Tuscany Wine Tours From Florence

The Chianti hills start less than an hour south of Florence, and a day of cellar doors there needs no car and no designated driver. We compared five wine tours that leave the city, from a small-group tasting at two estates to a Vespa ride and a hill-town day with lunch. Each one comes with its price and its catch.

  • Harvest around September and OctoberSpring brings green vines and mild days; the cellars stay open through the winter
  • A half day leaves the evening freeThe shortest tours run about 4.5 hours, so you can still have dinner in Florence

In a hurry? Our top pick is Prestige Rent's small-group wine tasting: ~$101 a person for about 4.5 hours, two Chianti Classico estates and at most 25 guests. It scores 4.9 from 8,500+ reviews on Viator. Book it here.

Compare all 5 tours

If you only have a minute

Which Tuscany wine tour from Florence should you book?

Say a friend with one free day in Florence asked us which wine trip to take. Over an espresso near Santa Maria Novella, this is what we would tell them.

Honestly? For most people, the best wine tour from Florence is Prestige Rent's small-group tasting, from ~$101. It holds 4.9 from 8,500+ reviews on Viator, caps the group at 25 and pours at two Chianti Classico estates. Just don't expect a sit-down lunch, because the food is a tasting board of cheese, salami and bruschetta.

Want a proper lunch and a third winery? Towns of Italy's wine and olive oil trail costs ~$99. The same company runs a Vespa tour through Chianti from ~$119 per vehicle. Ciao Florence's coach trip is the cheapest at ~$55, and Gray Line Florence folds a winery lunch into a day with Siena and San Gimignano for ~$79.

None of them lists hotel pickup, and the wineries change from day to day. Check what each tour really costs and where it starts, see how long each day runs, then read the small print we pulled out before you pay.

Our pick

The wine tour we would book: Prestige Rent

It has the biggest pile of strong reviews of the five, a small group and a morning that leaves your afternoon free. The price buys tastings rather than a three-course lunch, and that is its weakness for some.

An arched glass door at a Chianti winery opening onto a terrace above green vineyard rows Our pick

Small-Group Wine Tasting Tour to Tuscany, Prestige Rent

★★★★★ 4.9 from 8,500+ reviews on Viator · free cancellation up to 24 hours before

You meet at Piazzale Montelungo, the coach area beside Santa Maria Novella station, and climb into an air-conditioned minibus. Your English-speaking driver doubles as the guide and talks through the landscape on the 45-minute drive into the Chianti Classico area.

The first estate takes you through its cellars and pours three wines with its own olive oil. A short drive later, the second estate does the same, then sets out cheese, salami, cold cuts and bruschetta to go with more wine and oil. The listing counts six wines and oils in all.

The reds are Sangiovese-based Chianti. Depending on the estate and the time of year you may also taste a rosé or a white, but the listing does not promise one. The whole trip takes about 4.5 hours on GetYourGuide and 4 hours 45 minutes on Viator.

Duration
About 4.5 hours, back in Florence for the afternoon
Wineries
Two Chianti Classico estates with cellar tours
Group
Up to 25, or a semi-private option for up to 8
Transport
Air-conditioned minibus with a driver and guide
Departure
Piazzale Montelungo by the station; no hotel pickup
Food
Olive oil, cheese, salami, cold cuts and bruschetta
Limits
Age 12 and up, English only; not wheelchair accessible
Cancellation
Free up to 24 hours before
Price per person from ~$101 Small group · 2 estates · tasting board

Live availability and prices on GetYourGuide

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How the day runs, step by step

This is the order the listing gives. The estates you visit can change from one day to the next.

In Florence

  • Meet at Piazzale Montelungo, next to Santa Maria Novella station
  • About 45 minutes by minibus into the Chianti Classico hills, with commentary

In the Chianti hills

  • First estate, about 1.5 hours: the cellars, then three wines and olive oil
  • Half an hour to the second estate
  • Second estate, about 1.5 hours: cellars, wines and oils with a tasting board
  • Back to Piazzale Montelungo, about 4.5 hours after the start

What the price covers

The fare pays for the minibus, the guide and two tastings with food. A full lunch and the ride to the station are up to you.

