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 guide travellers through the world of yacht holidays — from private trips to hosted group adventures. Whether you're a couple, a family, a solo traveller, or planning something for your company team, there’s a sailing experience that fits your style, your group, and your budget.

Here’s a quick guide to help you choose:

Private Yacht Charters — Your Trip, Your Way

A Private Charter means booking a yacht just for you and your group. You can choose between:

• Boat-Only Plan (Free) — for travellers who already know where they want to sail. You fill out the form, we match you with the best yachts and skippers.
• Personalised Sail Plan (€210) — for those who need help choosing the destination, route, or best timing. We design your personalised route and suggest yachts that fit your style and budget.

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

Bareboat Charters — Full Freedom, No Crew

Perfect for licensed sailors who want to take the helm. We match you with a boat that fits your route, dates, and budget — and the rest is up to you. You plan the itinerary, handle the sailing, and enjoy complete control.

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

Cabin Trips — Just Show Up and Sail

Join one of our hosted group sailing weeks, created and arranged by WideSeas. You book a spot in double bed shared cabin on a yacht with a skipper, itinerary, and meals already planned. All you have to do is relax, connect, and enjoy the sea.

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 customised company offsite on the water. We plan everything: yachts, skippers, route, logistics, and optional activities. It’s a powerful way to build team connection, boost creativity, and create unforgettable shared experiences.

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

Flotilla Sailing Trips — Independent, But Together

Sail your own boat while being part of a group route coordinated by our WideSeas team. You get the freedom of your own yacht but with support, guidance, and the fun 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?

Choosing the right sailing trip depends on how much support you want, who you’re travelling with, and the experience you’re looking for.

We’re here to help. Tell us your dates, group, and travel style, and we’ll guide you toward the perfect sailing experience — whether it’s a private yacht, a hosted cabin trip, a company retreat, or a flotilla adventure.

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