Castello di Brolio in Gaiole, Italy.
Tuscany is home to some of the most enchanting castles in Italy. With its beautiful rolling hills and timeless charm, the region is filled with history and breathtaking landscapes. Our guide to the top castles to visit in Tuscany features everything from medieval fortresses to Renaissance masterpieces.
These sites provide a glimpse into the region’s past and opportunities to savor local wines, art, and cuisine. Whether you’re drawn to their romantic allure or historical significance, Tuscany’s castles promise a journey through time.
Extraordinary travel begins with a human touch, and our destination specialists design every journey with care, insight, and personal attention. As you consider a visit to Tuscany for its castles, use this information to guide you before connecting with our travel experts to help you plan your trip.
Castello di Brolio in Gaiole, Italy.
Castello di Brolio is a magnificent fortress and powerful symbol of Tuscany’s wine heritage. Owned by the noble Ricasoli family since 1141, it is renowned for its pivotal contribution to the world of wine, specifically as the birthplace of the Chianti Classico blend. As you explore its enchanting grounds, you will walk through the heart of a 32-generation winemaking legacy. From its fortified walls, you can take in sweeping views of the rolling Tuscan countryside, a landscape shaped by centuries of history, conflict, and viticulture.
What to Expect
Immerse yourself in a world where medieval history and world-class winemaking converge.
A Journey through History
Uncover the legacy of the "Iron Baron" and the origins of Chianti's most famous wine.
Experience the soul of Chianti at its source. Let our specialists weave the history and flavors of Castello di Brolio into your personalized Culture of Tuscan Wine and Cuisine Tour.
Strada in Chianti, Florence, Italy.
Castello di Vincigliata is a romantic medieval castle offering stunning views of the Tuscan countryside and Florence’s iconic skyline. This fortress has magnificent crenelated towers, lush Italian gardens, and atmospheric courtyards. While now primarily a breathtaking venue for private events and weddings, a private guided tour will reveal its architectural beauty and the captivating history surrounding it. It will give you a glimpse into a past that includes noble families, visionary restorations, and wartime secrets.
What to Expect
Step into a fairy-tale setting where medieval architecture meets romantic garden design.
A Journey through History
Discover the story of a castle rescued from ruin and reborn as a work of art.
Connect with a travel specialist to arrange a private tour of Castello di Vincigliata and other hidden gems around Florence when you embark on a Classic Tuscany Itinerary.
Wine cellar from the 10th century in the Castello di Verrazzano, Greve, Italy.
Castello di Verrazzano is a historic estate nestled in the heart of the Chianti Classico region. It is renowned for its ancient winemaking heritage and connection to a legendary explorer. The castle invites you to journey through centuries of history and viticulture, with guided tours of its historic halls, atmospheric aging cellars, and beautiful Renaissance gardens. Its elevated position provides beautiful views of the surrounding vineyards and olive groves. A visit here is an immersion into the story of a family and a tradition that has shaped the region for over a thousand years.
What to Expect
Savor the flavors of Chianti at the ancestral home of a great explorer.
A Journey through History
Trace the lineage of a castle from Etruscan settlement to world-renowned winery.
Discover the heritage behind every bottle when you take our Finest Wines of Tuscany and Central Italy Tour.
Castello di Poppi in Poppi, Italy.
Castello di Poppi is one of Tuscany’s most important and best-preserved medieval castles. Its imposing structure dominates the surrounding landscape. Exploring its beautifully preserved interiors is like stepping back in time; you can wander through grand halls, visit a chapel adorned with 14th-century frescoes attributed to Taddeo Gaddi, and browse a historical library housing over 25,000 ancient manuscripts and incunabula. The castle is a gateway to understanding Tuscany's turbulent medieval past.
What to Expect
Explore a perfectly preserved medieval fortress linked to Dante.
A Journey through History
Walk in the footsteps of Dante and uncover the secrets of a pivotal medieval battle.
Uncover the medieval heart of Tuscany. Allow our experts to curate an immersive Tuscany Tour of Medieval Cities and Renaissance Preserves that includes the magnificent Castello di Poppi.
Castello di Monteriggioni, Monteriggioni, Italy.
Castello di Monteriggioni is a perfectly preserved medieval fortress near Siena and one of Tuscany's most iconic and recognizable landmarks. Built by the Sienese as a defensive outpost against their Florentine rivals, the town features a complete circle of high walls and 14 imposing towers that have remained largely intact for over 800 years. As you stroll along the ancient cobblestone streets, explore quaint artisan shops, and climb sections of the ramparts for sweeping views of the surrounding Chianti countryside.
