2025 Tuscany Wine Tour

53100 Siena, Province of Siena, Italy

VT
Victory Travel & Events
  • Email address verified
155 reviews
Oct 4 - 11, 2025
Group size: 1 - 30
2025 Tuscany Wine Tour
53100 Siena, Province of Siena, Italy

Victory Travel & Events
  • Email address verified
155 reviews

$3,899
Deposit: $1,500
Oct 4 - 11, 2025
Group size: 1 - 30

About this trip

Leave the kids behind and register for a once in a lifetime Wine and Food Tour of the Tuscany region of Italy from October 4-11/2025.   We have built an all-inclusive tour to simplify all your planning needs.   This tour is ideally built for singles, couples or friend groups who love Wine, Food and History. There will be no large chain hotels used but rather a focus on atmosphere,  UNESCO World Heritage sites and soaking in the Tuscan region.   This will be a 7-day fun-filled, jam packed group program but everyone will also have the option to arrive early or extend their stay with pick up/drop off points in Rome on the 4th and 11th of October/2025.  The tour includes everything you need so you don't have to worry about anything:  hotels, all ground transportation, winery tours and tastings, 3 dinners, 5 lunches,  breakfast every day, English guides and we even include the cost of entrance fees to certain sights and headphones for city tours (see itinerary and all tour inclusions below).  Space is very limited so book early to avoid disappointment (Max 30 people)


Offered by Victory Travel & Events Inc: TICO Registration # 50027548 and IATA Accreditation #67599884. 

Flights and Dates

We highly recommend NOT booking a flight that is only arriving in Rome on October 4th/2025 (first official day of the tour) or departing on October 11th/2025 (last official day of the tour).   


TOUR START:   Our tour will commence at 900 am on October 4th/2025 at the Hilton Rome Airport (attached to terminal) and the tour bus will not wait for delayed or cancelled flights.   You can add our October 3rd Rome ADD-ON Tour during the booking process to make planning easier or you can make your own arrangements.

TOUR END:  Our tour will end on the morning of October 11th/2025.   You can choose to end your tour in one of 2 locations A) at the hotel in Florence or B) at the HIlton Rome Airport at approximately 1200 pm.   Bus transportation will be provided and will leave Florence at 700-730 am.   

Wineries and More

Top Winery in the World and Top Producer in Italy:   This winery was awarded first place in the World's Best Vineyards. This international ranking honors the most remarkable wine tourism destinations, voted by over 500 leading wine and tourism experts.  It is a sacred place of silence, a temple dedicated to the ancient rituals of winemaking, but at the same time it is a production facility that must meet specific quality standards.  It is so sacred that we are not allowed to include the name on our booking website or in any advertisements and as such, we will respect their request.    However, Victory has secured a wine tour and tasting reservation for our special 2025 Tuscany Wine and Food Tour guests which may not be available every year.   Please book early to ensure you are included. 


Cantina Vallepicciola:  A legacy born from the love of Chianti Classico.   In the late 1990s, the Bolfo family decided to breathe new life into the ruins of an old monastery located in the picturesque countryside of Pievasciata, a picturesque village in the municipality of Castelnuovo Berardenga (Siena). And it is from the vineyards of this monastery, transformed with love and care into the prestigious 5-star Hotel Le Fontanelle, that the story of Vallepicciola begins. 

In the heart of the cellar, the art of winemaking comes to life. This 6,000 square metre space is divided into three levels, two of which are underground, where all stages of wine production take place, and an external floor dedicated to hospitality.  The project was designed with dedication by architect Margherita Gozzi and completed in 2020, with the aim of blending in harmony with the natural beauty of the surrounding area. And it is thanks to its organic design that the winery is no longer just a building, but becomes a hymn to the land from which our wines are born, in total balance with nature.  (a more modern option of the 4 wineries visited to showcase a cross section of styles and the transition from old world to new world).


