Bella Toscana Holidays

Upcoming Trips

Bella Toscana Holidays is currently offering unique and inspiring holidays in Tuscany for the 2021 and 2022 calendar years. We are working on curating the most perfect trips for you so please check back for more details. In the meantime, we have outlined dates and trip overviews for Bella Toscana Holidays journeys to remember in 2021. 

Group Trips

Traveling to Tuscany alongside other incredible people is a great way to experience the authentic notion of Italian family. Trip guests can choose from private rooms or shared rooms. 


Bella Toscana Holidays can curate the perfect trip for your family, friends and even employees. We are experts at designing trips within a variety of budgets and always ensure you leave with memories to last a lifetime. 

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Prima Volta In Toscana

Hosted By Victoria Fitz-Gerald, Owner of Bella Toscana Holidays

Trip Dates: September 16-24, 2021

Trip Cost: $2,795* 

Availability: 4 spaces available (maximum of 14 persons) 

The Magic of Tuscany for the First Time    

Trip Itinerary:    

Accommodations for 8 nights at Fattoria degli Usignoli at San Donato in Fronzano. Arrival and departure transportation to and from Peretola Airport in Florence, Italy. Please arrange your arrival time on September 16 between 11 am and 2:00 pm. Departure drop off time on September 24 is at 10 am at Peretola Airport in Florence. If your flight arrives or departs outside these time frames a private driver can be arranged.

Thursday, September 16thArrival, check-in, a light anti-pasta buffet will be served during the early afternoon. You will have time to unwind and unpack. Evening welcome dinner will begin at 7:00 pm at Ristorante Fattoria degli Usignoli. Lunch buffet and welcome dinner are included.

Friday, September 17th: Breakfast, then departure at 9:00 am for a visit to Terme Tettuccio in Montecatini Terme. Enjoy a relaxing morning sipping healing mineral waters while listening to a live orchestra playing classical music. There are beautifully appointed gardens, shops and a historic cafe at Tettuccio. At approximately 12:00 pm we will journey up the mountain to the sweet village of Montecatini Alto for lunch. There will be time to explore the village and shop at your leisure. We will depart Montecatini Alto in the afternoon between 3:00 and 4:00 pm returning to hotel. Dinner is on your own. Fattoria degli Usignoli has an authentic Tuscan menu. Be sure and make your reservations in advance. Breakfast and lunch are include this day.     

Saturday, September 18thBreakfast, departing at 8:30 am, for a full day and evening in Florence. Enjoy professionally guided walking & museum tours with your art historian guide, Ignazio Sciara. Ignazio has worked with BTH for over 20 years. You will visit Galleria dell’Academia, home of Michelangelo’s David alongside some of the finest artwork in the world. Then a brief walk to historic Paoli Ristorante for lunch. After lunch Ignazio will walk with you to the Galleria Uffizi. He will share the history of the most famous Renaissance artworks, Michelangelo’s Holy Family, Botticelli’s The Birth of Venus and so much more. From the Uffizi Museo onward to Santa Croce the church of the Franciscans in Florence and one of the finest examples of Gothic architecture. All tours will be privately lead by Ignazio. Your tour will conclude between 4/5 pm. You will have time to explore Florence on your own, shop, dine out or just wonder the historic cobblestone streets of this ancient amazing city. We will leave Florence around 9:30 pm. Breakfast, lunch, museum entry fees and guided tours are included.

Sunday, September 19th: After breakfast we will gather at 9:00 am at Usignoli’s private cooking school for an authentic Tuscan cooking class with upcoming star chef Tommaso Wittum. Lunch for everyone will be served at 12:30pm at the cooking school. Your afternoon is free to relax by the pool or take a walk in the countryside. Our transportation will be ready for us at 7:00 pm for a quick 15 minute drive to 1250 Ristorante in Reggello for dinner. All meals are included this day.

Monday, September 20thAfter an early breakfast we will depart at 8:30am for Siena. We will meet Ignazio for a morning walking tour in this beautiful medieval city. The heart of Siena sits in Piazza del Campo famously know for the Palio. Siena is deeply rooted in Etruscan history and Ignazio will share with you his vast knowledge of Sienese history and tradition. The cuisine in Siena is delicious and unique of its region. We will have lunch together before departing for San Gimignano for a short guided tour. You will be free to stroll this quaint hill top medieval village, enjoy an aperitivo in a local bar or dine on your own in one of the many trattorias and ristorante’s. Departure time will be approximately 8:30-9:00 pm. Breakfast, lunch and guided tours are included today.

