Siena
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Chianti E-Bike Tour from Siena
Enjoy an unforgettable half day e-bike guided tour in Chianti region, one of the most known wine region in the World. You’ll cycle surrounded by vineyards and olive groves, while enjoying the amazing views of the Tuscany countryside. The bike tour will take you to PIevasciata before to come back to Siena along the Eroica route, on paved and gravel roads. During the ride we’ll stop in a winery for a Chianti wine tasting.
5.0(1)
4 Hours - 5 Hours
Siena
- Free cancellation
From
$226
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Florence Walking Tour from Siena with Train Tickets Included
Explore the artistic heart of Tuscany with this Florence Walking Tour from Siena. Experience a scenic train ride to Florence, where you'll discover iconic landmarks such as the Cathedral of Santa Maria del Fiore, Piazza della Signoria, and the historic Ponte Vecchio. This guided tour brings the city’s rich history to life, revealing hidden gems and engaging stories about the Renaissance. Enjoy free time to wander and soak in the vibrant atmosphere of Florence, making this a perfect day out for art lovers and history enthusiasts alike. - Scenic train journey from Siena to Florence included - Guided walking tour featuring major landmarks and hidden gems - Free time to explore Florence at your own pace - Ideal for those comfortable with walking and stair climbing
5.0(1)
7h 40m
Siena
- Free cancellation
From
$77
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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
$477
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From Siena: San Gimignano, Wine Tasting & Cooking Class
Experience the best of Tuscany on this small-group tour departing from Siena. Travel through the scenic Chianti hills to Castellina in Chianti, then explore medieval villages like Monteriggioni and Certaldo at your own pace. Join a hands-on cooking class and enjoy a full Tuscan lunch, then visit a local wine estate to taste traditional wines. Relax on a comfortable shuttle back to Siena after a day filled with stunning landscapes, local flavors, and authentic Tuscan culture.
5.0(1)
11 Hours
Siena
- Free cancellation
From
$213
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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
$654
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Viator
Small-Group Chianti Trip with Wine Tasting from Siena
Combine Chianti's fine wines with its impressive castles on a full-day trip from Siena! Giving the rugged Tuscan landscape a remarkable grandeur, these stunning Italian castles are a must-see for any visitor to the region. With your expert guide, visit Castello di Brolio, renowned as the birthplace of Chianti wine. Sample the esteemed Chianti Classico wine, enjoy an authentic Italian lunch at a Tuscan wine estate and tour the cellars to learn about the passion behind this traditional wine directly from the producer. Enjoy some of the region’s best wines directly at the winery. Numbers are limited to eight people on your small-group trip, ensuring you'll receive personalized attention from your guide.
5.0(79)
8 Hours
Siena
- Free cancellation
From
$226
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Viator
Small group Chianti Classico & Brunello wine region from Siena
This is a semi-private which means a maximum of 6 people in tour, so you will have a private vehicle and all the attention you need to enjoy your trip with a five-star service. This experience will give you the advantages to truly enjoy the tour instead of the big bus tours where you have to follow a strict schedule. So relax while we discover the history of the Chianti region, visit the Fortress of Montalcino or upgrade your tour and taste Brunello wine in a boutique winery family owned. You will taste amazing wines and delicious Tuscan products like Pecorino cheese, Bruschetta, Salame and Virgin olive oil. You will also enjoy a private tour of the historic cellar and learn about the wine production process in a charming atmosphere . All the tour is performed by a licensed tour guide that will make you feel like a local.
4.9(31)
5h 30m
Siena
- Free cancellation
- Likely to sell out
From
$214
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Viator
Small-Group San Gimignano and Volterra Day Trip from Siena
Embrace the medieval charms of Tuscany's towns on a full-day trip to San Gimignano and Volterra from Siena. With an attentive local guide, walk round the Fortress of Monteriggioni, explore the UNESCO World Heritage-listed town of San Gimignano, and visit an alabaster workshop in Volterra. Enjoy a delicious lunch on a small Tuscan farm and spend time at your leisure exploring these rustic hill towns that are steeped in rich Italian history. Numbers are limited to eight people on this small-group tour, ensuring you'll receive personalized attention from your guide.
