Top Chianti Tours, Sightseeing & Cruises
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35 Chianti Tours, Sightseeing & Cruises | All Chianti Tours
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Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour
Explore the Tuscan countryside while in port in Livorno with a 9-hour private wine tour. Led by an expert guide, take a scenic drive into the heart of the Chianti wine region to learn about the winemaking process and sample local blends. Taste top-quality, Tuscan olive oil and admire the rolling landscape before heading back to your cruise ship.
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From
$452.07
Price varies by group size
From
$452.07
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff

Greve in Chianti Wine Tasting and Winery Tour
For true wine-lovers, there’s no greater thrill than seeing where Tuscany’s specialty red is made. During this in-depth tour of an organic, family-run winery, you’ll learn the ins and outs of Chianti Classico. Tour the scenic vineyard and sample four different red wine varieties inside the atmospheric on-site cellar. Pair your tasting with fresh cheeses and salami, all made from fresh regional products.
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From
$55.72
From
$55.72

Luxury Chianti Classico Experience
Delve into the heart of Tuscany’s Chianti wine region—and enjoy an indulgent meal plus wine tastings—when you book this private, half-day tour. Following pickup at your area hotel, set off with just a private guide for company. Venture first to the Antinori nel Chianti Classico winery, where you’ll tour the striking facilities and enjoy a tutored tasting. Then, transfer to the regal Villa Le Corti for further wine and olive oil tastings, plus a gourmet, 3-course lunch.
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From
$681.01
Price varies by group size
From
$681.01
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff

Brunello E-Bike Tour
Pedal through the Tuscan countryside during this half-day e-bike tour through Brunello. Bike along unpaved roads with ease on your electric bike towards local Tuscan vineyards. Enjoy a wine tasting at the Abbey of Sant’Antimo and learn about the ancient winemaking process. Sample three glasses of wines, including the Brunello di Montalcino, before heading to the medieval town of Montalcino to explore.
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From
$235.26
Price varies by group size
From
$235.26
Price varies by group size

Tuscany Tour in English from Siena
Benefit from a private full-day tour of Tuscany with round-trip transportation from Siena. Have free time during your visits to Montalcino, Pienza, and Montepulciano, and have the option to stop for lunch, and wine or cheese tastings in the countryside. Travel in comfort in an air-conditioned private vehicle with hotel pickup and drop-off included.
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From
$1,105.84
per group
From
$1,105.84
per group
Face masks required for travelers in public areas
Hand sanitizer available to travelers and staff
Gear/equipment sanitized between use

Chianti: eno-excursion through the vineyards
The town of Greve in Chianti, with its characteristic central square, the medieval castle of Montefioralle, today a village of great charm, finally a cellar where you can taste the best local wines.
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From
$67.85
From
$67.85

Exclusive Brunello Tour with 3 Luxury Wineries and Lunch
When we say "exclusive" we mean it.
In this tour we have selected for you, unique experiences in each of the 3 wineries you are going to visit.
Only the "best of the best". No discussion.
The first winery will reserve you a special welcome, and the tasting will be done in an exclusive location so that you can enjoy with your family and friends their incredible wines.
Enjoy your complete Tuscan Lunch in a unique location.
An incredible view on the Val d'Orcia will be the background for your pairing lunch, something unrepeatable, in addition to a vertical of their Brunellos
In the afternoon, we will visit a luxury wine villa, with incredibly high quality of wines, and the atmosphere of the ancient cellar will make a memory that you will bring home with you after this once-in-a-lifetime experience.
Private transportation: our driver will pick you up at your hotel or villa and be you guide during the day, so much to say about Tuscany and its wines, history, culture.
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From
$456.90
Price varies by group size
From
$456.90
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff

Grand Tour of Pienza, Montalcino, Montepulciano + wine and cheese tasting
Grand tour of the Val D'Orcia allows you to discover the most beautiful Tuscan countryside with a Professional Tour Guide-Sommelier
The small towns of Montalcino, Pienza and Montepulciano are the essence of this region, the dream of every curious traveler and lover of art, good food and great wines.
Discover the splendid Renaissance town of Montepulciano, its splendid square, surrounded by magnificent palaces from the 1500s, its extraordinary underground medieval cellars, the elegant streets with small shops and artisan shops and wine bars.
Be in love with Pienza, a UNESCO site, the charming village created by Pope Pius II, the extraordinary Renaissance cathedral, and the incredible view over the valley. Tasting of the delicious pecorino cheese.
Visit the famous wine town of Montalcino and taste the celebrated Brunello di Montalcino wine in a winery.
*** Trasportation is not included
*you need of your own car for this tour.
*I have my car I dont need to travel with you
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From
$444.49
per group
From
$444.49
per group