Included
  • Air-conditioned minibus and driver-guide
  • Guided visits to two wine estates
  • Wines and olive oils at both, with local food at the second
Not included
  • Hotel pickup and drop-off
  • Extra food and drinks
  • Tips
  • Bottles you decide to buy

Between us, before you go

Eat breakfast before you leave. Reviewers mention a 9 am start, and six pours before noon land harder on an empty stomach. Nobody minds if you leave half a glass.

Vegetarian and gluten-free boards are possible, but only if you ask when you book. Luggage can ride on the bus, which helps on a check-out day. Where every tour starts maps both meeting points.

Why it beats the bigger coaches

Evidence and size. More than 13,000 reviews across the two sites average 4.9, and the listing caps the group at 25 where many coach tours run with 50 or 60. Minibus or big coach goes into the difference.

What you give up is a long lunch. The trail with three wineries and a three-course meal fills a whole day, and that is the one thing this morning does not try to offer.

Who we would not send on it

Travelers who want a sit-down Tuscan lunch, who will be happier on the wine and olive oil trail. Wine buffs after deep technical detail, since a few reviewers found the explanations light. And families with young children, because the minimum age is 12.

Book it if

You want a relaxed, well-run morning of Chianti tasting with a small group, then the rest of the day in Florence. It suits first-timers, couples and anyone who cares more about good pours and views than a long menu.

Skip it if

Ready for the hills?

The tour is on Viator (4.9 from 8,500+ reviews) and on GetYourGuide (4.9 from 4,700+). Both let you cancel for free up to 24 hours before, so you can wait for the forecast before you commit.

The seasons and the day

When to go, and how long a Chianti wine tour from Florence takes

Every tour on this page heads for the same hills south of Florence. The choices are how long you are out, how you travel and whether lunch is part of it.

Style · a half day of tastings

Back in Florence for the afternoon

Prestige Rent, Ciao Florence

4.5–6.5 htwo wineries, a tasting board, then the drive back

Two estates with cellar visits and food to go with the wine, but no sit-down lunch. The small minibus and the big coach differ more in group size than in what you taste.

Style · a full day out

Lunch at a winery, and more on the way

Wine and olive oil trail, Vespa tour, Siena and San Gimignano

5–11 ha meal at an estate, plus an oil mill, a ride or two hill towns

A proper Tuscan lunch with wine at the table, and something else around it. The longest of these is mostly a sightseeing day with one winery in the middle.

The Chianti hills and the weather in Florence through the year

  • How lively the vineyards are, roughly
  1. Jan11°C high52 °F

    Bare vines, quiet cellars, cold mornings

  2. Feb13°C high55 °F

    Pruning time, few visitors

  3. Mar16°C high61 °F

    The first buds, changeable weather

  4. Apr20°C high68 °F

    Fresh green hills, Easter weeks fill up

  5. May24°C high75 °F

    Long, mild days in the vines

  6. Jun29°C high84 °F

    Warm and busy, book ahead

  7. Jul32°C high90 °F

    Hot afternoons, a morning tour helps

  8. Aug32°C high90 °F

    The hottest weeks, grapes ripening

  9. Sep27°C high81 °F

    Harvest begins, the liveliest weeks

  10. Oct21°C high70 °F

    Late harvest, autumn color, new olive oil

  11. Nov15°C high59 °F

    Fresh oil at the mills, rain likely

  12. Dec11°C high52 °F

    Short days, cellar tastings indoors

Temperatures are rough daytime highs in Florence; the hills run a little cooler. The bars are our opinion of how much is happening in the vineyards, not a measurement, and harvest dates move with the weather. Highlighted months are the ones we would pick. The best time in detail.

How each tour spends the day

  • On the road
  • Wineries, rides and towns
  • Longer on one partner or option

Total hours come from the listings; the split between the road and the stops is our rough estimate from the itineraries. Prestige Rent lists 4.5 hours on GetYourGuide and 4 hours 45 minutes on Viator, and the Vespa tour runs 6 hours on one site and 6.5 on the other.

