
Full-Day Tuscany Castles Tour with Wine Tasting from Florence
Traveler rating
5.0/5
Based on 55 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Full-Day Tuscany Castles Tour with Wine Tasting from Florence worth booking?
Full-Day Tuscany Castles Tour with Wine Tasting from Florence is a 6-hour experience in Florence, Italy, from €275 per person. It scores 66 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 5/5 rating across 55 reviews. This booking is non-refundable, so pick your date carefully. Same-day spots are currently showing.
- Outty Ranking
- 66 / 100
- Rating
- 5/5 (55)
- Duration
- 6 hours
- From
- €275 per person
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 you get
About this experience
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
Included
- Local guide
- Wine tasting
- Lunch
- Local taxes
- Transport by air-conditioned minivan
Not included
- Hotel pickup and drop-off
What you'll see and do
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
120 minutes here · Admission 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.
120 minutes here · Admission included
Where it starts and ends
Meeting point
Florence
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Returns to the starting point
Before you book
- Cancellation
- All sales are final. No refund is available for cancellations.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Tue, Thu, Sat
- Group size
- Up to 8 travelers per booking
- Operated by
- Italy and Tour Sas
Know before you go
- 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
Photos






What travelers are saying
Outty’s summary of the themes that recur across 55 traveler reviews. Written by us, not quoted from reviewers.
Food and drink
10 mentionsThe tastings and food stops are a highlight for most reviewers.
Knowledge and storytelling
7 mentionsReviewers describe the commentary as informative rather than scripted.
The guide
6 mentionsTravelers single out the guide as the reason the experience works.
Photo opportunities
2 mentionsThe views and photo stops come up again and again.
Traveler reviews
55 verified traveler reviews for Full-Day Tuscany Castles Tour with Wine Tasting from Florence. Ratings and reviews provided by Viator and Tripadvisor.
Favorite day in Italy
My husband and I have been to many winery and vineyard tours over the years and none have come anywhere near this experience. It is the perfect itinerary: 35 minutes outside of city, two beautiful, family run farms with unbelievable architecture from hundreds of years ago. Our lunch stop was a hidden gem. Pretty, little restaurant was delicious and charming with quirky artwork everywhere. Our driver and guide was the marvelous Matteo! Beyond competent and informative, he was funny, and charming. I would highlyrecomend this tour.
via Tripadvisor
Must visit place
This wine tour was absolutely phenomenal! From the breathtaking vineyards to the expertly guided tastings, every detail was perfectly curated. Our guide was incredibly knowledgeable and made the whole experience fun and engaging. We sampled exceptional wines and learned so much about the winemaking process. This tour is a must for anyone visiting the region — I would do it again in a heartbeat!
via Tripadvisor
Great wine, great experience
Wow!! What a perfect day! We loved learning about the region, the grapes, the wineries. Matteo was so fantastic—he was extremely knowledgeable, he was funny and personable. We cannot imagine a better experience. The wine was delicious, and the meal at the countryside was probably one of if not the best meal we had on our trip to Italy. Highly recommend.
via Tripadvisor
Wonderful Tuscan Day
Andrea was fantastic! Very knowledgable and answered all of our questions, no matter how new-to-wine they were. He was very personable. We had a great time at the two wineries and the lunch location. We liked that the drive wasn’t too far outside of Florence, but still was that Tuscan country experience. The locations were not your typical wine tour trip - so it felt way more personal since we went to local wineries instead of the big ones that everyone else goes to. At each location, we were greated by multiple owners and staff who were all wonderful. Andrea chimed in with amazing facts along their guide through each property. He walked us through each wine and we felt lucky to learn from him. We could not have asked for a better day. And we cannot forget to mention that lunch and the wine were delicious! Thank you!
via Tripadvisor
Wine Tour
The Castles are really manor homes which have been converted to wineries or may have always been wineries. Not really castles in my opinion. They were interesting but one of my friends was really interested in the castle aspect and not so much the wine.
via Viator
Good to know
- Duration
- 6 hours
- Free cancellation
- Non-refundable
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Tue, Thu, Sat
- Price range
- €275 to €280
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 19
- Verdict
- Solid Choice
Who runs this experience
Operated by Italy and Tour Sas, who run 3 experiences we rank across 1 city, with an average Outty Ranking of 55.0.
See everything Italy and Tour Sas runsWhy this scores 66
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Full-Day Tuscany Castles Tour with Wine Tasting from Florence: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Full-Day Tuscany Castles Tour with Wine Tasting from Florence cost?
+
Prices start at €275 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Florence usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Full-Day Tuscany Castles Tour with Wine Tasting from Florence take?
+
Plan for about 6 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Florence is not rushed.
Is Full-Day Tuscany Castles Tour with Wine Tasting from Florence worth it?
+
It holds an Outty Ranking of 66 out of 100, which we label "Solid Choice". That score blends traveler sentiment (5/5 across 55 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable food & drink in Florence, and how flexible the cancellation terms are.
Can I cancel or reschedule Full-Day Tuscany Castles Tour with Wine Tasting from Florence?
+
No. This experience is sold on a non-refundable basis, so only book a date you are confident about. Similar experiences in the city do offer free cancellation if flexibility matters more than price.
Is Full-Day Tuscany Castles Tour with Wine Tasting from Florence suitable for kids and families?
+
Yes, all ages are welcome. Families should still weigh the 6-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Full-Day Tuscany Castles Tour with Wine Tasting from Florence?
+
Around 19 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Florence can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
+
Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Florence and add a light layer if any part of the 6-hour experience runs outdoors or after sunset.
Where does Full-Day Tuscany Castles Tour with Wine Tasting from Florence start and how do I get there?
+
The exact meeting point and directions are on your voucher once you book, and they sit in central Florence within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Florence?
+
On Outty we rank every Florence experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include The Best tour in Florence: Renaissance & Medici -by a storyteller, Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner, Florence Pizza or Pasta Class with Gelato Making at a Tuscan Farm. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Florence?
+
Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Florence?
+
Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
+
Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
What is included in Full-Day Tuscany Castles Tour with Wine Tasting from Florence?
+
Included: Local guide; Wine tasting; Lunch; Local taxes; and Transport by air-conditioned minivan. Not included: Hotel pickup and drop-off. Always check the voucher for the final list before you travel.
What languages is Full-Day Tuscany Castles Tour with Wine Tasting from Florence offered in?
+
It runs in English. Pick your language when choosing a date and time, as not every departure runs in every language.
Will I get instant confirmation and a mobile ticket for Full-Day Tuscany Castles Tour with Wine Tasting from Florence?
+
Confirmation is sent by the operator after booking, usually within 48 hours; if it is not confirmed you are not charged. Mobile tickets are accepted, so you can show the voucher on your phone.
What happens to Full-Day Tuscany Castles Tour with Wine Tasting from Florence if the weather is bad?
+
It generally runs rain or shine, so dress for the forecast in Florence. Standard cancellation terms apply.
What do travelers say about Full-Day Tuscany Castles Tour with Wine Tasting from Florence?
+
Across 55 reviews averaging 5.0 out of 5, recurring themes include food and drink, knowledge and storytelling, the guide. The tastings and food stops are a highlight for most reviewers.
Ready to lock in your spot?
Pick a date, choose your group, and see the exact price for Full-Day Tuscany Castles Tour with Wine Tasting from Florence.
Pick your date





