Sailing Trips Guide

Not sure which sailing trip is right for you? Start here.

Ever dreamed of sailing but not sure where to begin? You're not alone. At Wideseas, we help travellers find the right yacht holiday — from private trips for your whole group to hosted sailing weeks you can join solo. Whatever your style, group size, or budget, there's an option that fits.

Private Charter — Your boat, Your Way

A private charter means renting an entire yacht for you and your group — no strangers, complete privacy, your own pace. Tell us where you want to go, when, and how many people — we'll send you matched yacht options within a few days. Our service is completely free, you pay only for a boat.

Best for: couples, families, friend groups, celebrations, or anyone who wants a fully tailored sailing holiday.

Cabin Cruise — Just Show Up and Sail

Join one of our hosted group sailing weeks, fully organised by Wideseas. You book a spot in a shared double-bed cabin on a yacht with a skipper, planned itinerary, and meals included. All you have to do is show up and enjoy the sea. No sailing experience needed. From €1,500/person.

Best for: solo travellers, couples, or small groups who want ease, community, and a carefree escape.

Company Sailing Trips — Team Retreats at Sea

A fully organised company offsite on the water. We plan everything: yachts, skippers, route, logistics, and optional activities.

Best for: HR teams, founders, remote teams, agencies, startups, or companies seeking meaningful retreats.

Bareboat Charters — Full Freedom

For licensed sailors who want to take the helm themselves. We match you with the right boat for your route, dates, and budget — and the rest is up to you.

Best for: experienced sailors with a license who want independence.

Flotilla Sailing Trips — Independent, But Together

Sail your own boat as part of a group route coordinated by Wideseas. Freedom of your own yacht with the fun and support of sailing alongside others.

Best for: beginners with a skipper, or intermediate sailors with a license who enjoy group energy but want control of their own boat.

Still Not Sure What to Choose?

Tell us your dates, group size, and what kind of experience you're looking for — we'll point you in the right direction. Inquire below or DM us on Instagram @wideseas_ or email hello@wideseas.com