  1. The meeting pointThree tours gather at Piazzale Montelungo by Santa Maria Novella station, the two Towns of Italy tours at Via dei Vagellai near Santa Croce. None includes hotel pickup. Both meeting points.
  2. The drive southFrom the city it takes 45 minutes to an hour to reach the first estate, with commentary on the way. A minibus or van climbs the narrow lanes more easily than a coach. Minibus or coach.
  3. The cellars and the glassesEach winery shows you its cellar or vineyard before the tasting. Pours are small, food comes with them, and spitting or leaving a glass is normal. What you are tasting.
  4. The shop and the ride homeMost estates sell bottles and can ship a case. Decide before the last stop how much you can carry or send. Buying and shipping wine.

On a tight budget? Ciao Florence's coach trip at ~$55 visits two wineries with a tasting board, with the biggest group of the five.

How to choose

How to pick the right Chianti wine tour

The hills are the same on all five. What differs is how many people share your table, what is served with the wine and how much of the day it takes.

Group size

Up to 25 on our pick, 20 on the oil trail and 15 on the Vespa ride. The two coach tours carry far more, around 40 to 50. What a small group changes.

Lunch or a tasting board

The oil trail, the Vespa tour and the hill-town day include a sit-down meal. Our pick and the budget coach serve bread, cheese, salami and oil with the wine. Half day or full day.

How you travel

A minibus, a Mercedes van, a coach, or your own Vespa, scooter or small electric car. Riding needs a license and some experience. Who should ride.

Budget

From ~$55 on the Ciao Florence coach to ~$119 per vehicle for the Vespa tour, with tips and bottles on top. Every price in one table.

Who is coming

Age limits run from 12 to 18 depending on the tour, and under-18s get soft drinks by Italian law. Kids, teens and non-drinkers.

Hill towns too

Only the Gray Line day adds San Gimignano and Siena, at the cost of less wine and a long coach ride. Wine plus Siena in one day.

Everything else to do in Florence

The 5 tours

Five ways into the Chianti hills, side by side

We read the Florence wine tour listings on both booking sites and kept one of each kind of day. Each card gives the price and the length next to the tour company's name. It also names the catch, with a button for each site that sells it.

Four guests raising glasses of wine at a tasting table in a Chianti winery Our pick

Small-Group Wine Tasting Tour to Tuscany, Prestige Rent

The one we would book for a well-run morning of Chianti.

About 4.5 hours by air-conditioned minibus from Piazzale Montelungo to two Chianti Classico estates. Both show you their cellars before pouring, and the second sets out cheese, salami, cold cuts and bruschetta with the wines and olive oils.

  • Rating4.9 from 8,500+ on Viator, 4.9 from 4,700+ on GetYourGuide
  • DurationAbout 4.5 hours
  • Tour companyPrestige Rent
  • Free cancellationUp to 24 hours before
  • StrengthsGroup of 25 at most; the strongest record here; a free afternoon
  • Ideal forFirst-timers and couples

Good to know: A tasting board, not a lunch, and no hotel pickup. Minimum age 12, English only. A semi-private option for up to 8 costs more. Minibus or coach.

~$101per person
Three women tasting wine around a barrel table in a winery shop lined with bottles Lunch and oil mill

Great Chianti Wine and Olive Oil Trail with Lunch, Towns of Italy

Three wineries, a mill and a long lunch in one day.

A Mercedes van takes up to 20 guests to three Chianti wineries and an olive oil mill at a historic estate. Lunch is three Tuscan courses at a boutique winery, and there is a stop in Greve in Chianti. The listing says a sommelier explains how to judge a glass.

  • Rating4.8 from 300+ on GetYourGuide, 4.7 from 900+ on Viator
  • Duration5–7 hours
  • Tour companyTowns of Italy
  • Free cancellationUp to 24 hours before
  • StrengthsA sit-down lunch; the oil mill; three tastings
  • Ideal forFood lovers with a whole day to give

Good to know: Some reviewers found the pace rushed and the shops pushy, and one found the van cramped. The meeting point is near Santa Croce, not the station. Half day or full day.

~$99per person
A couple beside white Vespa scooters on a grassy hill above the Tuscan countryside Ride yourself

Chianti Vespa Tour with Wine and E-Car Option, Towns of Italy

Your own Vespa on the back roads, lunch at a winery.

