From The Docks – San Diego Staycation

Do you like the idea of going on an adventure but staying close to home, here in San Diego? After all, why would you want to leave the greatest City in the World, with the best weather, when you already live here? Plan your next staycation here with us at Sail San Diego & come out for a relaxing SAIL!

Experience your own City from a differint vantagepoint, the water instead of land. On our sunset sails, you’ll take in the sights of the Downtown San Diego City skyline while sailing. As a San Diegan, you don’t need to fly thousands of miles to experience your own thrilling adventure at sea!

Curious about trying your hand at sailing? You could even sign up for a sailing lesson on one of our yachts and experience sailing hands-on! Our private marina is located on Shelter Island, a hidden gem of the San Diego area.

If you’re going out on a Day Sail, arrive a little early & grab a coffee at one of the local cafes. Pro-tip from our office manager Pastry-Eating Pete: As of 2022, Coffee Hub (walking distance) began baking their own pastries in-house! Want to make dinner reservations for after your sail? You can do that too! Brigantine, Pizza Nova, Pummaro, Pomodoro & Miguel’s are a few of our staff favorites.

San Diego has some of the best sailing here on the West Coast! Come experience it for yourself in your own City!