Sailing Trips 2026

Small and familiar for all of us

The Pirates Philosophy

Small and familiar Sailing Trips for everyone who loves to stay active, discover new places and meet kindred spirits.

Sustainable Tourism

Small groups, real connection, familial & fully transparent.

Safe & Inclusive

A safe space to be yourself, respected and celebrated.

No Greenwashing

fully Plant-based trips, eco products only and mindful resources.

Creative Freedom

Room for expression, emotion, and adventure.

Find your Trip for 2026

Travel is a great way to open our minds and hearts to new horizons, vibrant cultures and unforgettable encounters. Every journey is an opportunity to dream, feel alive and discover the magic beyond what is familiar. Follow your sense of wonder and find the trips that will make your dreams come true.

Destinations

We sail along Europe’s most beautiful coastlines, exploring Italy, Portugal, Montenegro, Albania and other handpicked routes across the Mediterranean. Each trip brings its own charm and highlights, from quiet bays and lively harbor towns to hidden beaches you won’t find in any guidebook. We keep our plans flexible, following the wind and choosing the best spots for the day.

Activities

We believe that the best adventures happen when you step off the boat and explore the world around you. Every journey we offer is more than just sailing; it’s a mix of exciting on-board experiences and unforgettable land adventures. While not every activity is available on every Trip (since it depends on the country and surrounding area) we ensure that we cover a variety of them during each journey, and they’re all included in the price.

What’s covered?

Find your Trip

Small crews, hidden bays, adventure made easy.

Guest voices

Where strangers become family

Solo travelers, friends, couples – all looking for adventure and their own space. You arrive as strangers and leave as a crew. Small groups, hidden bays, simple pricing, and a team that cares and loves the sea make you feel right at home.