San Gimignano · Small group from Florence

The Tuscan Explorer

For travelers who want to discover the real Tuscany — the one behind the postcards — in a single day.

See Dates & Prices →
Max 8 guests· Mercedes van· Hotel pickup included
★★★★★ 4.9 · verified reviews on GetYourGuide & Tripadvisor
David, your Tuscan host, in front of the towers of San Gimignano
David
Born in Florence · your host for the day
Licensed tour operator ◆ Free hotel pickup Secure payments ◆ Free cancellation 24h

Who it's for

A day for people who came here to feel Tuscany — not photograph a queue.

This is for you if…

  • You want the real Tuscany, not the highlight-reel version
  • You'd rather share the day with a few people than fifty
  • You value your time in Florence and don't want to waste a day
  • You want a host who actually talks to you

It's not for you if…

  • You're fine on a 50-seat bus behind a raised umbrella
  • You like 20-minute stops and a 7 a.m. meeting point
  • You want the cheapest ticket, whatever the day looks like
  • Standing in line is your idea of a vacation

The day

Eight hours. One perfect Tuscan day.

Your host welcoming guests outside a Florence hotel for the Mercedes van pickup
Morning · Florence

Hotel pickup, Mercedes van Free · Included

No pre-dawn alarm. No hunting for a meeting point on a map. No standing on a curb with fifty strangers, waiting.

Your host pulls up right outside your hotel in a Mercedes van — and the day starts the moment you sit down.

Rolling Tuscan hills and vineyards on the drive from Florence to San Gimignano
On the road

Into the Tuscan countryside

On a big tour, the drive is dead time — a transfer to survive between stops.

Here the drive is the experience: honey-colored hills, cypress rows, stories from someone who grew up in them.

The medieval towers of San Gimignano in the early Tuscan light
San Gimignano

Arrival in the town of towers

By midday San Gimignano is a river of tour groups. Most operators arrive right into it.

We time it so the piazzas still feel like they belong to you — medieval towers, quiet stone, morning light.

Artisan gelato at Gelateria Dondoli in San Gimignano, two-time World Gelato Champion
The best in the world

Gelato tasting, Gelateria Dondoli World Champion

There's a line down the street — because this is the shop of a two-time World Gelato Champion.

You skip the line and taste the flavors that made it famous, straight from the counter.

Yours

Free time in the town

Scripted tours march you from photo to photo and never let you breathe.

Time to wander on your own — a viewpoint, a shop, a coffee. Your day, not a schedule.

Hands-on tradition

Pecorino masterclass with Paolo Piacenti Optional add-on

A "cheese stop" on most tours means two cubes on a toothpick and back on the bus.

At Forme d'Arte you taste 9–10 pecorini — fresh, aged, herb-infused — in a real masterclass with the cheesemaker. Add it to your day.

Add the pecorino masterclass +€40
Wine tasting at the family cellar of Tenuta Torciano in Tuscany
The family cellar

Wine tasting, Tenuta Torciano

Big operators drop you in a warehouse tasting room built to process bus after bus.

You sit in a family cellar for up to 8 wines — Chianti and Vin Santo among them — paired with local appetizers. Someone who makes the wine pours it.

Late afternoon · Florence

Back to Florence, dropped at your door

Tired tours dump you at a random square and leave you to find your way home.

We bring you right back to your hotel by mid-afternoon — the evening in Florence still ahead of you.

What a day like this is worth

Before the price, look at the alternatives.

Do it yourself

Private van & driver

≈ €1,000
per day, on average
  • No tastings
  • No cheese masterclass
  • No family cellar access
  • Every reservation is on you
Big-bus group tour

The cheap ticket

€40–70
per person
  • Up to 50 people
  • 20-minute stops
  • 7 a.m. meeting point
  • A recording, not a host
The Tuscan Explorer

Your day, done right

€249 €199
per person · everything below included
  • Max 8 guests, ever
  • Hotel pickup & drop-off
  • Gelato tasting & family wine tasting
  • Taxes, insurance, no hidden fees
  • Optional pecorino masterclass add-on
Check availability →

Why us

Three differences you'll feel all day.

8

A few people, never a crowd

Max eight guests. No flag, no headset, no losing your host in a sea of strangers.

It feels like traveling with friends who happen to know Tuscany.

0

Zero steps to a meeting point

The others make you find them. We come to your door and drop you as close as the law allows.

You spend your energy on the day, not on the logistics.

Real producers, not tourist traps

A World-Champion gelato maker, an artisan cheesemaker, a family winery — people who let us in the door.

You taste the Tuscany that locals keep for themselves.

Book your date

Pick a day. We'll handle the rest.

Popular weeks fill first. Free cancellation up to 24 hours before.

Loading live availability… If the calendar doesn't appear, open the booking window →
Book The Tuscan Explorer — €199

What guests say

★★★★★ 4.9 from travelers like you

★★★★★
John · 🇺🇸 United States
April 2026 · GetYourGuide

"Gabriele was an amazing host!!! Very informative and able to answer whatever questions you threw at him. Excellent driver and extremely courteous. 5 star, you will not be disappointed!"

★★★★★
Jennifer · 🇦🇺 Australia
May 2026 · GetYourGuide

"Fantastic — David arrived right on time, and the drive up to San Gimignano was smooth and easy. We had a lovely cheese tasting in the town centre, then a gorgeous spread of local specialities at the winery. Highly recommend for anyone looking for a day trip out of Florence!"

★★★★★
Ashley · 🇺🇸 United States
May 2026 · GetYourGuide

"A true highlight of our trip to Italy! Making and tasting pecorino was so wonderful, and we ended the day with a wine tasting in the hills. Thoughtful care and the perfect energy for our family. Highly recommend!!"

★★★★★
Brad · 🇺🇸 United States
2024 · GetYourGuide

"We never felt rushed and he took us to places that made us feel very welcome. The tour of San Gimignano was incredible, and the wine tasting was such a cool experience. He even helped us with a hard-to-get dinner reservation on the way back."

★★★★★
Salma · 🇨🇦 Canada
Feb 2026 · GetYourGuide

"One of the true highlights of my stay in Florence and Tuscany. I highly recommend this to anyone who loves poetic Chianti landscapes, great cheeses, flavored olive oils, and exceptional wine…"

Good to know

Questions, answered.

Right at your hotel or apartment door in central Florence, in the morning. No meeting point to hunt for, no standing around. We confirm the exact time when you book.

Comfortable shoes for cobblestones, and an appetite. Everything else is handled.

None. Come as you are. Smart-casual feels right for the wine tasting, but nobody will check.

Gentle. San Gimignano is small and we drop you as close as the law allows. Expect cobblestones and a few slopes, always at your pace.

The whole day. One real Tuscan host, with your small group from pickup to drop-off — never a recording, never a crowd of eighty.

Yes — a real Tuscan host who speaks English, in a group small enough to actually have a conversation.

Often, yes. Tell us what you need when you book and I'll get back to you as soon as possible with the best plan for your day.

Cancel up to 24 hours before your tour for a full refund. Plans change — we get it.

Securely online at checkout. All major cards, Apple Pay and Google Pay accepted.