Siena
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Brunello di Montalcino wine experience with a sommelier
This private tour is designed to offer an authentic experience with maximum comfort and local insight. It starts directly from your hotel in a fully licensed Mercedes van with air conditioning for a smooth and relaxing ride. Accompanied by a professional driver-guide-certified sommelier, fluent in English and Italian born and raised in the Montalcino area. Travel through the stunning Val d’Orcia admired worldwide for its rolling hills and iconic landscapes. The highlight of the tour is an exclusive visit to a family-owned, organic Brunello winery, where you will walk through the vineyards, tour the cellars, and enjoy a guided tasting of selected red wines, including the celebrated Brunello di Montalcino, accompanied by a tasting extra virgin olive oil. The experience concludes with free time in the medieval town of Montalcino, the heart of the Brunello wine region, where you can explore historic streets, admire monuments, and browse charming local shops at your own pace.
5.0(3)
5 Hours
Siena
- Free cancellation
- Private tour
From
$296
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Viator
Private Truffle Hunt in Tuscany
Any season has its own truffles, the black you can find almost all year round and the celebrated white ones, which season starts in October. Enjoy a fantastic day immerse into the beautiful nature of Tuscany in an interactive experience, hunting truffles with the dog and the expert hunter. Lear about all the secrets: where this real jewel of the groove hides itself, how to train the dogs and how to recognize the perfect place. At the end of your hunting is time to treat yourself with a truffle-based lunch with wine tasting (to be paid extra)
5.0(3)
4 Hours
Siena
- Free cancellation
- Private tour
From
$308
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Viator
By Ebike in the Park with Sunset Bath in Collelungo
The excursion is guaranteed with a minimum participation of 3 pax An excursion within everyone’s reach in unspoilt nature: The Maremma Park, also known as Parco dell’Uccellina from the name of the green mountains that characterize its skyline overlooking the sea and that hide prehistoric caves that have seen Homo sapiens and Homo neanderthalensis coexist; at the foot of the mountains one of the most beautiful beaches in Italy, Collelungo, which still retains its naturalness; between the mountains and the beach a path through the fragrant Mediterranean scrub takes us to the crystal clear sea, where we can enjoy a swim outside the crowds of tourists. The different return route will allow us to observe Maremma cows grazing accompanied by calves through the Grand Ducal Pinewood and if we are lucky we will be able to observe the characteristic herds of this territory.
5.0(3)
4 Hours
Siena
- Free cancellation
- Private tour
From
$71
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Viator
PRIVATE TRANSFER from Siena to Florence with stop in S Gimignano & Monteriggioni
Explore the enchanting Chianti region during your trip from Siena to Florence with our expert local driver, aboard a comfortable Minivan with a large trunk. Immerse yourself in the picturesque Tuscan landscape adorned with rolling hills, vineyards, cypresses, olive trees, and sunflowers. Itinerary: • Private collection at the indicated address. • 1st stop at the Monteriggioni Castle, an invincible castle and ancient outpost built by the Republic of Siena, serving as a strategic control point along the historic Via Francigena (the medieval road once traveled by Crusader soldiers and pilgrims). • 2nd stop in San Gimignano, a true open-air museum, famous worldwide for its valuable medieval towers and typical shops managed by expert craftsmen. If you wish, you can ask our driver to make an additional stop in the cellar to enjoy a typical lunch or a fine wine tasting, with an additional cost based on the extended time. This is our beautiful Tuscany for you !
5.0(3)
4 Hours
Siena
- Free cancellation
- Private tour
From
$178
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Viator
Chianti Classico Bike Tour from Siena
Cycle at your own pace with a local English-speaking guide who can tell you about the area. Admire the famous Chianti Classico wine area close up, stopping when you want for photos. Enjoy a coffee in a local café, just like the local cyclists do.
5.0(2)
4 Hours
Siena
- Private tour
From
$213
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Viator
Suvereto Wine Experience PRIVATE TOUR from SIENA
* An UNIQUE off-the-beaten-path tour. Amazing locations, stunning masterpieces of architecture designed by Renzo Piano and Mario Botta.... * A family-run boutique winery experiences * Our expertise in terms of wines, culinary delights, sightseeing and history * Luxury Mercedes sedan/minivan with air conditioning and knowledgeable English speaking driver * Free Wi-Fi on board * Refreshments on board * Gas - Tolls - VAT
5.0(2)
10 Hours
Siena
- Private tour
From
$735
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Viator
Private Brunello di Montalcino wine tour with lunch included
One of the best wine region of the world with a local driving-guide and wine connoisseur, born and raise in the area.Private tour in two boutique wineries , driving through the most scenic road of Val d'Orcia with chance to stop for the best Tuscan countryside pictures.
