Why Travel With Us

Your Dream Trip to Tuscany, Crafted with Heart

At Together in Tuscany, we specialize in curated travel experiences that go far beyond typical tours. Our mission is simple: to make your Tuscan adventure deeply personal, joyful, and effortlessly relaxing—just like a visit to a friend’s home.

Whether you're celebrating a milestone, traveling solo, or reuniting with friends, our trips are designed especially for women 50+ who are ready to slow down, connect, and savor life—Italian style.

What Makes Us Different?

Small Groups, Big Connections

Traveling in intimate groups of 6–14 guests means more flexibility, more laughter, and more genuine connection—with your travel companions and the locals you’ll meet along the way.

Authentic Local Living

Stay in hand-picked villas and farmhouses nestled in the heart of Tuscany. These aren’t hotels—they’re homes filled with history, beauty, and the comforts you deserve.

A Taste of the Real Tuscany

Enjoy farm-to-table meals, private chef dinners, wine tastings at family-run vineyards, and hands-on cooking classes with local experts. Every flavor tells a story.

Stress-Free From Start to Finish

From airport pickup to villa welcome baskets, we handle every detail so you can simply show up and enjoy. No planning, no guesswork, just pure enjoyment.

Travel That Feels Like Family

You’ll be warmly welcomed by our extended Tuscan family—chefs, drivers, guides, and friends who make you feel right at home.

Who We Travel With

We specialize in women-centered travel, especially for those navigating a new chapter in life—empty-nesters, retirees, widows, solo travelers, and best friends seeking reconnection.

If you’re looking for a trip that’s safe, soulful, and rejuvenating, you’re in the right place.

Why Slow Travel?

Slow travel means immersing yourself in one place instead of rushing through many. It’s about savoring the moments that matter—sharing stories over wine, walking cobblestone streets, learning to make pasta by hand.

This isn’t just a vacation. It’s a journey that feeds your soul.

Here’s What Our Guests 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

Ready to Say "Yes" to Tuscany?

Join us for a once-in-a-lifetime experience filled with joy, discovery, and connection. Whether you’re traveling solo or bringing a group of friends, we’re here to make your Tuscan dreams come true.