FLORENCE · DESTINATION
104 Tours Reviewed
Your wine day starts with a plan. This Brunello di Montalcino tour is built for an easy winemaking-and-tasting day from Siena: two boutique winery visits, a pairing lunch, and time to breathe in Montalcino’s medieval center. It’s also small enough—max…
Tuscan towns, fast and personal. This small-group Florence day trip strings together Cortona, Montepulciano, Siena, and Val d’Orcia, with a local leader who fills the drive with stories and practical pointers. I like how the eight-person max keeps things from…
Wine tastes better with a view. At Podere della Bruciata in Sant’Albino, you get a vineyard-to-cellar tour paired with a relaxed panoramic terrace tasting. You’ll stroll through the vines, tour the aging area where wines rest in the traditional Bottaia,…
One long day, three Tuscan flavors. This trip strings together San Gimignano medieval sights, wine tastings in the Chianti/Montalcino zone, and scenic countryside driving without having to self-drive. You get free time to wander hill towns on your own, then…
Go underground for Tuscan wine. In Montepulciano, the highlight is the 14th-century cellar vaults: you walk historic tunnels while a sommelier explains what’s happening behind every bottle. I also love the wine paired with local food, because the tasting of…
Underground wine tastes better. This Montepulciano tour takes you into a 16th-century historical cellar, then pairs it with a sommelier-led tasting that actually teaches you what you’re tasting. You’re not just drinking; you’re learning the wines in the place where…
Tuscan wine country, in one long day. This full-day small-group tour links San Gimignano to Chianti and Montalcino, with real time to walk the towns and enjoy tastings along the way. You ride in an air-conditioned minivan with a maximum…
Two hill towns, one great Tuscan day. I love the way this trip pairs Pienza’s art-and-architecture design with a proper Vino Nobile tasting in Montepulciano’s underground cellars. You’ll also get a farm lunch on a terrace, which makes the whole…
On a good day, Tuscany feels like a movie set. This trip focuses on the real stuff: Val d’Orcia scenery, family-run tastings, and three distinct towns where food is the point. You get to swap city streets for UNESCO-class countryside,…
This castle wine stop is pure Tuscany. I love the vineyard walk with a sommelier and the chance to taste three estate wines right where they’re made. I also love how the tour ends with a three-course Tuscan lunch. Guides…
Brunello day turns into a full sensory story. From Siena, you ride out with an English-speaking guide in a small group (up to 8) and spend the day moving from vineyard to cellar to tasting room. What I love most…
Three wine towns, one easy day. I like the semi-private group setup and the fact you get an underground cellar tour in Montepulciano, not just a quick pour-and-go. The trade-off is a long day in a van, and seats can…
Some wines come with a story. This one pairs Montepulciano’s big, noble reds with a guided look at how they’re aged, stored, and flavored by place. In a medieval wine cellar setting, you get to see rows of barrels and…
Wine in Montalcino comes with stories. This small-group day trip pairs Brunello di Montalcino tastings with real vineyard-and-cellar time, plus stops that make the wine feel grounded in place. I like how the day is built around small wineries and…
