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Authentic Tuscany Highlights: Siena, Winery tour, San Gimignano provided by Cooltours - Day Tour

Authentic Tuscany Highlights: Siena, Winery tour, San Gimignano

Authentic Tuscany Highlights: Siena, Winery tour, San Gimignano
5
Book in advance
from
RM 972.38
per adult (price varies by group size)
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
About
This full day / 8 hours tour is perfect for first time visitors and anyone interested in combining sightseeing, architecture, wine and food specialties of Tuscany. The tour includes a free walk through the medieval town of Siena (approx. 2 hours) followed by a visit to a boutique family owned winery including the visit of the cellar and explanation about wine making process and after you will have lunch based on tuscan specialties as home made pasta, cheeses, fresh vegetables, farm to table products all paired with the winery's wines and extra virgin olive oil. The afternoon will bring you to the spectacular "Medieval Manhattan" - San Gimignano where after an historical introduction, you will be able to walk around and explore the town, have gelato, do some shopping and relax with amazing views and architecture.
Know before you go
  • Duration: 8h
  • Mobile tickets accepted
Cancellation policy
  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Available languages
English
Know before you go
  • Duration: 8h
  • Mobile tickets accepted
Available languages
English
Cancellation policy
  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Need help booking?
Call the number below and use the product code: 8757P2
Call +6037-7240250
Important information
Inclusions
  • All taxes, fees and handling charges
  • Food tasting
  • Lunch
  • Wine tasting
  • Driver/guide
  • Hotel pickup and drop-off
Exclusions
  • Gratuities
Duration
8h
Departure details
  • Traveller pickup is offered.
  • Pick up at vacation rentals, B&B, hotels, hostels and meeting points when needed. This tour is bookable from Florence or Siena
  • Hotel pickup is offered. View the hotel list on our checkout page to see if yours is included among the pickup points.
Additional information
  • Infant seats available
  • Children must be accompanied by an adult
  • Dress code is smart casual
  • Please advise any specific dietary requirements at time of booking
  • Vegetarian option is available, please advise at time of booking if required
  • A maximum of 8 people per booking
  • A minimum of 3 people per booking is required
  • Minimum drinking age is 18 years
  • Comfortable walking shoes are recommended
  • Minimum numbers apply. There is a possibility of cancellation after confirmation if there is not enough passengers to meet requirements. In the event of this occurring, you will be offered an alternative or full refund
  • Not wheelchair accessible
  • Stroller accessible
  • Near public transportation
  • Travellers should have a moderate physical fitness level
  • This experience requires good weather. If it’s cancelled due to poor weather, you’ll be offered a different date or a full refund
  • This is a private tour/activity. Only your group will participate
Inclusions
  • All taxes, fees and handling charges
  • Food tasting
  • Lunch
  • Wine tasting
  • Driver/guide
  • Hotel pickup and drop-off
Exclusions
  • Gratuities
Departure details
  • Traveller pickup is offered.
  • Pick up at vacation rentals, B&B, hotels, hostels and meeting points when needed. This tour is bookable from Florence or Siena
  • Hotel pickup is offered. View the hotel list on our checkout page to see if yours is included among the pickup points.
Duration
8h
Return details
  • Returns to original departure point
Additional information
  • Infant seats available
  • Children must be accompanied by an adult
  • Dress code is smart casual
  • Please advise any specific dietary requirements at time of booking
  • Vegetarian option is available, please advise at time of booking if required
  • A maximum of 8 people per booking
  • A minimum of 3 people per booking is required
  • Minimum drinking age is 18 years
  • Comfortable walking shoes are recommended
  • Minimum numbers apply. There is a possibility of cancellation after confirmation if there is not enough passengers to meet requirements. In the event of this occurring, you will be offered an alternative or full refund
  • Not wheelchair accessible
  • Stroller accessible
  • Near public transportation
  • Travellers should have a moderate physical fitness level
  • This experience requires good weather. If it’s cancelled due to poor weather, you’ll be offered a different date or a full refund
  • This is a private tour/activity. Only your group will participate
Travel safe during COVID-19
Last updated: 16 Jun 2020
A note from Authentic Tuscany Highlights: Siena, Winery tour, San Gimignano
We certify the sanitizing procedures after every tour, we can provide masks and hand sanitizers and a small kit for each passenger. We provide temperature control with our instruments, wine tours will be done following social distancing.
What you can expect during your visit
  • Regular temperature checks for staff
  • Regularly sanitised high-traffic areas
  • Temperature checks for tour participants upon arrival
What you can expect during your visit
  • Regular temperature checks for staff
  • Regularly sanitised high-traffic areas
  • Temperature checks for tour participants upon arrival
  • Guides required to regularly wash hands
  • Hand sanitiser available to travellers and staff
  • Transportation vehicles regularly sanitised
  • Gear/equipment sanitised between use
  • Social distancing enforced throughout experience
  • Face masks provided for travellers
Itinerary
  • You'll get picked up
    See Important Information for details
  • 1
    Siena
    Stop: 2 hours
    See details
  • 2
    Castellina In Chianti
    Stop: 2 hours
    See details
  • 3
    San Gimignano
    Stop: 60 minutes
    See details
  • You'll return to the starting point
+
Popular mentions

