Florence Family Travel Guide: Wine Windows, Gelato, and Tuscan Magic

Alexandria
International Travel | Travel
October 3, 2025
Florence is one of those cities that feels like a living, breathing work of art. It’s where Renaissance masterpieces meet cozy trattorias and where every cobblestone street seems to whisper a story. I have to add that Florence was my favorite city of our entire trip! Yes, everything on our trip was dreamy, but Florence was the one place I’d go back to again and again! Bonus that the kids also loved it! That may be in part because of the incredible service at the Ritz Carlton Florence.

Here’s our family-friendly Florence itinerary filled with foodie adventures, cultural must-sees, and hidden gems that made our trip unforgettable.

Florence Family Travel Guide:  Wine Windows, Gelato, and Tuscan Magic
Florence Family Travel Guide:  Wine Windows, Gelato, and Tuscan Magic
Florence Family Travel Guide:  Wine Windows, Gelato, and Tuscan Magic
Day 1: Florence Family Travel Guide:  Wine Windows, Gelato, and Tuscan Magic

Day 1

Discovering Florence’s Wine Windows

We started our Florence adventure with one of the city’s quirkiest traditions: wine windows, or buchette del vino. These tiny stone windows date back to the 1600s when Florentines sold wine straight from their homes.

Now, they’re a fun way to grab a glass of Chianti while wandering the city. The kids loved peeking through the little openings, and I loved my first “welcome to Florence” wine moment.

Mom Tip: Wine windows are scattered throughout the city, but many are tucked away on quiet streets. Keep your eyes peeled, and your glass ready! I found one that served espresso martinis too!

Gucci Garden | Florence Family Travel Guide:  Wine Windows, Gelato, and Tuscan Magic
Gucci Garden | Florence Family Travel Guide:  Wine Windows, Gelato, and Tuscan Magic
Gucci Garden | Florence Family Travel Guide:  Wine Windows, Gelato, and Tuscan Magic

Gucci Garden & the Best Gelato in Florence

Florence isn’t just about ancient art, it’s also home to some serious modern style. We spent the morning at Gucci Garden, a stunning museum celebrating Gucci’s history. The colorful, bold designs were mesmerizing, and even the kids were entertained by the interactive displays.

After soaking up the fashion vibes, we headed to Vivoli, one of Florence’s oldest and most beloved gelato shops. Their pistachio affogato is perfect with creamy pistachio gelato drenched in hot espresso.

Travel Hack: Go early in the day to avoid long lines, especially if you’re visiting during peak season.

The Best Gelato in Florence | Florence Family Travel Guide:  Wine Windows, Gelato, and Tuscan Magic
Michelangelo's David | Florence Family Travel Guide:  Wine Windows, Gelato, and Tuscan Magic

Iconic Florence Eats & Michelangelo’s David

Next, it was time for the Uffizi Gallery and Florence’s ultimate masterpiece: Michelangelo’s David at the Galleria dell’Accademia. We ended up being OK with just seeing the replica outside of the museum, because in all honesty, we aren’t art museum people.

Mom Tip: Book tickets online ahead of time to skip the long lines and pack snacks to keep little ones happy if you truly want to soak up the art.

Trattoria Dall'Oste | Florence Family Travel Guide:  Wine Windows, Gelato, and Tuscan Magic
For dinner, we indulged in the most classic Firenze dinner at Trattoria Dall’Oste. Their bistecca alla Fiorentina is a massive, perfectly grilled T-bone steak that is out of this world. Best steak award! We strolled back to our hotel under twinkling streetlights, gelato cones in hand, feeling full, happy, and already planning our return.
St. Regis | Florence Family Travel Guide:  Wine Windows, Gelato, and Tuscan Magic
St. Regis | Florence Family Travel Guide:  Wine Windows, Gelato, and Tuscan Magic
St. Regis | Florence Family Travel Guide:  Wine Windows, Gelato, and Tuscan Magic

