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Certaldo

Welcome to Certaldo, a charming medieval town in the heart of Tuscany! Explore its narrow cobbled streets, ancient walls, and stunning views of the surrounding countryside. Don't miss the Palazzo Pretorio and the birthplace of famous poet Boccaccio. And make sure to try the local wine and delicious Tuscan cuisine! A true gem worth discovering.

From the Community

Recommendations

Culture4.7/5

Certaldo Alto

Nestled in the scenic hills of Tuscany, Certaldo Alto is a charming medieval gem! Wander along the cobblestone streets of Via delle Mura, where panoramic views and quaint cafes beckon. Don’t miss the enchanting Palazzo Pretorio and the vibrant colors of the surrounding landscape. It’s a perfect spot for a day of exploration and delicious gelato! 🍦✨

Eat4.9/5

La Dolce Vita Music & Garden

Nestled in the heart of Certaldo, La Dolce Vita Music & Garden offers enchanting outdoor performances amidst lush gardens, creating an unforgettable blend of nature and culture that captivates every visitor.

Eat$$$4.5/5

Trattoria Rigoletto

Cafe$$4.5/5

RISTORANTE bar caffetteria Boccaccio

Nestled in the heart of Certaldo, RISTORANTE bar caffetteria Boccaccio offers a charming blend of authentic Italian cuisine and warm hospitality, making it a must-visit destination for both locals and travelers alike.

Eat$$$4/5

Il Pino

Eat$$$4.6/5

Ristorante L'Antica Fonte

Drink$$4.7/5

L' Angolo Del Buongustaio

Cafe$$$4.6/5

Bar Centrale

Stays

Stay$$$$4.9/5

Antica Torre del Borgo

<h2>Historic Setting</h2> Antica Torre del Borgo in Certaldo offers a unique stay within a historic building. The property features tiled floors, a work desk, and a private bathroom with a bidet. <h2>Comfortable Amenities</h2> Guests enjoy free WiFi, air-conditioning, and a buffet breakfast with Italian cuisine. Additional amenities include a refrigerator, electric kettle, and free toiletries. <h2>Convenient Location</h2> Located 46 km from Florence Airport, the bed and breakfast is a 15-minute walk from Certaldo in Fe. Nearby attractions include Piazza Cisterna and Museo di Arte Sacra, each 17 km away. <h2>Guest Favorites</h2> Highly rated for its friendly host, delicious breakfast, and convenient location.

Stay4.85/5

La Casa di Nonna Silvana

Nestled in a charming landscape, La Casa di Nonna Silvana offers an authentic Tuscan experience with delectable homemade cuisine and warm hospitality, making it a must-visit gem in Certaldo.

Stay4.3/5

La Certaldina

Stay$4.3/5

Locanda Il Pino

<h2>Historic Setting</h2> Locanda Il Pino in San Gimignano is housed in a historic building, offering a unique atmosphere. The property features private bathrooms with bidets, city views, and tiled floors. <h2>Comfortable Accommodations</h2> Rooms include work desks, free toiletries, and wardrobes. Additional amenities include kitchenettes, fireplaces, and sofa beds. Family rooms and luggage storage are available. <h2>Dining Experience</h2> The traditional restaurant serves Italian cuisine with vegetarian and gluten-free options. Breakfast includes continental, buffet, Italian, and vegetarian selections with juice, fresh pastries, cheese, and fruits. <h2>Convenient Location</h2> Located 59 km from Florence Airport, the property is near Piazza Matteotti (38 km) and Piazza del Campo (43 km). Guests appreciate the convenient location and excellent service.

Stay4.5/5

Gatto Bianco Tizzauli

Stay4.4/5

Hotel Certaldo

Nestled in the charming Tuscan landscape, Hotel Certaldo offers a unique blend of modern comfort and historic charm, making it the perfect base for exploring the medieval gems of the surrounding area.

Things To Do
Provided by

5/5

9 h

Volterra and San Gimignano: a taste of medieval Tuscany!

