7 routes

Private Wine Tours from Florence

Florence-based wine routes through Tuscany’s finest appellations.

Florence Wine Tours

Introducing Our Wine Tours from Florence

Florence is one of the best places to base yourself for private wine touring in Tuscany, with routes to Chianti Classico, Montalcino, Montepulciano, San Gimignano, Bolgheri, and the Super Tuscan coast. Drawing on more than 20 years’ experience planning private food and wine tours in Italy, Cellar Tours designs tailor-made Tuscany wine tours from Florence with chauffeured transfers, expert guides, handpicked wineries, fine dining, and itineraries tailored to your tastes and pace.

Choose a private day tour from Florence or our signature 7-day Florence and Tuscany wine journey. Each itinerary is private and designed around your interests, whether you prefer classic Tuscan scenery, Brunello cellars, modern collectible reds, hill towns, Michelin-starred dining, or a slower countryside rhythm.

Choose your signature route

Choose Your Wine Tour from Florence

Select a complete multi-day Florence and Tuscany journey, or compare private day routes through Tuscany’s most celebrated wine country.

What's Included in a Cellar Tours Wine Tour

Every private itinerary is tailored to your route, pace, and interests. These are the elements most commonly arranged across our regional wine tours.

  • Private winery visits and tastings
  • Restaurant and tasting reservations
  • Hotel and transport planning where relevant
  • Expert local guides and drivers
  • Tailored pacing by region and season
  • Support before and during travel

Signature journey

Signature 7-Day Florence & Tuscany Wine Tour

This is a sample itinerary. Your final hotels, restaurants, winery visits and guides will be selected and confirmed in advance in your personal proposal.

This premium wine tour features vineyard walks at superb wineries in Chianti and Montalcino, and mouth-watering gourmet discoveries. Visits to Florence and Siena, two of the most spectacular cities in Italy, are also included, as well as hidden gems like Pietrasanta, Lucca, and Carrara and classics like Pisa. You will have your private chauffeur for the duration of this Luxury Tour, along with excellent local guides. The accommodation chosen for this tour is extremely luxurious, two of the most beautiful hotels in Europe and certainly in Italy.

Apart from sleeping in utter luxury, you will visit the beautiful cities of Florence and Siena; whose combined artistic heritage is more than most countries! Local art historians will lead you through the best galleries and museums (including the Uffizi Gallery), and you will have the chance to explore some lesser-known jewels, such as the Boboli Gardens, and picturesque medieval villages and towns like Pisa, Lucca, and Pietrasanta.

The cuisine featured on this tour is, as always, on our tours, a major highlight. Dine-in Michelin-starred restaurants along with rustic, mom-and-pop trattorias. The restaurants are hand-selected to show you the best Tuscany has to offer. The wines and specialties of Toscana are revered as being some of the finest in the world. On this tour, you’ll taste vintage Brunello di Montalcino and classic Chianti wines. Delicious local dishes include “Pappardelle Alla Lepre” (pappardelle pasta cooked with hare), Fagioli all’uccelletto (flavorful beans and tomato sauce), ribollita soup, wild boar cured sausage (“Prosciutto di Cinghiale”), topetti (hand made gnocchi from Versilia) and Lardo di Colonnata. Also on the menu is the famous Florentine dish “Bistecca Alla Fiorentina,” a huge T-Bone Tuscan steak usually big enough for two. You will taste it at Dario Cecchini, a veritable mecca for meat lovers. And, to finish off any proper Tuscan meal, perhaps while you are dining al fresco at one of the gorgeous hotels included in this tour, you must try the “Cantucci with Vin Santo” (Macaroons and “holy wine”). Divine! If you are looking for a luxurious food and wine orientated tour from Florence, with the “Best of” highlights of the region’s art treasures, then this tour is for you.

  1. Day 1Florence

    Florence at sunset

    Privately Guided Walking Tour of Florence, Wine tasting & Lunch

    Florence at sunset

    • 5* Ultra Luxury Villa Hotel
    • Full lunch with wine
    • Private Chauffeured Mercedes

    Your English-speaking driver for the tour will meet you at the airport, and you will transfer by comfortable Mercedes to your exclusive hotel, tucked away in a chic neighborhood in Florence. Arrive at your fantastic hotel, a true “urban resort” with Renaissance buildings surrounded by an immense park. Numerous personalities have stayed here through the centuries, including Pope Leo XI, whose pontificate lasted less than a month, the Viceroy of Egypt, and five centuries of Italian nobles.

    Florence awaits! After check-in, your chauffeur will take you into the historic center of Florence, one of the most beautiful cities in the world.

    You will experience your first velvety wines of the tour during a guided wine tasting in the stunning Bernardino Poccetti’s fresco room, before enjoying an authentic Florentine lunch at a lively local trattoria.

    Next, you will take a private guided walking tour to see Florence’s highlights: Ponte Vecchio, Piazza della Signoria and its replica of Michelangelo’s David, and the Duomo with Brunelleschi’s great cupola.

    In the evening, transfer back to the luxury hotel and have dinner on your own at the hotel’s Michelin-starred restaurant.

