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From The Docks – The Perfect Date Night Out

date nigght in san diego

What could be more romantic than a date on your own private sailing yacht? Valentine’s day is right around the corner! Are you looking to plan something special, memorable & unique?

Minimal planning is necessary on your part; Sail San Diego has you covered – we’ve been doing this since 1988! Simply meet us down at the docks & we’ll have your yacht waiting for you to embark on a romantic 3-hour sail.

Join us for a day or sunset sail, whale watching, or you could even book a sailing lesson as a fun & adventurous date! You can join a public sail with others or book the yacht privately for just you & your plus one.


a man and a woman standing on a boat


Not able to celebrate on Valentine’s Day? No problem! Gift your sweetheart a sailing experience to use at a later time. You can find Gift Cards on our website.

You’re more than welcome to bring your own food to enjoy while you sail if you pack a picnic & your own beverages (just no red wine or hard liquor). There are also several great restaurants within walking distance from our docks; you can make a reservation to follow your romantic sail with us! (Brigantine, Pomodoro, Pummaro, Miguel’s, Pizza Nova & more!)

We love hosting our guests for holidays & special occasions – lately, we’ve had the privilege of celebrating several wedding proposals aboard our yachts! Join us this Valentine’s Day with your boo boo honeybear. Blankets are back! Cuddle up with your snuggle bunny & a can of Juneshine hard kombucha for a romantic experience on the water that you’ll never forget!