Sicily sailing trip

Sicily

27 June - 04 July 2026

€1,950 per person

A week sailing a catamaran around Sicily. Hikes, hidden bays, coastal villages, and open water.

Returning guests every season

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Sicily·27 June - 04 July 2026·€1,950/person·Only 4 spots left
  • You'll hear from us within 24 hours on WhatsApp
  • Full trip details and packing list sent 2 weeks before departure

What to expect

Adventure with a rhythm

Adventure with a rhythm

Morning hike or swim, a sailing leg to the next stop, an afternoon exploring a coastal village, evening at a local taverna. If something’s not for you, skip it. Nobody’s keeping score.

Life on a catamaran

Life on a catamaran

You’ll cook together, swim off the back, wander through small towns, argue about where to anchor next. Simple living on the water.

No fixed route

No fixed route

The plan adapts to wind, weather, and what the group feels like. Sicily’s got enough coastline that you won’t run out of places to discover.

Your home for the week

Shared cabin with natural light

Shared double cabin

Salon with dining table and panoramic windows

The communal area

Open-air cockpit with U-shaped seating

Open-air cockpit

Catamaran under sail

Under sail

Ensuite bathroom with shower

Your own ensuite

What it costs

€1,950 per person

Your place on the catamaran and a licensed captain for the whole week

~€250 per person

Kitty collected on board for provisions, fuel, and marina fees

Flights

On you

Bookings for this trip are closed.

Under €231 a night for your place on board, a licensed captain, and the Sicilian coastline.

What's included

  • Licensed captain (Roman) for the full week
  • Space in a shared cabin on the catamaran
  • A week-long sailing route around Sicily’s coast
  • Daily anchorages in hidden bays and coves
  • Swimming and snorkelling stops

You arrange

  • Flights to and from Sicily
  • Shared kitty (~€250pp) for fuel, marina fees, and provisions
  • Personal spending
Captain Roman

Your captain

Roman

Roman’s built things his whole life and always ends up back on the water. Coffee on deck at sunrise, then the whole day opens up. He’s calm when the wind picks up and obsessed with finding the one anchorage everyone else missed. Give him an afternoon and you’ll be steering the catamaran yourself.

What people say

I’d never been on a sailing trip before and didn’t know what to expect. By day two, I didn’t want to leave. The group clicked instantly and Roman made everyone feel welcome from the first hour.

14:32

Sarah M. · Sailed Greece 2025

We’ve done package holidays for years and this was the opposite of that. No schedule, no rush, just the sea and wherever the wind took us. Already looking at the next one.

Yesterday

James & Laura · Sailed Croatia 2024

I went solo and was nervous about it. Turned out half the boat were solo travellers. Best decision I made all year.

09:47

Tom H. · Sailed Sardinia 2025

Common questions

  • Not at all. Most people who join have never been on a sailing trip. Roman teaches you everything from day one, by day three you’ll be steering the catamaran yourself.

  • Absolutely. About half the people on any trip come solo. You’ll be sharing a cabin with another guest, and by the second day the whole boat feels like a group of old friends.

  • Sicily in July averages 30°C and clear skies. If conditions change, Roman adjusts the route, that’s the beauty of having a licensed captain. The catamaran handles rougher weather comfortably, and there’s always a sheltered bay nearby.

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