Tuesday, September 21stFREE DAY. This day you can do whatever you like. Possibly return to Florence or visit the famous designer MALL literally 10 minutes from Fattoria degli Usignoli. The hotel has private transportation that can take you to the local train station in S. Ellero or drive you to the MALL. Also, drivers and a guide can be arranged to assist you if you wish to visit a new destination.    

Wednesday, September 22ndLeisurely morning with an afternoon Chianti wine tour. Departing from Usignoli at 11:00 am for our first stop at Volpaia Winery. A light lunch will be served and select wines for tasting. The second vineyard we will visit is Cennatoio Winery and later in the afternoon we will arrive in Greve in Chianti, a most charming village. In Greve is the amazing Enoteca Falorni wine cantina with hundreds if different Chianti wines that you can sample, purchase and ship for impressive entertaining when you return home. Lunch will be served at Volpaia Winery and appetizers will be served at each wine tasting throughout the afternoon. Breakfast, lunch and afternoon appetizers are included. Dinner on your own if desired.

Thursday, September 23rd: Breakfast and enjoy a relaxing morning poolside. At 10:30 am we will departure for lunch at Il Borro, the estate of the Ferragamo family. If I had only one word to describe Il Borro it would be, enchanting. Il Borro is a Borgo, a Tuscan hamlet, that dates back to 1254. In 1984 Ferruccio Ferragamo fell madly in love with Il Borro and in 1993, as destiny would have it, Duke of Amedeo sold the entire property to Ferruccio. The Ferragamo family went to work restoring the entire hamlet and as you will see on our visit they did a magnificent job. After lunch you will have plenty of time to roam the estate, shop in the boutiques and take in the magnificent beauty of Il Borro. Your farewell dinner will begin at 7:30 pm at your Tuscan home, Fattoria degli Usignoli. All meals today are included.   

Friday, September 24th: Breakfast and departure. Transportation to Peretola Airport in Florence will be offered 2 different times depending on group departures. Buon Viaggio!

*Please note that for all trip meals, wine, water (natural and sparking) and coffee are included. Cocktails and other beverages will be charged to your room or separately when dining out.

*Trip Details:    

Included In Trip Price  

*8 Nights Single Occupancy    

*All Breakfasts, 7 lunches and 3 dinners  

*Chianti wine tasting and afternoon appetizers included

*Intimate Group of Maximum 14 guests  

Please note that flights are NOT included in the trip price.   

For questions about this trip, please email Victoria at   

Plein Air Oil Painting in Tuscany

Hosted By Valérie Pirlot, Professional Artist

Trip Dates: 2022 dates will be announced very soon

Trip Cost: $2,495* 

A Week of Plein Air Oil Painting in Tuscany with Professional Artist and Tutor, Valérie Pirlot

Trip Itinerary and What is Included:      

Saturday, October 10th: Transportation from Peretola Airport in Florence between 10:00am -12:30pm, check-in at La Pietra Piana B+B, light anti-pasta lunch and settle in, afternoon introduction session with Valérie and evening welcome dinner. Lunch buffet and dinner included.   

Sunday, October 11th: Breakfast, 3 hour morning lesson and demonstration with Valérie, lunch, break and 3 hour afternoon session with Valérie . Painting will take place at La Pietra Piana. Dinner is on your own. La Pietra Piana has a full restaurant with an authentic Tuscan menu. Breakfast and lunch this day are included. Dinner is not included. Be sure to make a prior reservation.  

Monday, October 12th: Breakfast, 3 hour morning lesson and demonstration with Valérie , lunch, break and a 3 hour afternoon painting session with Valérie in the village of Saltino. Dinner at La Gastronomia Trattoria which is known for its famous regional pizza. Your choice of pizza, green salad, water and wine included. Also, Your choice of gelato and a caffé after dinner at the gelateria next door to La Gastronomia. All meals, gelato and caffe are included on this day.   

Tuesday, October 13th: Breakfast, 3 hour lesson and demonstration at Café FoFa’s in Reggello. For lunch a sandwich of your choice from FoFa’s , dessert & caffé before a break. Then a 3 hour painting session with Valérie in Piazza Potente in Reggello Centro. Dinner at 1250 Ristorante in Reggello. All meals are included this day. 

Wednesday, October 14th: Breakfast, 3 hour lesson and demonstration with Valérie, lunch, break and 3 hour painting session with Valérie at Borgo Valle, a medieval hamlet with amazing architectural value. Borgo Valle is just a short walk from La Pietra Piana. Dinner is on your own. Breakfast and lunch are included.    

