This Is How Locals Sail San Diego
A classic 50ft sailing yacht. A fun as hell crew. Room for groups up to 22.
Achieve Next-Level Local Status.
Even If You’re Just Visiting.
Meet Maile, she’s a 50ft classic
Newly restored like the legend she is. Teak accents that gleam like it’s 1977, cushy seating, and a wide-open deck with more soul than your playlist. Your party pics will be scroll-stopping.
- Room for up to 22 of your favorite humans.
- Includes drinks, snacks, and a hella-fun captain + crew.
- Upgrade with catering, bar packages, and more.
Maile is waiting. Are you in or what?
Check Availability"A unique and memorable experience for all our family and friends that visit us in San Diego!"
— K.G.
FAQs
Skip the Yacht Club. Our Captains Are Real Sailors.
Are there bathrooms on the boat?
Sure are. And they’re really nice, too.
What if it’s cold, windy, or rainy?
Dress in layers and you’ll be golden. Plus, there are blankets on board. We don’t let a little May-Gray get in our way. But if the weather is truly rotten, we’ll reschedule or refund.
Do I have to help sail the boat?
Nope, your USCG-certified captain and crew are there to do all the sailing. But, if you’re into it, you can definitely take the wheel if you really want to.
Are my friends going to get seasick?
The Maile is big, super stable, and the waters in San Diego Bay are usually pretty calm. Plus, we won’t go out if the weather is too rough.
Can we bring food and drinks?
Sure! We include snacks and drinks, and you’re welcome to bring more food if you like. If you really want to go all out, you can upgrade with a bar package, and we’ll hook you up with one of our amazing catering partners.
Booking’s Easy. Regret Is Not.
Weekends fill up fast. Lock in your sail now. Or if you have more questions, reach out and we'll be in touch right away.
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