TuSCany
1 Day Itinerary
9:00AM - 3PM
Pick up in Florence
Location TBD. Lots of tour options but two of our favorites linked below.
4:30PM
Head back to Florence
your best bet is either a train or bus, which will take just over an hour. A taxi will be a bit shorter but obviously more expensive.
Dining
Wineries
Dining
La Taverna Di San Giuseppe
Located in Siena. Has amazing lasagna and cannelloni with veal and truffle. Has a Michelin star.
$$ - $$$
Website
La Vineria Di Montepulciano
V
GF
This place is known for their charcuterie. They are HUGE
and literally so so so SOOOO good. Email for reservation.
$$ - $$$
Reserve Now
Antica Papei
V
GF
In Siena, close to Piazza del Campo. Lots of pastas to choose from but even the simple tomato sauce on fresh pasta is amazing!
$$ - $$$
Menu
Osteria Cice - Siena
V
GF
Great option in Siena. All the pastas area amazing!! Try the pine nut and leek ravioli
$$ - $$$
Instagram
De Miccoli
DF
Good spot in Siena to grab a snack or aperitivo! Also has sandwiches for lunch.
$$ - $$$
Facebook
Wineries
Casa Emma
Great winery option in Chianti! They offer different options but we loved the tasting and lunch!
$$ - $$$
Website
Chianti Half Day Tour
Spend the day exploring two wineries in the Chianti countryside. Snack on local favorites and taste amazing wines from the Tuscan region. From €49 per person.
$ - $$
Reserve Now
Florence to Chianti Winery Tour
Great option when visiting Tuscany! Visit two wineries and sample all they have to offer. Includes private transport from Florence.
$$
Reserve Now
Food & Wine Tour
Another great tour option from Florence! Enjoy chianti tastings plus food tastings from the town of Greve!
$$
Reserve Now
Fun In Tuscany!
They offer a bunch of options and they are all great! We are particularly fond of the Chianti tour!
$$
Option 1
Tenuta Casanova
Incredible wine tasting/dining experience overlooking the Tuscan countryside. They also offer cooking classes!
$$$
Reserve Now
Osteria Del Borgo
They have tastings every day from 4-6pm for €60 per person. A sommelier will guide you through several wines. They have arestaurant too if you want to eat first!
$$
Reserve Now
A Real Tuscan Wine and Food Experience
Small family owned organic farm and winery in the Tuscan countryside. Enjoy amazing food, wine and olive oil! Experience lasts around 5 hours
Unforgettable Tuscan Wine Tour
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Spend the day in Tuscany at 2-3 wineries (depending on time of year) tasting not only regional wine but amazing food as well!
$$
Reserve Now
Wine Tasting in Chianti!
HIGHLY RECOMMEND! Small group, 4 hour, wine tasting in the beautiful Chianti region of Tuscany. Visit 2 wineries. Price includes transportation. Around $99 per person.
$$$
Reserve Now
Horseback Riding
There is truly no better way to tour Tuscany than on horseback riding through the gorgeous vineyards!
La Vernaccia di San Gimignano Wine Experience
Lots of different price points. Enjoy a sampling of local wines with a sommelier.
Truffle Hunt!
Spend the morning truffle hunting and then indulge in an authentic Tuscan feast! Yum!! Includes transportation to/from Florence.
Tuscan Vespa Tour
Explore the Tuscan countryside on a vespa! Stop to taste wine and eat local favorites. Tour lasts 5 hours and costs around $165 but is so worth it! Leaves from Florence.
Visit Siena
Check out the Piazza del Campo, which is their town square with a medieval history. Climb the bell tower of Torre de Mangia for amazing city views.
After checkout the Palazzo Publico (takes about 30 minutes) and then head over to the Duomo, which is not to be missed!!
After checkout the Palazzo Publico (takes about 30 minutes) and then head over to the Duomo, which is not to be missed!!
