FLORENCE · DESTINATION
143 Tours Reviewed
Siena’s cave turns wine into history. In a 600 BC medieval setting near the Basilica Cateriniana San Domenico, you taste top bottles from Brunello di Montalcino to Chianti Classico while a sommelier puts the place into context. I also love…
Siena feels like it was built for walking. This private 2-hour tour helps you read the city while you move through its lanes, focusing on the big sights and the stories that explain why they matter. I like the pace:…
A bell tower appears, and time slows. At Castello Poggiarello in the Val di Merse, you get a guided walk through medieval castle spaces, Renaissance gardens, and a chapel before heading to an on-site organic winery for tasting. It’s a…
A winery lesson with real views. I love the organic farming focus and the small-group intimacy that keeps the chat going. You get a clear walk from vine to glass, plus a tasting with food and Organic Extra Virgin Olive…
That tiny Fiat can make a big day. This Siena-area tour is built around driving a vintage Fiat 500 through classic Chianti countryside, then slowing down for a medieval stop and a winery lunch with tastings. I especially like the…
Gliding over Tuscany feels unreal. This Siena hot-air balloon ride lifts you up to about 3,000 feet, then ends with a Prosecco toast over the Tuscan hills. I love the quiet, crew-led vibe, where you get a real safety briefing…
Brunello tastes better in a castle. This Montalcino experience pairs medieval stone, Tuscan countryside views, and a Sangiovese-focused lesson with a sommelier. I like that you get both the setting and the wine education, without turning your day into a…
Brunello in the middle of the day is a good plan. This half-day trip packs two guided winery stops plus tastings of Montalcino’s famous Sangiovese-based wine, with time to walk the hill town on your own. I like that you…
A hilltop tasting with real Tuscan air. What makes this experience feel special is the setting and the way the tasting is built around the vineyard story, from the soil and winemaking choices to what ends up in your glass.…
Siena is small, but it has big stories. This private walking tour helps you get your bearings fast, then slows down at the moments that matter: Piazza del Campo with its Palio legends and Siena Cathedral with major artworks you’d…
Siena tastes better on foot. This small-group walk turns medieval streets into a simple story you can follow, with food breaks built in at the right moments. I particularly love the max-12 group size (more time to ask questions) and…
A Vespa day in Chianti is pure Italy. This 6½-hour ride from Siena mixes big countryside views with small-town stops and a real winery visit in the hills. You’ll cruise in a guided convoy, then settle in for wine tasting…
Medieval towers and real Tuscan saffron in one day. This small-group tour from Siena strings together hilltop walking, a pilgrimage-route stroll on the Via Francigena, and hands-on craft in Volterra. I especially like that you’re not driving yourself through winding…
Brunello tastes better when you cook it. This small-group class is set at Castello Tricerchi in Montalcino, where your hands get floury and your eyes stay glued to the vineyard hills from a panoramic terrace-kitchen. It is part winery visit,…
Tuscany feels real on this route. You get Pienza and Montepulciano plus the UNESCO-listed Val d’Orcia, all wrapped into an 8-hour day with a max-8 van group. Between the town stops, you’ll ride through the famous Crete Senesi “moonscapes,” stopping…
