How To See Tuscany in Two Days!

I posted a question on Instagram a few months prior to my trip, asking followers which cities would they visit in Italy if they only had 8 days. I listed about 8 and was instantly met with criticism of not enough time to see everything. Seemed like a challenge to me and I gladly accepted. :)

In all seriousness, it would be nice to take weeks and maybe even a month to soak in all of Italy but everyone doesn’t have that time or money to spend.

For our trip in May, we flew into Milan from JFK due to the Emirates sale. Our route Milan>Venice>Florence>Sienna>San Gimignano>Pisa>Florence>Rome>Naples>Sorrento>Capri>Naples>Milan. Wooo! Yes, we did it in 8 days. As I researched the Tuscany area with staying in the capital, Florence. I wondered how can I squeeze in the leaning tower of Pisa and visit a winery. We reserved a hotel in Florence for two nights, and one day we took an all day Tuscany tour. Here are a few highlights to see if you only have 2 days in the Tuscan region.

Day 1-The Countryside

The tour met at the Santa Maria train station which was walking distance from our hotel.


Our first stop on the Tour was Siena where we toured the beautiful serene town and learned about the history. This was my favorite stop on the tour. I would come back and stay in the area for R&R.

Piazza del Campo
Piazza del Campo
Italy Fashion


No tour is complete without a stop at a Chianti Winery. Here we had a three course lunch and sampled wine and oil. I left with only one bottle :( Not sure when I’m going to open it yet.

Tuscany Italy

San Gimignano aka San G

A very historic and picturesque town that offers amazing views as the city sits on top of a hill. Here we we able to shop for food and wine and taste the world’s famous Gelato at Gelateria Dondoli!




The last stop is brief but just enough time to take pictures with the infamous
 leaning tower of Pisa, view the church and if you’re adventurous climb the tower. Climbing the tower was extra. Total tour was about 12 hours. I would have loved more time in Siena and Pisa but I’ll be back and now I know what to skip. :)

Day 2-Florence

Another e


arly start at 8:45 am we began at the Accademia which houses art and the famous David statue by Michelangelo. We made reservations for the first available morning about 1–2 months ahead. The line can get pretty long so I would suggest making reservations with the museum’s website for 12 Euros. If that option is sold out you can try Viator or SelectItaly. Either way it is strongly advised to make reservations ahead of time, if this is on your must see list! You can stay easily walk through in 20 mins.





Top Rated Florence Tours





Brunelleschi's dome
Brunelleschi’s dome

After David, we headed over (less than 2 minute walk) to the main Duomo (Cathedral) and hiked to the top known as Brunelleschi’s dome it was 463 steps to top. This was not planned but I’m soooo glad we did this as the views are amazing. It’s not for claustrophobic people. Bring water and comfortable shoes. It’s a workout for sure! Give yourself maybe an hour to hour and a half to accomplish and take photos. Dome is open at 8:30am, the church opens at 10am. Entry into the Duomo (church) is free but it is 15 Euro to climb to the top. You can pay more to access other areas. We purchased tickets at a shop across from the church. The ticket also gives you entry into the bell tower and the excavations. Due to time we only climbed the tower.

Brunelleschi's Dome
Momma, I made it…

After the climbing the dome we headed back to our room to check out and store luggage and have lunch. We then took the bus to Piazzale Michelangelo (Michelangelo Square) is a square with a panoramic view of Florence, Italy, located in the Oltrarno district of the city. We took bus 12 from the city for about a 20 min ride. The bus ticket was 1.20E for 90 mins. We purchased from a news stand prior to getting on. Don’t hop on without it as they police every bus and ask to see your ticket. It was rainy but we managed to get good shots. If you look closely you can see Ponte Vecchio which is another famous Florence sight.

Piazzale Michelangelo

Of course 2 days is not a lot to experience Tuscany. There were more things we could have seen in Florence like the markets, shopping, Baboli Gardens and Uffizi Gallery to name a few. I believe we still saw AMAZING sights in 2 days. The key was booking in advance and booking direct for most to save money. Taking a tour from Florence to the countryside was easier than going on our own via train. Which sight are you most excited to see in Tuscany? If you’ve been what was your favorite sight or stop?


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A quick guide on top things to see in Tuscany Italy.

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