Bring Your Tuscany

Dreams to Life

All-Inclusive, Small-Group Vacations in Tuscany Villas

Slow down, breathe deep, and say sì to the journey you’ve been dreaming of. Our all-inclusive, small-group vacations are designed especially for women 50+ who are ready to explore Tuscany without the stress of planning. From the comfort of a restored farmhouse villa, you'll enjoy curated excursions, authentic Italian cuisine, and heartfelt connections with like-minded travelers.

Upon request, we provide private group tours and itineraries for mixed gender groups as well!

Reach out to us to plan your trip.

Meet Your Host – Janine

Ciao! I’m Janine – coach, traveler, and fellow adventurer over 50. My mission is to help women 50 and over reconnect with themselves through transformational travel and intentional living. As a certified professional coach, I infuse each journey with opportunities for reflection, growth, and joy.

Our villa-based experiences are built with care:

  • Small groups that feel like family

  • Thoughtfully planned days with time to rest and wander

  • Local guides and artisans who invite you into the real Tuscany

Let’s make magic together in Tuscany.

Upcoming Tours

The Heart of Chianti - October 25-November 1, 2025

Discover the heart of Tuscany on this immersive Chianti journey, 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.

The Heart of Chianti - April 25-May 2, 2026

Discover the heart of Tuscany on this immersive Chianti journey, 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.

Essence of Tuscany - May 2-9, 2026

Discover the heart of Tuscany on this immersive Val d’Orcia journey. Guests will learn to prepare classic Italian dishes in a hands-on cooking class, visit renowned Brunello and Nobile di Montepulciano wineries, explore a traditional cheese farm, and stroll through medieval villages steeped in history.

Wellness & Wine in Lucca - coming soon!

Here’s What Our Guests and Partners Are Saying…

  • “I experienced the magic of Tuscany with a group of wonderful women. Janine curated a luxurious vacation for us, inclusive of unique experiences that were personalized to our group, and she made sure we had whatever we needed while on the trip. What’s more is that everything was taken care of - I didn’t have to do any of the planning which saved a lot of time and heartache! This was a one-of-a-kind experience that I’m grateful to have had!"

    Christine D.

    Virginia

  • "Janine organized a great trip that brought us all together. We strengthened old friendships and formed new ones."

    Tammy K.

    Virginia

  • "My trip in May 2024 was truly fabulous! Janine handled everything seamlessly and ensured our comfort throughout our time together. Our villa was nestled amidst the estate's vineyard and olive groves and was simply beautiful. Unlike my typical travel planning, all I had to do was show up, explore charming towns, markets, and museums, and savor relaxing dinners at the villa. It was an unforgettable experience!"

    Cindy S.

    Virginia

  • “I miss all the wonderful women, the wine, the laughter and the great friendships that were formed. I want to go back! I will never forget this trip!"

    Benette P.

    Colorado

  • "What a special trip! Thanks Janine for your hard work to make it happen and to all the women brightening the journey. I love the encouragement of women friendships."

    Kathy S.

    Virginia

  • "What a beautiful experience! It was a true pleasure for Antonella and me to cook for your lovely group. We worked hard, yes, but always with joy, thanks to the warm and cheerful atmosphere you created. Your group is full of heart, humor and kindness. And you, Janine, were the soul of it all: attentive, well-organized, precise, and always with a smile. Thank you for your trust, your energy and all the good vibes."

    Anna and Antonella

    Tuscany villa cooks

Valerie

New Jersey

Tammy

Virginia

Kristin

Colorado