Thursday, October 15th: Breakfast, 3 hour session with Valérie. After lunch at La Petra Piana you have a free afternoon to paint, relax by the pool, take a walk in nature, enjoy your afternoon. Dinner at Borroncino for Bistecca alla Fiorentina. Breakfast, lunch and dinner are included.  

Friday, October 16th: Breakfast and your morning is free. We will leave at 11 am for a Chianti wine tasting tour. That evening is our farewell dinner. Breakfast and dinner are included. Lunch is not. We will have a lunch break in a local village and there will be many restaurant options.   

Saturday, October 17th: Breakfast and Departure. There will be transportation to Peretola Airport in Florence, ONLY. Drop off at the airport is *11 am*.   

*Trip Details:     

*Arrival transportation from Peretola Airport in Florence between 10:00am-12:30pm to La Pietra Piana B+B.  

*7 nights single occupancy  

*30 hours of guidance, lessons and demonstrations with Valérie Pirlot  

*Intimate group of 6 guest artist participants   

*Professionally guided Chianti wine tasting tour   

*All breakfasts, 6 lunches and 5 dinners included  

*10am departure transportation from La Pietra Piana to Peretola Airport in Florence  

Additional Information For Guest Artists:     

Some basic practice of oil painting is required as well as some plein air painting experience. Students must bring their own materials.    

Valérie is a professional artist and tutor. Her main focus in teaching is to make you feel more confident using oils. To work in a free and spontaneous way, with freshness and energy, while having lots of fun. Be inspired by the beautiful countryside and capture a quick and vibrant way, using the beauty around us. Valérie will detail all the tips and techniques that she uses to help you improve and progress your art. The program is approximately 3 hours in the morning and 3 hours in the afternoon but may be flexible, depending on the subject. For example, we may want to paint a sunset one evening.  

The workshop will cover these various topics:   

-Talk about material
-Choose a composition
-Prepare your painting palette
-Mix colours
-Improve your brushstrokes
-Improve your tones and colours
-Have a clear method to build your painting
-Refine your observation skills
-Know how to finish a painting
-Give you feedback on your work    


There will be a full supply list of materials you will need for the trip provided after your booking. 

You can view examples of  Valérie’s art here which showcases her quick, spontaneous oil sketches such as the ones we will produce together during the painting trip.  

For questions about this trip, please email Victoria at


France Meets Italy in Tuscany

Hosted By Aaron Rosenthal, Parisian Chef and Wine Aficionado

Trip Dates: 2022 dates will be announced very soon

Trip Cost: $3,495* 

About Your Trip Host: Aaron studied at the Culinary Institute of America, interned with Barbara Lynch and worked post internship for Barbara Lynch Gruppo in Boston for 3 years. His French culinary career began at Grenouillère in northern France proceeded by Septime, Clamato and Hotel d’Une Ile in Paris. Aaron studied with the Grasseli Famiglia at Azienda Agricola Lago Scuro in Italy and recently co-founded ADAR with chef Tamar Nahmias in Paris, France

If you’re looking for a culinary adventure in Tuscany than look no further! Trip host, Aaron Rosenthal, has not just extensively studied culinary arts in America, France and Italy, he is now adding to his repertoire, hosting a Farm to Table culinary and wine tasting trip in Tuscany. 

The dates of the trip, October 31st – November 8th, have been specifically chosen by Chef Aaron for a very special reason. Our home for 9 days, La Pietra Piana B & B, is located in the heart of Reggello, the county in Tuscany that produces the highest quality organic olive oil. And guess what? It’s truffle and porcini mushroom season, too!

After we hand pick our own olives we will visit the beautiful I Bonsi castle to watch our harvest get pressed into “liquid gold.” Shall we use our very own olive oil to cook with? Of course! Baskets of fresh baked bread for dipping our savory pressed oil will adore our dinner table that evening. A true experiential highlight.

Included are French and Italian cooking classes, visiting exquisite vineyards accompanied with appetizers that are perfectly paired with local wines. We will experience picking and harvesting olives with local Tuscan farmers. If enjoying your own farm to table created meals, restaurants that specialize in authentic Tuscan pizza, bistecca all Fiorentina and local seafood fare interests you, then you will want to reserve your place now! 

Trip Itinerary and What is Included:  

Friday, October 31stArrival transportation from Peretola Airport in Florence between 10:00am-12:30pm. Check in at La Pietra Piana B+B, light anti-pasta lunch, time to unpack, settle in and freshen up before our welcome dinner. Lunch and dinner are included this day.

