Top Tuscany Multi-day Tours

Live 2 days in the Tuscan countryside near Montepulciano among vineyards, hills and breathtaking views. The experience includes e-bike tours and horseback riding through the dirt roads, visit to a winery with local wine tasting and time on the farm with typical Tuscan lunch prepared with local products. An authentic immersion in the real Tuscany, away from mass tourism.

Book for an unforgettable cycling experience in Tuscany — carefully designed routes, top-quality equipment, and private tastings in authentic local settings.

Tuscany is one of the most popular regions in Italy, beloved for its rolling countryside, charming villages, and unforgettable cuisine. On this 3-day tour, sample the best of the region with a small group and without having to puzzle out the complicated travel logistics. Explore the medieval centers of San Gimignano and Siena; sample wines, extra-virgin olive oils, and other delicacies in Chianti; and relax in the natural hot springs in the Val d’Orcia.

Valpolicella is a region rich in cultural and artistic heritage, with landscapes and landmarks recognized as UNESCO World Heritage Sites. In Valpolicella, the joy of life is found in the pleasures of good food and fine wine, as well as in relaxation and rejuvenation. As in all Italian regions, Valpolicella's gastronomy is diverse, offering unique dishes across, reflecting the area’s history and traditions. From Valpolicella, Soave, Piave, and Prosecco wine regions, Veneto is truly a land of infinite variety. With private local guide, you can explore the city of Verona. Indulge in this private wine experience in Valpolicella as you embark on an exclusive journey through the region's renowned vineyards. Enjoy VIP wine tastings at premium estates and boutique wineries.

Discover Florence and Tuscany over five days, combining time to explore independently with carefully planned tours and local experiences. Begin with two days in Florence, including a welcome walk through the historic centre and free time to enjoy the city at your own pace. Continue into the countryside to discover Siena and the hilltop charm of Cortona before heading to San Gimignano, where medieval towers overlook the Tuscan hills. Enjoy a wine tour featuring a boutique winery and a family-run estate, then round off your journey with a hands-on Tuscan cooking class. Learn traditional recipes from a local chef and sit down to enjoy the meal you’ve prepared with a glass of local wine. This itinerary includes tours and experiences only, giving you the flexibility to choose your own accommodation to suit your style and budget.

Leave the bustle of Florence behind and escape into the peaceful landscapes of the Tuscan countryside. This exclusive two-day experience is designed as a true getaway from the city, where rolling hills, vineyards and medieval villages set the scene for a journey focused on food, wine and authentic local traditions. From the iconic towers of San Gimignano to the quiet beauty of the Chianti hills, you immerse yourself in Tuscany at a slower pace. Taste award-winning gelato, hunt for truffles in the countryside and enjoy a hands-on cooking experience using fresh local ingredients. Perfect for travellers seeking a short yet meaningful escape, this journey combines relaxation, discovery and unforgettable flavours in one of Italy’s most iconic regions.

Welcome to the Casavecchia Experience! For the past 15 years, we have had the pleasure of hosting guests in our cherished family-owned farmhouse villa. This retreat is the culmination of our finest experiences, featuring breathtaking locations, iconic sights, and an assembly of the most talented individuals—our top chefs, expert sommeliers and knowledgeable tour guides. We invite you to embark on an 8-day, 7-night journey through the rich history, hidden gems, and stunning landscapes of Tuscany, all curated by our dedicated Casavecchia Team. Prepare yourself for an unforgettable adventure hand-crafted exclusively for YOU!

Nestled at the foot of the Alps and bordering France and Switzerland, Piedmont is one of Italy’s best-kept secrets and the ultimate destination for lovers of fine food, world-class wines, and captivating art. This enchanting region boasts charming villages, delectable cheeses and pastas, rolling vine-covered hills producing DOC and DOCG wines, and welcoming locals who embody the essence of Italian hospitality. Renowned for its sophisticated cuisine and some of the world's finest wines, including Barbaresco and BAROLO, Piedmont is a “must-visit” for true wine enthusiasts and collectors. On this 3 days wine experience, indulge in VIP tastings in the Langhe, visiting premium Barolo estates with an expert guide and sommelier that will lead you through the region’s most fascinating sights. This exclusive experience is designed for food and wine enthusiasts seeking authenticity and La Dolce Vita.

This is the tour of the oldest Etruscan and Roman Maremma but remained intact over time. The thermal and healing spring attracts users from all over the world. Here you can breathe authenticity, history and rurality. Breathtaking views. Spectacular wines. The villages we will visit preserve the characteristics of Tuscany and its inhabitants still speak the ancient dialects. The Biodynamic, Biological company where we will have a picnic is truly an example of obsessive attention to traditions in respect of Nature! From the above you can enjoy a 360 degree view. Your basket includes: 2 basic wines, typical breads, 2 types of cheese, award-winning oil!

The Accademia Gallery was established in 1784 to house prestigious Renaissance works. In 1873, it became the home for Michelangelo’s David to protect it from the elements. The location is symbolic, as the gallery sits on the square where a young Michelangelo first studied sculpting. During your 1-hour guided tour, you will also discover Michelangelo’s unfinished "Slaves". These powerful figures appear to be struggling to escape the raw marble, offering a rare glimpse into the artist's philosophy of liberating the figure trapped within the stone. To enrich your visit, this ticket includes a 48-hour pass to the Bargello National Museum. While the Accademia focuses on the marble David, the Bargello allows you to explore the works of Donatello and Verrocchio independently. Housed in an ancient fortress, the Bargello features Donatello’s famous bronze David. This pass offers flexibility to visit at your own pace over two days, providing a full journey through Renaissance innovation.

Escape the city and immerse yourself in the timeless beauty of Tuscany on a fully private, 3-day journey through rolling hills, historic villages, and unforgettable food and wine. Starting from Florence, your personal driver-guide will take you through the heart of Tuscany. You'll visit San Gimignano, Siena, Montepulciano, and the Chianti wine region. Enjoy exclusive tastings at family-owned wineries, admire Renaissance art, and relax each evening in hand-picked boutique countryside hotels. This tour is curated for travelers who want to slow down, connect with authentic Italy, and enjoy VIP treatment from start to finish. Highlights: Private driver-guide throughout the tour Visits to San Gimignano, Siena, Montepulciano & more Wine tastings in Chianti and Montalcino (Brunello!) Time to explore, shop, and dine in historic piazzas Option to include truffle hunting or cooking class

This isn’t just a vacation — it’s an immersive Tuscan journey where you’ll: Taste Italian cuisine and recipes passed down through generations. Wander cobblestone streets in Cortona and beyond Indulge gelato daily. Share sunsets over rolling hills with friends and family.

This is a private Italy family tour, which allow you to experience culture of Florence. Furthermore, you guide will take you to explore world famous Leaning Tower of Pisa. Besides, you will enjoy the food and wine trip to Siena and San Gimignano.

From masterpieces of Renaissance art to royal Medici intrigue, Florence is like a living history museum waiting to be explored. Uncover its medieval secrets on this guided 2-hour walking tour of historic highlights including the Pitti Palace, Ponte Vecchio, Church of Santa Croce, Piazza della Repubblica and the iconic Duomo. Hear your guide’s live narration clearly through an audio headset.

To get a sense of Florence's Renaissance past, you usually need to book separate gallery- and city-focused excursions. Streamline your sightseeing with this private combination tour: stroll through the historic center with a guide, then head to the Accademia Gallery to see Michelangelo's "David" up close, along with other masterpieces.