A van takes you out of Florence for a safety briefing and a practice ride. Then you follow a guide for about 35 km (22 miles) on quiet roads through Impruneta and the Chianti hills, with a support van behind. A double Vespa, a scooter or a small electric car are the other options.

  • Rating4.8 from 1,900+ on Viator, 4.8 from 1,100+ on GetYourGuide
  • Duration6–6.5 hours
  • Tour companyTowns of Italy
  • Free cancellationUp to 24 hours before
  • StrengthsThe ride itself; a group of 15 at most; a winery meal
  • Ideal forConfident riders and couples on one Vespa

Good to know: Drivers need to be 18 or over with a valid license and some scooter experience, and an unsafe rider can be moved to the van with no refund. Traffic near Florence is real. Who should ride.

~$119per vehicle
A traveler with arms spread wide in a sunny row of Chianti vines Lowest price

Chianti Wineries Tour with Wine Tasting, Ciao Florence

The cheapest seat into Chianti, with two full winery visits.

A coach with air conditioning and Wi-Fi leaves Piazzale Montelungo for two Chianti wineries, about 80 minutes at each. The first pours 3–4 wines with bread, oil, balsamic and salami; the second pours up to three more, with free time in the vineyards.

  • Rating4.5 from 11,900+ on GetYourGuide, 4.5 from 2,900+ on Viator
  • Duration5–6.5 hours
  • Tour companyCiao Florence
  • Free cancellationUp to 24 hours before
  • StrengthsLowest price; the most reviews; bottles shipped from the cellar
  • Ideal forBudget travelers who want the classic day

Good to know: A big coach of up to 43, split in two at the wineries. Friends who book separately may ride different buses, and luggage is not allowed. Prices compared.

~$55per person
Guests holding glasses of red wine at a lunch table in a stone-walled winery Hill towns too

San Gimignano, Siena and Chianti Wine Tasting with Lunch, Gray Line Florence

Two famous towns and a winery lunch in one long day.

A coach day of about 11 hours with roughly two hours free in San Gimignano. Then comes a Chianti winery with a cellar visit, three wines and a three-course lunch, and an afternoon in Siena. From April to October it also stops at the walled village of Monteriggioni.

  • Rating4.6 from 4,400+ on GetYourGuide
  • DurationAbout 11 hours
  • Tour companyGray Line Florence
  • Free cancellationUp to 24 hours before
  • StrengthsSiena and San Gimignano without a car; lunch with wine
  • Ideal forFirst visits to Tuscany with one free day

Good to know: Wine is one stop of four, and the guided walk and cathedral in Siena come only with the option that includes them. Sold on GetYourGuide only. Wine plus Siena.

~$79per person

Honest note: the GetYourGuide and Viator buttons are affiliate links. Booking through them sends us a small commission and costs you nothing extra. It never decides which tour we recommend.

Before you go

Eight things about Chianti wine tours that no listing puts in big letters

None of these sits at the top of a booking page. Each one can decide whether your day ends with a happy glow and a case on its way home, or a headache and a missed bus.

What you should know

  1. Nobody picks you up. None of the five lists hotel pickup. Two meeting points are a 20-minute walk apart, so check yours on the voucher. Both meeting points.
  2. The wineries are not fixed. Listings promise a type of estate, not a name, and reviewers on the same tour name different ones. Book for the format, not for one label. What ends up in your glass.
  3. The same trip, two prices. Our pick costs a little less on GetYourGuide than on Viator, and the budget coach is cheaper on GetYourGuide too. Check both buttons before you pay. Every price compared.
  4. Pours are small, and that is fine. Six to eight tastes add up over a morning. Eat breakfast, drink water between stops and leave what you don't love. Pacing a full day.
  5. The Vespa price is per vehicle. One rider or two on a double Vespa changes the sum, and drivers need a license and some practice. Who should ride.
  6. Age rules differ. Our pick takes no one under 12, and Vespa drivers must be 18. Under-18s are served soft drinks by Italian law. Kids, teens and non-drinkers.
  7. Shipping is possible, not free. Most estates ship cases abroad, but rules and duty depend on your country. Ask the price before the box is taped. Buying and shipping wine.
  8. Tours run rain or shine. A grey day changes the views, not the plan, and cellars are indoors anyway. Free cancellation ends 24 hours before the start. The best months.

