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Tuscany: Vineyards, Siena and Long Table Dinners

Sightseeing
4.8 · 47 reviews

Tuscany: Vineyards, Siena and Long Table Dinners

Six days between Florence, Siena and the hills of Val d Orcia, all from one base.

Toskánsko, Italy 6 days / 5 nights max people 16

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Days6
Group sizemax 16
DifficultyEasy
TransportCoach
BoardHalf board

Tuscany can be crossed in three days and leave you with nothing. We chose the opposite: five nights in one place, at a family farmhouse near Certaldo, twenty minutes from the motorway and eight kilometres from the nearest supermarket. You unpack once. Every morning we leave at half past eight, and in the evening you come back to a terrace where the long table is already set.

The first big day belongs to Florence. Our Uffizi tickets are booked for 9:15, so you skip the queue that in summer stretches across the whole square. The afternoon is free and most of the group ends up on Ponte Vecchio and later at Piazzale Michelangelo for sunset. Siena is a different animal. Smaller, darker, medieval down to the last stone. On Piazza del Campo we sit on the paving like everyone else while our guide Katarína explains why horses race between spectators there twice a year.

Two afternoons are spent with winemakers. The first, Alessandro near Panzano, has been making Chianti Classico for thirty years and runs the tasting in a cellar kept at 14 degrees, so bring a sweater even in July. The second day we drive to Montalcino for Brunello. The tasting comes with lunch, not instead of it. The coach ride from Slovakia is long, roughly fourteen hours, which is why we leave on Thursday evening and you sleep through most of it. We are back early on Wednesday. The group is sixteen people at most, so nobody gets lost in the lanes and restaurants seat us at one table. We have run this tour eleven times in four years and reshaped it around what people said was missing. That is why Florence has a free afternoon and why we skip the museum in Siena. Nobody wanted it.

What you will see

  • Uffizi entry booked for 9:15, no standing in line
  • Five nights at one farmhouse near Certaldo, no daily repacking
  • Chianti Classico tasting with Alessandro in Panzano and Brunello in Montalcino
  • Siena, including the Palio explained on Piazza del Campo itself
  • Home cooking by our host Loredana, five courses at a shared table
  • A free afternoon in Florence with nothing scheduled
Day1

Departure from Turzovka, overnight drive

We meet at 18:30 by the bus station in Turzovka, with pickups in Žilina, Trenčín and Bratislava. The route runs through Austria and Slovenia with two longer stops for coffee and stretching. The coach has blankets and pillows and the seats recline. You sleep on the way.

Day2

Arrival, San Gimignano and check in

We have breakfast already in Tuscany. First stop is San Gimignano with its fifteen surviving towers, which we cover in two hours including a gelato on Piazza della Cisterna from a shop that has twice won the world championship. Check in follows in the afternoon, with the first shared dinner at seven.

Day3

A full day in Florence

We leave at 8:15, park near the station and continue on foot. The Uffizi slot is 9:15 and the visit takes two and a half hours. Then the Duomo, the Baptistery and Ponte Vecchio. From two you are free until 18:30. Katarína will point you to three trattorias where lunch costs under fifteen euros.

Day4

Chianti and Panzano

A slow day. We drive the SS222 through the Chianti hills and stop for photographs above Greve. At eleven we are at Alessandro cellar for a tour and a tasting of four wines with olive oil and pecorino. The afternoon covers Greve in Chianti and we are back by five, with the rest of the day by the pool.

Day5

Siena and Val d Orcia

The morning is Siena: the cathedral with its inlaid marble floor and Piazza del Campo. After lunch we cross the Val d Orcia, stopping at the Vitaleta chapel and at the row of cypresses you know from calendars. The last stop is Montalcino, where a Brunello tasting comes with a late lunch at the Bartoli family estate.

Day6

Pisa and the road home

After breakfast we pack and drive to Pisa. The leaning tower, the Baptistery and an hour for lunch. At one we set off home via Milan and Austria. We reach Turzovka around three in the morning, and we will give you a tighter estimate the day before based on traffic.

What is included

  • Air conditioned coach from Turzovka and back
  • Five nights at a farmhouse, twin rooms with private bathroom
  • Half board: breakfast and five course dinners except the Florence day
  • Slovak guide throughout the tour
  • Uffizi ticket with a reserved time slot
  • Two wine tastings including food
  • Full travel insurance

Not included

  • Lunches and drinks outside the tastings
  • Tuscan city tax, roughly 2 EUR per person per night, paid locally
  • Climb to the Duomo dome in Florence (30 EUR, must be booked ahead)
  • Climb of the leaning tower in Pisa (20 EUR)
Date tour.price Available
18 Apr 2026 – 23 Apr 2026 €589 4 seats left Book now
21 May 2026 – 26 May 2026 €619 9 seats left Book now
10 Sept 2026 – 15 Sept 2026 €619 12 seats left Book now
8 Oct 2026 – 13 Oct 2026 €569 16 seats left Book now

About eight kilometres a day in Florence and five in Siena. The ground is flat but cobbled, so trainers yes, thin soled sandals rather not. If you need a break you can sit down for a coffee and rejoin the group at an agreed point.

We will not pretend it is like your own bed. The coach has reclining seats, blankets and a toilet, and we stop every three hours. Most people manage five or six hours of sleep, which is exactly why day two is deliberately gentle. If you would rather not risk it, we can quote a flight to Florence instead.

Yes, just note it on the booking form. Loredana cooks meat free menus without any fuss and gluten free too, but she needs at least a week of notice. At the tastings the salami and cheese can be swapped for vegetables and bread.
from €689 €589 / person You save €100
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