Culinary & Wine
Small Group Journey
Through the Chianti Region
It’s time you knocked this dream Tuscany villa vacation off your bucket list!
Date: October 25 - November 1, 2025
Location: Chianti Region
Group size: 6-12 guests
Designed For: Women 50+ only (couples, friends & solo travelers)
Fitness Level: All levels welcome; activities are optional
Discover the heart of Tuscany on this immersive Chianti culinary and wine experience, where rolling vineyards, medieval villages, and age-old traditions create the perfect setting for an unforgettable journey. Guests will learn to prepare classic Italian dishes in a hands-on cooking class, visit renowned Chianti wineries, explore a traditional cheese farm, and stroll through medieval villages steeped in history.
8 days, 7 nights in an ancient villa
Group size: 6-12 guests
Couples, friends and solo travelers
Included: breakfast, drivers, activities, chef-prepared dinners, guides
All inclusive itinerary with private drivers
Single rooms from $4,625 pp
Double shared rooms from $4,025 pp
Not included: gratuities, wine and alcohol outside of the villa dinners
What’s Included
Not Included
Anything not specified in the travel package
Wine and alcohol outside of what's included in the itinerary
Local tourist tax (1-4 euros pp per day)
Tips and gratuities (For the tour guides, chefs, maids, drivers, etc.)
This 7-bedroom villa is a show-stopper with it’s unbelievable location on the Villa Le Corti Estate, owned and still resided by the historical and esteemed Corsini family. When you stay here you are immersed within the olive groves and vineyards of Principe Corsini. Their wine and olive oil are delicious and plentiful within the villa. With the estate so close, it’s only a short walk down the driveway to enjoy the fine dining at their Osteria, partake in a winery tour and tasting or get your hands messy in the chef-led cooking class.
Why we love this villa: Its charm, its history, its proximity to Florence, the ability to walk into the town of San Casciano, the staff, the expansive areas to gather, the food, the on-site winery, the comfortable beds, and of course, the amazing views! This beautifully restored 400-year-old farmhouse comes with a private swimming pool and stocked with Principe Corsini wine. Some mornings you may even catch a glimpse of the hot air balloons in flight!
San Casciano Val di Pesa
Here’s What You’ll Experience
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Culture
Imagine the townspeople gathered in these ancient villages centuries ago. Step back in time as you wander through hidden hamlets. Explore iconic landmarks and soak in the rich cultural heritage.
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Cuisine
Use your hands to create delicious Italian dishes in cooking classes with experienced chefs. Savor the meals prepared by other culinary artisans, including your very own in-villa chef.
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Tastings
Sample select wines, cheeses, and olive oil from both world-famous, as well as small, organic, family-run venues. Learn how to pair the wine, cheese, and olive oil with each other and with local cuisine.
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Experiences
Observe the beauty that surrounds you. Visit the village markets as if you were a local. Watch how olive oil, cheese, and wine are made. Appreciate a local artisan’s creative talents.
Room Accommodation
Shared Twin Room
Shared Deluxe Twin Room
Standard King Room
King Suite
King Superior Suite
King Suite Exterior Entrance
Note: Due to the old, historic nature of the villa, it contains many sets of uneven stairs. Guests must be comfortable walking up and down uneven stairs and carrying their own luggage to their rooms.
Photo Gallery
Terms & Conditions
Cancellation Policy
A non-refundable deposit of $500 is required within 3 days of booking your Together in Tuscany trip. Half of your trip balance is due 150 days prior to the trip start date. The remaining balance is due 120 days prior to the trip start date. All bookings made within 120 days of the trip start date require full payment.
Should an installment payment not be received seven (7) days of its due date, we will consider your space on the trip as cancelled and no refunds will be provided for any payments received. You understand the unique services Together in Tuscany provides. Deposits and payments are applied to third party vendors providing itinerary activities very shortly after payments are received. As such, once payments are made to Together in Tuscany, we cannot issue any refunds.
Travel Insurance
We HIGHLY recommend that you obtain travel insurance. If you must cancel your participation in a Together in Tuscany trip for any reason whatsoever, including health conditions, death of a family member, travel difficulties, personal reasons, or any other reason whatsoever, the travel insurance can cover some or all of these expenses.
Service Agreement
All guests are required to review and accept the Terms and Conditions outlined in the Service Agreement which will be provided upon booking your room. The Service Agreement addresses risks and liabilities for the Provider (Together in Tuscany) and the Purchaser (Guest).