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Gaiole in Chianti

Discover Gaiole in Chianti, a charming Italian gem where rolling vineyards meet medieval magic! Stroll cobbled streets lined with vibrant flowers, savor the rich Chianti wines, and feel history come alive at ancient castles. With savory trattorias and stunning landscapes, this enchanting village invites you to sip, savor, and soak in la dolce vita! 🍷🌻✨

Recommendations

Landmark4.6/5

Brolio Castle

Nestled in the heart of Chianti, Castello di Brolio boasts breathtaking views, rich historical significance, and exquisite wines, making it an iconic destination for visitors seeking a taste of Tuscany's enchanting heritage.

Landmark5/5

CASTELLO DI AMA SRL

Stay4.7/5

Castello di Monteluco a Lecchi

Set in Gaiole in Chianti, 25 km from Piazza del Campo and 27 km from Piazza Matteotti, Castello di Monteluco a Lecchi offers air conditioning. This villa has a private pool, a garden, barbecue facilities, free WiFi and free private parking. The property is non-smoking and is situated 46 km from The Mall Luxury Outlet. The villa is fitted with 3 bedrooms, 2 bathrooms, bed linen, towels, a TV, a fully equipped kitchen, and a terrace with mountain views. The accommodation offers a fireplace. Florence Airport is 64 km from the property.

Culture4/5

Chianti Origo

Culture3.8/5

Santa Maria a Spaltenna

Culture4.5/5

Parrocchia di San Sigismondo

Culture

Pieve di San Giusto in Salcio

Transport5/5

Cacchiano

Shop

San Sano Italy

Landmark4.4/5

PPM Ann Crisp & Dr. Franz Stratmann - Borgo Montebuoni

Landmark4.8/5

Tuscany Bicycle

Landmark4.6/5

Cetamura del Chianti

Shop5/5

Bottega d’arte ceramica di Nicoletta Penco

Eat$$$$4.5/5

Ristorante Badia a Coltibuono

Eat$$$$$4.3/5

Il Ristorante Il Pievano

Eat4/5

La Terrazza

Eat$$$4.7/5

Ristorante Enoteca Villa di Sotto

Eat$$$$4.7/5

Ristorante La Vedetta di Tornano

Eat$$$$4.8/5

Ristorante Malborghetto dal 1999 in Lecchi in Chianti

Located in the charming town of Lecchi in Chianti, Ristorante Malborghetto is a delightful culinary gem. With its inviting atmosphere and warm hospitality, this quirky eatery serves up mouthwatering Tuscan dishes bursting with local flavors. From their signature pasta dishes to their delectable wine selection, this hidden treasure is a must-visit for any adventurous food lover in Italy.

Eat$$$$4.9/5

La Gorgia Vino & Cucina

Stays

Stay4.8/5

Borgo di Gaiole - Casa BD - apartment with a view travel guide

<h2>Spacious Holiday Home in Gaiole</h2> Borgo di Gaiole - Casa BD offers a spacious holiday home in Gaiole, Italy. The property features four bedrooms and three bathrooms, ensuring ample space for all guests. <h2>Exceptional Facilities</h2> Guests can enjoy a swimming pool with a view, sun terrace, and lush garden. Free WiFi is available throughout the property, enhancing the stay experience. <h2>Comfortable Amenities</h2> The apartment includes a lounge, fitness room, shared kitchen, and electric vehicle charging station. Additional amenities include a picnic area, family rooms, bicycle parking, and car hire. <h2>Local Attractions</h2> Castello di Meleto is located 2.6 km away, while Piazza del Campo is 28 km from the property. Florence Airport is 74 km distant, providing convenient travel options.

Stay$$$$4.65/5

Badia a Coltibuono

Badia a Coltibuono, Abbey of 1051, is the first wine resort in Chianti that offers a truly exceptional experience. With its 800 hectares of woodland, it is possible to go trekking, mountain biking, e-biking, hiking, all without leaving the property. In the woods of Badia, you will also find Cetamura, our archaeological site with its sacred well and the birth of viticulture. The artifacts from the archaeological site are on display at the Origo Museum in Gaiole, just a few kilometres from our hotel. We offer a unique Cooking Class experience on Tuscan cooking in a historic family kitchen, where Lorenza de' Medici was the leader. Today, the “Signore delle Cucine” continue her work. Tours of the Abbey, the thousand-year-old wine cellar and tastings of our wines, including historic vintages, make up to unforgettable days. Guests can rest and relax in the magnificent Italian Garden, in the private pool with hydromassage or around the outdoor pool. At 650 meters above sea level, summertime provides pleasant temperatures and cool evenings in our panoramic restaurant. WiFi is available in the rooms and common areas.

