September 2–8, 2026
Under the Tuscan Sun
- Florence, Siena, San Gimignano, and the legendary Val d'Orcia
- A stay at a Tuscan villa amid the Chianti vineyards
- Wine, fine dining, yoga, photo shoots, and the “dolce vita” atmosphere
- 7 Days of a Beautiful Life in Italy's Most Romantic Region
Language: Russian and English.
A Custom-Designed Bachelorette Party in Italy
Italian Vacation
Tuscany, as we’ve seen it in movies and saved on Pinterest. Hills stretching to the horizon, historic villas nestled among vineyards, medieval towns, legendary wines, dinners under the open sky, and that very “dolce vita” that makes you want to return again and again.
A packed program.
This is not a sightseeing tour of Tuscany. This is a week of beautiful living amid vineyards, medieval towns, legendary wines, and people with whom you’ll want to share this experience.
Day 1. Welcome to Tuscany
Arrival in Florence and check-in at a hotel in the historic city center.
This evening, we'll go on our first walk through Florence, have our first glass of Italian wine, and get to know each other.
We’ll wrap up the day with dinner at the legendary Tuscan butcher Dario Cecchini’s—one of Italy’s most famous culinary icons. We’ll enjoy a signature menu based on the finest traditions of Tuscan cuisine, featuring dishes made with select meats cooked over an open fire, paired with red wine from the Chianti region.
The first evening, which will immediately set the tone for the entire trip.
Day 2. Florence—the Cradle of the Renaissance
Our journey through Tuscany will begin with its crowning jewel—Florence.
The city that gave the world Leonardo da Vinci, Michelangelo, Dante, and the Medici family.
During the walk, we'll see:
- The Cathedral of Santa Maria del Fiore and Brunelleschi's famous dome;
- The Dante Alighieri neighborhood and the city’s most atmospheric medieval streets;
- Orsanmichele Church;
- The Ponte Vecchio, the Golden Bridge;
- Piazza della Signoria and Palazzo Vecchio;
- The Arno River promenade.
After our walk, we'll enjoy lunch at a traditional Tuscan trattoria and try the famous Florentine steak.
In the afternoon, we’ll head to a villa in the heart of the Chianti region, where we’ll spend the next few days surrounded by vineyards and olive groves.
Day 3. Chianti—Tuscany as Seen on Postcards
Today is the very day that so many people dream of experiencing in Tuscany.
Hills, vineyards, cypress-lined avenues, ancient castles, and the region’s finest wines.
We will visit:
- The medieval town of Montefioralle;
- Greve in Chianti—the capital of the wine region;
- Historic wine cellars and tastings of the famous Chianti Classico;
- A castle with centuries of history
Return to the villa in the evening; rest
Day 4. Siena and San Gimignano—the heart and soul of medieval Tuscany
Siena—the heart and soul of medieval Tuscany
If Florence is the heart of Tuscany, then Siena is its soul.
One of the most beautiful medieval cities in Europe, which has remained virtually unchanged over the past few centuries.
Here's what awaits us:
- The famous Piazza del Campo is one of the most beautiful squares in Italy;
- The magnificent Siena Cathedral;
- Old streets and palaces that have preserved the atmosphere of the Middle Ages;
- The history of the legendary Palio horse race, which has been held here for over 700 years
Siena is the Tuscany you see in books, postcards, and movies.
A city you can't help but fall in love with.
Lunch at a family-run winery with a local wine tasting
In the afternoon, we'll visit San Gimignano—the town of a hundred towers, often called the “Medieval Manhattan.”
It is here that the very Tuscany we often see in historical films has been preserved.
Day 5. La Dolce Vita
A day without rushing.
A late breakfast at the villa.
The pool, wine, conversation, walks through the vineyards, and some time to myself.
Optional: a Tuscan cooking class, where we’ll learn to make traditional pasta and regional dishes alongside a local chef.
In the evening—dinner at the villa and a true taste of the Italian dolce vita.
Day 6. Under the Tuscan Sun
The highlight of our trip.
Today we’ll head to Val d’Orcia—the most beautiful corner of Tuscany and a UNESCO World Heritage Site.