Sunset Dinner and Brunello Afternoon Tour in Siena
Enjoy a magical evening with your loved one in the venerated Chianti or Brunello wine regions of Tuscany. Taste the best vintages with a sommelier, explore the Medieval hilltop towns, & finish the evening with a sunset dinner on a vineyard estate.
Your sommelier will pick you up in the city of Siena (or at your accommodation, just let us know!) in the afternoon.
Together you will visit breathtaking vineyards & taste an exceptional selection of full-bodied reds.
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From
$159.73
Price varies by group size
From
$159.73
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Regularly sanitized high-traffic areas

Chianti Afternoon Tour with Dinner at the Sunset
Enjoy a magical evening with your loved one in the venerated Chianti or Brunello wine regions of Tuscany. Taste the best vintages with a sommelier, explore the Medieval hilltop towns, & finish the evening with a sunset dinner on a vineyard estate.
Your sommelier will pick you up in the city of Siena (or at your accommodation, just let us know!) in the afternoon.
Together you will visit breathtaking vineyards & taste an exceptional selection of full-bodied reds.
…More
From
$159.73
Price varies by group size
From
$159.73
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff

Private Chianti Wine Day Experience From Tuscany
After years of experience we keep challenging ourselves to fulfill our guests' expectations, and as a result we offer this high quality tour for the food and wine lovers. From the start you will get impressed with our high quality style, as you will be part of an entirely private tour and chauffeured in a luxurious and comfortable Mercedes Benz Minivan by your English speaking driver, who is also incredible knowledgeable about Italy and will always be ready to answer all your doubts and give you interesting tips along the way!
In addition, it's also good to highlight we are always open to customize our tour according to your preferences, we know for sure this is an added value you will appreciate for making this shopping and wine experience a super special one!
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From
$357.49
Price varies by group size
From
$357.49
Price varies by group size

Hiking tour around Montalcino with wine tasting and typical lunch!
The chance to see the unique landscape of the Val d'Orcia and make a visit to a historic winery that has been producing Brunello di Montalcino for 26 generations. Panorama and unmissable flavors
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From
$371.46
per group
From
$371.46
per group

Half-Day Brunello Wine Tour from Siena ( or province ) - TWO WINERIES & DRIVE
Brunello di Montalcino Wine Tour - Experiences this Half Day exciting trip in Montalcino.
Tour Length: 4 hours.
Dates: Every season.
Days of Week: Everyday.
Departure Point: From your accommodation - pick-up and drop-off in Siena or in the Siena province
Departure Time: From Siena 09.00/09.30 am
Note: During this excursion, transport will be made in a Mercedes 9 seat minivan which offers the maximum comfort, with air-conditioning, large panoramic windows and comfortable seats.
SEMIPRIVATE: You will be joined with some other people in the party ( maximum 1 van so 5 people, due to the new Covid-19 rules )
Popularity: ***** (best seller wine and food tour in Tuscany)
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From
$159.73
Price varies by group size
From
$159.73
Price varies by group size

Chianti Classico Tour
Traveling in Chianti by bicycle, through villages, castles, and our beloved vineyards will be a unique and unforgettable emotion.
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From
$184.49
From
$184.49

Tuscany Radda in Chianti Wine Tour and Tasting by Bike
This give's you an opportunity to visit one of the best wine estates in the heart of the Chianti region with a rich history as well as enjoying a pleasurable and scenic cycle ride all day.
The price includes hybrid bike rental for the day , however if you prefer you can have as a supplement an electric bike for the day . You will be accompanied by a cycle guide who will point out places of interest.
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From
$216.69
From
$216.69

Wine trekking in Tuscany
This hiking is a special tour for wine lovers. Along the way you will find many wineries and you can choose how many to stop for a visit and a wine tasting. You will walk along ancient paths through the iconic Montalcino vineyards. Other route options are available in the Montalcino or Chianti area.
Sneakers shoes are needed
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From
$198.11
per group
From
$198.11
per group

Gourmet wine tour from Montalcino
Enjoy an unforgettable day: let yourself be guided through the rolling hills and vineyards while admiring the beautiful Tuscan landscapes! Our tour will combine the perfect Brunello di Montalcino wine with our typical Tuscan cooking. Thanks to this tour you will be able to appreciate wines and food and to learn more about our history and traditions: in two words, our Tuscan life style!
You'll depart at 10 am from Montalcino with an english speaking driver and you will have the chance to visit 3 estates and cellars of different style. You will have 2 different tutored tasting and then a homemade lunch with 4 courses menu, paired with Brunello di Montalcino and Vin Santo
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From
$345.46
From
$345.46