Hi ! About 90% of tourists usually head straight to Pisa and Florence – and yes, they’re amazing – but this tour offers something a little different. It’s a bit more off the beaten path (especially Volterra), and it's a real treat to explore the heart of Tuscany through these two charming villages. Give this experience a try: you won’t regret it! You’ll travel in a comfortable Mercedes van, with a driver/guide who will explain what you're seeing throughout the day. The standard departure time is 8:30am, but it can be customized to fit your schedule.

$880.00

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.

$510.00

5/5

8 h

Private Tuscany Day Trip from Florence Including the Leaning Tower of Pisa

Take a private amazing day trip through the hills of the Tuscan countryside. Stop to visit the Leaning Tower of Pisa and Sangimignano, the most charming village famous for its towers and medieval look.

$959.10

5/5

9 h

Private Shore Excursion from Livorno Port: Tuscany Highlights

Will you arrive at Livorno Port with your cruise ship? It is a great opportunity to enjoy your day visiting one of our destinations in Tuscany. Select your preferred 9-hour excursion among our tour proposals below. You will meet your English-speaking driver on the day of the tour at La Spezia Port and you will enjoy an unforgettable Tuscany Experience!

$434.79

5/5

7 h

Private Tour: Guided Hike in Tuscany with Transport from Siena

Explore Tuscany's picturesque rolling hills on a private, full-day hiking and sight-seeing tour with transport from Siena. Enjoy a scenic, full-day adventure with your expert guide with a half-day hike through the beautiful rolling hills of Tuscany, between forests, olive groves and vineyards before visiting a local farm for lunch with wine. In the afternoon, visit the medieval hilltop town of San Gimignano for a walk around its UNESCO World Heritage-listed city center. Spend time at your leisure browsing the main sights and boutique stores of local crafts and products before the final, return drive to Siena.

$320.00

5/5

8 h

San Gimignano Wine Tasting With Truffle Tour

Here an experienced truffle hunter will take you on the hunt for the precious tuber, followed by a brief wine and truffle tasting in one of the local wine-cellars. Next, you can either choose to attend a cooking lesson, where you will learn how to cook truffles and which wines to pair it to for your lunch, or prefer to just stay in the winery for both the wine-tasting and lunch. The afternoon proceeds with a visit to San Gimignano to admire its tower-houses and quaint nooks and return to Florence.

$900.00

5/5

The best of Siena and San Gimignano from Livorno

We will pick you up from the Livorno sea Port around 08.00am we will visit Siena and San Gimignano best sites

$765.00

5/5

Chianti Region and San Gimignano including wine tasting and light lunch

Indulge in the perfect tour for those seeking to explore the Tuscan Countryside. Your private driver, at your disposal for the day, will guide you through the picturesque Tuscan hills adorned with historic olive groves, expansive vineyards and charming towns. Several quaint towns will be part of your itinerary, with Greve in Chianti standing out as the renowned "wine town". Here, explore typical shops offering "vino for sale" and visit the unique triangular square hosting the local market. A visit to a local vineyard awaits, where you will gain insights into the winemaking process and indulge in a tasting of various wines, followed by a delightful Mediterranean light lunch. San Gimignano, a UNESCO Heritage Site known for its medieval charm and iconic skyline of tall towers, will be a highlight. Enjoy a leisurely stroll along its streets, and do not miss the Duomo, adorned with frescoes covering its walls.

$701.00

5/5

Siena and San Gimignano with Wine Lunch

Our driver guide will collect you at your accommodation, ( No meeting points, we pick you up at your place! ) setting off toward the heart of Chianti Classico. Experiences 1 day exciting trip in the heart of Chianti and visit the most beautiful village in the region. > Step 1 - Private Guided Tour of Siena > Step 2 - Lunch in a Chianti Winery > Step 3 - San Gimignano Afternoon Stroll Tour Length: 7/8 hours. Departure Time: From Florence 9.30 AM - From Siena 10.00am 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. Unless you don't specify you want to remain private, is possible to be joined with some other people in the party ( maximum 1 van ) Popularity: ***** (best seller wine and food tour in Tuscany)

$605.00

5/5

12 h

Private Day Trip to Siena and San Gimignano from Rome

Starting from Rome, you will be taken to the heart of Tuscany where you will see its breathtaking views, rolling hills, vineyards, and olive groves- all from the comfort of a luxury sedan or minivan with a private driver. Explore the world-famous town of Siena, take part in an optional wine and food tasting at a local Chianti winery, and see the town of San Gimigniano, famous for its numerous towers, before being taken back to Rome at the end of the day.

