Top Chianti Tours, Sightseeing & Cruises

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.

My husband and I want to make our company's products known through unrepeatable experiences in contact with nature immersed in the Tuscan countryside: truffle hunting is a unique experience that you will appreciate in all its forms.

Immerse yourself in the Chianti region’s spectacular scenery, discover its historic and picturesque villages, and even visit one of its highlight wineries, all in just half a day: this electric-bike tour makes exploring simple. In the morning, set off with just a small group for company: you’ll see the Castello di Montefioralle, will visit the Abbey of Badia di Passignano, and will enjoy wine tastings and lunch at a local winery.

Experience for your private group. Come with us for an unforgettable day spent visiting Siena with a professional city guide and the Chianti area accompanied by one of our expert English speaking drivers born and raised in Tuscany. -During the 8hr tour you will explore the Gothic city of Siena with its famous shell-shaped Piazza del Campo and the gorgeous cathedral, followed step by step by a licensed TOUR GUIDE! If you love to visit the cathedral there will be to pay at the guide directly euro 5 per person or euro 7pp with priority -In the afternoon you will have the opportunity to visit some of the most famous vineyards, or unknown small family businesses, see their cellars and taste their excellent wines and food. -Then explore the wonderful medieval city of San Gimignano.

Sip some of Italy's most famous wine during a 1.5-hour visit to an organic winery in the heart of the Chianti region. Tour the vineyards and organic winery between Radda and Panzano, right in the Chianti Classico wine-producing area. Learn about how local wines are made. Take part in a wine-tasting session at the conclusion of your tour, sampling between 3-6 wines with appetizers such as bread with olive oil produced on-site.

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.

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.

You will start exploring Montalcino with a guided tasting of the famous Brunello di Montalcino. You will be welcomed in a historic wine bar in the very heart of Montalcino's old center to explore one of the most famous wines in the world! Here you will have a free glass of Brunello di Montalcino wine. Additionally, you will have a wine card with a value of €5 per person, so you could extend your tasting experience even further! After, you will proceed with a guided visit to a historic cellar located inside the ancient walls of Montalcino. A unique experience to dive into history and winemaking by learning something new from a family that produces wine for more than 20 generations. Finally, enjoy Montalcino wines with a breathtaking view over the Val d’Orcia. BONUS: Together with the tasting vouchers you will get a detailed 1-day digital itinerary, full of maps, and tips on what to see, taste and buy, so you could enjoy your stress-free holiday experience and fully enjoy Montalcino.

Excursion in the heart of Chianti, among the rolling hills covered with vineyards, olive groves and dotted with villages suspended in time, we will also visit the ancient Castle of Montefioralle, a museum dedicated to the history of wine and we will be able to taste the most representative wines of the region, in a dream cellar ...

Discover three of Tuscany’s most beautiful towns as you explore Pienza, Montalcino, and Montepulciano in one day on this walking tour. With a private guide, see the splendid 16th-century Renaissance palaces of Montepulciano and walk through the town of Pienza, built by Pope Pius II. In Montalcino, take a guided tour of a winery and taste the renowned Brunello de Montalcino wine. Note: transportation is not included.

The cellarmen of Casato Prime Donne are all women, including the winemaker, a unique feature in Italy that makes this winery a flag for pink winemaking. The frescoes among the barrels enrich the tour with information on the history of Montalcino and in the trinaia a representation of sounds and videos transports the visitor into the true spirit of the Borgo di Montalcino Finally, the art installations among the barrels, around the cellar and among the vineyards represent a permanent trace of the Casato Prime Donne Award as well as stand out as an example of Land Art

Your experience will start directly at your hotel, where you will climb aboard an air-conditioned vehicle with a professional driver. You will visit a historic wine cellar to discover the aromas of the barrel room and the quiet of the cellars. Enjoy different vintages of local Chianti Classico wines. After, you will be welcomed to a family-run winery to visit the cellar, have a wine tasting, and enjoy a full lunch accompanied by locally produced wines for those who wish to discover the pleasure of local cuisine. In the end of the tour, you will visit a third winery, a biological one. You will visit the cellars and enjoy a guided tasting of three local wines with tastings of olive oil with bread and Cinta Senese Dop cured meats. Please note that the order of visits and the wineries could change due to availability. When select SELF DRIVE OPTION, you have to travel with your OWN car. NO TRANSFER is included. It is NOT possible to take the tour using public transportation.