Saturday, November 1st: Breakfast at your leisure. We will depart at 10:00 am for Fattoria degli Ulivi for a tour of a true working olive farm. Because fresh pressed olive oil is the essential basis for most Italian cuisine today, you will experience the process from beginning to end. Tommaso Martelli, owner of Fattoria degli Ulivi, will give you an overview of what it takes all year to prepare for one to two weeks of harvest. We will actually pick olives ourselves and take them to be pressed. You will be able to taste the “liquid gold” right off the press. We will then use our own handpicked olive oil for our cooking classes all week. Breakfast, lunch and dinner are included this day. There will be dinner at 1250 Ristorante in Reggello. 

Sunday, November 2nd: Breakfast and wine tasting? Why not! No French or Italian cuisine is complete without great wine so today let’s go shopping! Since we are next door neighbors with Greve in Chianti we can start at Enoteca Falorni for a light lunch and wine tasting. Afterwards you will have a chance to poke around Piazza Matteotti, in our opinion, one of the most charming villages in Tuscany. So now with fresh pressed olive oil and Chianti wines, we’re ready to start cooking! Dinner tonight is on your own time at La Pietra Piana. Be sure to make a reservation. Breakfast and lunch included today. 

Monday, November 3rd: Breakfast at your leisure. Today at 10:00 am we begin to cook. Aaron will introduce pasta + sauce pairing. There are so many varieties of pasta from small handmade pieces to long ribbon shapes. How do you know which sauce perfectly pairs with which shape? After today’s cooking class you will know. Sauces will be demonstrated by Aaron coupled with hands on pasta making. Breakfast, lunch and dinner will be included today. 

Tuesday, November 4th: Breakfast at your leisure. Cooking class will begin at 10 am where Aaron will explain the simplicity of Italian meat and fish dishes with a touch of French technique! A morning meat dish will be demonstrated that will be served for lunch. Yummy! Our afternoon class will focus on fish and cover how to choose fresh fish, properly filet it and then cook a delicate dish accompanied by vegetable side dishes. Breakfast, lunch and dinner are included today. 

Wednesday, November 5th: Breakfast at your leisure. Morning is free to relax, take a walk or just enjoy some time to yourself. Typical Tuscan sandwiches will be served for lunch at La Pietra Piana before we depart for an afternoon of wine tasting at the beautiful Castello di Verrazzano and Castello Vicchiomaggio vineyards in the heart of Chianti. Dinner at La Gastronomia in Saltino for your choice of pizza, green salad, wine and sparkling/still water. After dinner we will walk next door for a scoop of gelato and a caffé. Breakfast, lunch, dinner, gelato and caffé are included today. 

Thursday, November 6th: Breakfast at your leisure. This is the cooking class we’ve all been waiting for. Starting at 10:00 am, Aaron will begin a cooking class on “dolce.” Dolce is the Italian word for dessert! This class will cover basic pastries, local Tuscan Cavallucci cookies, Sienese Panforte and French Profiteroles. Dinner this evening is at Borroncino Ristorante for bistecca alla Fiorentina. Breakfast, lunch and dinner included. 

Friday, November 7th: Breakfast at your leisure. This is a free day. There will be transportation, around 10:00 am to the local S. Ellero train station and pick up at S. Ellero station in the late afternoon (around 4-4:30 pm). The train ends at Santa Maria Novella Station in Central Florence. Enjoy this day in Florence if you wish. This evening at 7:30 pm will be our farewell dinner at La Pietra Piana. Breakfast and dinner are included.

Saturday, November 8th: Breakfast and departure. Transportation leaves at 9:00 am for Peretola Airport in Florence. Approximate arrival at Peretola Airport will be at 10:15 am. 

* Trip Details

Included In Trip Price:

*Arrival and departure transportation from Peretola Airport in Florence during designated departures

*8 nights single occupancy at La Pietra Piana B+B

*All breakfasts, 7 lunches and 7 dinners

*3 Chianti wine tasting tours at Enoteca Falorni, Castello di Verrazzano and Castello Vicchiomaggio

*Leisure time at Greve in Chianti Piazza Matteotti

*Guided cooking classes with Parisian chef, Aaron Rosenthal

*Recipe handouts

*Gift apron to take home

*Tour of Fattoria degli Ulivi, a working Tuscan olive farm

*Olive picking and pressing

*All ingredients for cooking classes

*Free time in Florence

For questions about this trip, please email Victoria at

Trip Accommodations

Experience The Magic Of Tuscany  

All trip accommodations are situated in the Tuscan countryside with breathtaking views and a relaxing ambiance. Every accommodation for each trip is carefully selected by Victoria to be the perfect place to experience the magic of Italy.  

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