Montalcino Private Guided City Tour
Montalcino, the city center of the territory and important for one of the most famous wines of Italy: Brunello di Montalcino
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From
$241.30
per group
From
$241.30
per group

Ballooning in Tuscany with Breakfast in the Countryside
Our hot air balloon rides from Tavarnelle Val di Pesa, in the Chianti region of Tuscany, Italy. We start in the early morning due to the ideal stable air conditions found at that time.
Thanks to the strategic position of our launch site, you will be able to admire old Tuscan castles and renaissance villas, enjoy aerial views of the old towns of Poggibonsi, Senese San Gimignano, Col Val D’Elsa and be amazed by the typical Chianti hills, vineyards and woods .
On a clear day if we fly high enough you may see the Tirrenean/Mediterranean sea reflecting the morning sun in the distance.
Once landed, we will have breakfast together in the middle of the Chianti countryside with typical Tuscan products.
…More
From
$464.33
From
$464.33

Chianti Tour with visit in cellar, tasting, lunch and medieval tower climbing
The Chianti area is characterized by a very special combination of climate and land, which facilitates the production of a refined wine, considered among the best in the world. The whole area offers the visitor a sequence of unique views marked by gentle, green hills, wide stretches of vineyards and olive trees. On board of a Mercedes vehicles, we will take you to the discovery of two exclusive wineries where you will enjoy wine tasting and a lunch you will hardly forget. The visit to the estates is a well-rounded experience starting from the vineyards, then we will be visiting the cellars, where you will appreciate the winemaking tradition.
Typical lunch with combined wines in a beautiful estate and visit of the Medieval Castellina village with the tower climbing. Stop in Greve in Chianti for a free visit and aperitiv in a family runned winery with tasting.
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From
$486.61
Price varies by group size
From
$486.61
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff

Brunello Organic Wineries and Ancient Abbeys with Lunch
Discover the "Tuscan Soul" by visiting places with an incredible identity and attention to the cure of the soul and the territory.
Centuries-old ( pardon, millennium-old ) abbeys which will leave you breathless with the beauty of the interior and the majesty of their aspect.
Organic and biodynamic wineries where the cycle of the season is a principal aspect and the relation with the territory is a secret to obtain incredible high quality of Brunellos, Riservas and Super Tuscans.
A different wine tour... we have selected for you the very best boutique organic wineries in the region and you will have lunch in a stunning place.
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From
$272.41
Price varies by group size
From
$272.41
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff

Montalcino and Brunello Wine Private Tour
- Private Tour with licensed Mercedes vehicles.
- Full access to pedestrianized historic centers.
- Very knowledgeable drivers with explanation about wine, food and general
history of the area.
- Visit the picturesque town of Montalcino in the Val d’Orcia Natural Park, World renowned for the Brunello wine.
- Pienza, the “utopian city”, the birthplace of Pope Pius II, it represents one of the best planned of Renaissance towns.
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From
$817.22
per group
From
$817.22
per group

Jeep Safari among the Chianti vineyards with wine tasting
Visiting the estate you will feel the deep history of the family. Taste the Chianti wine and typical product of tuscany
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From
$80.06
From
$80.06

Montalcino wine tour
A unique way to discover the colours, the landscapes, to taste the flavours of this land, come and meet the producers, enojoy the wines, and immerse yourself in Val d’Orcia!
Our tour will combine the perfect Brunello di Montalcino wine with our typical Tuscan cooking.
Thanks to this tour you will be able to appreciate wines and food and learn more about our history and traditions: in two words, our Tuscan life style!
10.00am Departure from Montalcino – Via Circonvallazione, 3
10.10am Arrive at MARTOCCIA .
11.45am Will reach PIOMBAIA – Biodynamic estate
1.00pm lunch in the historical villa, (4 coursed menù)
After lunch, guided visit of the cellar
3.45pm We'll reach SAN CARLO estate.
3.15pm We move towards the historical cellar of CONTI COSTANTI, one of the oldest of Montalcino’s area.
7.00pm We’ll return to Montalcino – via Circonvallazione, 3
…More
From
$379.94
Price varies by group size
From
$379.94
Price varies by group size
Things to do near Chianti
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