FLORENCE · DESTINATION
46 Tours Reviewed
There’s no rush on this Tuscan day. You start in Siena in the late afternoon, roll through the Chianti countryside, and end with views over San Gimignano as the light turns golden. What I like most is the pacing: you…
If Tuscany had a highlight reel, this is it. From Chianti vineyards to San Gimignano towers, you get a full afternoon-to-evening mix without renting a car. I love the smart pacing: winery time plus medieval stops, then dinner as the…
Opera in Siena, minus the stuffiness. This concert puts well-known Italian opera arias in the historic center, inside the deconsecrated Church of Santo Stefano alla Lizza. The show runs in the evening, with performances starting at 9:15 pm, so you…
Chianti hills can feel worlds away, and this one runs on schedule. You’ll start at Winery San Giorgio a Lapi and spend 2.5 hours tasting wine with a real family business vibe, plus art and food that make the whole…
Two wineries, one unforgettable Tuscan day. I love the guided Chianti Classico tastings, and I like the built-in pause for a walk through San Gimignano’s medieval center. One caution: the route includes winding country roads and some rough terrain, so…
Wine country without the car stress. This small-group Chianti trip from Siena mixes castle views, vineyard walks, and a guided taste of how the region’s wine story fits together in real life. You’ll start in central Siena, ride into the…
Siena tastes better with a local by your side. This is a walking tour with tastings that mixes small bites, wine, and gelato with stories about how Siena works—socially, historically, and in everyday life. I like that you get at…
Two tastings, one perfect Tuscan day. You’ll spend the day between Montepulciano’s boutique wineries and a classic Renaissance wander, with a wine-paired lunch that keeps everything moving while you still get time to enjoy the views. The main thing to…
Towers, stone, and saffron in one long day. This 8-hour small-group trip strings together three Tuscan classics with real texture: a stop at the Monteriggioni fortress, a walk through San Gimignano’s UNESCO tower skyline, then hands-on alabaster work in Volterra.…
Chianti at dinner time is a different kind of magic. I love the vineyard-by-sunset aperitif and the rustic farmhouse dinner setup, served with wine and a real sense of Tuscan rhythm. One possible drawback: the evening can feel a bit…
Twisting roads. Big views. Solid wine. This full-day outing from Siena layers two hill towns—Pienza and Montepulciano—with winery stops and time to wander at your own speed. I like that you get both the food-and-wine side (including lunch and tastings)…
Siena can feel like a maze. This private, customizable walking tour with a local guide helps you get your bearings through medieval streets and historic squares at a pace that fits your group. You also get practical advice for the…
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…
Siena rewards people who slow down. This private walking tour gives you a guided path through the spots that usually get skipped, with time to ask questions and shape the route to what you care about. You’ll start at Piazza…
Siena’s hills have a way of slowing you down fast. This organic winery tour blends vineyard work, cellar craft, and a sit-down Tuscan meal, all within a tidy 2.5-hour schedule. I love that you do not just drink wine and…
