Grow with people who get it. somewhere beautiful

If you’re a young, ambitious, in business, between 20 and 35 years old, and often feel out of place in rooms that are either too beginner or too performative, this might be for you.

This is an immersive 6-day trip that brings ambitious people together in one place. It’s not just about business or networking, but also about stepping away from everyday life and truly enjoying the experience—this is a vacation too. The days are designed to blend meaningful conversations, shared learning, and time to slow down and enjoy where you are.

You’re surrounded by people who are building, thinking, and growing, but without the pressure of traditional events. Ideas are exchanged, perspectives shift, and real relationships are formed. You leave not only refreshed, but with clearer strategies, new inspiration, and connections that continue long after the trip ends.

6 days

1 villa

15 attendees

Join us for a 6-day escape to a private Sicilian villa for high achievers who want to connect, explore, and recharge. An event for founders, creators, and leaders.

You’ll eat together, laugh, have long conversations about business, growth, mistakes, and decisions — and also have quiet moments by the pool or in the garden, just soaking up the Sicilian sun.

We mix adventure, exploration, and downtime:

- Wine tasting with great food and even better conversations

- Exploring the streets of Taormina and Castelmola

- Walking around Catania

- Hiking Mount Etna

- Cruising along the coast on a boat

- Enjoying sunset aperitifs

- Night swims in the pool

Beyond the activities, the best part is the people. You’ll connect, swap ideas, make friends, and talk about the real challenges of running a business. We’ll even have a session where everyone shares their biggest problems running a business —and we work together to find solutions.

This trip isn’t about doing more.
It’s about seeing things differently, slowing down, and connecting with people who get it.

What to expect...

Where?

A stunning Sicilian villa nestled between olive groves and the sparkling Mediterranean Sea. (near Catania)

Got Questions?

Who can join?

Entrepreneurs, business owners. startup founders, social media creators, anyone with teeth in the game ...

Is this a retreat?

What are the activities?

How many attend?

Where is it held?

No, it’s a curated gathering of real founders/business owners, not a typical "retreat" just like minded people spending a vacation together.

The beautiful island of Sicily in Italy. Not only for the views and the food... but it's also a place to slow down and allow yourself to get inspired.

Only 15 participants are chosen, ensuring intimate, meaningful connections... at the end of the trip you will have friends or business partners for life.

A little bit of everything. Boat ride, wine tasting, Etna volcano hike, City tour... as well as "business activities" to create a loop of knowledgeable feedback from the rest of the group.

Apply now

Questions about the trip or your application? Reach out directly

Phone

+39 375 876 3686

Email

jumpfirstclub@gmail.com

All applications are personally reviewed to ensure we protect the quality of the experience and the people inside it.

If you’re not selected for this specific trip, it doesn’t mean no forever — it simply means not this time. You may still be a perfect fit for future trips.