5.0(2)
7 Hours
Siena
- Free cancellation
- Private tour
From
$534
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Viator
PRIVATE TOUR: Florence & Chianti in one day with Lunch and Tasting in Winery
Begin your day in the magical city of Florence, the Renaissance jewel. Marvel at the panoramic masterpiece from Piazzale Michelangelo, capturing the essence of this timeless city. Stroll through the historic center, a living canvas adorned with Palazzo Pitti, Ponte Vecchio, and Piazza della Signoria. Embark on a scenic drive through Chianti, where postcard-worthy landscapes of rolling hills and cypress-lined roads unfold. Trace the paths of ancient pilgrims, venturing through vineyards that breathe life into the iconic Chianti region. Farm Lunch: Indulge in a flavorful Tuscan feast at a charming farm, where Lasagna, Pecorino, and savory Ham are paired with the finest regional wines. Let the tastes of Tuscany enchant your palate. Afternoon Charms of San Gimignano: Discover the medieval enchantment of San Gimignano, a town adorned with towering structures that echo tales of history. Sample the world's best gelato as you explore the charming streets and absorb the town's timeless allure.
5.0(2)
9 Hours
Siena
- Free cancellation
- Private tour
From
$296
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Viator
Half-day Private Walking Tour of Siena
Enjoy Siena with a professional guide who will let you discover the beauties of this UNESCO world heritage listed city. The itinerary will include the Duomo, Piazza del campo, The Church of San Domenico, The Public Palace, and dozens of small streets and neighbourhoods that make this city unique.
5.0(2)
3 Hours
Siena
- Free cancellation
- Private tour
From
$439
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Viator
Assisi, Deruta & organic gourmet lunch at the olive oil farmhouse from SIENA
Go on an artistic, spiritual quest to Assisi and discover the divinity in the air and in Giotto's brushstrokes, which depict the life of Saint Francis in Assisi's Basilica. Stop for lunch in an intimate, local restaurant/farmhouse, for a gourmet meal with a glass of Montefalco Red or Sagrantino ready at hand for a toast, and experience their local extra virgin olive oil production. After lunch delight in Deruta, where you will encounter extraordinary ceramics and have the chance to visit Ubaldo Grazia, the world's most ancient majolica factory
5.0(2)
9 Hours
Siena
- Private tour
From
$688
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Viator
Saturnia and Città del Tufo in E Bike
This is the tour of the most ancient Etruscan and Roman Maremma which has remained intact over time. The Middle Ages are well represented both in Pitigliano and in Sovana. We explore Pitigliano, a city "excavated" in the tuff that stands on a natural platform. The city is called "Little Jerusalem" because it hosted an important Jewish community twice. Possibility to visit the Synagogue. Admission not included. Guided walk in Sovana, an enchanted city and an authentic medieval village. We will see very ancient early medieval churches. Entrances not included. The thermal and healing spring attracts users from all over the world. Here you can breathe authenticity, history and rurality. Breathtaking views. Spectacular wines. The villages we will visit preserve the characteristics of Tuscany and its inhabitants still speak the ancient dialects. Possibility to visit an excellent cellar. Cost not included. Possibility to have lunch on the farm. Cost not included.
5.0(2)
6 Hours - 8 Hours
Siena
- Free cancellation
- Private tour
From
$243
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Viator
Private Vintage Fiat 500 tour in Chianti
Fiat 500 represents the emblem of Italian Style. Shape, size and its unique charm make of this car a special and authentic symbol beyond it’s simple use as a vehicle. Ideal both on city’s tiny alleys and on the famous country-side windy roads. We will be visiting typical medieval villages, get in touch with local wine and food producers as well as artisans, and stop along the way to take some picturesque photos that will become indelible memories. An experienced tour guide will lead you around and show you the way as only a local can. The tour ends in a local farm where we will be hosted by a family that has been living there since centuries, producing their own wine, Chianti Classico. We will have the chance to visit the property including the cellar and then relax where a traditional Tuscan lunch will be served, all accompanied by their wines. The meeting point will be in our office in Castellina in Chianti.
