A small, intimate
Tasting Experience
in Tuscany — small group or private tour
A small, intimate tour exploring 2 old wineries in Chianti! Live a memorable wine experience in Tuscany with charming views over the countryside.
from €89≈ $103 · £76Other currencies at today’s rate — you are charged in euro
- Location:
- Florence
- Duration:
- 5 hours
- Time:
- 9:00am or 2:30pm
- Language:
- English
- Tour type:
- Small group tour
- Group:
- Max 25 (or 8 semiprivate)
- Free cancellation:
- Up to 24 hrs
- Ticket:
- E-ticket on your phone
314 people booked this tour in the last 7 days — 768 guests in total
- Wine tastings included
- Never more than 25 guests



















Why you will remember it
- The Perfect Half-Day Escape: Savor the best of Tuscany in just 4.5 hours—perfect for balancing your day with other Florence sights.
- Intimate “Small Group” or “SemiPrivate”: While others pack 50+ people on a bus, we limit our groups to 25 (or 8 if you choose the Semiprivate option) , for a more relaxed and personal journey.
- Beyond Wine: Taste authentic extra virgin olive oil and rare balsamic vinegar paired with local Tuscan snacks.
- Dual Winery Experience: Compare two distinct estates, from ancient cellars to modern family-run vineyards.
- 100% English Only: No confusing translations. Enjoy clear, engaging storytelling from our expert guides.
- Travel with Confidence: Enjoy free cancellation up to 24 hours and a stress-free meeting point near SMN Station.
The itinerary
Start Your Adventure
Meet your expert guide in Florence and leave the city bustle behind. As we drive 45 minutes into the rolling hills of Chianti, you’ll be introduced to the history and “Black Rooster” legends of Italy’s most famous wine region.
Stop 1: The Ancient Traditions
Our first stop takes you into the heart of a historic estate. Walk through age-old barrels, breathe in the scent of aging oak, and learn the secrets of the winemaking process. Your visit concludes with a guided tasting of premium Chianti wines and fresh olive oil.
Stop 2: Views & Tuscan Flavors
A short, scenic drive leads to our second hilltop estate. Here, the focus is on the nuances between different blends. Put your new skills to the test with a second tasting, perfectly paired with a selection of local specialties: savory salami, aged pecorino cheese, and crispy bruschetta.
Back to Florence
Enjoy the final views of vineyards and olive groves as we head back to Florence, arriving just in time for your lunch (AM tour) or dinner (PM tour).
“The perfect balance of sightseeing and sipping. Book your morning or afternoon departure today and see why this is Florence’s favorite wine escape!”
Small group tour — everything you need to know
Included:
- Option Small group: max 25 people (standard group tours run with 50+ people)
- Option Semiprivate: max 8 people
- Free Cancellation up to 24 hours in advance
- Professional and informative English speaking driver/guide
- Round trip transportation by AC & fully equipped vehicle with free Wi-Fi
- Guided visit of 2 wineries (one includes the visit of the ancient wine cellar)
- Generous tasting of wine, extra virgin olive oil, balsamic vinegar, etc.
- Salami, cured ham, cheese, and bruschetta will pair the second tasting
- Departure from a centrally located meeting point (close to Florence train station)
Not Included:
- Hotel pick-up/drop off
- Gratuities (optional and at your complete discretion)
- Lunch or dinner
Prices below are per person and vary depending on the option selected:
Option SMALL GROUP: MAX 25 PARTICIPANTS
– Euro 89.00 – Adult (18+)
– Euro 79.00 – Youth (12-17)
Infants and toddlers younger than 12 years old are not allowed on this tour.
Option SEMIPRIVATE: MAX 8 PARTICIPANTS
– Euro 129.00 – Adult (18+)
Younger than 18 years old are not allowed on this tour.
Please contact us for alternative options.
Super friendly cancellation policy: free cancellation up to 24 hours prior departure time.
Group size: tour runs with a minimum of 6 participants.
Age: infants and younger than 12 are not allowed on the small group option; the semiprivate option is for adults only (over 18) . Contact us for alternative options.
Activity level: very easy. Limited walking and few stairs.
However, due to uneven surfaces and stairs, the tour is not suitable for people with wheelchairs or walking disabilities.
Driving time: about 45 mins. each way, for a total of 90 mins.
Sightseeing time: approx. 3 hours (1.5 hrs at each winery).
Wines tasted: reds which are typical of the Chianti region (Chianti vintage, Riserva, Super Tuscan, etc.). As a plus, depending on the time of the year, production, wineries, etc. you may also taste some rosé or white wine (not guaranteed).
Dietary Friendly: Vegetarian or Gluten-Free? Just let us know at booking; we’ll ensure your snacks are just as delicious.
Luggage: you can bring your luggage and store it safely on our vehicle during the tour.
Restroom: the bus does not have restrooms, however the longest ride on this tour is approx 45 minutes
Language: the tour is in English only. No confusion with multiple languages
What to wear: tour runs rain or shine, please dress accordingly
Wine Shipping: Fall in love with a bottle? All wineries offer easy international shipping directly to your doorstep.
Travel Safe & Book With Confidence: this tour is covered by our special Book with confidence and travel safe policy
Check-in time:
– 8:45am (if booked for the 9:00am tour departure)
– 2:15pm (if booked for the 2:30pm tour departure)
Late arrivals are considered no show
Meeting point:
Piazzale Montelungo, (Montelungo Square/bus terminal) – opposite the parking lot.
It takes approx. 8 minutes by walk from the Florence Santa Maria Novella Train Station.
If you are not familiar with the area, please allow plenty of time.
Please note: the meeting point is just a bus terminal with no facilities, so if you want a coffee, use the restroom, do it in advance.
How to get there:
Click here for detailed directions to the meeting point
How to recognize your tour:
Look for a red flag/checkin table, with Prestige Rent logo.
If you arrive in advance (good idea!) and you cannot recognize your guide, do not panic: your guide will be there at 8:45am or 2:15pm.
Return time:
The morning tour ends at the meeting point around 2:00pm and the afternoon tour around 7:00pm
If you book other activities, restaurants etc, please allow plenty of time in case of traffic, or unforeseen circumstances.
IMPORTANT:
We cannot hold the tour for late arrivals because it would be disrespectful to other guests. If you need more info contact us in advance, not at the last minute.
If you show up late or cannot find the meeting point for any reason, refunds will not be issued.
Arriving at the right check-in time is the best way to enjoy the experience right from the beginning.
The schedules below are just examples to give an idea and may vary depending on traffic, visited wineries, etc.
Morning Tour (9:00am departure)
- 8:45am – Check-in at the meeting point
- 9:00am – Depart
- 9:45am – Arrive at the first winery
- 9:45am to 11:15am – Visit and tasting
- 11.30am – Arrive at the second winery
- 11:30am to 1:00pm – Visit and tasting
- 1:00pm – Depart
- 1:45pm – Arrive at the meeting point
Afternoon Tour (2:30pm departure)
- 2:15pm – Check-in at the meeting point
- 2:30pm – Depart
- 3:15pm – Arrive at the first winery
- 3:15pm to 4:45pm – Visit and tasting
- 5:00pm – Arrive at the second winery
- 5:00pm to 6:30pm – Visit and tasting
- 6:30pm – Depart
- 7:15pm – Arrive in Florence