Abbazia di Monte Oliveo Maggiore (Monastery, Vinyard and Olive Grove):   From 1319 to Present Day.   We Benedictines of S. Maria di Monte Olive to follow the Rule of St. Benedict, summed up succinctly in the famous traditional motto "Ora et Labora". The Abbey was founded in 1319 and, as historical sources attest, the monks immediately they devoted themselves to agricultural activity, in particular to the cultivation of vines, olive, saffron and cereals. This astonishing place captures visitors with its unique atmosphere. The abbey was founded at the beginning of the XIVth century by Giovanni Tolomei, a nobleman of Siena. The great monastic complex of Monte Oliveo Maggiore extends along the ridge of a hill in the heart of the “crete senesi”; it has been described as a “city in the form of a monastery” because of the spaciousness of the buildings which compose it. Over the last few centuries the labor of the monks and lay workers has profoundly changed the surrounding landscape which was originally uninhabited and wild.  Historic research has shown that from the second half of the XIII° century and the start of the XIV° century viticulture was widely spread on the lands.  In 2002 the abbey began a program of renewing and enlarging the vineyard, by planting Sangiovese, Cabernet Sauvignon, Merlot and Vermentino. All the new vines, nurtured according to modern viticulture techniques, are situated under the hamlet of Chiusure di Asciano, on a south-east hill slope at an altitude of about 400m. The plantation is 2,5m between rows and 0,8 on the row (0,75 for Vermentino) with a density of 5000 to 5200 stems to the hectare and trained in horizontal lines with cord.


Castello Banfi:  Banfi was founded in 1978 thanks to the will of the Italian-American brothers, John and Harry Mariani. From the beginning, the goal of the two brothers was to create a state-of-the-art winery combined with the most advanced science in the vineyards for the production of premium wines. Together with the Mariani family, Ezio Rivella, one of Italy's foremost enologists, who understood that due to the richness of the soils and the privileged microclimatic position, the property would have great capacity of development. The Banfi estate extends to the south of Montalcino, to the borders of the Val D’Orcia. Of the 7,100 acres of land, about one third is under vine in a constellation of single vineyards, the remainder occupied by olive groves, fruit trees (mainly plums), woods and scrub.  Designed to protect the integrity and richness of the grape, the winery employs state of the art technology, the result of revolutionary technical research and innovation. And in this same philosophy, based on continual research, that a number of projects came to be on our estate, including the clonal study of Sangiovese, research on the composition and aging of wood for barrels–the great protagonist of aging wine –and the completion of our “Horizon” micro vinification area, creating a winery within a winery. This project, entirely conceived and developed by and at Banfi, is made up of a series of expedient high level solutions undertaken to improve upon each phase of winemaking.  The tremendous undertaking for vinification is followed by a long silent rest in wood, where the great wines of Banfi, principally reds, evolve over the passage of time and refine their most distinctive characteristics of strength, elegance and longevity. More than 7000 customized barrels, laid out in orderly rows, and large casks make up the heart of Banfi. 

Antica Macelleria Cecchini

Dario Cecchini, a larger than life character, as seen on Netflix "Chef's Table" Vol. 6, Episode 2.


Dario Cecchini descends from a long line of butchers and has recreated an antique-style macelleria on the site of the family shop which was destroyed during the war. As well as being an extremely creative butcher and an excellent cook, he's a showman who has done a lot to promote Panzano and traditional food. Dario Cecchini is famous as a propagandist for bistecca alla fiorentina. His shop is a tourist attraction as well as a place to buy unusual cuts of fresh meat and prepared meats. 


"One of the most famous butchers in Italy has now turned his hand to cooking. At two locations, So/ociccia or Officina de/la Bistecca, the menu is unique and served at a specific time with a meat proposal or a vegetarian option. So/ociccia is only open for lunch." - Michelin Guide 

Easy Booking Process & Insurance

This tour only requires a $1500.00 USD non-refundable deposit per person   Name changes (substitute traveler) on your land package will be permitted FREE of charge until 30 days prior to departure.   Additional payments of $750.00 USD are due on March 1st and May 1st/2025   The final balance is due August 1st, 2025.  You can log onto your account to set-up additional  weekly or monthly payments if desired. Our full Terms and Conditions are available for your review during the booking process.  