Day 2

We had a slow morning at the St.Regis with the morning butler service. Then we hit the city to do some shopping and kicked off day two with lunch at Girone de Ghiotti, a sandwich shop that locals (and now us!) swear by. Their panini are piled high with prosciutto, pecorino, and all the best Italian ingredients. It’s the perfect quick and delicious lunch between sightseeing stops.
An Italian Daydream Cooking Class | Florence Family Travel Guide:  Wine Windows, Gelato, and Tuscan Magic

An Italian Daydream Cooking Class

Then we headed to one of our favorite activities in Florence (besides shopping!). We joined Walkabout Tours for a cooking class that felt like stepping into an Italian daydream.

We kicked things off with a glass of wine and fresh bruschetta made from garden-picked tomatoes. It was so simple, yet so delicious. Theme of the class! Then came the hands-on fun: prepping our own gelato and pizza dough. The kids loved rolling and shaping their pizzas while sneaking extra cheese.

Before cooking, we wandered through the gardens, (which also had an incredible view of Florence) plucking ripe tomatoes and juicy plums straight from the vines and trees. Talk about farm-to-table magic!

Finally, it was time to feast. And let me just say: it was the best pizza I’ve ever had in my life . Fresh, flavorful, and made with love. The class was the perfect mix of fun, food, and family, and I’d recommend it to anyone traveling with kids.

An Italian Daydream Cooking Class | Florence Family Travel Guide:  Wine Windows, Gelato, and Tuscan Magic

Top Things to Do in Florence

Whether you’re visiting for the art, the food, or just the dolce vita, these are the experiences you absolutely can’t miss:

1. Sip wine through a historic wine window

Florence’s quirky and delicious way to enjoy a glass of Chianti.

2. Marvel at Michelangelo’s David

See this world-famous Renaissance masterpiece in person at the Galleria dell’Accademia.

3. Climb to the top of the Duomo

For breathtaking panoramic views of Florence’s red rooftops and the rolling Tuscan hills.

4. Indulge in a pistachio affogato at Vivoli

A decadent Florence treat you’ll dream about long after your trip.

5. Stroll across Ponte Vecchio at sunset

Soak up the romantic views on Florence’s most iconic bridge.

6. Pizza & Gelato Cooking Class with Walkabout Tours

Create an italian feast and keep the recipes for home!

Top Things to do in Florence | Florence Family Travel Guide:  Wine Windows, Gelato, and Tuscan Magic
Where to Stay in Florence with Kids | Florence Family Travel Guide:  Wine Windows, Gelato, and Tuscan Magic

Where to Stay in Florence with Kids

Finding the right place to stay can make all the difference when traveling as a family. Here are a few great options in Florence for parents with little ones:

Family-Friendly Hotels in the Historic Center

Stay near Piazza della Signoria or the Duomo for easy walking access to Florence’s top sights. Many boutique hotels here offer family suites with extra space and breakfast included.

Apartments with Kitchens

For longer stays, consider renting an apartment (Airbnb or local rentals). Having a kitchen means easy breakfasts, late-night snacks, and more flexibility with picky eaters.

Oltrarno Neighborhood

If you’d prefer a quieter stay away from the crowds, Oltrarno (across the Arno River) has a more local vibe with charming cafés, artisan shops, and family-friendly guesthouses.

Mom Tip: No matter where you stay, pack light! Florence’s cobblestones, narrow staircases, and limited elevators mean you’ll thank yourself for traveling stroller-smart and suitcase-minimalist.

Florence is Perfect for Families | Florence Family Travel Guide:  Wine Windows, Gelato, and Tuscan Magic

Florence Is Perfect for Families

Florence is a city that brings history to life. Whether you’re gazing up at breathtaking sculptures, strolling through bustling piazzas, or savoring creamy gelato, there’s magic around every corner.

Traveling here as a family was filled with sweet moments, literally and figuratively. Florence gave us memories we’ll cherish forever, and we can’t wait to go back.
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