What our guests actually say
Every review below is public on the platform it came from.
Excellent tour both driver and guide Jason were excellent and very helpful would highly recommend this tour.
As we just found out that I have "missed" the Toscana trip I have booked [because they have left 6 minutes before the schedule] we needed HELP! And this is the moment we meet Jason! I am sure you know Jason! And his Argonauts! This time Jason offered us a bit of local wisdom/music [he has a great voice], the right words to the vintner, and a knack for finding the good wine without the danger. Two wineries, no sea monsters — just rolling hills, olive…
My wife, in-laws, and I had the absolute best experience with Prestige Rents. I had read some reviews about how they were hard to find or they left without their group. That couldn’t be further from the truth. Our guide Raf gave me a call 10 minutes before our departure time to check in on where we were at and give me a detailed description of how to find him. We were 1 minute late but it was no problem at all! Once on the bus Nino was an amazing driver.…
My wife and I had a wonderful time wine tasting with this tour. Both vineyards were beautiful, the food was great, and the wine was absolutely fantastic. Our tour guide, Jason, and driver, Mino were both awesome - they made the entire group feel welcome and kept the fun and energy level high the entire trip. This is a definite must do while in Florence!
We did a half day wine tour of two local vineyards and it was fabulous! Our tour guide Jonathan was just incredible, full of knowledge, history, insights and fun! I would highly recommend him and the tour and we would definitely come back and do it again!
We were a group of 10 and thoroughly enjoyed our afternoon wine tour. The guides were all wonderful from the check in to the bus ride to the guide at each winery. The countryside is beautiful and each winery had its own charm. Definitely recommend.
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A date that is not there, a pickup somewhere else, six people and a pushchair — if something does not fit, tell us and we will work it out. A person answers, usually within a few hours.

Have questions? Let’s chat!
Meet our native English-speaking experts, Violeta and Carrie. A different pick-up time, a second vehicle for a larger family, a licensed guide, a winery to add, a wheelchair to fit in the boot, a drop-off at the airport on your last day — tell them what your day needs to look like and they will build it.
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