We recommend all clients consider adding travel insurance. Customers will need to make their own travel insurance arrangements.  American Residents can make their own arrangements through www.travelexinsurance.com that is associated with this website or through any other American provider.  Victory Travel is a Canadian based agency and can not sell travel insurance to Americans.

Victory Wine Tour Host & Sommelier

Victory Travel & Events Sommelier in addition to a local Italian & English speaking coordinator/translator, will be your hosts:


Our North American Sommelier will travel with the group and provide:

Pre-Tour:  Gather info on your current wine preferences and what you want to takeaway from the tour.

Mid-Tour:  Provide highlights and individualized winery shopping preferences for everyone prior to or during the wine tours and meals.  They will give brief summaries on history of the winery and ready the group for their winery visits.

Post-Tour:   Provide feedback on similar products available to you in North America,  price points, bringing wine home through customs and ordering directly from each winery.


What’s included

  • 5-Nights in Siena
    4-star countryside Villa hotel
  • 2-Nights in Florence
    4-star city Boutique hotel
  • All Ground Transpo
    For all group events including Rome-Sienna/Florence-Rome Transfers
  • Stopover in Orvieto
    On way from Hilton Rome Airport to Siena Hotel with free time on your own
  • Siena Welcome Reception
    Includes Prosseco on arrival, Live Jazz Onsite, Pizza and Dessert
  • 4 Winery Tours
    Includes Wine Tastings. See locations listed above.
  • 3 Group Dinners
    Castello Banfi, Downtown Florence and Antica Macellaria Ceccina. All 3 dinners are 3-courses including some wine, water, coffee.
  • 4 Group Lunches
    The Abbey, Vallepicciola and in the towns of Orvieto and Pienza. All lunches are 3-courses including some wine, water, coffee.
  • Breakfast Daily
    In each respective hotel
  • Guided Tour of the Abbey
    Includes Official Tour Guide, Entrance Fee and Headphones. This is "Abbazia di Monte Oliveo Maggiore" which is also one of the wine tasting stops listed above.
  • Guided Tour of Siena
    Includes Official Tour Guide, Duomo Entrance Fee and Headphones
  • Guided Tour of Florence
    Includes Official Tour Guide, Entrance Fees to the Cathedral, Baptistry and Bell Tower and Headphones.
  • Visit to San Gimignano
    Half Day Tour with free time on your own.
  • Visit to Pienza
    Half Day Tour with free time on your own.
  • N.A. Sommelier Host
    North American Sommelier Host as described above.
  • Local Coordinator
    Italian and English Speaking

What’s not included

  • Flights
    Book with Victory or on your own
  • Travel insurance
    Purchase through Victory or on your own
  • Hotel Incidentals
    Pay on your own
  • Extra Baggage on flights
    Pay on your own
  • Extended Stays
    Over and above the 7 Night Package

Available Packages

Land package per person in a Double Room
Deposit: $1,500
Available until March 1, 2025

Price is per person when sharing with one other person.  Rooms will have one double bed or two twin beds.  Flights are additional.

$3,899
Deposit: $1,500
Land Package per person in a Single Room
Deposit: $1,500
Available until March 1, 2025

Price is per person when having a room to yourself for the entire tour.  Rooms will have one double bed or two twin beds.  Flights are additional.

$4,199
Deposit: $1,500

Available Add-Ons

Pre-Tour October 3rd Day in Rome
$220
Available until March 1, 2025

This includes a one night stay on October 3rd at the Hilton Rome Airport (our meeting and drop off spot on October 4th and 11th),  Transportation to and from Rome City Centre,  Entry to the Coliseum and visits to Trevi Fountain, the Spanish Steps and Piazza Novona.

