Sailing Guides & How-tos
Comparisons, packing lists, beginner explainers and themed roundups — everything that's not tied to a single destination.
Guide
Family Sailing Charters: How to Plan a Safe and Fun Boat Holiday with Young Children
Sailing with babies and toddlers is not as daunting as it sounds — thousands of families do it every summer and come home planning the next one. The secret is picking the right boat, the right sea, and knowing which safety gear to insist on before you leave the dock.
July 17, 2026
Guide
How to Become a Professional Hostess or Chef on a Sailing Boat
Few jobs let you cook for a living while spending your afternoons swimming in a turquoise bay. Here is what it genuinely takes to build a professional career as a hostess or chef on a sailing charter boat.
June 22, 2026
Guide
How to Become a Professional Skipper: Qualifications, Career Paths, and Getting Your First Job
Getting paid to sail sounds like a dream, but it's a real career path — and the route there is more straightforward than most people think. Here's how to figure out what kind of skipper you want to be, what qualifications you actually need, and how to land your first job on the water.
June 19, 2026
Guide
Choosing Your Sailing Week: How to Pick the Right Destination and Charter Timing
Choosing where and when to sail your charter holiday depends on far more than just picking somewhere warm. This guide explains how to match destinations, seasons, and your crew's preferences — and how to use our free sailing planner to find your ideal week.
May 24, 2026
Guide
How to Find a Sailing Holiday as a Single Traveller
Sailing holidays as a single traveller are entirely possible — and often brilliant. From cabin charters and solo-focused operators to flotilla skippering and crew-finding platforms, here's how to find the right option for your experience and goals.
May 20, 2026
Guide
How to Make Your Dog Happy on a Boat: A Practical Guide for Sailing With Pets
Bringing your dog sailing? Learn how to test if they enjoy boats, which safety gear matters, how to solve the bathroom problem, and how to plan a dog-friendly route.
May 14, 2026
Guide
How to Provision a Charter Boat: A Week of Meals Without the Stress
A practical first-timer's guide to provisioning a charter yacht for a week: how much water to buy, how to plan simple meals, and what to expect in popular charter bases like Split, Lefkada, and Palma.
May 13, 2026
Guide
Your First Charter Handover: What to Check Before You Leave the Marina
A complete first-timer's guide to the charter handover: paperwork, boat inspection, safety briefing, and the common day-one mistakes to avoid before leaving the marina.
May 11, 2026
Guide
How to Prepare for Your Sailing Charter: The Complete Pre-Departure Checklist
From visa checks and provisioning to packing your personal safety kit, here's the complete preparation guide for your sailing charter — so you can cast off with confidence.
May 9, 2026
Guide
BVI vs The Grenadines: Which Caribbean Sailing Destination Is Right for You?
The BVI and the Grenadines are the Caribbean's two most-compared sailing destinations — but they suit very different sailors. Here's an honest, side-by-side breakdown of conditions, cost, experience level, and onshore life to help you choose.
May 7, 2026
Guide
What Is a Flotilla Sailing Holiday — and Is It Right for You?
A flotilla holiday gives you the helm of your own yacht with a professional lead crew alongside for support — discover how it works, what it costs, and whether it suits your experience level.
May 1, 2026