Tuscany, Italy Girls Trip

Tuscany, Italy Girls Trip Claimed

1 week | September | 8 Women

Average Reviews

Trip Overview

Wonderful girls trip to Tuscany filled with exploration and friends.

Full Itinerary

Ahhh, Tuscany in the fall! I am just back from a wonderful week with girlfriends in Italy. We stayed in a beautiful villa/bed & breakfast called Podere Salicotto near the town of Buonconvento, which is south of Siena and Florence. As most of us had been to Florence and the general area before we took it slow, explored new places we hadn’t been to before, and took our time over meals and time together.

Podere Salicotto has 7 bedroom(s), a beautiful pool and views of both the sunrise and sunset given it’s (its) hilltop location. A delicious breakfast is served outside each morning (weather permitting) or inside by the fireplace, and then you are on your own for lunch and dinner. Below are the highlights of the trip.

Day 0 Wed:

Arrived Florence in the early evening. Taxi to Hotel Davanzati which has an amazingly great location (couple blocks from the Ponte Vecchio) in the heart of Florence at a reasonable price, that includes breakfast. Dinner a couple blocks away and wandered to the Ponte Veccio and the other side of the river a bit after dinner.

Day 1 Thurs:

– Wandered Florence until 1pm. Visited the Opera del Duomo Museum, the Duomo, the San Lorenzo market, the Santa Maria Novella perfume store (beautiful – located in an old chapel) and the Ferragamo museum (note that they rotate exhibits and they don’t always feature their products…), followed by lunch.

-Picked up rental cars near the airport (Alamo and Sixth) and then drove to 1.5 hours to Buonconvento Tuscany.

– After settling into our beautiful lodgings we drove to the Abby Abazzia Monte Olivetto Maggiore to hear the monks sing – amazing.

– Then had a wonderful dinner at (Locanda Paradiso) – a quaint, local spot with a menu on the chalkboard and just a few tables. It is in the little town of (Chiasure). Apparently, an American woman is buying up the town and turning it into an artists retreat

Day 2 Fri:

– Amazing breakfast that stretched out a couple of hours outside under the pergola, followed by some walks and pool time as we got over jet lag.(Buonconvento) town visit.

– Drove to visit the Bosco Della Ragnaia Garden (underwhelming) followed by dinner at La Locanda de Costello in the beautiful town of San Giovanni d’asso. Very nice dinner and friendly chef (Massimo) and staff. Amazing fish and white truffle options. Get there in time for sunset!

Day 3 Sat:

– We had an amazing guide named Jerry for the day who picked us all up and took us to Siena. He had arranged for us to visit one of the Palio Contrada headquarters (Siena has different ‘Contradas’ that compete in the Palio races each year, and we visited with the Giraffe Contrada). It gave us an amazing history and understanding of the passion surrounding the Palio. Our tour included viewing all of the beautifully painted banners that the Giraffe Contrada has won over the years – an amazing opportunity.

– Lunch on the main square and then a visit to the so so so beautiful Siena Cathedral – may be my favorite church anywhere. Drove home.

– Dinner across the street and down the road from our villa at another villa/restaurant (not a standout in terms of ambiance or food).

Day 4 Sun:

– Another great tour day with Jerry – this time to Florence. Most of us had been there before so we said we didn’t want to do the Ufizzi etc this time. Our day included, amongst other things, the outside of the Duomo (much better with a tour guides info about it!), the San Lorenzo market for leather bag shopping, lunch at Signorvino (on the Arno, looks like a wine store but also has a lovely restaurant on the water), and then took our time at the Santa Croce church which has amazing soaring ceilings and so much history (many famous italians buried there). Then off to the lookout over Florence at Piazzale Michelangelo and home.

– Dinner in Buonconvento at (Ristorante) Roma, sitting outside on the beautiful main walking stree inside the city walls.

Day 5 Mon:

– Spent the day in the beautiful walled city of Montepulciano. Wandered, shopped, grabbed a bite – a beautiful city to do all of those things in!

– Stopped to view the ‘Chapel on the hill’, (Vitaleta) Chapel – a small chapel perched on top of a hill in Val d’Orcia. Can view it from the road or visit it all the way in person.

– Visited the town Montalcino which has a fort and a beautiful small town to wander and shop in.

– Dinner at home

Day 6 Tues:

– After another long breakfast, a day of rest poolside, of walks nearby etc.

– Town visit in Buonconvento. Aperol spritz in town at local bar.

– Pizza at home

Day 7 Wed:

– Back to monastery to hear the monks chant and to have a further look around.

– Drove for an afternoon tour (need to book ahead) at the beautiful La Foce gardens. Wonderful gardens and hourlong tour, with a fascinating history during World War II especially. They also have a lookout from there on the cyprus trees that wind up the hillside drive that is a popular photo op – so good view of that from here as well.

– Dinner at (Boccon Divino) just outside Montalcino. Very upscale, with a beautiful view (small portions that were a bit underwhelming though…).

Day 7 Thurs:

Off to Florence airport and home!

Note: The week after we were there other friends has an amazing tour of Assisi with a terrific guide through GuruGuides (free tour, you just tip the guide). They highly recommend both the place and the guide service. Their guide who they LOVED was Alex Gabriel .



Type of Trip

Food/Culture/Arts, Urban exploration, Relaxation, Combo


1 week

Who Went

Girls trip, Friends (45-65 yr old)

Accommodation Type





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