Cooking School in Siena
$175
Available until March 1, 2025

At the Official DANTE ALIGHIERI Italian Culture and Culinary School in Siena.   This includes lunch after the class.  

$3,899
Deposit: $1,500


Itinerary

Day 1 of Tour
Saturday, October 4th/2025

Group is met at Hilton Rome Airport by bus and coordinators.   Transfer to Orvieto, Italy for some touring and lunch.   Then transfer to Siena, Italy hotel, check in and then Welcome Reception at the hotel.

Who’s Going

Your Organizer


VT
Victory Travel & Events
155 reviews
We organize Travel, Tours, Meetings and Events. With over 20 years experience, we aim to "Simplify, Innovate and Deliver". Sports Tours, Bespoke High End Customized Travel, Vacations and more. We are here for ALL your travel needs.

Reviews

Wow what a trip! April was the MOST FANTASTIC tour organizer - I can't recommend her enough! She joined our trip and became a part of the team. Everything was so well organized, it went off without a hitch! Great bus company, great hotel, great food options, great excursions, all around great trip! Thank you so much!!!!!
By Emily K for Condors Rock Vancouver ! on Feb 22, 2025
Well organized. April was very helpful ensuring nobody was left out getting to all the events. She also was able to pivot and adjust the schedule for individual request such as time for the aquarium visit. The bus driver Norm was excellent .The individual lunches at North Shore Winter Club was perfectly executed and thoroughly enjoyed. The location of the Boston pizza lunch was perfect for drop off and attending the opening of the Invictus Games . The lunch at Boston Pizza unfortunatley was chaotic and individual dietary requirements not easily met. We enjoyed the trip to the aquarium. The hotel was very good Well located Nice rooms and swimming pool staff very helpful and the restaurant was way above our expectations
By roger D for Condors Rock Vancouver ! on Feb 22, 2025
We loved our trip! April was an amazing leader, keeping everything running smoothly and on time. She was a really great fit with this group. Seemed to really enjoy getting to know the players! The hotel staff was top notch. Also taking the time to chat with the players and ask about their days events. The bus drivers were great as well. Learned alot just during the drives to the different venues. Can’t wait for the next one!!
By Shelley N for Condors Rock Vancouver ! on Feb 20, 2025
The trip was very well organized and all events went off on time which is impressive given the size of the group. There were no issues that I am aware of with flights and dietary requirements were well handled from one venue to the next, which was complex for our group. April Hale was terrific throughout. She was friendly and calm when dealing with our group and with venues. She was a great host and she was open to our team players and organizing committee. She was like part of the family! It was a great trip!!
By Kevin D for Condors Rock Vancouver ! on Feb 13, 2025
Thank you and notes well received on April. Victory Travel Team.
By Victory Travel & Events on Feb 14, 2025
VT
The trip of a lifetime. We had the best time, wouldn't change a thing. James did an unbelievable job putting everything together. I can only imagine the logistic nightmare of trying coordinate everything, no doubt countless and thankless hoops to jump through behind the scenes we'll never know about. And the chaperones in both countries couldn't have ben better either. They all became immediate friends we'll never forget. We travel a lot, to Europe on occasion, and it's never been this smooth. Thank you all so much. FIVE STARS! -Alexander & Jess Lyle
By Alexander L for Official Stars-NHL Global Series(TM) Fan Tour (Premium Plus) on Nov 19, 2024
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References

JS
Wow, just…WOW! We traveled with Victory for the NHL global series in Sweden and Finland last fall. I cannot say enough about how organized and entertaining this was due to James and the gang at Victory. We typically like to travel on our own and avoid the “herding mentality” of tour groups. However, It was so well planned that we got to enjoy the group-events and have plenty of free time to explore on our own. I 100% recommend using Victory!
By Jill S on 12 Aug, 2023