Skip to content

Sailing Shelter Island

One of the great things about Shelter Island on San Diego Bay is the sailing vibe. Take a stroll down Shelter Island Drive and you’re totally immersed in sailing. The main drag is surrounded by marine businesses, and you can easily walk from sailmakers to riggers to boat yards. Bars such as Fiddler’s Green are full of half models. San Diego Yacht Club almost always has an event leaving their docks, and there’s quick access to San Diego Bay and the ocean. And just a little farther over the horizon is Mexico.

Walking down Shelter Island Drive, you’ll have new boats being rigged right overhead. 

latitude/John
©2017Latitude 38 Media, LLC
 The entire ‘island’ is surrounded by sailboats. 

latitude/John
©Latitude 38 Media, LLC
Memories of the America’s Cup in 1992 and 1995 still linger on the waterfront. The Italian entry, Il Moro — looking a little worse for wear — lies in America’s Cup Harbor.

latitude/John
©2017Latitude 38 Media, LLC
What do you do for after-school sports? High school sailing out of San Diego YC is a nice break between school and homework. 

latitude/John
©2017Latitude 38 Media, LLC
If you have a trailerable sailboat, you can check it out when they finish enlarging the boat ramp with plenty of adjacent parking.  

latitude/John
©2017Latitude 38 Media, LLC
There are plenty of characters tucked in among the slips. 

latitude/John
©2017Latitude 38 Media, LLC

PHOTO

You can travel pretty far in search of great sailing but, if you’re in California, there’s plenty right nearby. Cruisers heading to Mexico in the fall or returning north in the spring always spend some time on Shelter Island or nearby Harbor Island. When you pick up your copy of the December issue, you’ll find stories of both the Lipton Cup and Masters regattas, both hosted by SDYC, as well as a wrap-up of the 24th Baja Ha-Ha which always starts off the tip of Shelter Island.

Leave a Comment




What happens in Vegas might stay in Vegas. But not at Latitude. Longtime readers will know we’ve been pretty forthcoming about mistakes, screw-ups and bloopers (which can be one and the same, but not always).