Teens & Gen Z Focus

Unplug. Connect. Be Amazed.
We create tailor-made Italian journeys that speak
to every generation—especially the hardest to impress, your teens.

Top Italy Experiences Teens Will Love

Italy becomes unforgettable for teens when it’s not just about the places—but about the people they meet and the way they feel.

We design journeys that go beyond the photo: yes, they’ll explore vibrant villages like Cinque Terre and snap golden-hour views in the Dolomites, but what stays with them is the connection.

Imagine learning drone photography over Tuscan vineyards with a young visual artist, or customizing sneakers in Florence side by side with a local designer.

In Milan, a vintage stylist opens up hidden fashion spots, while in Naples, a charismatic pizzaiolo turns a cooking class into a full-on challenge.

What makes the difference? The experiences are for them—not for their parents. Every guide, artisan, or expert we choose knows how to speak to teens, not at them.

They engage, surprise, and inspire. And when teens feel seen, involved, and empowered, they let their guard down. That’s when real memories—and real smiles—happen.

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Why Families with Teens Choose Dragonfly

Let’s face it—our teens are often more connected to their screens than their surroundings. But Italy, when crafted the right way, still has the power to wow them.

At Dragonfly Tours, we design experiences that pull teenagers into the moment—sparking wonder, laughter, curiosity, and even the occasional social media post they’re actually proud to share.

This isn’t about “keeping them busy.” It’s about making them feel seen, involved, and inspired.

Whether it’s a graffiti tour in Rome led by a local street artist, a behind-the-scenes peek at a Ferrari simulator lab in Emilia-Romagna, or a hands-on workshop creating custom sneakers in Florence, we speak their language.

Even better: we pair them with guides and insiders who do too.

For families, these moments become something more—a way to reconnect, to share an adventure, and to create memories where everyone, finally, is in the same frame.

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We are Italian

We live here.
We know the real Italy—beyond the tourist path

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Exclusive Access

We handle every detail,
so you don’t have to

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Expertise

Private, behind-the-scenes experiences
you won’t find online

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Time-Saving

Trusted guides, handpicked partners
and 15+ years of know-how

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Tailored to You

No templates.
Every trip is built around you

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Plan Your Teens & Gen Z Tour

Traveler Information - Let’s get to know you a little better

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FAQ – Everything You Need to Know

In this section, you’ll find answers to the most common questions our travelers ask.
Every journey is unique, and while this page covers the essentials, we’re always here for anything more specific or personal.
If your question isn’t listed—just ask. We’ll be happy to help shape your perfect Italian experience.

Is Italy interesting for teenagers and Gen Z travelers?

Definitely. Italy offers much more than history books and museums. We design cool, interactive experiences—like street art tours, Vespa rides, hands-on gelato labs, or behind-the-scenes access to movie sets—that resonate with younger travelers.

Do you plan experiences that are social media-worthy?

Yes, but with substance. Think sunset boat rides on the Amalfi Coast, pasta-making in a scenic countryside villa, or exploring ancient ruins with a private guide who knows how to make history feel alive (and postable).

What are the best cities in Italy for Gen Z travelers?

Top picks include:

  • Rome – for its contrast between ancient sites and modern street life
  • Milan – for fashion, design, and contemporary art
  • Florence – for cool artisan shops, vintage markets, and hands-on activities
  • Puglia or Sicily – for amazing coastlines, relaxed energy, and vibrant food scenes

Can you include active experiences like hiking or biking?

Absolutely. We organize hikes on volcanoes, e-bike tours through vineyards, stand-up paddle in crystal waters, and canyoning adventures for teens who want action—not just sightseeing.

Are there tech-free or meaningful travel moments for Gen Z?

Yes. From farm-to-table experiences, to creating their own mosaic with a local artisan, or volunteering for a morning at a countryside animal shelter—we balance Instagram moments with soul-filling memories.

Can teens have some independence during the trip?

Yes—safely and within reason. We can plan activities where teens do something exciting with a guide while parents relax (e.g., street photography in Venice or a food tour with peers). Everyone gets space to enjoy the trip in their own way.

Are accommodations teen-friendly?

Yes. We select hotels with strong Wi-Fi, pools, cool hangout areas, and walkable locations. For larger families or friend groups, we also offer villas with game rooms, media spaces, and private chefs.

What if they don’t want to eat Italian food every day?

We get it. While we celebrate Italian cuisine, we can include great international dining options—from gourmet burgers to sushi bars and hip fusion spots—especially in big cities.

Can the itinerary include downtime and flexibility?

Absolutely. We avoid over-packed days and build in free time for shopping, relaxing, or spontaneous plans, knowing that teens and Gen Z value freedom just as much as experience.

How do we plan an Italy trip that keeps teens engaged and excited?

Start by telling us a bit about their interests—music, fashion, sports, tech, food—and we’ll create a journey full of authentic, memorable, and fun experiences just for them (and stress-free for you).

Our Trusted Partners

Our trusted network of five-star hotels and exceptional hospitality partners sets the standard for every journey.

Craft your dream trip