·Wine Tastings in Siena

When in Tuscany... we enjoyed lovely wine tastings with unique and delicious experiences!

šŸ¦Day Trip to San Gimignano

San Gimignano is a UNESCO World Heritage Italian hill town southwest of Florence. Encircled by medieval walls, it offers stunning views of the surrounding Tuscan landscape along with quaint eateries, gift shops, and towers.Ā 

It's a worthwhile and easy day trip from Siena via private car hire or rental. It can also be accessed using public transportation by taking bus #130 from the Siena-ViaTozzi bus stop to the Porta San Giovanni stop in San Gimignano and/or train from Siena FS via transfer at Poggibonsi.Ā 

-- You can buy bus tickets (5.80ā‚¬ each way) at the ticket officeĀ under the Siena-Via Tozzi bus stop or via theĀ Autolinee ToscanoĀ (AT)Ā bus app.Ā 

-- If you opt to take the train, you can purchase a ticket from Siena FS to Poggibonsi via the Trenitalia app. Once you reach Poggibonsi, exit and walk up the hill to the bus stop and catch the #130 bus for the ~15 minute ride to San Gimignano.

-- Either option takes about an hour from Siena to San Gimignano.

We saw glimpses of the hill town on the final drive up the hill and were immediately wowed when we got off the bus at the Porta San Giovanni bus stop. San Gimignano is a quaint, small town with lots and lots of towers (and hills)!

While very touristy, San Gimignano is very welcoming and we enjoyed strolling the narrow streets, meandering through the parks, and taking pictures of the wonderful views of the Tuscan hillside! They also do a nice job of catering to visitors by offering clean toilets throughout the town (usually 1ā‚¬ to access), along with helpful signage around town and friendly shopkeepers!

As we were walking, we stumbled upon theĀ Rocca di MontestaffoliĀ (medievalĀ fortress ruins) just in time for Giovanni Terreni, who was performingĀ Dante's Divine Comedy - reciting the poem from memory) in the park for donations! Apparently the site has perfect acoustics for the performance, and I happened to come across him online while researching San Gimignano so it was especially fun to randomly see him and enjoy his powerful voice!Ā 

We eventually made our way down and foundĀ CaffĆØ delle ErbeĀ on the Piazza delle Erbe overlooking the Piazza del Duomo. A tasty panini and bruschetta for lunch with beer for David and a local Vernaccia di San GimignanoĀ white wine for me (made with local Vernaccia grapes; tastes like a cross between Sauvignon Blanc and Chardonnay and wine only available in Tuscany).Ā 

After lunch, we walked over to nearby Piazza della Cisterna forĀ Gelateria Dondoli, home of the gelato world champion 2006/2007 - 2008/2009!Ā 

Gelateria Dondoli
@miki4294967291
Jessi and Allesio say this is the best gelato in the world...try flavor Crema di Santa Fina (saffron) and Pistachio (pronounced with double K instead of a cc, as in Pinocchio).
Add to
Details

As a souvenir, we purchased a bottle ofĀ Vernaccia di San GimignanoĀ wine fromĀ La Buca di MontautoĀ shop. The wine is not readily available in the U.S. so we thought we'd enjoy while in Italy!

For the return trip from San Gimignano to Siena, we opted to do something different by taking the bus and train back.

-- To catch the #130 bus, walk just a bit further down the road from where we were dropped off to the Piazzale Montemaggio bus stop.

-- We got off at Poggibonsi bus/train transfer station and got on the regional train back to Siena (2.90ā‚¬ each).Ā 

šŸš•Note: Taxis in Siena

Siena's taxi service claims to have 55 vehicles and 60 drivers in service. However, taxis can be hard to find, especially during peak travel and meal times. We waited over 20 minutes for a taxi to the wine tasting just outside of town (so plan ahead and allow extra time).

You can try sending an SMS/text message in English to the Siena Taxi Driver's Consortium. I did get a message back (alas, confirming they didn't have any taxis available at that time). Of course, you can ask proprietors to call a taxi for you in Italian, as we did when returning from our wine tasting outside of town.

By the way, on the day of our departure we waited 30 minutes and finally ended up walking to the Siena train station with our luggage (along with 8 others who were in the same predicament). The roughly 25-minute walk is doable, and we made the most of the situation and enjoyed the friendly walk through town together!Ā 

Note: Uber is not available in Siena. An option is to book a private car in advance via service such as Happy to Visit (we did not use this service ourselves so please use at your discretion).Ā 

ā˜•For More Information:

For a more general overview of the region and a curated list that I created while planning, check out my *free* Tuscany Travel Wish List!Ā 

You can also learn more by visiting any of the following:Ā 

YouTube - Jessi & Alessio:Ā Slow Living in Tuscany | Exploring Siena, Val d'Orcia, Chianti, Pienza, San Gimignano

šŸ¦Thanks so much for visiting! I hope you find this information to be helpful! If so, you're invited to offer a tip and "buy" me a gelato!

* * *
ABOUT THE AUTHOR
I've had a passport since I was born, and Iā€™m a travel enthusiast, educator, consultant, certified professional coach, and veteran. I enjoy exploring different countries and cultures: ~ šŸŒŽ32 countries (so far) ~ šŸš¢Sailed on 11 cruises (more soon) ~ šŸ›«My favorite destination is wherever Iā€™m going next! I hope you'll find my tips and first-hand experiences helpful in planning your travel adventures! Thanks for visiting, and letā€™s keep exploring, sharing, and learning from and with one another. Wishing you safe and happy travels! Be sure to download the free Thatch App to get easier access from your phone!
Send A Tip
Support Miki Huntingtonā€™s work.
Select your tip amount
$5
$10
$20
$50
Or type in other amount
Powered by Thatch
The home for unique & authentic travel
Powered by Thatch: Where great trips are made.
Ā© Miki Huntington 2024 ā€¢ Help ā€¢ Privacy ā€¢ Terms ā€¢ Copyright ā€¢ Become a Seller ā€¢ Seller Academy ā€¢ About ā€¢ Careers ā€¢ Blog ā€¢ Explore Places