What to Expect
Walk the walls of a fortress so perfect it was immortalized by Dante.
A Journey through History
Explore the story of Siena's impenetrable "crown" in the heart of Tuscany.
Step into a living medieval legend when you customize our Perfect Private Tour of Tuscany in 2 Weeks.
Panoramic view of Bosa from Malaspina Castle in Massa, Italy.
Castello Malaspina is a striking medieval fortress that holds a commanding presence over the city of Massa. Its breathtaking views stretc from the marble peaks of the Apuan Alps to the blue expanse of the Ligurian Sea. Built on a rocky hill, the castle boasts an impressive and complex network of walls, towers, and courtyards. Its architecture is a fascinating blend of historical periods, reflecting its long and storied past. As you explore its grand halls and climb to the top of its towers, you can learn about the history of the powerful Malaspina family, who ruled the region for centuries and shaped its destiny.
What to Expect
Discover a fortress that bridges the mountains and the sea with its rich history.
A Journey through History
Unravel the legacy of the powerful Malaspina dynasty in their most impressive stronghold.
Experience the power and prestige of Tuscany's noble past on an Art Capitals of Italy Tour.
Castello di Meleto, Gaiole, Italy.
Castello di Meleto is surrounded by rolling vineyards in the heart of Tuscany’s Chianti Classico region. With its two imposing cylindrical towers, this fortress was once a strategic fortification in the perpetual conflicts between Florence and Siena. Today, the castle welcomes you to explore its beautifully preserved halls, a charming 18th-century theater, and ancient wine cellars. A private guided tour will provide you with fascinating insights into its history, while wine tastings and culinary experiences highlight the estate’s exceptional Chianti Classico and traditional Tuscan flavors.
What to Expect
Enjoy the perfect blend of history, wine, and Tuscan hospitality in a classic Chianti castle.
A Journey through History
Explore a castle that stood on the front lines of the Florentine-Sienese wars.
Indulge in the rich flavors and history of the Chianti region. Let us arrange an exclusive wine tasting and tour at Castello di Meleto as part of your In-Depth Tour of Tuscan Gourmet Cuisine.
Castello di Vicchiomaggio, Greve, Italy.
Castello di Vicchiomaggio is a Renaissance-era castle surrounded by lush vineyards and olive groves, sitting majestically atop a hill in Greve in Chianti. Known for its rich history and exceptional wines, it showcases historic grounds, ancient wine cellars, and picturesque Italian gardens. You can indulge in wine tastings featuring its acclaimed Chianti Classico and other premium vintages while taking in breathtaking views of the Tuscan countryside from its panoramic terrace.
What to Expect
Walk in the footsteps of da Vinci at this elegant Renaissance wine estate.
A Journey through History
Uncover the castle's connections to some of the Renaissance's greatest names.
Sip wine where Leonardo once sketched when you take an Art Capitals of Italy Tour.
Olive groves in Tuscany, Italy.
Castello di Montegufoni is a magnificent testament to centuries of Tuscan history. Surrounded by rolling vineyards and olive groves, this medieval fortress-turned-estate offers you a serene and beautiful escape into a bygone era. You can explore its beautifully preserved architecture, including a distinctive medieval tower, rustic courtyards, and a famous gallery of masks. A visit here is an opportunity to experience the authentic atmosphere of a historic Tuscan estate while enjoying breathtaking views of the Chianti hills.
What to Expect
Discover a castle of art, history, and legend just a short drive from Florence.
A Journey through History
Explore the rich past of a castle that once sheltered priceless Renaissance masterpieces.
Unearth the artistic soul of the region on our Great Escape to Tuscany Tour.
Castello di Meleto, Gaiole, Italy.
Tuscany's castles are living chronicles of the region's soul. From the battle-scarred ramparts of Monteriggioni that now frame breathtaking vineyard views to the ancient cellars of Brolio where world-class Chianti is aged to perfection, each fortress tells a story of transformation.
These experiences can be thoughtfully woven into your bespoke itinerary. Whether your passion lies in private wine tastings in historic cellars, exploring artistic treasures hidden within fortified walls, or simply waking up to the serene beauty of the Chianti hills, our travel specialists can make it a reality. For more information and inspiration, see our Tuscany travel guide or Tuscany tours and travel packages.
Trips curated by the world’s top destination experts
Concierge-level service leading up to and during your trip
Unique, exclusive experiences and insider access