  2. Day 2Florence

    Uffizi Gallery

    Tour of the Uffizi Gallery, Boboli Gardens & Three-Michelin-Star Dinner

    Uffizi Gallery

    • 5* Ultra Luxury Villa Hotel
    • Full Breakfast, Three-Michelin-Star Dinner (wine not included)
    • Private Chauffeured Mercedes

    A free morning to enjoy this splendid hotel, its beautiful private garden, and amenities. Early afternoon transfer to historic Florence. Guided by your charming art historian, you will visit the marvelous Uffizi Gallery, one of the world’s most famous art museums, featuring Botticelli, Michelangelo, and Da Vinci. You will also visit the Vasari Corridor, a skywalk built in 1565 by order of Duke Cosimo I de’ Medici to connect his residence (Palazzo Pitti) and government palace, for security reasons. This is a real treat!

    You will also enjoy a guided tour of the Boboli Gardens before going back to the hotel to freshen up.

    A three-Michelin-star dinner will be waiting for you at Enoteca Pinchiorri in Florence, the crème de la crème venue to begin a gastronomic journey. Set in a magnificent historic palazzo, its celebrated cellar holds an extraordinary collection of Italian and international wines selected by Giorgio Pinchiorri. Founded by Giorgio Pinchiorri and French chef Annie Féolde, the restaurant is led in the kitchen today by chef Riccardo Monco. You will visit the cellar and choose your wine for dinner, exploring one of Florence’s great wine lists.

  3. Day 3Florence – Chianti - Montalcino

    Chianti Classico's Black rooster

    Fun lunch and VIP Wine Tastings in Chianti Classico & Montalcino

    Chianti Classico's Black rooster

    • 5* Ultra Luxury Villa Hotel
    • Full breakfast, Lunch with wine
    • Private Chauffeured Mercedes

    Today will be a wine tasting extravaganza! Transfer from Florence towards Siena, via the most beautiful villages of the Chianti Classico region, including Greve in Chianti, Radda in Chianti, and Castellina in Chianti. Chianti Classico is part of the greater Chianti wine region, and you will find the best vineyards. It lies between Florence and Siena (the border was designated in 1716). Its climate, soils, and altitude have made Chianti Classico a top-notch region for premium wines. The symbol of Chianti Classico is the Black rooster, which is on all Chianti Classico bottles.

    Stop for a VIP winery visit at the beautiful Capannelle. Enjoy a professional tasting of the full range of wines, with personalized tasting sheets and a personalized gift signed by the winemaker.

    Your aperitif and lunch will be a carnivorous feast at Dario Cecchini’s establishment, called the “world’s best butcher” by the New York Times. Long shared tables, a pleasant atmosphere, and excellent yet straightforward food, combined with Dario’s unique and exuberant character, make this experience one to remember.

    After lunch, enjoy a scenic drive through the nearby vineyards and wine villages, stopping to visit the perfectly manicured hilltop town of Montalcino. We will arrange a VIP private visit to an artisan Brunello producer (generally closed to the public), followed by a fantastic vertical tasting.

    Transfer back to your luxury hotel and enjoy the night in Florence on your own.

  4. Day 4Florence – Siena

    Amazing Mercato Centrale in Florence

    Authentic Tuscan cooking class, extra virgin olive oil tasting and the beauty of Siena

    Amazing Mercato Centrale in Florence

    • 5* Ultra Luxury Villa Hotel
    • Full breakfast, Lunch with wine
    • Private Chauffeured Mercedes

    Full Breakfast at your Villa hotel, served in a historic patio, surrounded by ancient trees. This morning, you will visit Florence’s famous Mercato Centrale – San Lorenzo market with your private chef, where you will taste traditional gourmet treats, meet and talk with local food producers, and learn how to choose the best ingredients. Then you’ll be ready for your hands-on cooking class with traditional, authentic recipes using the fresh ingredients you purchased.

    Before lunch with your charming host and chef, you will enjoy a professional extra virgin olive oil tasting, and each guest will receive a gift bottle of EVO.

    After lunch, you will transfer from Florence to the historic center of Siena, one of Italy’s noblest cities, home to the gorgeous 14th-century main square called the “Campo,” where the world-famous “Palio” race is held twice a year. You will take a walking tour of the old town, then have free time for shopping or gallery hopping.

    On the way back to Florence, stop in the charming, walled medieval hamlet of Monteriggioni for a nice walk. Dante Alighieri included Monteriggioni in his most famous work, The Divine Comedy.

  5. Day 5Florence – Palaia – Pisa – Forte dei Marmi

    Truffle Hunting

    Truffle hunting in the Tuscan woods and wine tasting in the Tuscan countryside

    Truffle Hunting

    • 5* Ultra Luxury Boutique Waterfront Hotel
    • Full Breakfast, truffle lunch with wines
    • Private Chauffeured Mercedes

    After breakfast today, you will leave the city of Florence and travel west to the Valdarno countryside (The Arno River valley), before arriving at the Tuscan beaches of Versilia and one of the most prestigious seaside resorts along the Tyrrhenian coast.

