The Castle of Brolio is an impressive fortress located in the heart of Tuscany. Built in the 12th century, the castle has seen many wars and battles throughout its history.

Today, it stands as a symbol of the power and wealth of the Ricasoli family, one of the most prominent families of medieval Tuscany.

The castle features a classic medieval design with sturdy walls, towers, and ramparts. The interior is equally stunning, with a great hall, a chapel, and several rooms decorated with antique furniture and paintings. You can explore the castle's grounds and take in the breathtaking views of the surrounding vineyards and countryside.

What sets the Castle of Brolio apart from other medieval castles is its connection to wine. The Ricasoli family has been producing wine for over 800 years, and the castle is now surrounded by their vineyards. Taste the family's world-renowned wines in the castle's wine cellar and even purchase a bottle to take home as a souvenir.

Official website

Castle of Brolio

The Siena Cathedral, also known as the Duomo di Siena, is a magnificent Gothic church located in the heart of Siena, Italy. The cathedral's construction began in 1215, but it was not until the 14th century that it was transformed into the grand structure that we see today. The black and white marble facade is one of the most distinctive features of the cathedral, with intricate detailing and sculptures that are sure to impress any visitor.

The interior of the cathedral is equally impressive, with works of art from many famous artists, including Michelangelo, Donatello, and Pinturicchio. The ornate pulpit, created by Nicola Pisano and his son Giovanni, is a masterpiece of Gothic sculpture. You can also see the Piccolomini Library with frescoes painted by Pinturicchio, depicting the life of Pope Pius II.

Siena's Duomo is also home to an impressive museum that houses some of the cathedral's most important art and sculptures, including works by Bernini and Donatello. The museum also offers stunning panoramic views of Siena and the surrounding countryside. 

Don't miss the opportunity to climb the 13th-century Facciatone, which is the unfinished facade of the cathedral, for some of the best views of the city.

Duomo di Siena

Tenuta Guardastelle is a charming winery and olive oil producer located in the heart of Chianti, right outside of San Gimignano. The estate is surrounded by picturesque rolling hills covered in vineyards, olive groves, and cypress trees, creating a quintessential Tuscan landscape.

The winery offers guided tours of the vineyards and cellars, where visitors can learn about the wine-making process and taste some of the estate's excellent wines, including Chianti Classico and Super Tuscan blends.

The property also features a rustic restaurant where guests can savor traditional Tuscan dishes made with locally sourced ingredients, as well as a cozy agriturismo with charming rooms decorated in a rustic-chic style. Tenuta Guardastelle is a must-visit destination for wine lovers and anyone seeking an authentic Tuscan experience.

Website

Guardastelle

San Gimignano is a medieval hill town located in the heart of Tuscany. It is known for its famous skyline, which is marked by 14 tall towers that were once used as a symbol of power and wealth among the town's wealthy families. The town is surrounded by ancient walls and is filled with beautiful architecture, including the Romanesque Collegiata church and the Palazzo del Popolo.

San Gimignano is a popular tourist destination due to its well-preserved medieval architecture and beautiful countryside. Stroll through the town's narrow streets and admire the beautiful buildings, or climb to the top of one of the towers for a panoramic view of the surrounding landscape.

The town is also known for its excellent wines, including the local Vernaccia, which can be sampled at one of the many wine bars and restaurants in the town.

What sets San Gimignano apart from other Tuscan hill towns is its impressive skyline of towers. In the Middle Ages, the town was home to more than 70 towers, which were built as a sign of wealth and power. Today, only 14 of these towers remain, but they still make a striking impression on visitors to the town. The towers are visible from miles away and provide a dramatic backdrop to the beautiful medieval architecture that fills the town's streets.

San Gimignano

The historic center of Siena is a UNESCO World Heritage Site, making it top of list for anyone traveling to Tuscany.

The city is famous for its medieval architecture, winding streets, and beautiful squares. Siena's most iconic landmark is the Piazza del Campo, a unique shell-shaped square that is home to the famous Palio horse race held twice a year. The Palazzo Pubblico, which houses the Civic Museum, is another prominent feature of the square.

Siena's historic center is also home to numerous charming streets and alleys that are perfect for exploring on foot. You can take in the picturesque scenery and enjoy the unique atmosphere of this ancient city, which has remained largely unchanged for centuries. With its rich history, beautiful architecture, and unique culture, Siena's historic center is a destination that should not be missed.

Siena Historic Center

Volterra is a charming hilltop town in Tuscany, known for its rich history and well-preserved medieval architecture. Located about 50 km southwest of Florence, Volterra was once an important center of the Etruscan civilization and later became a Roman colony. The town is surrounded by impressive walls and offers stunning panoramic views of the Tuscan countryside.

Volterra's main attractions include the impressive Piazza dei Priori, which is considered one of the most beautiful medieval squares in Italy. The square is surrounded by important buildings, including the Palazzo dei Priori, which dates back to the 13th century and now houses the town hall and a museum. Other must-see sights in Volterra include the impressive Etruscan Arch, the Roman Theater, and the Guarnacci Etruscan Museum, which contains a large collection of Etruscan artifacts.

Volterra is also famous for its alabaster production, and visitors can see artisans at work in many of the town's workshops. The town's narrow streets are lined with charming shops selling handmade alabaster products, as well as other artisanal goods such as pottery and ceramics. With its beautiful architecture, fascinating history, and artistic traditions, Volterra is definitely worth a visit if you're into history or architecture.

Volterra

Catherine

Peru

Costa Rica

Italy

Switzerland

Thailand

United States

Canada

Türkiye

United Kingdom

Netherlands

France

Germany

Czechia (Czech Republic)

Greece

Spain

Egypt

Poland

Finland

Estonia

Mexico

Fiji

Maldives

Tuscany was love at first sight on our first Italian road trip, charming us with its timeless beauty. Losing yourself in the rolling hills, indulging in the rich flavors of Tuscan cuisine, exploring the treasures of Florence, or immersing yourself in the idyllic countryside dotted with ancient castles — Tuscany awakens your senses and leaves you longing for more.

Vitigliano Tuscan Relais & Spa is a luxury boutique hotel located in Tuscany, Italy. The hotel is situated on a hilltop and surrounded by rolling hills and vineyards, offering stunning views of the Tuscan countryside. The hotel is housed in a beautifully restored 17th-century villa and features elegant rooms and suites that are individually decorated with a blend of modern and traditional furnishings.

Be prepared to a terrible booking experience since they only take reservations through a contact form on the website, but the following experience is totally worth it.

You can enjoy a range of amenities and services, including a spa with a sauna, Turkish bath, and outdoor hot tub, an infinity pool with panoramic views, a fitness center, and a restaurant serving delicious Tuscan cuisine made with locally-sourced ingredients.

The hotel also offers cooking classes, wine tastings, and guided tours of the surrounding area.

With its luxurious accommodations and breathtaking views, Vitigliano Tuscan Relais & Spa is the perfect place to experience the beauty and charm of Tuscany.

Vitigliano

A mini-trip to explore this tiny Italian gem, hopping between picturesque villages.

Cinque Terre Escape

Escape to one of the cultural capitals of the world for its museums and architecture.

Florence Escape

Explore the bustling Florence, Cinque Terre, and Tuscan countryside.

Tuscan Adventure

A medieval city where the past lives in the present. The Piazza del Campo and the Duomo are must-sees, and try to time your visit for the thrilling Palio horse race if you can.

Vitigliano

How this stay fits your trip

Before booking

Tuscany routes to compare