This is exactly where the scenes were filmed that made the whole world fall in love with Tuscany.
Here's what's in store for us:
- Montalcino is the birthplace of the legendary Brunello di Montalcino;
- Lunch at a farm featuring traditional regional cuisine, or a picnic at a cheese factory
- Pienza is a town often referred to as the capital of Pecorino cheese;
- The most beautiful panoramic views of the Tuscan hills;
- A photo shoot among cypress-lined avenues and vineyards
We'll also visit Bagno Vignoni—a unique thermal town where the central square is a huge pool filled with thermal water.
This is where Andrei Tarkovsky filmed the final scenes of the movie "Nostalgia".
This day will be the highlight of the trip and will provide the very moments that usually stay with you forever.
Day 7. Arrivederci, Tuscany
A leisurely breakfast at the villa.
One last cup of coffee with a view of the Tuscan hills.
Transfer to the airport and flight home.
With a suitcase full of Italian flavors, new friends, and memories of a week under the Tuscan sun.
The program is subject to change due to weather conditions and other unforeseen circumstances.
The cost of the tour until August 1st 2190 €
(instead of €2,390)
Book now and create your own travel stories
What's included in the price:
Accommodations and Meals: 1 night at a hotel in the historic center of Florence, 5 nights at a historic Tuscan villa surrounded by vineyards in the Chianti region, and daily breakfasts.
Transfers: Airport pickup, transfers to and from the airport, and all transportation along the itinerary throughout the trip.
Tours: Welcome evening in Florence with a stroll and an aperitif on a panoramic terrace, a guided tour of Florence (2.5–3 hours), a tour of the Chianti Valley (5–6 hours), to Siena and San Gimignano (7–8 hours), and through the Val d’Orcia (8–9 hours).
Gastronomy: Breakfasts; organizing and accompanying all tastings and culinary stops; a wine tasting with lunch in Chianti; a tasting in San Gimignano; a picnic tasting at a cheese farm in Val d’Orcia; and organizing a cooking class at the villa.
Sports and Recreation: Daily morning workouts, yoga, and meditation.
Content: Photo and video coverage on your phone, plus drone footage at the most beautiful locations throughout the entire trip.
Service: Reservations at the best restaurants, wineries, and venues along the route, as well as support from Re.Tours organizers throughout the entire trip.
Hotel in Florence | Villa in the Heart of the Chianti Region
Not included in the price:
- a flight to Florence;
- lunches and dinners not included in the itinerary;
- personal expenses and purchases;
- health insurance
A 50% deposit is required to reserve a place on the tour
Reviews
Frequently asked questions
and answers to them
Do I need to make an advance payment?
Is accommodation included in the tour price?
How is the transfer organized during the tour?
Our transfer meets all the participants at the airport and brings them to the apartment. Then it accompanies us between locations for walks, excursions and training, and a return transfer to the airport is also included. All additional travel that is not included in the tour program is paid separately.
From which country do we fly?
Each participant flies from their own country, but at the airport you will be met by a transfer that will take you to our apartments, where our journey will begin. We can help you find tickets if necessary.
Can I get my deposit back?
If the tour is cancelled for your personal reasons less than 3 months before the trip, the deposit is not refundable. Because after you make an advance payment, we book hotels and a seat in transport for you. Therefore, if you cancel your booking, we cannot refund your advance payment.
In some tours with early booking, the period before free cancellation may increase. Carefully study the information for each tour.
But we always try to be as loyal as possible to our participants. Therefore, if we find a replacement for you, we will return the full amount of the deposit minus the bank commission for the transfer.
How much money should you take with you on your trip?
It all depends on your preferences, because The main expenses are already included in the tour price. You will need money for lunches, dinners, souvenirs, personal expenses, on average it is 300-500 €.
Can I fly alone?
OF COURSE! Most of our participants fly alone! Our tours are a great opportunity to make new acquaintances, and all participants continue to communicate after the tours and become real friends!
Any questions left?
Want to book a spot on the tour? Tweet us on instagram @re.tours or fill out the form
By clicking the “Submit” button, you consent to the processing of personal data and agree with Privacy Policy.