5.0(2)
6 Hours
Siena
- Free cancellation
- Private tour
From
$402
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Viator
Private Tour: Tuscany Hot Air Balloon Flight from Siena
Admire the gorgeous landscapes of Tuscany from above on this 1-hour hot air balloon flight from Siena! This thrilling hot air balloon ride takes you up 2,000 feet (609 meters) over the rolling hills, classic Italian villas, imposing castles and sprawling vineyards and olive groves of the Tuscan countryside. Toast to this unforgettable experience with a glass of sparkling wine upon landing.
5.0(2)
2h 30m
Siena
- Free cancellation
- Private tour
From
$2,134
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Viator
Private Montalcino and Montepulciano Tour from Siena
Where breathtaking scenery and picturesque views meet art and culinary tradition, we are in Val d’Orcia, a UNESCO World Heritage site. We will pick you up and return you to your hotel in Siena. Driving along rolling hills and cypress-lined roads, we focus on discovering high-quality Pecorino cheese and Tuscan red wines. Our first stop is Montepulciano, a city of Renaissance palaces, ancient churches, and charming squares. Guests will have 1 hour of free time to explore its hidden corners and enjoy panoramic views. Next, we visit Montalcino, a medieval village famed for Brunello wine. After 1 hour of free time to wander, a local winery hosts a guided tour of the cellar, followed by a relaxing lunch pairing typical Tuscan dishes with their Brunello wines, completing an unforgettable experience in Val d’Orcia.
5.0(2)
7 Hours - 8 Hours
Siena
- Free cancellation
- Private tour
From
$617
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Viator
Walking tour in Diaccia Botrona
Discover the secrets of the most authentic Tuscan Maremma, guided by expert Maremmagica personnel, immersed in the uncontaminated nature of the Diaccia Botrona Regional Nature Reserve, the last strip of the ancient Marsh of Castiglione della Pescaia, the "Lago Prile" of the Roman era.
5.0(2)
2 Hours - 3 Hours
Siena
- Free cancellation
- Private tour
From
$170
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Viator
Highlights of Siena Private City Tour with Local Guide
The entire historic center of Siena has been declared a World Heritage Site, if you desire to feel the atmosphere of a unique medieval town this is the place to be, you will effectively walk in a giant, open-air museum celebrating the Gothic style. This 3 hour walking group tour is ideal for first-time visitors or those short on time, our English- speaking tour guide will lead you to discover the beauties and stories of this picturesque medieval town. You will learn about the Francigena road, the ancient route that in medieval times connected Canterbury to Rome, understand the Contrade way of think and the importance of the Palio, admire gothic buildings and cathedrals, see the oldest bank in the world, discover fossils imprinted in marble, unravel the mystery of the Sator magic square. At the end of the tour you will feel transported in another time and will desire to spend more time immersed in this gothic dream.
5.0(1)
3 Hours
Siena
- Private tour
From
$272
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Viator
Private Off Road Wine Tour in Chianti from Siena
Discover the highlights of Chianti Classico riding through Tuscany’s scenic backroads in a 4WD. There’s a certain magic in traveling along the hidden gravel roads, “le strade bianche,” that wind through vineyards, olive groves, and deep woods, offering breathtaking views at every turn. We will pick you up and bring you back to your hotel in Siena in our comfortable 4WD. This route gives access to a variety of local wineries, from historic estates to small family-run businesses. Explore the vineyards and cellars accompanied by a wine expert, and enjoy tastings of their wines. The experience concludes with a traditional Tuscan lunch served in an authentic setting, allowing you to fully savor the flavors, stories, and atmosphere of Chianti Classico.
