Italy, Sicily

THIS is where entrepreneurs, founders and creatives join.

An intimate, curated experience designed for entrepreneurs who want more than surface-level networking.

Set in the heart of Sicily, this edition brings together a carefully selected group of founders for a multi-day journey focused on connection, strategy, and shared growth.

Throughout the experience, you will participate in structured daily workshops, strategic founder discussions, and peer-to-peer feedback sessions — balanced with unforgettable Sicilian moments.

From a private boat experience along the coastline to hiking Mount Etna, from gourmet dinners to exclusive wine tasting at a local winery, every element is designed to spark meaningful conversations and long-term partnerships.

Here you will step away from daily distractions, gain clarity, exchange ideas, and build relationships with entrepreneurs who are building, just like you.

Included in the experience:
• Curated daily workshops sessions
• Meals and transport
• Private boat experience
• Mount Etna hike
• Wine tasting at a local winery
• Gourmet dinners
• Guided cultural city explorations
• Accommodation

Group Size: 15
Location: Sicily, Italy
Applications: Open

If you are building something meaningful and value strong networks, this is your opportunity to join the next edition.

Schedule

day 1: Private transfers from Catania Airport, Welcome Aperitif with curated Sicilian delicacies. Guest Introductions & Networking in a sophisticated cocktail-party setting

day 2. Private boat tour along Sicily’s breathtaking coastline, Lunch at a historic local typical Tratoria and Guided tour of historic Catania, exploring hidden gems and local highlights

day 3: Guided hike on Mount Etna with expert insights on its volcanic history, Exclusive Group Business Problem-Solving Workshop and Private Wine Tasting & Gourmet Dinner featuring regional specialties

day 4

Curated tour of Taormina, with photo-worthy stops and time to explore boutique shops and Sicilian luxury shopping.

Castelmola and Signature tasting at Torisi Bar (one shot included)

Gourmet lunch at Ganduca Restaurant, celebrated for Sicilianculinary excellence

day 5

Syracuse & Ortigia, discovering history, architecture, and local life

Curated lunch at renowned Ortigia restaurant

day 6

Free morning to relax at Villa or enjoy the pool and terraces

Farewell gathering and reflections

Private transfers to Catania Airport

not included

• Your flights to and from Sicily.

• Travel Insurance

• Any other extracurricular excursions, tours, shopping, extra transport or dining you do.

• anything not mentioned in the "included" section.

included

• 5 nights, 6 days private accommodation in a Sicilian villa

• Transportation to and from the airport + activities

• 3 meals per day ( in villa + restaurants included)

• Boat tour on the Sicilian coast

• Wine tasting

• Etna volcano hike

Accommodation, meals, and group activities are included. Transportation is provided only during scheduled group outings

Who`s coming?

We will be a mixed group, from 22-year-olds making 650,000€ per month with their business, content creators with secret virality formulas, genius tech startup founders, E-commerce bros, capital managers.... Just kids with big goals. Join us.

To attend, please answer our questionnaire

The Sicilian Experience.

Set on the slopes of Mount Etna, just outside the picturesque village of Trecastagni, The Villa full of historical sicilian furniture, is a spacious three-story home designed for groups of up to 15. The villa blends comfort and style across different interiors, with bright living areas that open onto two panoramic terraces, a shaded garden, a social format and a pool shaped like a palette.

Inside, multiple kitchens and living areas make it easy to share meals and moments together. For fun and relaxation, the villa offers a billiard table, ping pong, and a basketball hoop, along with cozy spots to unwind with a view of the Mediterranean Sea.

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.