$592.00

5/5

9 h

Siena and San Gimignano from the Livorno Cruise Port

Live a different experience from the tours with the ship's bus. On board our vehicles with permission to enter the historic centers, you will be accompanied within walking distance of the main and famous tourist attractions, just like a VIP! Our driver will give you a lot of information to better appreciate the places you will visit. Our trusted driver will be able to give you a lot of information to better appreciate the places you will visit. He will be waiting for you at the exit of the ship to start the journey through the beautiful landscape of Tuscany. First stop will be San Gimignano where you will have free time to visit independently this incredible village. After this visit, you will continue to Siena where you will be dropped off in the historic center and have free time for your visit. The driver will show you the time and meeting point for the return to the port of Livorno in time to resume the ship.

$962.00

5/5

240 h

10 Days Private Italy Tour Rome Tuscany Florence Venice Milan

Experience the essence of Italy with a 10-day private Grand Tour, an exclusive journey that combines Italy's most iconic art cities with its most charming villages. Forget all the logistical worries: you'll have a private driver in a luxury vehicle (10 hours/day) and a dedicated official guide at your disposal for an elite experience to and from Rome. Tour highlights: Legendary Itinerary: Travel through Tuscany (Siena and San Gimignano), touch the elegance of Milan and Genoa, and then on to romantic Venice and historic Verona. VIP Service: Selected hotels and skip-the-line admission to major museums and cathedrals included, ensuring zero waiting. Sensory Experiences: Tastings of fine wines and traditional products among the hills of Montepulciano and Pienza. Total Flexibility: A private tour designed down to the smallest details but customizable according to your wishes. Book your dream trip of art, culture, and absolute comfort now.

$8,597.90

5/5

9 h

From Florence: San Gimignano, Siena & Monteriggioni Private Tour

Lilium Travel Florence offers a full-day, 9-hour journey through the heart of Tuscany with a private van tour (max 8 pax) from Florence. First, you’ll visit San Gimignano, the "Town of Towers," a stunning medieval gem and UNESCO World Heritage site. Explore its narrow streets, admire the well-preserved towers that once symbolized wealth and power, and soak in panoramic views of the surrounding Tuscan countryside. Next, head to the village of Monteriggioni, a perfectly preserved medieval fortress with its iconic walls and towers still standing proudly. Wander through the town, feeling as if you’ve stepped back in time. The final stop is Siena, famous for its unique medieval architecture and the breathtaking Piazza del Campo, home of the historic Palio horse race. Enjoy time to explore its cobbled streets, visit the stunning Siena Cathedral, and relax in one of its charming cafes. With ample free time at each location, this tour offers a perfect blend of history, culture, and relaxation.

$274.50

5/5

8 h

Siena & San Gimignano: Private Tour from Florence

Perfect escape from Florence for a day and journey through the rolling hills of Tuscany to discover the fascinating medieval towns of Siena and San Gimignano. Our day tour promises a memorable adventure as you explore ancient architecture, rich history and breathtaking landscapes in the heart of the picturesque Italian countryside. This day tour from Florence offers a perfect combination of history, culture and scenic beauty, allowing you to experience the best of Tuscany's medieval cities in just one day. Whether you are captivated by the Gothic grandeur of Siena or enchanted by the medieval charm of San Gimignano, this tour promises a memorable journey through the timeless treasures of Tuscany.