Stay$4.65/5

Agriturismo "Podere La Fornace"

<h2>Elegant Accommodations</h2> Agriturismo Podere La Fornace in Cavriglia offers family rooms with private bathrooms, kitchenettes, and garden or pool views. Each room includes a dining area, wardrobe, and free WiFi. <h2>Outdoor Amenities</h2> Guests can relax on the sun terrace or in the seasonal outdoor swimming pool. The property features an outdoor fireplace, barbecue facilities, and an outdoor play area. <h2>Dining Experience</h2> Breakfast includes continental and Italian options with juice, fresh pastries, cheese, and fruits. The on-site minimarket provides convenience. <h2>Local Attractions</h2> Located 15 km from Castello di Meleto and Piazza Matteotti, 29 km from The Mall Luxury Outlet, and 49 km from Florence Airport. Nearby attractions include Piazza del Campo and Palazzo D'Arnolfo.

Stay4.6/5

Tenuta Di San Giusto in Salcio

Stay$$4.4/5

La Loggetta - Apartments - One-Bedroom Apartment

<h2>Elegant Accommodation</h2> La Loggetta - Apartments in Gaiole in Chianti offers a country house with a swimming pool, garden, terrace, and free WiFi. Private check-in and check-out services ensure a seamless arrival and departure. <h2>Comfortable Amenities</h2> Guests enjoy a washing machine, private bathroom, kitchen, barbecue facilities, and free on-site parking. Additional amenities include a dining area, outdoor furniture, and soundproofed rooms. <h2>Prime Location</h2> Located 28 km from Piazza Matteotti and Piazza del Campo, the property is 2.7 km from Castello di Meleto. Florence Airport is 75 km away. Nearby attractions include San Cristoforo Church and Palazzo D'Arnolfo. <h2>Guest Favorites</h2> The swimming pool with stunning views is highly rated by guests.

Stay4.9/5

Il Molinaccio

<h2>Spacious Accommodation</h2> Il Molinaccio in Gaiole in Chianti offers a spacious villa with five bedrooms and five bathrooms. The property features a private entrance and a fully equipped kitchen with modern appliances. <h2>Outdoor Amenities</h2> Guests can enjoy a sauna, seasonal outdoor swimming pool, and a terrace with outdoor seating. The garden provides a relaxing space, complemented by free WiFi throughout the property. <h2>Convenient Location</h2> Located 2.5 km from Castello di Meleto and 63 km from Florence Airport, Il Molinaccio is near attractions such as Piazza del Campo and Palazzo D'Arnolfo. Free on-site private parking is available.

Stay4.9/5

Borgo Argenina

Stay4.8/5

Boutique Relais Villa Sofia wellness center Jacuzzi®

Stay4.7/5

Hotel Relais Le Pozze di Lecchi

Stay4.6/5

Castello di Spaltenna

Stay4.6/5

BROLIO AGRIROOM

Stay4.5/5

Castello di Tornano

Stay4.5/5

Borgo le Noci Chianti Retreat & Pool by Ultimo Mulino

Stay4.5/5

Meleto Castle

Welcome to Meleto Castle in Gaiole In Chianti! Step back in time as you explore this medieval fortress, complete with towering walls and panoramic views of the Tuscan countryside. Don't forget to sample the local Chianti wine and soak in the rich history of this enchanting spot. Cheers to adventure at Meleto Castle!

Stay4.4/5

L'Ultimo Mulino Wellness Country Hotel

Things To Do
Provided by

5/5

2 h

Truffle Hunting Experience Siena Tartufi

Ciao, I’m Alessandro, the owner of Siena Tartufi. I’m a truffle hunter from 25 years. I have 3 dogs, Moka and Freddie a Lagotto Romagnolo and Pepita, a black Labrador. I really love going outside with my dogs looking for truffles . In every season there are different types of truffle that will be collected and you can do it with us... My hobby is my job and my passion!

$160.55

5/5

2 h

Private Tour: Siena Walking Tour

Siena, 'the pearl of the Gothic style,' is a charming medieval town in the center of Tuscany. Come and discover the hidden treasures of this medieval town and the surroundings with a professional tour guide.