Everything in one table

Five Tuscany wine tours, catch included

The five tours side by side. Each row sets the strength of a tour against its catch.

Swipe the table sideways to see all columns →

Tour Ideal for Price Length Group and food Tour company and rating Strength and catch Book
Prestige Rent small-group tasting (our pick) A relaxed half day ~$101per person 4.5 h Up to 25; tasting board Prestige Rent
4.9 on Viator
Small group, two estates, the best record. No lunch, no pickup, age 12 and up.
Wine and olive oil trail Food and wine all day ~$99per person 5–7 h Up to 20; three-course lunch Towns of Italy
4.8 on GetYourGuide
Three wineries and an oil mill. Can feel rushed; tight van seats.
Chianti Vespa tour Confident riders ~$119per vehicle 6–6.5 h Up to 15; winery meal Towns of Italy
4.8 on Viator
You ride the hills yourself. License, 18+, real traffic, little wine for the rider.
Ciao Florence coach trip The tightest budget ~$55per person 5–6.5 h Up to 43; bread, oil and salami Ciao Florence
4.5 on GetYourGuide
Lowest price, two long winery visits. A big coach, the group split in two.
Siena, San Gimignano and Chianti One day, the big names ~$79per person 11 h Coach; three-course lunch Gray Line Florence
4.6 on GetYourGuide
Two hill towns and a winery lunch. One winery only, a long coach day.

All prices are "from" rates in US dollars on the main listing, per person except the Vespa tour, and they shift often, so the booking page has the final say. The Book buttons are affiliate links that help keep this guide free, and your price stays the same.

Who went

Reviews from travelers back from the hills

Travelers who tasted on a sunny morning and some who went on a grey one, on what won them over and what they would do differently.

★★★★★Small group, 2 estates

We picked the small group because I had read about coaches with fifty people, and I am glad we did. Our driver talked us through the countryside on the way out, then the first estate walked us through the cellar before pouring three reds and their own olive oil. The second stop had a long table set with cheese, salami and bruschetta, and by then everyone was chatting like old friends. We were back near the station in time for a nap before dinner. If you want deep winemaking detail, ask questions, because the hosts are happy to go further when someone shows interest.

RHRachel H. · Denver, USASunny day
★★★★★Small group, 2 estates

Even as an Italian I learned something about Chianti Classico. Good pours, honest hosts, no hard sell.

MBMarco B. · Turin, ItalySunny day
★★★★☆Small group, 2 estates

Lovely morning and the minibus was comfortable. I only wished we had more time walking in the vines instead of indoors, especially at the first winery. The food at the second stop made up for it.

SKSofie K. · Aarhus, DenmarkGrey or rainy day
★★★★★Small group, 2 estates

Booked the semi-private option for our anniversary. Eight of us, unhurried, easily the best morning of our week in Florence.

DTDaniel T. · Sydney, AustraliaSunny day
★★★★★Small group, 2 estates

I do not drink much, so I worried a wine tour would be wasted on me. It was not. The olive oil tasting was a highlight, the views from the second estate were the reason I came to Tuscany, and nobody minded when I left half a glass. Easy to find the meeting point by the station, too.

PNPriya N. · SingaporeSunny day
★★★★★3 wineries, oil mill, lunch

Three wineries, an olive oil mill and lunch, all in one day, and our driver knew the wines as well as the people pouring them. The oil mill was the surprise for me; I never knew fresh oil could taste peppery like that. We had lunch at the second estate with wine at the table, then a short stop in Greve for a gelato before the last tasting. It is a full day and the pace picks up toward the end, so eat a decent breakfast and pace yourself at the first pour.

JWJames W. · Edinburgh, UKSunny day
★★★★☆3 wineries, oil mill, lunch

Wonderful wines and a great guide, but the van seats were tight for long legs on the winding roads. Ask for a front seat if you can.

LCLucía C. · Madrid, SpainGrey or rainy day
★★★★★3 wineries, oil mill, lunch

The lunch alone was worth booking: three courses with the estate's own wine. Our group of twelve felt like a dinner party.

