Women 50+

Experience Tuscany

in the Val d’Orcia

It’s time you knocked this dream Tuscany villa vacation off your bucket list!

Date: October 11-18, 2025​

Location: Val d’Orcia, Tuscany​

Group size: 6-14 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 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 wineries, explore a traditional cheese farm, and stroll through medieval villages steeped in history.

What’s Included

  • 8 days, 7 nights in an ancient villa

  • Group size: 6-14 guests

  • Women-only

  • Included: breakfast, dinners, drivers, activities and tour guides

  • All inclusive itinerary with private drivers

  • Not included: gratuities, wine and alcohol outside of the villa dinners, restaurant meals

Not Included

  • Gratuities for the tour guides, cook, housekeeping

  • Anything not specified in the travel package

  • Wine and alcohol *outside of dinners

  • Local tourist tax (1-4 euros pp per day)

  • Extra excursions outside of the itinerary or pre or post-trip planning

Sarteano in Val d’Orcia

Why we love this villa: its charm, close proximity to the beautiful medieval hamlet of Sarteano, the historical villages of Pienza and Montepulciano. The villa has incredible views of the Val d’Orcia, modern updates, lots of spaces to gather, indoor well-equipped chef’s kitchen, outdoor kitchen (perfect for making pizza), and gorgeous pool. This villa has all the charm of a 1700s home with all the modern amenities due to the careful restoration by its current owners.

The villa is located in the very pretty and tranquil town of Sarteano, a town that is rich in archaeological history with some of the most important Etruscan tombs surrounding its village. There are many shops, restaurants and bars in Sarteano, from boutique groceries to larger supermarkets, as well as an outdoor market every Friday morning.

The villa has 7 bedrooms, each with their own en-suite bathrooms. Two bedrooms are on the ground floor and a third is also on ground level but is separate from the villa and has its own private entrance. Four bedrooms are on the second floor, accessible via a staircase. The villa has many indoor and outdoor gathering areas including private sitting areas between the second floor bedrooms.

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Here’s What You’ll Experience

  • 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.

  • 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.

  • 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.

  • 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

  • Ground floor king room with en-suite bathroom

  • Ground floor king room with en-suite bathroom

  • Second floor king room with en-suite bathroom

  • Second floor king room with en-suite bathroom

  • Second floor king room with en-suite bathroom

  • Second floor king room with en-suite bathroom

Photo Gallery

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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).