$206.43

5/5

Private Day Tour of Pisa, San Gimignano and Siena from Florence

• EXPERIENCE FOR YOUR PRIVATE GROUP • Dedicate one day to the enchanting exploration of the three best-preserved medieval cities in the world (UNESCO World Heritage sites) in Tuscany on a private day trip from Florence. Avoid the stress of renting a car or driving, and let an English-speaking private driver take you directly from the hotel door, through the scenic Tuscan countryside, and into the historic centers of Siena, San Gimignano and Pisa. Travel in premium comfort and at your own pace with invaluable advice and suggestions from your local driver. • 9/10-hr Full-Day private tour of Pisa, San Gimignano and Siena. • Pick-up and Drop-off at your Hotel or address provided. (Florence down town) • Travel in a private luxury Minivan. • Visit three UNESCO World Heritage sites in a single day. • Learn about the area's history and culture from a private driver.

$452.99

5/5

11 h

Private Tour: Siena and San Gimignano Day Trip from Rome

Venture north from Rome to Tuscany on a privately guided day trip, and spend the day in San Gimignano and Siena. As your driver chauffeurs you around the cities, learn about medieval Tuscany and see UNESCO-listed attractions, fine architecture and much more. Check out stunners like the Gothic cathedral of Siena Duomo, and hear about the horse race of Il Palio on an amble around Piazza del Campo. Later, visit San Gimignano where medieval towers and the artisan craft stores of Via San Giovanni await.

$871.58

5/5

Chianti Classico E-Bike Tour

One day bike tour to discover the Chianti region, one of the most important wine area in the world, for the quality of its wines and beauty of the landscapes. Chianti offers a unique landscapes: gentle hills covered by vineyards and olive groves, small stone villages and farm houses. We'll start biking in the hearth of Chianti Classico, only 20 minutes from Siena, during the bike tour we will reach the Castle of Brolio, owned by the Ricasoli family since 1141, and the small villages of Villa a Sesta. We will stop then in a local winery for a Chianti wine tour and tasting. The tour includes also the lunch in local restaurant located at Castelnuovo Berardenga.

$298.17

5/5

10 h

Siena and San Gimignano Day Tour from Rome

We have set high standards for ourselves, which is why we offer you a high quality experience during this full day trip to Siena and San Gimignano from Rome with our luxurious Mercedes Benz Minivans for transportation and the best English speaking drivers! From the very first moment we meet you, you will feel their professionalism; as they have year of experience and will take special care of you at all times! They are also very knowledgeable about Italy, therefore although they are not certified guides, you will get the feeling as they were, as they will always be ready to answer all your doubts! 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 experience a super special one!

$429.48

5/5

Private Day Trip Siena and Chianti Wine Experience with lunch

• EXPERIENCE FOR YOUR PRIVATE GROUP • Leave behind the bustling city of Florence with a private full-day tour in a luxury Mercedes Minivan. Stroll through the Gothic streets of Siena and discover the black-and-white art and architecture of its historic center, a UNESCO heritage site. Taste renowned Chianti wines and authentic Tuscan cuisine in famous family-owned cellars of local olive oil and aged balsamic vinegar. • 8hr Full-Day private tour of Siena and Chianti from Florence • Pick-up and drop off at your selected hotel/ location (Florence Down Town) • Private transportation by minivan, Air-Conditioned • Tasting of cold cuts and cheeses from the exceptional Falorni butcher shop • English-speaking licensed driver • Learn about local history, food and culture • On request we can organize Lunch in Farm or Winery. (highly recommended)

$372.71

5/5

3 h

Highlights & Hidden Gems of Siena Private Tour - Duomo Included

Siena is a magical place! And with the local host, you are going to experience it all. So get ready; culture, history, and local lifestyle await! Dive into the origin of Siena as you see the city’s main landmarks like Duomo di Siena, Piccolomini Library, and Piazza del Campo. And how about the hidden gems? Oh, you’re in for a surprise! Experience your host's Siena to the max based on his/her passions and expertise! Want to take a break? Leave it up to your host! This is the perfect opportunity to visit that special eatery where only the locals come and your chance to enjoy a local treat hand-picked by your host. Feel free to ask your host more about their life in their city or get recommendations about the top things to do in Siena. Remember, the locals know best. The best part of any city tour is the unique stories. Do you feel like changing the route a bit? No problem, the hosts will be happy to personalize the tour to your wishes and make their Siena, your Siena!

$222.48

5/5

11 h

Private Siena and San Gimignano Tour with Wine Tasting From Rome

Hill towns, Medieval areas and good wine! You will experience all this and more on this wonderful tour from Rome. Begginging with a pickup at your hotel at 7:30am, you will be escorted by your English speaking driver who will show show you this enchanting Region. After a 2.5 hour drive, you will reach Siena and have some free time to explore this quaint town. You will then head to Gimignano, where you will be able to walk about, try some gelato, and take in the sights. Afterward, you will drive down the valley where a nice lunch and wine tasting will be waiting for you. This 11 hour tour concludes with a drop-off back at your hotel.

