Private Chianti wine tour

Chianti is better when you do not drive. This private tour from Florence keeps the day relaxed with hotel pickup and a driver, so you can focus on wine, food, and the hills. You’ll visit two Chianti wineries to see…
FLORENCE
1572 Tours Reviewed

Chianti is better when you do not drive. This private tour from Florence keeps the day relaxed with hotel pickup and a driver, so you can focus on wine, food, and the hills. You’ll visit two Chianti wineries to see…
Skip the bus. Take the Fiat. This self-drive Vintage Fiat 500 tour turns Tuscany into a slow-and-scenic road trip, with you behind the wheel of one of those rare 4-seat classics. You meet on the outskirts of Florence, get a…

Wine country, minus the hassle. This private day trip lets you ride just with your group in a Mercedes E-class, guided by an English-speaking driver who keeps the day moving smoothly through Chianti. I love the mix of wine time…

Organic wine tastes better when you see it made. This guided stop at Pomaio • Wines & Hospitality takes you just outside Arezzo for an open-air walk through the vines, a look at their modern ECO-Green cellar, and a laid-back…

Sunset on the Arno feels like a time machine. This Pisa kayak tour swaps crowd-filled streets for paddle power, plus you get that iconic Lungarno selfie moment while watching old palaces slide by. I also like the small group size…

Four cliff towns in one day. This full-day small-group Cinque Terre tour is interesting because it handles the tricky part for you: getting there from Florence and moving between towns. I like the small-group rhythm that keeps the day feeling…

Riding a scooter in Chianti beats sightseeing. This Vespa day trip turns the Tuscan hills into your route: winding roads, vineyard views, hill towns, and a winery stop for a guided tasting with local snacks. I like that it uses…

Siena eats well, and this tour helps you notice why. You’ll walk through the old center with a local food expert, stopping at historic eateries and wine bars for a structured meal made of regional standbys. It’s a simple idea…

Bologna tastes better with a map and a guide. This 2-hour walking tour strings together the historic center and the food hub you’d otherwise wander past—starting with big sights like San Petronio, then moving to the Quadrilatero Market for three…

Uffizi with kids can actually work. This private 2.5-hour family tour is built around keeping younger minds busy while you hit the museum’s biggest Renaissance art moments fast. You get skip-the-line entrance, plus a guide who turns gallery time into…

Florence comes alive when someone explains why. This private walking tour strings together key squares and streets—from Piazza Duomo toward Ponte Vecchio and the Pitti area—using local know-how and a story that runs from early origins through Renaissance power, including…

Florence moves faster from a golf cart. This private electric golf cart loop through the historic center comes with an audio guide so you get stories while you glide past the highlights. I like that it turns the classic first-look…

Michelangelo’s David hits harder with context. This small-group Accademia tour is built to get you inside fast with timed entry, then walk you through the collection in a way that makes the art feel connected instead of random. I especially…

A horse, a winery, and medieval stone. This full-day Florence outing mixes a gentle horseback ride through vineyard country with time in San Gimignano and a winery lunch built around Chianti tastings. If you’re picturing a ride with only perfect…

Lucca can be a lot, in the best way. This bike-and-map format is a simple way to see the city’s big sights without joining a slow, stop-and-go group. You ride your own loop around the historic core, using the provided…