5.0(1)
6 Hours
Siena
- Free cancellation
- Private tour
From
$475
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Viator
Private Grape stomping in Chianti from Siena
Harvest has always been a time of celebration in the countryside: after months of hard work, the ripening of the grapes marks the beginning of the winemaking season. Before mechanization, whole families gathered to crush the grapes with their bare feet inside large wooden vats, turning harvest into a shared ritual. This tour is perfect for those who want to experience this ancient tradition firsthand. It includes a visit to a winery with wine tasting and a typical local lunch. Depending on the season, guests can pick grapes or take part in traditional foot-stomping using fresh grapes provided by our company. The experience also includes a complimentary visit to Castellina in Chianti, an iconic village of the Chianti Classico area, rich in history, culture, and artisan shops. Round-trip transportation from your hotel or apartment in Siena is included.
5.0(1)
5 Hours
Siena
- Free cancellation
- Private tour
From
$459
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Viator
Private Vintage Fiat 500 tour in Chianti From Siena
Fiat 500 represents the emblem of Italian Style. Shape, size and its unique charm make of this car a special and authentic symbol beyond it’s simple use as a vehicle. Ideal both on city’s tiny alleys and on the famous country-side windy roads. We will be visiting typical medieval villages, get in touch with local wine and food producers as well as artisans, and stop along the way to take some picturesque photos that will become indelible memories. An experienced tour guide will lead you around and show you the way as only a local can. The tour ends in a local farm where we will be hosted by a family that has been living there since centuries, producing their own wine, Chianti Classico. We will have the chance to visit the property including the cellar and then relax where a traditional Tuscan lunch will be served, all accompanied by their wines. Pick up and drop off from your accomodation in Siena included.
5.0(1)
5 Hours
Siena
- Free cancellation
- Private tour
From
$483
No similar experiences found
Viator
Private Hot Air Balloon to Pienza, Montalcino and Val D'orcia
Fly the sweet hills and vineyards of Tuscany with a hot air balloon flight through the Val d'Orcia. Discover the magic of flight through the energy of the wind and fire. Get at an altitude of about 2000 feet and beyond, every day nature leads us to discover new landscapes. Surprising your family with a fantastic and unique tour.
5.0(1)
3 Hours
Siena
- Free cancellation
- Private tour
From
$3,083
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Viator
2 hour Siena Private Guided Walking Tour
Get your Walking Tour in Siena and discover its culture, incredible sites, stories & legends with entertaining and passionate professional guides. See the artistic, religious, and cultural treasures of Siena on a 2 hours guided walking tour. The best way to take in Siena's important sites is on foot, as your guide tells you about the city’s noble families and the famous Siena palio along the way.
5.0(1)
2 Hours
Siena
- Free cancellation
- Private tour
From
$391
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Viator
Three Hours Siena Private Walking Tour with Personal Photographer
Discover the most beautiful places in Siena together with our professional photographer and our tour leader who will take you wonderful photos at Piazza San Domenico in the historic center, the Duomo and Piazza del Campo You will not be a passive spectator, but you will be the center of attention, free to enjoy the city without hindrances such as cameras and various devices. Once the tour is over the photographic material will be shared telematically already edited.
5.0(1)
2 Hours
Siena
- Free cancellation
- Private tour
From
$859
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Viator
Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA
* Only small, authentic, family-run activities * Off-the-beaten path itineraries * Private, exclusive, customizable, flexible, door-to-door tour of Pienza, Val d'Orcia, Montalcino * Local, small wineries for private visit and wine tastings * 8 hours * Very knowledgeable English speaking local drivers
5.0(36)
8 Hours
Siena
- Private tour
From
$652
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Viator
Private Tour of Siena Cathedral
In Piazza Duomo stands the imposing Cathedral of Siena and right here you will begin the visit. After an introduction about the extraordinary façade decorated with statues depicting philosophers, prophets and sibyls that seem to talk to each other, your guide will tell you the story of why the Cathedral was unfortunately left unfinished.The visit continues inside, where you will have the opportunity to admire the inlaid marble mosaic floor, the wonderful statues of Michelangelo, the Chapel of St. John the Baptist that houses a work realized by Donatello, the Chigi Chapel of Bernini, frescoes and paintings. The visit inside the beautiful Piccolomini Library is an unique experience. The frescoes realized by Pinturicchio and Raffaello depict scenes of the life of Enea Silvio Piccolomini who became Pope Pius II. During the period when the floor has been uncovered, the guide will also show and explain you some of the panels under the dome designed by the Sienese artist Domenico Beccafumi.
5.0(23)
2 Hours
Siena
- Free cancellation
- Skip the line
- Private tour
From
$163
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