All the essential tips, tools and expert advice you need to plan the ultimate cruising vacation, delivered right to your inbox.

Charter: The Best Gateway Drug To Cruising 

We plotted our own course, we cast our own lines, we poured our own drinks. We absolutely lived, in every sense of the word, for several sun- and fun-soaked days.

Sponsored Content

Learn to Bareboat Charter with America’s #1 Sailing School®

With more than 160,000 graduates, Offshore Sailing School teaches every level of US Sailing certification at six resort locations in Florida and the Caribbean

Built for the Long Haul

In charter, where ­Lagoons have long been popular? Well, let’s count the ways the new Lagoon 55 could be enjoyed.

Seven Days Around St. John

The smallest of the three U.S. Virgin Islands offers a wealth of adventures for charterers.

Sponsored Content

Myth-Busting Flotillas

Whether you have a family that’s new to sailing or are an old salt who’s ready to try a new cruising ground, a Sunsail flotilla sailing vacation in the Mediterranean might be just what you need.

An Apostle Islands Adventure

A charter vacation in these remote islands in Lake Superior was just the sailing fix this west coast couple needed.

Sustainable Escapes

What charter companies are doing to lessen their environmental impact at their base locations.

Sailboat Chartering 101

Interested in taking a sailing vacation? Start here! We’ve put together a guide on charter types, locations, qualifications and more. [Read More »]

Planning a Charter Itinerary

Use these practical planning tips to make your next yacht charter the best sailing vacation of your life. [Read More »]

Choosing the Best Charter Option

Not quite ready to skipper but still want to charter? Don’t worry, there are plenty of other options to get you out there. [Read More »]

2022 Charter Directory

Plan the ultimate charter vacation with Cruising World’s official directory, featuring the top charter operators and sailing schools around the globe. [Download Your Copy »]