
What My Father Taught Me Sailing
A son reflects on a century of life, a lifetime of ocean miles, and a father who led by letting you figure it out.

A son reflects on a century of life, a lifetime of ocean miles, and a father who led by letting you figure it out.

Take it from sailing legend Gary Jobson—you don’t have to cross an ocean to find everything sailing has to offer.

Leaving your boat unattended for months demands careful preparation, and a willingness to accept what you can’t control.

An analog astronaut crew sails a 43-year-old gaff schooner 1,200 miles to SpaceX’s Starbase, to prove the sea is a viable training ground for Mars.

A shorthanded crew on an Amel 50 sails the Eastern Seaboard outside and finds more adventure than they bargained for.

Coast navigation demands preparation, because near shore, there’s no room for guessing.

A troop of young sailors trades their smartphones for sunsets, teamwork, and seamanship during a weeklong Florida Keys trek.

From the rugged Faroe Islands to the volcanic peaks of Vestmannaeyjar, the crew of Stravanza explores the raw beauty of the North Atlantic.

Belgian skipper completes east-to-west crossing in 24 days in a Mini 6.50, becoming the first from Belgium to hold a transatlantic world record.

Forty years on, sailors reflect on whether they’d still brave the Atlantic the old-school way.

Departing Saint Lucia, the World ARC 2026-27 fleet embarks on a globe-spanning voyage shaped by preparation and camaraderie.

A two-summer-long expedition to Canada’s easternmost provinces tested five boats and their crews while uncovering the area’s remote beauty.

A son reflects on a century of life, a lifetime of ocean miles, and a father who led by letting you figure it out.

Take it from sailing legend Gary Jobson—you don’t have to cross an ocean to find everything sailing has to offer.

Leaving your boat unattended for months demands careful preparation, and a willingness to accept what you can’t control.

An analog astronaut crew sails a 43-year-old gaff schooner 1,200 miles to SpaceX’s Starbase, to prove the sea is a viable training ground for Mars.

A shorthanded crew on an Amel 50 sails the Eastern Seaboard outside and finds more adventure than they bargained for.

Coast navigation demands preparation, because near shore, there’s no room for guessing.

A troop of young sailors trades their smartphones for sunsets, teamwork, and seamanship during a weeklong Florida Keys trek.

From the rugged Faroe Islands to the volcanic peaks of Vestmannaeyjar, the crew of Stravanza explores the raw beauty of the North Atlantic.

Belgian skipper completes east-to-west crossing in 24 days in a Mini 6.50, becoming the first from Belgium to hold a transatlantic world record.

Forty years on, sailors reflect on whether they’d still brave the Atlantic the old-school way.

Departing Saint Lucia, the World ARC 2026-27 fleet embarks on a globe-spanning voyage shaped by preparation and camaraderie.

A two-summer-long expedition to Canada’s easternmost provinces tested five boats and their crews while uncovering the area’s remote beauty.
Sign up for Cruising World emails to receive features on travel destinations, event listings and product reviews as well as special offers on behalf of Cruising World’s partners.
By signing up you agree to receive communications from Cruising World and select partners in accordance with our Privacy Policy. You may opt out of email messages/withdraw consent at any time.