4.9(193)
8 Hours
Siena
- Free cancellation
From
$226
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Small-Group Montepulciano and Pienza Day Trip from Siena
Experience the heart of Tuscany on this guided small-group tour day trip to the charming towns of Pienza and Montepulciano. Travel through the beautiful clay hills south of Siena and take in the idyllic UNESCO protected landscapes of Tuscany's charming Val d’Orcia region. Explore the beautiful towns, enjoy the landscapes and have lunch on a local farm! Numbers are limited to a maximum of 8 persons on this small-group tour, ensuring you'll receive personalized attention from your guide.
4.9(304)
8 Hours
Siena
- Free cancellation
From
$226
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Viator
Brunello di Montalcino Wine Tour of 2 Wineries with Pairing Lunch
Our driver guide will collect you at the designated meeting point, setting off toward Montalcino. Start this full-day tour with a lesser-known boutique vineyard with high-quality wines. You will taste all their full-bodied Brunello reds that make this region every wine lover’s dream. After your first tasting, take some time to explore the hilltop town of Montalcino. Explore the medieval fortress and Romanesque churches, stroll through the shops of artisan crafts, or simply enjoy the breathtaking panorama of the Tuscan countryside. At the second winery, you will pair the exquisite Brunello with a special lunch featuring local specialties, meeting the winemakers who make the magic happen. Enjoy! Pick-up & Drop-off at the designated meeting point 2 wine tastings at boutique wine cellars Lunch with wine pairings & local specialties Visit Montalcino Small group: limited to 8 guests English-speaking DRIVER GUIDE MERCEDES MINIVAN
4.9(105)
8 Hours
Siena
- Free cancellation
From
$272
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Viator
Full-Day 2 Wineries Tour in Montepulciano with Tasting and Lunch
To fully experience la "Bella vita", you need to get out of the city. Taste the local wines & tour the cellars of select family-run, boutique vineyards with high-quality production. Get picked up at the designated meeting point & venture into the Tuscan countryside with a small group and a local guide Together you’ll visit two vineyards in the rolling hills of Tuscany, both boutique wineries specializing in Montepulciano reds. From there you’ll head to the enchanting Medieval town of Montepulciano, where you’ll visit a first historic winery with underground cellar or a family run boutique winery! Lunch will take place in yet another, Nobile di Montepulciano winery, where you can enjoy traditional Tuscan delicacies in a really complete lunch (3 Courses) paired with the great wines produced in this region since the XVI Century.
4.8(80)
6 Hours - 8 Hours
Siena
- Free cancellation
From
$296
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Viator
Small Group E-Bike Chianti Tour with farm lunch from Siena
Follow your experienced guide on a ride through the Chianti hills on comfortable and easy to use Electric Bikes: you must have cycling experience to enjoy the itinerary of hills and Tuscany's picturesque countryside. Between rides, visit a beautiful, 13th century Castle to marvel at the medieval architecture and local crafts and products. Enjoy a farm lunch accompanied by local Chianti wines and traditional and seasonal products before the final ride back to Siena. No support vehicle is provided so you must be fit to complete the itinerary.
4.8(35)
6 Hours
Siena
- Free cancellation
From
$226
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Viator
Small-Group Chianti and San Gimignano Sunset Trip from Siena
On this afternoon and evening tour from Siena to Chianti and San Gimignano, explore the beautiful Chianti region – an area rich with dense oak forests and cypress trees – and discover its famous wine by visiting a local producer, touring their cellars and tasting their wines. Then head to the UNESCO World Heritage town of San Gimignano, famous for its medieval towers. Enjoy the main sights and browse the streets and boutique stores just as the day's crowds begin to dwindle. Visit a local farm and enjoy a farm-to-table dinner of its products and wines during sunset, in a stunning location overlooking the San Gimignano towers and the rolling, vine-covered hills.
