You booked this experience
Make your trip unforgettable

Full-Day Tuscany Castles Tour with Wine Tasting from Florence

50 Reviews 5.00 out of 5 stars Based on 50 reviews collected by City Sky Diving and TripAdvisor | Recommended by 100% of reviewers | Florence, Italy
Don't miss out!
On average, this is booked 22 (0) days in advance.

6 to 7 hours (approx.)
Mobile ticket
Offered in: English

Overview

This tour takes you to visit one of the oldest wine regions of Chianti where you can enjoy the beauty of ancient castles and villa. This wine region today produces excellent wines and olive oil.

Tour stops at two wineries where guest will receive an introduction to the winemaking process and will be lead in a wine tasting approach by an expert Sommelier.

What's Included

  • Lunch 2-course lunch
  • Wine tasting
  • Local taxes
  • Hotel pickup and drop-off
See 2 moreSee 1 more

Meeting Location

Meeting point

Lungarno Benvenuto Cellini
33, 50125 Firenze FI, Italy

Show on Google Maps

Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

This activity ends back at the meeting point.

What To Expect

Book Online

Our secure website provides real-time availability.
Read more

Safe & secure Easy breezy Hassle‑free

Castello del Trebbio

Usually, this is the first stop of our wine itinerary. We will have the chance to explore the old cellars and then we will gather in a private wine tasting room to enjoy 5 different wines of this prestigious winery
Read more

2 hours Admission Ticket Included

Tenuta di Bossi

Second stop at Tenuta Bossi, this is a renaissance villa that dates back to the XV century and belongs to a famous and prestigious noble family of Florence, called Gondi. This family was in the bank business at the same time as Lorenzo de Medici. Nowadays they are in the winemaking business and produce both Chianti and Supertuscan wines. I'm very impressed then by their own production of Vinsanto "Cardinal de Retz " one of the best of Tuscany says Vittorio, one of the oldest Sommelier in Florence.
Read more

2 hours Admission Ticket Included

Show 1 more stop

Additional Info

  • Not recommended for travelers with poor cardiovascular health
  • Suitable for all physical fitness levels
  • Minimum age is 18 years
  • A maximum of 14 people per booking
  • The duration of transfers are approximate 45 min, the exact duration will depend on the time of day and traffic conditions
  • Vegetarian option is available, please advise at time of booking if required

Frequently Asked Questions (7)

Q: What is the cancellation policy for the Full-Day Tuscany Castles Tour with Wine Tasting from Florence?

A: This tour is non-refundable and cannot be changed for any reason. If you cancel or ask for an amendment, the amount you paid will not be refunded. This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund. Read more Apr 2025

Cancellation Policy

This tour is non-refundable and cannot be changed for any reason. If you cancel or ask for an amendment, the amount you paid will not be refunded.

Still have questions?

We're here to help.
Activity code: C-7428P6

Traveler Photos

Reviews

5.00
50 reviews

Average 5.00 out of 5 stars based on 50 traveler reviews collected by City Sky Diving and partner sites such as Cool Destinations and TripAdvisor

5 stars
50
4 stars
0
3 stars
0
2 stars
0
1 star
0
Don't miss out!
On average, this is booked 22 (0) days in advance.

Similar Tours & Activities

Private Half Day Shopping Tour The Mall outlet from Florence

• EXPERIENCE FOR YOUR PRIVATE GROUP • Dedicate a half-day to high-end designer shopping, update your wardrobe with new styles and current fashion trends on …More

• EXPERIENCE FOR YOUR PRIVATE GROUP • Dedicate a half-day to high-end designer shopping, update your wardrobe with new styles and current fashion trends on...

5 hours Hotel pickup offered Free Cancellation
5.0 (3)
from
$102

Private Tour of Chianti Siena and San Gimignano by Minivan

It will be your special day. The driver will be at your disposal and will discuss with you all the possible solutions, so he will …More

It will be your special day. The driver will be at your disposal and will discuss with you all the possible solutions, so he will...

8 to 9 hours Hotel pickup offered Free Cancellation
4.8 (68)
from
$743

From Florence to Chianti Rufina: Wine Tasting Experience

A journey into the Tuscan tradition though the tasting of 5 white and red wines that will allow you to learn the different facets of …More

A journey into the Tuscan tradition though the tasting of 5 white and red wines that will allow you to learn the different facets of...

1 hour 30 minutes Free Cancellation
4.5 (2)
from
$33

It's Wine Time! 2 wineries & farm-to-table lunch—max 8 pp

Leave the city and join our swiftly half-day Wine Time tour where we visit 2 different family-owned wineries in the Chianti region. Our tours run …More

Leave the city and join our swiftly half-day Wine Time tour where we visit 2 different family-owned wineries in the Chianti region. Our tours run...

5 hours 30 minutes
5.0 (119)
from
$282

Travelers Who Bought This Tour Also Bought

Skip the line David Guided Experience

Accademia is a very small museum and does not allow more than 600 people inside, for this reason the queue can vary from 3 to …More

4.8 (1,148)

Skip the line David Guided Experience

4.8 (1,148)

Accademia is a very small museum and does not allow more than 600 people inside, for this reason the queue can vary from 3 to...

1 hour Free Cancellation
4.8 (1,148)
from
$33

Private Golf Cart Tour: Michelangelo & Florence Hills

Explore Florence's hills on a small-group electric golf cart tour, along exclusive routes that reveal breathtaking panoramic views and a quieter, more authentic side of …More

Explore Florence's hills on a small-group electric golf cart tour, along exclusive routes that reveal breathtaking panoramic views and a quieter, more authentic side of...

1 hour 30 minutes Free Cancellation
4.7 (1,852)
from
$70

Special Entry & Guided Tour of Michelangelo’s David in Florence

Spiritual awakening by Michelangelo: discover the red thread that links David to the Sistine Chapel! This is not standard experience above David , this is …More

Spiritual awakening by Michelangelo: discover the red thread that links David to the Sistine Chapel! This is not standard experience above David , this is...

1 hour 20 minutes Free Cancellation
5.0 (1,274)
from
$31

Half-Day Chianti Wine Tasting from Florence with Two Wineries

Discover the best of Tuscany with a Chianti Wine Tour from Florence, a top-rated experience combining wine tasting, scenic countryside, and authentic Italian flavors. Travel …More

Discover the best of Tuscany with a Chianti Wine Tour from Florence, a top-rated experience combining wine tasting, scenic countryside, and authentic Italian flavors. Travel...

5 hours 30 minutes Free Cancellation
4.6 (4,427)
from
$63

What's Included

Activity name

  • Lunch2-course lunch
  • Wine tasting
  • Local taxes
  • Transport by air-conditioned minivan
  • Local guide
  • Hotel pickup and drop-off

Additional Info

Activity name

  • Not recommended for travelers with poor cardiovascular health
  • Suitable for all physical fitness levels
  • Minimum age is 18 years
  • A minimum of 2 people per booking is required
  • A maximum of 14 people per booking
  • The duration of transfers are approximate 45 min, the exact duration will depend on the time of day and traffic conditions
  • Vegetarian option is available, please advise at time of booking if required
  • This tour/activity will have a maximum of 14 travelers

Report Product Issue

Activity name