Immerse yourself in the breathtaking landscapes of Val d'Orcia, a UNESCO World Heritage site famous for its iconic rolling hills and medieval villages. Discover the soul of Tuscany through authentic wine tasting tours in boutique wineries, gourmet food tours, and guided sightseeing adventures. Whether you are exploring historic landmarks or enjoying a private driver through the countryside, our curated experiences offer the ultimate Italian escape. Book your dream Tuscan getaway today and experience world-class culture, stunning nature, and unforgettable culinary delights.
$229–$647 typical
Median price is $412, with a full range of $100–$924
4.88★ average
Based on 8,011 pooled reviews with 91% positive sentiment
4.9–11.6 hours
Median duration is 9 hours
Culture & Wine Tasting
88% of options are cultural, 70% are wine tasting tours
Book in advance
25% of tours are flagged likely to sell out
92% free cancellation
Most options also offer instant confirmation
40 Products
Enjoy a rich and ripe tour through the worlds of grape and gourmet cheese. Experience art and architecture and blend it with good wines and mouth-warming specialties. You will visit the stunning Val d'Orcia and the very special towns snuggling in it. There's the chance to get to know wine cellars wh...
For a full refund, cancel at least 24 hours before the scheduled departure time.
A stress-free day in Tuscany with authentic food, exceptional wine and breathtaking scenery, all seamlessly organized for you.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Experience the heart of Tuscany on this guided small-group tour day trip to the charming towns of Pienza and Montepulciano. Travel through the beautiful clay hills south of Siena and take in the idyllic UNESCO protected landscapes of Tuscany's charming Val d’Orcia region. Explore the beautiful towns...
For a full refund, cancel at least 24 hours before the scheduled departure time.
I was born and raised here in Tuscany and I know the best wine maker but the key is small wineries with high quality where they will call you by name and not by number.... Private experience for real. My English is quite good which will maximize your experience and that is very important. Also this ...
For a full refund, cancel at least 24 hours before the scheduled departure time.
A heaven for wine lovers: situated just south of Siena lies the land of some of the best Italian wines: Brunello di Montalcino and Nobile di Montepulciano. Based on the clones of Sangiovese, some of the most collectible and popular wines in all of Italy are produced here. Most of the tour takes pl...
For a full refund, cancel at least 24 hours before the scheduled departure time.
This is an experience for true wine lovers, selecting the best boutique wineries including a guided lunch and wine tasting of Brunello di Montalcino, listed as one of the best wines in the world by the prestigious magazine Wine Spectator. All this while visiting 3 UNESCO's site and the famous Gladia...
For a full refund, cancel at least 24 hours before the scheduled departure time.
This is a semi- private with maximum 6 people in tour so you will have all the attention you need. This tours will give you the advantages to truly enjoy the experience and not have to be in a crowded bus and follow a strict schedule . We will visit 2 beautiful boutique family owned wineries in a ...
For a full refund, cancel at least 24 hours before the scheduled departure time.
Embark on a private, guided journey through the picturesque vineyards and historic cellars of Montepulciano, the home of the celebrated Vino Nobile di Montepulciano. This exclusive tour offers an immersive experience that captures the essence of Tuscan winemaking tradition. What to Expect Guided V...
All sales are final. No refund is available for cancellations.
A tour to visit one of the most famous areas of Italy: the Valdorcia. Explore the beautiful UNESCO World Heritage Tuscan countryside, pedalling (also) on the Via Francigena, an ancient pilgrim route, and tasting the famous Brunello di Montalcino.
For a full refund, cancel at least 24 hours before the scheduled departure time.
I was Born and raised in this magical region od Tuscany, I have key villagers that I have known for many years and you know in Italy is all about relationships...I go above and beyond to take care of my clients. One thing that makes me unique is that I have lived abroad for several years and my spok...
For a full refund, cancel at least 24 hours before the scheduled departure time.