4.8(63)
8 Hours - 9 Hours
Siena
- Free cancellation
From
$226
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Viator
Tarot Garden and Maremma Park
Intact, unspoiled nature in the Maremma Park with a carriage ride of about an hour or, depending on the availability of the Park Guides or reservations within the park system, we could change with an Easy Naturalistic Walk with tales of legends, stories of pirates, kidnapped girls and monsters of the sea. The duration is about 1 hour and a half. The Tarot Garden is, together with the Park Guell in Barcelona, the only splendid example of artistic architecture that the whole world envies us! The 4-course lunch in the typical Osteria will take you back in the time of healthy and local cuisine.
4.8(19)
6 Hours - 7 Hours
Siena
- Free cancellation
- Private tour
From
$523
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Viator
San Gimignano, Chianti and Montalcino Tour through Tuscan wine
Take a day excursion to San Gimignano, Chianti, and Montalcino to experience the charm of the Tuscan countryside. Savor the best local blends during a wine tasting at a renowned Chianti winery. Optional lunch for an authentic gastronomic experience. Begin your full-day journey by seeing San Gimignano, well known as the City of Fine Towers. With your tour guide's insights, take advantage of your free time to explore the historical center and its artisan stores. Explore the birthplace of Vernaccia, the renowned white wine that is regarded as Italy's first DOCG wine, after that. Enjoy a sample of Chianti and you can choose to buy the optional lunch at a nearby winery. Discover the UNESCO World Heritage Site of Val d'Orcia before continuing on to Montalcino, which is famous for its panoramic vistas of Brunello grapes. Finish your tour by visiting a local wine cellar to experience the renowned Brunello di Montalcino.
4.8(8)
11 Hours
Siena
- Free cancellation
- Likely to sell out
From
$166
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Viator
Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano
DEPARTURE GUARANTEED! Enjoy a perfect day trip visiting 3 of the most impressive places in Tuscany. Montalcino, house of "Brunello" wine; Pienza, well known for the "Pecorino" cheese and Montepulciano where the undisputed symbol is the "Nobile di Montepulciano" wine! Please note that from November to April I cannot guarantee the restaurant with view, as stated in the inclusions. The Valdorcia has been recognized as UNESCO world heritage site since 2004, as it was an inspiration for many Renaissance painters. There you will be surrounded by impressive views, art, culture, amazing wine and delicious food! Your semi private tour will be on board of a premium minivan with an English speaking driver, air conditioning and free water. WHY CHOOSE ME? Secure bookings, Guaranted Departures! 48 hours Cancellation policy, best rates guaranteed! Group of maximum 8 people.
4.7(3)
10 Hours - 11 Hours
Siena
- Free cancellation
From
$272
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Viator
The Maremma
Maremma is considered the new Eldorado for its powerful and elegant wines, wild and shining landscapes. The typical local cuisine is Mediterranean. The people of Maremma are the most outspoken in Italy. History will take us back in time to the Etruscans.
4.7(3)
8 Hours
Siena
- Free cancellation
- Private tour
From
$900
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Viator
Pisa, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting
Depart from Siena and enjoy a full-day tour to Pisa, San Gimignano, and Chianti. Savor a traditional lunch at a Chianti winery with antipasto, fresh pasta, dessert, and a tasting of 3 local wines.
4.6(5)
11 Hours
Siena
- Free cancellation
From
$94
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Viator
E-Bike Tour: Explore the Chianti, its Enogastronomy and Castles
Embark on an adventure that will take you through the fascinating hills of the Chianti, crossing the iconic gravel roads of the Eroica, revealing, in a slow and contemplative way, an area rich in food and wine traditions, cradle of the famous Chianti Classico wine (tasting included) and proud of its tradition and culture linked to the long rivalry between Siena and Florence. In addition, the experience includes a guided tour of one of Chianti's most characteristic castles, the castle of Brolio, from which you can take in magnificent panoramic views to the vineyards and the city of Siena. To experience the most out of the territory, we'll book lunch at a local family owned restaurant where you, in addition to enjoying its tranquility and warm welcome, can savour the dishes of the Tuscan tradition. On our way back, we'll will make a stop at one of Italy's most beautiful villages, San Gusmé, where time seems to flow in a different pace.