5.0
6 reviews
Excellent
6
Very good
0
Average
0
Poor
0
Terrible
0

Bruce L
Cape Cod, MA17 contributions
The Best of our Vacation
Nov 2019
My family of five toured with Anna in 2016: two beautiful, small, Tuscan family wineries. It was a fantastic day! I recommended Anna to friends. She did three different tours in 2017 with them: all gave her rave reviews. I returned with five couples in November of 2019: What a wonderful day we had: two different Tuscan wineries, and San Gimignano. Anna is personable, knowledgeable, customer-focused and fun! What a great experience, the best of our vacation.
Written 10 June 2020
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

Jeffrey S
1 contribution
Excellent & Enjoyable Two Day Tour with Anna
Apr 2019 • Family
My wife and adult sons hired Anna for two separate day tours inclusive of sites, history, wine tours etc...on April 18 & 19 2019. She picked us up in Florence each day and she took us into her world. She has a wonderful, engaging personality and a great sense of humor. We left it to her, asked questions and received info and enjoyed the winery visits and her expertise as a sommelier. We had two wonderful days in Tuscany with Anna. It was one of the great highlights of our vacation. Highest recommendation!! Thank you Anna!!
Written 30 April 2019
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

gislenne2676
1 contribution
Above and beyond...The best!!!!
Mar 2019 • Couples
Me and my Fiance did 2 days tours in the Tuscany region with Anna on March 17-18 that included Pisa, Siena, San Gimignano, Lucca and Chianti...both days were outstanding!
Anna is absolutely fabulous, very charming person, She was very knowledgeable and passionate about the history of every place we went. She was great about providing historical background, and took the time to explain every important detail of the region, her knowledge of wine was very reach and interesting to learn, and made the wine tasting at the local family vineyard even more enjoyable, fun and lovely. While she was detailed and descriptive in her commentary, Anna also made it light-hearted and fun for us so our tour felt like a conversation with a friend rather than a lecture. We're very grateful for the time she spent showing us the beautiful Tuscany region...Region full of beautiful landscaping, amazing energy, centuries-old civilization, a place where nature itself appears tamed and enhanced by the presence of man, terraced hills neatly planted with wine and olive trees, monasteries and villas surrounded by woods..we definitely miss this place and Anna, We can't wait to comeback to visit her and enjoy her company again..we made beautiful memories and a friend..!!!I I named these 2 days...one of the best days of my life!!!
Written 27 April 2019
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

Eric W
1 contribution
Fun, entertaining, great wine and people
Oct 2018 • Friends
I was tipped off about Anna and her tours from some friends who had visited a year prior and had raved about the experience. A friend and I were heading that way and reached out to here. She did not have anything leaving Florence during our stay but went out of her way to come pick us up and join the rest of the group in Siena. So she started off already going the extra mile!

The adventure was made up of 3 groups which often times can be like oil and water or just a bit off. Anna did an amazing job breaking the ice and getting the group to chat and be comfortable. Never was she pushy in this but helped the group feel comfortable in a very natural way. By the end of the day everyone was talking, taking photos together, and even exchanged contact information to meet up later. That is something to be said for creating this type of environment in a short time.

The tour was amazing. We were graced with a gorgeous day so our tour from one winery to the next was great. Anna was very knowledgeable about the wines, region, history, etc and would provide us a lot of information in a fun way between wineries as well as provided some insight while there but let most of the discussion up to the representatives at the wineries. The van she drives is very comfortable and and enough space for everyone, their belongings and of course wine.

All and all, the experience was amazing and we have recommended it to other friends that will be visiting at a later time. Whenever I make it back, I plan on booking another trip with her.
Written 12 December 2018
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

BVGIRL50
wine country3 contributions
Amazing x 10
Jun 2018 • Friends
We recently completed a 9-day event in Florence for 120-guests that finished with our daughters wedding. Anna with Cooltours planned and organized all the tours and transportion for our stay. Events including sommelier wine tasting, wine tours, Florence tours, biscotti factory tour, bridal luncheon and day trips to Seina, Lucca, San Gimignano and other Tuscany towns. Our Villa was located in a semi-remote location hard to get taxi’s for transportation of guests. Anna organized several vans to transport guests around town. The planning for the weeks events took place over the last year and went like clock work.

Anna and her staff were exceptional in meeting all our needs including last minute requests that others couldn’t handle. The tours she planned were outstanding. One of our guests got tears in his eyes over the lasagna at lunch it was so good. She is very entertaining and full of positive energy. We loved her so much we ending up inviting her to the wedding where she got a standing ovation from our guests at the reception. A tour with Anna won’t feel like the typical “tourist” tour others offer. As a Master Sommelier she has a vast knowledge of wine. Anna loves her guests and has a passion for what she does.