$584.87

5/5

11 h

Private Tuscany Tour: Siena, San Gimignano and Pisa from Florence

With this personalized tour of Tuscany, you and your friends may see all the area's hidden treasures in a single day. An experience made even better with an extravagant lunch and wine sampling in Tuscany. We're going to leave in a cozy, air-conditioned minivan in the morning for a fast-paced tour. In Siena, as you stroll through the alleyways adorned with Renaissance and medieval architecture, your guide will give you an insider's view of the first bank in history, the exquisitely designed Duomo, and the famous Piazza del Campo. We'll take you to a family-run Chianti estate's vineyards for a laid-back wine-tasting experience and a superlative regional culinary experience while taking in the breathtaking scenery. Then we'll drive you to San Gimignano, one of the area's greatest treasures and one of our favorite stops on this private tour. The final stop will be Pisa, where you will have the chance to discover the Baptistery, the Cathedral, and the world-famous Leaning Tower!

$665.15

5/5

Siena and San Gimignano, The Glory Of Medieval Age In Tuscany

If you choose to see the Medieval Tuscany with us, after meeting you in front of your residence, we will take you with a short journey to the city of Siena. We can reach the heart of the city with our vehicle and you will visit the most important monuments independently. Your driver will also present you the local history and the most important traditions, such as food, since good cuisine is one of the most significant attractions. You'll have time for some shopping and memorable photos. You can choose to have lunch in Siena or into the Chianti hills to have lunch at a wine estate and taste home made Tuscan food paired with local wines. After lunch we will drive you to San Gimignano where, in addition to visiting the city, perhaps climbing up the “Torre Grossa” or entering the Cathedral, you can enjoy a magnificent ice cream. Once the day is over we will take you home while admiring the Tuscan countryside and its charm that will be a memory for a lifetime.

$435.79

5/5

3 h

The Most Delicious Private Food Tour of Siena: 10 Tastings

Fall in love with the flavorful Tuscan cuisine on this private food tour in Siena! Enjoy a selection of 10 food and drink tastings hand-picked by your foodie local host. From yummy must-tries like cantucci to unique dishes typical of the city such as gelato; you’re in for a treat, so bring your appetite. This culinary tour in Siena is a cultural journey that takes you further than the food you’ll eat. As you enjoy authentic local bites ranging from savory, sweet as well as drinks, you’ll also discover the city. Stop to admire the Piazza del Campo, Torre del Mangia, and the Public Palace of Siena and hear about their local relevance from your host as you hop from one food hot spot to the other. Want to know what this food tour has in store for you? Your local foodie has you covered! And because sharing is caring, you and your private group will get to try bites of famous dishes. Looking for a vegetarian alternative? It’s possible! Just let your host know!

$247.71

5/5

6 h

Luxury Shopping Experience: Private Chauffeur to The Mall & Prada

An unforgettable journey into the world of fashion: The Mall & Prada Space. Spend an half day in two of the best the shopping centers of Tuscany, famous for their fashion and their international brands. You will have a driver at your disposal and you can leave your shopping bags in the car and continue shopping. • Our english speaking driver-escort, will pick you up at your location (hotel or apartment) . • First stop to "The Mall". This is the most famous shopping Outlet in Tuscany: "The Mall" Outlet is specialized in fashion designer shops. Here, you can go shopping at Gucci, Valentino, Fendi, Dior, Ferragamo, Cavalli, Armani, Loro Piana and Tod's for the Italian houses. • Later we'll move for a second stop to the wonderful "Prada Space Outlet" near Montevarchi. It's one of the most visited factory, not far from Florence. It sells only clothing, bags and accessories by Prada and its other labels such as Miu Miu. • The return is scheduled for 3.00 pm.

$172.02

5/5

2 h

Siena private guided tour for families

Fascinating walk to discover Siena, the most famous monuments and the least known and most precious places. We will walk through alleys and medieval streets, we will talk about Palio and Contrade, noble palaces, famous painters, Francigena and illustrious characters. Towers, medieval houses, squares and ancient sources. Monte dei Paschi, the famous Duomo with its masterpieces, the Ancient hospital and the noble public palace. I wait for you for a pleasant and interesting private tour of the city of Siena

$263.77

5/5

PolaTour The 17 Fountains of the Contradas of Siena

Our Polaguides will allow you to discover the most hidden, but no less fascinating places than Siena and its districts and instant photography will allow you to appreciate the beauties of each district from a unique and unrepeatable point of view. Each shot will capture your favorite moments in photos immediately ready to be touched, waved and attached in the guide-albums created to be customized, to be browsed whenever you want. Transform your visit to Siena into unique memories to share with the whole family, young and old, and with friends. N.B. During the days of the Palio (29 June-2 July and 13-16 August) the 17 Fontanine di Contrade route is not feasible and is replaced with that of the Top 10 dedicated to the places of the Palio, of which we will provide a dedicated guide and map.