$550.00

5/5

12 h

Tuscany Brunello wine tour (12hrs) Montalcino, Montepulciano

An unforgettable journey through the hilly landscape of Brunello, where the production of wine is widely known throughout the world. Tuscany is perhaps the most famous region of Italy that can offer the visitor in addition to the quality of its products the extraordinary millennial history of its Renaissance and Medieval cities. Do not miss the chance to walk in the narrow alleys of Montepulciano, Pienza and Montalcino or San Gimignano and Siena. You can taste the extraordinary local wine or simply visit the enchanting places for their natural beauty. We also offer you, if you wish, the opportunity to have lunch and try the famous Tuscan wine in a local winery. We can book wine tasting and lunch on request at one of the local wineries. The price of wine tasting and lunch is Eur 60 per person,

$550.00

5/5

9 h

Private Day Trip San Gimignano and Volterra from Livorno Port

Starting from Livorno port ( or La Spezia), you will be taken to the heart of Tuscany where you will see its breathtaking views, rolling hills, vineyards, and olive groves- all from the comfort of a luxury sedan or minivan with a private driver. Explore the world-famous town of San Gimignano, famous for its numerous towers, before being taken back to Livorno port at the end of the day.

$489.00

5/5

6 h

San Gimignano with lunch and wine tasting on a local winery

A wonderful day visiting the medioeval village of San Gimignano one of the main villages of Tuscany called the medioeval Manhatten because for all his towers and after 2 hours free to walk around on this village full of traditions and local small leather shops where you can find a piece of tradition of our land, you will enjoy a lunch and wines tasting of a typical local vinery all included on the price of the Tours.

$870.00

5/5

8 h

Private 8 hours Tour to Siena and San Gimignano from Florence

Siena is the biggest and most known hill town of Tuscany. The city was founded by the romans in the years 62 b.C, it is located on top of three hills and hosts an amazing cathedral. San Gimignano is known as the town of the beautiful towers (“belle torri”), which used to be 76 between the 12th and 13th Century, nowadays there are 13 still. Siena is an example of one of the best places in the world. It is a beautiful, historical town that has a lot to offer. It has been home for many famous artists – in particular Picasso and Monet. The cityscape is breathtaking, and it is a very clean city with many small markets that sell unique items. Visit this two wonderful Italian towns with a local experienced driver/guide, who will be at your entire disposition. The driver/guide does not leave the vehicle, he/she will provide all the necessary information in the vehicle, and then the driver/guide will give free time to the group to visit the places.

$495.65

5/5

12 h

Private Tour to Pisa, San Gimignano and Siena from Florence

Visit this three wonderful Italian towns with a local experienced driver/guide, who will be at your entire disposition during the total duration of the tour. The three cities of Pisa, San Gimignano and Siena are the perfect example of how the Tuscan region is able to combine its history and culture with nature. Pisa, a city in Tuscany, Italy has been known for its leaning tower for centuries. The tower is now a UNESCO World Heritage Site. San Gimignano is famous for its medieval architecture and Siena's famous Palio horse race. Visiting these three cities in Italy will give you a glimpse into their rich history and culture while also giving you a chance to explore the beautiful countryside of Tuscany. The driver/guide does not leave the vehicle, he/she will provide all the necessary information in the vehicle, and then the driver/guide will give free time to the group to visit the places.

$724.64

4.9/5

Chianti and San Gimignano - 2 Wineries with Pairing Lunch

Our driver guide will collect you at the designated meeting point, setting off toward the heart of Chianti Classico. Experience a 1-day exciting trip in the heart of Chianti and visit the most beautiful village in the region. > Step 1 - Charming boutique winery in Chianti > Step 2 - Visit of Monteriggioni and/or San Gimignano > Step 3 - Pairing lunch in the most famous winery in the area Tour Length: 7/8 hours. Departure Time: From Florence 9.00 AM Note: During this excursion, transport will be made in a Mercedes 8-seat minivan, which offers maximum comfort, with air-conditioning, large panoramic windows, and comfortable seats. Unless you don't specify you want to remain private, it is possible to be joined with some other people in the party ( maximum 1 van ) Popularity: ***** (best seller wine and food tour in Tuscany)