Walking, discovering, and tasting: In the heart of Tuscany, through the lands of the Chianti region, we accompany you on daily excursions combined with original experiences to search for artistic, wine, gastronomic, and artisanal treasures. We walk to come into contact with this region’s nature: the hills, the streams, the woods, the trails through vineyards, and the wildest corners. We discover hidden gems: old farmhouses, parish churches, castles, and workshops where craftsmen create as they did once upon a time. We taste the fruits of this land: Chianti wines together with traditional dishes, but we also take in the scents of the flowers, the colors of the fields, and the sounds of every setting that we pass through. Each hike reveals an aspect of this land and combines outdoor activities with unique experiences to be enjoyed together, sharing every step, every taste, and every emotion.

Our experienced sommelier will guide you through a tasting of four fine wines, including a white wine and three different red wines, each with its own unique characteristics and nuances. The red wines will surprise you with their colours from ruby red to deep dark red; you will learn to recognise the flavours, from the softest to the most tannic; you will discover the many aromas hidden in a wine, belonging to the families of spices, fruits, woods and many others such as leather and tobacco. White wine will refresh you and offer delicate and complex notes, also all to be discovered and analysed. The expert sommelier who will guide you through the tasting will not only introduce you to the wines, but also talk to you about the best pairings to make with food, local and otherwise. Once the tasting is over, it will be time for dinner, based on fresh, local and typical products, to be enjoyed in the beautiful SiChef Villa, framed by the Tuscan hills.

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!

Do you want to live a special and unique experience? Join our truffle hunt with Irene and her dog, Tep. Our authorized guide will guide you through the paths of the woods of Tuscany, telling you stories and legends related to the territory and the practice of truffle hunting. She will teach you to recognize the trees under which they grow, the ideal habitat for the growth of truffles, and how to cook and store them. The search will take time and patience, but when you will see Tep start wagging his tail and sniffing insistently near a bush or the root of a tree, sticking his nose in the ground deeper and deeper and digging, it will only mean one thing: the treasure has been discovered! And Tep will finally receive a greedy reward for the excellent work done. We can not know how many truffles Tep will be able to find, but one thing is sure: after a fun and tiring walk, you will return to the starting point, at our Villa, where you can also receive your well-deserved reward!

Enjoy an unforgettable day: let us guide you through the rolling hills and vineyards to discover the local flavors and scents Montalcino is a land of great wines, but perhaps not everyone knows that it also hosts many other excellences. It is a territory with a vast production of extra virgin olive oil, honey, flour and ancient grains, white, black and marzuolo truffles, excellent cold cuts and cheeses and not least the expensive saffron, the oldest product of Montalcino

Montalcino, the city center of the territory and important for one of the most famous wines of Italy: Brunello di Montalcino

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

Let yourself be amazed by a green experience, between nature, e-bike and relaxation, we offer a fun and adventurous tour. Discover the natural beauty of the Tuscan countryside aboard an electric bicycle. Admire the vineyards, olive groves and medieval villages in the area between the province of Siena and Florence and taste excellent wines in one of the typical Chianti wine cellars. The tasting will be guided by expert sommeliers.

Discover the wonderful Chianti region in a unique and fun way. On board an electric Vespa scooter, you will see San Gimignano and the entire province of Florence and Siena. You will admire the landscapes of Tuscany and its hills full of vineyards and olive groves, medieval villages that tell the story and preserve traditions. The electric Vespa is the perfect combination of the timeless beauty of the original Vespa and the technological innovation of our time. Its elegant, sinuous lines, refined design and attention to detail make it a work of art in motion. The Vespa is a symbol of freedom, sustainable mobility and the Italian dolce vita. It allows you to travel in harmony with your surroundings, enjoying the views and scents of nature.

Welcome to our private and exclusive tour to discover Tuscany aboard a Fiat 500, the iconic Italian car! You will explore hidden medieval villages, where time seems to have stopped, and we will leave you free time to stroll through the cobbled streets and discover authentic local traditions. The tour begins with the reservation of your vintage Fiat 500, an iconic Italian car, which will make you feel like protagonists of a period film as you travel through the evocative Tuscan landscapes. You will make a stop in a historic cellar, where you can taste some of the best Tuscan wines produced in the region. After the tasting, you will continue to San Gimignano, a charming medieval village famous for its well-preserved medieval towers. You can walk through the cobbled streets and admire the historic architecture of this unique place in the world.

Trace the historic Via Francigena pilgrim route by e-bike, taking in some of the most charming hilltowns in Tuscany along the way. Begin your adventure with a walking tour of Siena before heading out with your guide to pedal through the Tuscan countryside. Stop to admire the medieval villages of Monteriggioni and San Gimignano before heading back to Siena.