HAHannah A. · Boston, USASunny day
★★★★★Vespa or e-car, winery meal

I have ridden scooters for years, and this was still one of the best rides I have done. They give you a proper briefing and a test lap before anyone leaves, and a guide rides in front with a van behind. The first stretch near Florence has real traffic, so it is not for a nervous rider, but once you reach the back roads it is olive groves, cypresses and very little else. Lunch at the winery came with a tasting, and as the rider I kept it to a few sips, which was the right call.

TRTom R. · Auckland, New ZealandSunny day
★★★★★Vespa or e-car, winery meal

My husband drove the double Vespa, I sat behind with the camera. Perfect split of jobs.

CFClaire F. · Lyon, FranceSunny day
★★★★☆Vespa or e-car, winery meal

Took the electric car because I do not ride two-wheelers. Fun and easy to drive, but bring layers: it has fans, not air conditioning, and the morning was cold. Great winery lunch at the end.

BGBen G. · Chicago, USAGrey or rainy day
★★★★★Budget coach, 2 wineries

Two wineries for the price of a museum ticket and a lunch. Big coach, but well organized and on time.

YMYuki M. · Osaka, JapanSunny day
★★★★★Budget coach, 2 wineries

This was the cheapest Chianti tour we found and we did not expect much, but both wineries took us through the cellars and out into the vineyards before pouring. The first tasting came with bread, oil, balsamic and salami, which is enough to keep you steady. The coach was full and they split us into two groups at each winery, so it never felt crowded at the tasting tables. We bought a box of wine at the second stop and had it shipped, which they arranged on the spot.

OROlivia R. · Toronto, CanadaGrey or rainy day
★★★★☆Budget coach, 2 wineries

Good value, nice wines, but book together if you travel as a group: my friends booked separately and ended up on another bus.

KPKasia P. · Kraków, PolandSunny day
★★★★★Hill towns, winery lunch

One day for San Gimignano, Siena and a winery lunch. Long, but the only way we could fit Tuscany in.

AMAhmed M. · Dubai, UAESunny day
★★★★★Hill towns, winery lunch

We had one free day in Florence and wanted to see the hill towns and taste some Chianti, and this did both without us having to rent a car. San Gimignano gave us about two hours on our own, then lunch at a farm winery with three courses, three wines and cantucci to finish. Siena was the highlight for me, though it is a long day on the coach and you will be tired by the drive back. If wine is your main reason to go, a pure winery tour pours more.

GSGreta S. · Hamburg, GermanyGrey or rainy day

Back from the hills?

Help the next traveler choose

How did your day in the Chianti hills go, and which glass stayed with you? The great pours and the rushed stops both help someone else decide.

Stars out of five
The weather that day

At least 40 characters, 40 to go

Glasses ready

Book Prestige Rent for your Chianti morning

If you have one morning to give to the Chianti hills, we would book Prestige Rent's small-group tasting. Two estates, their cellars, their oil and a board of local food, and you are back in Florence before the afternoon is out.

Cancelling is free until 24 hours before, which leaves room to watch the forecast. Eat breakfast, wear shoes for gravel paths and leave space in your bag for a bottle.

~$101

per person · about 4.5 hours · from Piazzale Montelungo

  • ✓ Free cancellation up to 24 hours before
  • ✓ Group of 25 at most
  • ✓ Two Chianti Classico estates
  • ✓ Wines and olive oils with local food

Good to know

What Chianti is, and what you are tasting

Five minutes of reading makes the labels, the cellars and the black rooster on the bottle much easier to follow.

Chianti is the hill country between Florence and Siena, a patchwork of vineyards, olive groves, woods and small stone villages. Its wine, Chianti, is made mainly from the Sangiovese grape. That is why every tour on this page drives south rather than north.

01Chianti and Chianti Classico

Chianti Classico comes from the historic heart of the area, roughly between the two cities, and carries a black rooster on the neck of the bottle. Plain Chianti comes from a wider area around it. How to read the label.

02The grape behind it

Sangiovese gives red wines with bright acidity and cherry flavors, which is why they suit the salami and cheese served at tastings. Some estates blend in other grapes.

03The oil next to the wine

Most Chianti estates also press olive oil from their own trees, and tastings pour it on bread. The new oil of late autumn can taste green and peppery. When the oil is fresh.

The moment most people remember is not a famous label but a cool cellar, a wooden table and the host pouring something made a few steps away.