    But first, a treat in store! You will experience a real truffle hunt, with your private tartufaio (truffle hunter) and his loyal dogs. On your truffle hunt, you will learn about the precious truffles and admire the skills of expert dogs, which smell, dig, and find them. Lunch will be a truffle extravaganza, from appetizer to dessert!

    After this sumptuous lunch, you will explore the historic villa, gardens, and ancient cellar at Varramista estate, followed by a tasting of their wines. Giovanni Alberto Agnelli took over this estate in the 1990s, introducing the Syrah grape. Using this new varietal, along with the estate’s historic Sangiovese vines, the winery began producing high-quality wines.

    Pisa is your next destination, and your private guide Alessandro will guide you through this lively small town that offers a lot more than the iconic Leaning Tower and Piazza dei Miracoli.

    Arrive at your waterfront hotel, check in, and enjoy the evening at your leisure.

  6. Day 6Forte dei Marmi - Pietrasanta – Lucca – Carrara marble quarries and Colonnata

    Charming Lucca

    Hidden gems : Pietrasanta, Lucca and Carrara marble

    Charming Lucca

    • 5* Ultra Luxury Boutique Waterfront Hotel
    • Full Breakfast, Informal lunch with local wines, Farewell dinner paired with specially selected wines.
    • Private Chauffeured Mercedes

    After a full breakfast at your elegant hotel, you will meet your private dynamic art guide and begin the day with a relaxing electric bike ride to the nearby town of Pietrasanta. This quaint town is known as “Little Athens” because many artists have settled here (including Igor Mitoraj and Fernando Botero). The town is an open-air museum, with contemporary art and sculpture on display in its many galleries and piazzas.

    Next, transfer to Lucca, where you will take a guided tour of this beautiful walled town, which dates back to ancient Etruscan times. Lucca is filled with cobblestone streets, surrounded by a medieval wall, and is the birthplace of Puccini. Admire the Romanesque churches, historic buildings, and the beautiful Piazza dell’Anfiteatro. You will fall in love with this romantic Italian gem.

    Now for something completely different: a 4×4 adventure in the world-famous Carrara marble quarries. Michelangelo spent long periods in Carrara selecting marble for many of his sculptures, and the city’s white stone became inseparable from his work.

    For lunch, you will stop in the quaint medieval hamlet of Colonnata. Colonnata is famous for its high-quality pork lard, spiced with sea salt, rosemary, garlic, and black pepper, and cured in marble tanks, called “conche,” for at least six months.

    After this delicious lunch, you will return to your hotel and have free time to relax and freshen up. Before dinner, enjoy an aperitivo, as the Italians do!

    Tonight, you have a treat in store! An amazing farewell dinner with keepsake menus (signed by the chef) arranged for you, paired with top-quality wines.

  7. Day 7Forte dei Marmi – next port of call

    Buon Viaggio!

    End of Tour

    Buon Viaggio!

    • Final Day
    • Full Breakfast
    • Private Chauffeured Mercedes

    Full breakfast at your elegant hotel. Your chauffeur will take you to your next port of call.

    That concludes your ultra-luxury Florence Wine Tour. We can arrange extra days in the Italian Riviera, Piedmont, Bologna, and Emilia-Romagna; please contact us for details.

Private, Tailor-Made Wine Travel from Florence

Chianti Classico and San Gimignano are among the most comfortable private day trips from Florence. Montalcino and Montepulciano work well as longer day tours, while Bolgheri is usually best for guests who are comfortable with a longer private drive or who wish to include it as part of a multi-day Tuscany itinerary.

Photo of Simona Piccinelli
Sales Director

Every Cellar Tours itinerary is designed around your dates, pace, wine interests, dining preferences, hotel style and preferred level of guiding. With more than 20 years’ experience organizing private food and wine tours in Italy, Simona personally designs and refines our Italian itineraries, conducts site inspections, meets with our winery, hotel and restaurant partners, and reviews client feedback, bringing first-hand knowledge of the places and people behind each journey.

  • Private chauffeured, door-to-door transfers
  • Privately arranged winery appointments
  • Fine dining and rustic Tuscan restaurants
  • Expert private guides
  • Luxury hotels and countryside estates
  • Custom-designed itineraries

What Our Clients Say

Planning Questions

Can we visit Tuscany’s wine regions as private day tours from Florence?

Yes. Chianti Classico and San Gimignano are among the most comfortable private day trips from Florence. Montalcino, Montepulciano, and Bolgheri can also be arranged, though they work best for guests comfortable with a longer private day or as part of a multi-day itinerary.

Which route is best for first-time visitors?

Chianti Classico is usually the best first private wine tour from Florence because it combines classic Tuscan scenery, historic villages, elegant Sangiovese-based wines, and easier logistics.

Is Bolgheri better as a day trip or overnight?

Bolgheri can be arranged as a long private day trip from Florence, but it is usually more comfortable as an overnight or multi-day extension, especially for guests focused on Super Tuscan and coastal red wines.

Are the tours private?

Yes. Cellar Tours designs private, tailor-made itineraries with chauffeured transfers, selected winery appointments, regional dining, expert guides, and luxury hotels where required.

Private Tuscany wine travel
Private Tuscany wine travel designed around your pace, interests, and dates.