4.6(12)
7h 15m
Siena
- Free cancellation
- Private tour
From
$297
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Viator
Private Vespa Tour in Chianti
While we take care of every detail, leave the chaos behind and enjoy the best of Tuscany’s landscapes from your stylish Vespa — perfect not only for avoiding traffic, but also for experiencing what being Italian truly means. We will stop as many times as we like throughout the day, discovering the Chianti area with its medieval villages, marvelous views, and some of the best wine producers in the world. Let us open the doors of one of the finest wineries in the region and introduce you to the secrets of this ancient craft. At the end of our ride, we will visit an organic farm and its cellar, relaxing on a terrace overlooking rolling hills covered with vineyards. A traditional Tuscan lunch will be served, prepared with fresh local ingredients and paired with a curated selection of wines. A symbol, a lifestyle, a unique memory. Previous experience with scooters or motorbikes is required. The meeting point is at our office in Castellina in Chianti.
4.5(8)
5 Hours
Siena
- Free cancellation
- Private tour
From
$379
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Viator
San Gimignano, Siena, Monteriggioni: Fully Escorted Tour, Lunch & Wine Tasting
Experience Tuscany in a day from Florence: San Gimignano, Monteriggioni, Chianti, and Siena. 11-hour coach tour through medieval towers, walled hamlets, and rolling vineyards. Explore the UNESCO historic center of San Gimignano at your own pace; step inside Monteriggioni’s perfectly preserved fortress. Follow the scenic Chiantigiana road to a cozy winery for a guided tasting of 3 Chianti wines and a zero-mile, 3-course lunch, finishing with cantucci & vin santo. Enjoy free time in Siena to wander Gothic lanes, browse artisan shops, and relax in lively enotecas. Quick stops at the striped Duomo and shell-shaped Piazza del Campo, home of the Palio. Ideal for travelers seeking art, wine, and views in one effortless day—round-trip transport and tour leader included. (*) From November to March, the itinerary does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier
4.5(175)
11 Hours
Siena
- Free cancellation
From
$94
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Viator
Hidden Castles & Chianti Wine Experience– Small Group
Visit two charming family-run wineries in the heart of the Chianti region, learn about local winemaking traditions, and taste 7 exquisite wines paired with bruschetta, salami, cheese, and extra virgin olive oil. Between tastings, stop at the medieval village of Monteriggioni for free time to explore or relax before returning comfortably to Siena. travel in an air-conditioned minivan for up to 8 people or a minibus for up to 30 people.
4.5(177)
5 Hours
Siena
- Free cancellation
From
$58
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Viator
Chianti Half Day Wine Tasting Tour from Siena
Explore the enchanting Chianti wine region on a half-day tour from Siena, where rolling hills and lush vineyards create an idyllic backdrop. Visit Castellina in Chianti and enjoy exclusive wine tastings at renowned estates. This tour is tailored for wine lovers and nature enthusiasts, offering a rich cultural experience through Tuscany's famous landscapes. With expert multilingual guides, savor the essence of Chianti’s rich heritage and take in the stunning scenery that has inspired countless artists and wine aficionados.
4.4(9)
5 Hours
Siena
- Free cancellation
From
$58
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Viator
San Gimignano, Chianti, and Montalcino Day Trip from Siena
Spend an unforgettable day exploring Italy’s iconic hill-towns and world-class wineries. Starting from Siena, wander the medieval streets of San Gimignano, soak in the vineyards of Chianti, taste the famed Brunello di Montalcino, and savour local snacks, olive oil and balsamic vinegar – all in a comfortable small-group vehicle.Travel in an air-conditioned minivan for up to 8 people or a minibus for up to 30 people.
4.3(150)
11 Hours
Siena
- Free cancellation
- Likely to sell out
From
$166
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