Thank you Anna
Jeff & Nancy Luchetti
Written 26 June 2018
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

macfeh
Grand Rapids, MI3 contributions
Anna + Tour = Fabulous
Oct 2017 • Couples
Did a tour with Anna on October 19 that included Siena, San Gimignano, lunch and wine tasting at a local family olive and wine vineyard outside of San Gi. Anna is absolutely fabulous. Her knowledge of wine (Sommelier Certification), knowledge of the history of the area along with the personal attention she gives to her clients made this tour so much fun. During the tour we visited San Gimignano in the morning, lunch and wine tasting with views of San Gimignano and Siena in the afternoon. The lunch and wine was unbelievable. Anna picked us up and dropped us off in front of our hotel in Florence. The take away from this tour are memories and new friendships that will last a lifetime. I wish I would have stayed a few more days in Florence and taken more tours with Anna. Till next time.
Written 19 December 2017
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
About the operator

Don’t take it from us – here’s what people have to say about this operator.

By: Cooltours - Day Tour
521madelinek
521madelinek
00
Anna is amazing!!
We had a lovely day hopping from different wineries and exploring the Tuscan region! Our tour guide, Anna, was extr
andrewwS2159RC
andrewwS2159RC
00
Fabulous Tuscany Tour!
This is my second tour with Anna and I will be certainly be booking with her again! My first tour was with my husb
CharlestonSteakEater
CharlestonSteakEater
00
Awesome Two Days With Anna Cool Tours!
This was the second and third time we toured with Anna in the Tuscan wine country. We first worked with Anna in th
Ntaylor720
Ntaylor720
00
Book with Anna!!
Anna is absolutely amazing! A guide can make or break your trip so do yourself a favor and book with her. She picke
jcstew04
jcstew04
00
The best!
We could not recommend Anna enough! She was so fantastic. Her knowledge of the area and the history of Tuscany was
PaolaMarieShep
PaolaMarieShep
00
Montalcino, Brunello Wine Tour
Spent a fabulous day with Anna on 13th October 2020. Visiting 3 vineyards, Anna is very knowledgeable and a great
dittloli
dittloli
00
Excellent vine tour experience
The tour was amazing! We Loved the exclusive vineyards and our guide anna did a super job! We highly recommend her
Traveler800591
Traveler800591
00
Anna and her tours are both cool!
Anna was great. My family of four visited Tuscany for a week in 2018. I had a rented car, but preferred to let her
CMSPAT
CMSPAT
00
Fantastic Experience with Anna
My family and I have traveled with Anna on several occasions. She is knowledgable, patient, and always has the bes
davidrV1117TM
davidrV1117TM
00
Best Tour Ever!
This was the best tour we have ever taken! We designed the tour with Anna to suit our desire to see Tuscany with a
Travel4moi
Travel4moi
00
Customized & Private cooking and wine tour by an expert!
Anna is the most qualified and energetic tour guide I have ever had. Calling her a "tour guide" seems to be an inju
JillHAustralia
JillHAustralia
00
Amazing day in Tuscany
Romantic tour of tuscany? 😎 What an amazing day with Anna from Cooltours. We started the day with the drive to
Ashley_ayers09
Ashley_ayers09
00
BEST way to see Tuscany
Our day with Anna was hands-down the highlight of our two weeks in Italy. She is SO amazing to work with and commun
Dorrie-Jeff
Dorrie-Jeff
00
Perfect personal wine tour experience
We arranged a personal wine tour with Anna for our 40th wedding anniversary. She plaaned the day and stops and we
Televisonproducer
Televisonproducer
00
Best Tour of Tuscany
My wife and I booked a day tour of Tuscany via the Cooltours website and corresponding with Anna. She is absolutely
Frequently Asked Questions about Authentic Tuscany Highlights: Siena, Winery tour, San Gimignano

Authentic Tuscany Highlights: Siena, Winery tour, San Gimignano will start at 9:30 AM. Discover and book Authentic Tuscany Highlights: Siena, Winery tour, San Gimignano on Tripadvisor

Authentic Tuscany Highlights: Siena, Winery tour, San Gimignano price starts from RM 963.18. Discover and book Authentic Tuscany Highlights: Siena, Winery tour, San Gimignano on Tripadvisor

Authentic Tuscany Highlights: Siena, Winery tour, San Gimignano cancellation policy: For a full refund, cancel at least 24 hours in advance of the start date of the experience. Discover and book Authentic Tuscany Highlights: Siena, Winery tour, San Gimignano on Tripadvisor

Authentic Tuscany Highlights: Siena, Winery tour, San Gimignano is hosted by Cooltours - Day Tour. Read reviews, discover additonal experiences or contact Cooltours - Day Tour on Tripadvisor. Discover and book Authentic Tuscany Highlights: Siena, Winery tour, San Gimignano on Tripadvisor