$71.10

5/5

11 h 30 mins

Siena, San Gimignano and Chianti Wine Small Group from Viareggio

Enjoy the visit of the most beautiful medieval villages in Tuscany with us: Siena and San Gimignano. Admire the lovely and stunning views driving in the beautiful Tuscan countryside. Discover the vibrant local life, the colorful pottery shops and the tallest towes of S. Gimignano. In Siena will you will learn all the secrets about the famous horse race “Palio” and Campo square. A special guided Chianti wine sampling and the visit of a famous wine estate will be reserved for you.

$212.16

5/5

Private Tour Siena San Gimignano and Chianti from Cortona

Kick off your day with a comfortable ride through the stunning Tuscan countryside. First, we’ll arrive in Siena, one of Tuscany’s most beautiful towns. Explore Piazza del Campo, famous for the Palio di Siena horse race, admire the breathtaking Duomo (Cathedral), and wander through the charming, narrow streets of the historic center. Wine Tasting & Light Lunch Next, we’ll head to a renowned winery for a light lunch paired with an amazing wine tasting experience. A sommelier will guide you through five exceptional wines, plus an olive oil tasting. After lunch, we’ll continue our journey with a spectacular drive through the rolling Vernaccia di San Gimignano vineyards, home to Tuscany’s most famous white wine. Stop in San Gimignano you’ll have free time to explore this medieval gem, known for its 14 towers dating back to the 13th century. The town’s atmosphere will transport you back to the Middle Ages! And of course, you can’t miss the world’s best gelato at Gelateria Dondoli.

$470.19

5/5

Private Guided Day Trip Siena, San Gimignano and Chianti

• ESPERIENZA PER IL TUO GRUPPO PRIVATO • This GUIDED tour will take you in the morning to visit the city of Siena accompanied by an expert official guide. The afternoon will be dedicated to the discovery of the historical wine territory of Chianti. You will have the opportunity to visit some of the most famous vineyards, or small family-owned businesses, see their cellars and taste their excellent food and wines. Lastly, explore the wonderful medieval city of San Gimignano, considered one of the most beautiful historic Italian villages. Add an optional, unforgettable lunch to savor traditional Tuscan wines and specialties in a local organic farm or winery! • 9hr Full-Day private tour of Tuscany from Florence • Licensed TOUR GUIDE in Siena included • Visit the medieval cities of Siena, Monteriggioni, San Gimignano and Fonterutoli • Craft Chianti Classico wine at a local vineyard • Private transportation by Mercedes Minivan air-conditioned

$493.13

5/5

8 h

Tuscany Tour Siena - San Gimignano - Winery

Our exclusive food and wine tour begins in Siena, one of the most fascinating cities in Tuscany. The day begins with a visit to the majestic Siena Cathedral, known for its splendid Gothic architecture and the artistic treasures it houses. After exploring Siena, we head towards San Gimignano, the "Manhattan of the Middle Ages", famous for its historic towers and its charming historic center. The tour continues towards the Chianti hills, the beating heart of the Tuscan wine tradition. Here, an unforgettable gastronomic tour awaits you. We will visit a renowned local winery, where you can taste the fine Chianti Classico wines, accompanied by a delicious lunch based on typical Tuscan specialities.

$905.98

5/5

Siena, San Gimignano and Pisa from Lucca

BEST OF TUSCANY SIGHTSEEING PRIVATE TOUR! Enjoy a great experience around the famous Tuscany region with your expert english speaking driver and on board a small, comfortable a/c vehicle and enjoy free wifi to share your experience with family and friends. This is a fantastic and PRIVATE tour just for yourself and not on a big coach! A full day visiting the most beautiful attractions in Tuscany. From the Roman city of Siena, to the Medieval Tuscan village of San Gimignano to the Maritime Republic of Pisa.. a full immersion in art, history, architecture and traditions. You will have time to explore all the towns on your own and our driver will give you plenty of information to enjoy all the sights and attractions.This is a perfect day trip for any age traveller visiting Tuscany for the first time or even for repeaters. An amazing day that will cover the most beautiful cities in our region across the enchanting rolling hills of Tuscany! Are you ready?