Visit Lucca
Some consider Lucca their favorite village in Tuscany! You can walk or bike the walkway overlooking Lucca. Then checkout Ampitheater Square, which is very lively with shops and restaurants.
Overnight Visits
Overnight Visits
Tuscan Weekend w Cooking Class
About 1 hour outside of Florence you can rent this Airbnb (holds up to 10 people) and the in house chef will hold an amazing cooking class for you and your friends (and it is your dinner!!)
Tuscan Villa
Spend a night or the weekend in this amazing villa called Villa Petriolo. They offer an array of activities like horseback riding, truffle hunting and cooking classes. Highly recommend. Price varies depending on season
B&B Il Corso
Great location in Siena very close to Piazza del Campo. Rooms from around $115 per night.
Albergo Ristorante San Biagio
In Montepulciano. Cutest little countryside hotel, with an amazing free breakfast, pools/spa, and close proximity to the town. Doubles approx $140 per night.
Tuscany With Family!
Below please find a small selection of some of our favorite hotels, activities and restaurants that may be great to enjoy when family visitis.
To get our full recommendation list and enjoy hotel amenities and personalized service, with no financial commitment, please contact our partner, Betsy Polatsch with Smart Flyer!
Virtuoso amenities often include:
*Upgrade on arrival, subject to availability
*Daily Breakfast for up to two guests per bedroom
*$100 USD Resort or Hotel credit to be utilized during stay
*Early Check-In / Late Check-Out, subject to availability
*Complimentary Wi-Fi
Please mention GTGabroad to reap the most rewards!
To get our full recommendation list and enjoy hotel amenities and personalized service, with no financial commitment, please contact our partner, Betsy Polatsch with Smart Flyer!
Virtuoso amenities often include:
*Upgrade on arrival, subject to availability
*Daily Breakfast for up to two guests per bedroom
*$100 USD Resort or Hotel credit to be utilized during stay
*Early Check-In / Late Check-Out, subject to availability
*Complimentary Wi-Fi
Please mention GTGabroad to reap the most rewards!
Lodging
Borgo San Felice
A wine resort in the foothills of Chianti. Also a Relais & Chateaux property
Como Castello Del Nero
A luxury castle with five star amenities located in the Chianti region.
Relais Il Falconiere
It is set in the Tuscan hillside not far from a mountain top town called Cortona. Also part of Relais & Chateaux
Rosewood Castiglion del Bosco
Located in the Siena region, on one of the oldest and best preserved estates in Tuscany
Activity Ideas
What Betsy Recommends!
Some fun, interactive and memorable activities that are great to do with families!
*Lunch and guided tour of Siena
*Wine tasting in Montalcino
*Hiking in a vineyard followed by lunch
*Cooking class at a trattoria in Chianti
*Hot air ballooning
*Truffle hunting
For extensive descriptions and to book please contact Betsy at SmartFlyer.
*Lunch and guided tour of Siena
*Wine tasting in Montalcino
*Hiking in a vineyard followed by lunch
*Cooking class at a trattoria in Chianti
*Hot air ballooning
*Truffle hunting
For extensive descriptions and to book please contact Betsy at SmartFlyer.
Dining Musts
*L'Antica Scuderia - has amazing landscape and views. In the heart of Chianti
*Osticcio - authentic Tuscan food in the heart of Montalcino
*Campo del Drago - Michelin starred dining in the beautiful Rosewood hotel
*Taverna San Giuseppe - historic and charming restaurant in beautiful Siena.
Contact SmartFlyer for all of GTGabroad approved dining in the Tuscan countryside!
*Osticcio - authentic Tuscan food in the heart of Montalcino
*Campo del Drago - Michelin starred dining in the beautiful Rosewood hotel
*Taverna San Giuseppe - historic and charming restaurant in beautiful Siena.
Contact SmartFlyer for all of GTGabroad approved dining in the Tuscan countryside!