04Greve and the wine villages

Greve in Chianti, with its arcaded square, is the best-known village on the Florence side. The olive oil trail stops there between tastings.

05Supertuscans

Supertuscans are Tuscan reds made outside the traditional rules, often with grapes such as Cabernet or Merlot. The semi-private version of the oil trail focuses on them. The smaller-group options.

06Why the tours avoid a fixed winery

Estates take groups on set days, close for the harvest or host weddings, so operators rotate between partners. Reviews of one tour name several wineries for that reason. Buying from whichever estate you like and where you set off are worth reading first.

45 minFrom Florence to the first estate on our pick

5Tours compared on this page

25Most guests on our pick's small-group option

24 hFree cancellation before every tour

Traveling with children or a friend who doesn't drink? Our guide Kids, teens and non-drinkers sets out the age rules on each tour.

Questions and answers

Frequently asked questions about Tuscany wine tours from Florence

Fourteen questions we hear again and again, with the full answer.

How much does a Tuscany wine tour from Florence cost?

The five tours on this page start at ~$55 per person with Ciao Florence. The wine and olive oil trail costs ~$99, the hill-town day ~$79 and our pick ~$101. The Vespa tour is ~$119 per vehicle. Every price and extra is in our cost guide.

Which Chianti wine tour from Florence should I pick?

For most visitors, Prestige Rent's small-group tasting, because of its 4.9 from 8,500+ reviews on Viator and a group of 25 at most. If you would rather have a long lunch, the Towns of Italy trail is the natural alternative. Riders should look at the Vespa tour.

When is the best time for a wine tour in Tuscany?

In our view, April to May for green hills and mild days, and September to October for the harvest. Summer works with a morning tour, and winter is quiet but the cellars stay open. The best time in detail.

Which wineries will I visit?

The listings do not fix them. Operators rotate between partner estates in the Chianti area, so two people on the same tour can visit different wineries. Book for the format and the group size rather than for one name.

How long are the tours?

About 4.5 hours on our pick, 5 to 6.5 hours on the budget coach, about 6 hours by Vespa, 5 to 7 hours on the olive oil trail and about 11 hours on the hill-town day.

Where do the tours leave from?

Prestige Rent, Ciao Florence and Gray Line meet at Piazzale Montelungo, beside Santa Maria Novella station. The two Towns of Italy tours meet at Via dei Vagellai near Santa Croce. Both meeting points.

Is hotel pickup included?

Not on any of the five. You walk or take a taxi to the meeting point. Both are central, and most hotels in the historic center are within a 20-minute walk of one of them.

Is lunch included?

On three of them. The olive oil trail and the hill-town day serve three courses, and the Vespa tour ends with a Tuscan meal. Our pick and the budget coach serve bread, cheese, salami and oil with the wine instead.

Can children come on a wine tour?

On some. Our pick takes no one under 12, Vespa passengers must be 13 and drivers 18. On the olive oil trail under-18s are welcome but are served soft drinks, as Italian law requires. Kids, teens and non-drinkers.

Do I need a license for the Vespa tour?

Yes. Drivers must be 18 or over, show a valid license on the day and already know how to ride a scooter. If you do not ride, you can sit behind someone on a double Vespa or drive the small electric car. Who should ride.

How much wine will I drink?

Tasting pours are small. Our pick lists six wines and olive oils across two estates, and the budget coach pours three or four at the first stop and up to three at the second. Leaving a glass unfinished is normal.

Can I buy wine and ship it home?

Usually, yes. The budget coach's listing says you can buy by the bottle or the box and have it shipped. Costs and customs rules depend on your country, so ask before you pay. Buying and shipping wine.

Can I see Siena on a wine tour?

On the Gray Line day, which adds San Gimignano and Siena to one winery with lunch. The guided walk and the cathedral visit in Siena come only with the option that includes them. Wine plus Siena in one day.

Can I cancel for free?

Yes, on every listing we read, up to 24 hours before the start, but confirm it on yours at checkout. The tours run rain or shine, so bad weather alone is not a reason the operator cancels.

Read before you travel

Guides to a day in the Chianti hills

Ten questions that keep coming up, each with the long answer instead of the short one.