The BEST Wine Tours to Tuscany

Book day trips and tours into Italy's most scenic region!

Tuscany is full of incredible places—Florence, Siena, Lucca, San Gimignano—but without expert guidance, it's easy to miss the true essence of this enchanting region. Securing transportation, coordinating visits, and navigating unfamiliar routes can quickly turn a dream trip into a nightmare. Let us handle the logistics while you experience the best of Tuscany—from charming towns to Chianti wine tasting or Vespa rides on scenic roads—we'll get you there and make sure it's a journey you'll never forget!

Tuscany is renowned for its world-class wines and breathtaking views, but navigating the region alone can be challenging, and without the local knowledge, you risk missing out on the real treasures. Our tours give you direct access to the best wineries and awe-inspiring scenery, led by enthusiastic experts. Each of our carefully curated tours offers something unique for every wine lover. The Tuscany Wine Tour by Vespa from Florence is perfect for those seeking an adventure with a twist. Ride through the beautiful Tuscan countryside on a vintage Vespa, stopping for wine tastings along the way. As one traveler said, "Riding a Vespa with the vineyards as our backdrop was just magical. The wine was, of course, fantastic!" The Pisa and Lucca Day Trip from Florence offers a relaxed journey through two of Tuscany's charming towns, combining history and culture with free time to explore local highlights. "Seeing Pisa and Lucca in one day was amazing—our guide made the whole experience informative and fun," shared one guest. For those wanting an authentic vineyard experience, the Tuscany Day Trip from Rome with Vineyard Lunch and Wine Tasting takes you through the medieval towns of Montepulciano and Pienza, followed by an exquisite three-course meal at a vineyard. One traveler noted, "The wine, the food, and the views made this tour a true Tuscan dream." If you’re after a rustic adventure, the Tuscany Wineland Safari from Florence takes you off the beaten path to explore vineyards, castles, and more—all in a 4x4. "Exploring Tuscany in a 4x4 was exhilarating, and the wine stops were delightful," said one excited participant. For a sophisticated evening, the Tuscany Wine Making Experience and Gourmet Dinner from Florence lets you create your own Chianti wine blend and enjoy a gourmet dinner. As one guest shared, "The whole experience was like a Tuscan fairytale—the perfect combination of learning, creating, and tasting!" For an extraordinary day, the Brunello di Montalcino Helicopter Tour from Rome or Florence gives you a bird's-eye view of Tuscany's rolling hills. You’ll enjoy private wine tastings and a gourmet meal, making it a luxurious experience you'll always remember. "This was truly breathtaking—seeing Tuscany from above and tasting some of the best Brunello wines was worth every penny," said an enthusiastic traveler. If indulgence is what you seek, the Private Wine Day in the Chianti Hills from Florence is ideal for savoring wines in a private and intimate setting. "A perfect day—delicious wine, beautiful scenery, and all with such personal attention," noted one happy guest. The Orvieto, Civita di Bagnoregio & Winery Private Day Trip from Rome takes you through historic towns and exclusive wine tastings, allowing you to fully immerse yourself in Tuscany’s charming landscapes. One participant shared, "The quaint towns and boutique wineries made for a special and memorable day." We don’t just provide wine tours—we offer journeys that let you experience the heart of Tuscany. Join us, and see why our carefully curated adventures are the only way to explore the finest wines and vineyards that Tuscany has to offer.