Custom Sails in San Diego

You’re Kind of a Big Deal. That’s Worth Celebrating.

Big milestones deserve more than a group text and a dinner reservation. Make core memories with the people who matter most on a spacious, premium sailboat – on your schedule.

Choose Your Boat

Get fancy on the Bavaria 46 with plenty of room for 10. Or spread out on the freshly refit Gulfstar 50, built for up to 22 guests

Invite Up to 22 Guests

The Gulfstar 50 is our newest sailboat and also our biggest. It features a huge deck made for lounging with the whole crew.

Call the Shots

You pick the time, the length, and the activity. Sail the Bay or open ocean, drop anchor for a swim, or add catering and a bar package*.

Looks Like We've Got a Bigger Boat.

Say hello to the Gulfstar 50, a true classic of the 70's seas, freshly reappointed with all the modern frills. She joins the Bavaria 46, tricked out for groups who’re feeling a little extra.

Both sailboats sport plenty of space and are fully staffed with captain and crew. The Gulfstar even offers bar packages for a more spirited day on the water.

Feelin' Fancy

Bavaria 46

The snazziest sailboat in the fleet, the Bavaria 46 is great for smaller groups with plenty of room to spread out and relax.

Up to 10 Guests
BYOB
Massive swimming platform
3 bathrooms
Full galley + fridge

Reserve the Bavaria 46

70's Lounge Vibes

Gulfstar 50

Welcome the newest addition to our fleet! We totally refitted this classic sailing yacht for bigger crews ready for the party.

Up to 22 Guests
*Bar packages available (no BYOB)
Huge deck
2 bathrooms
Full galley + fridge

Coming Soon

two women sitting on a boat with food on the water

"From the planning to the execution, everyone was flexible, professional, accommodating, and efficient. I really like the way they allowed you to customize the day to make it your own."

— Erin D.

a white dome building with a large glass roof

Rady Shell Concert Series 2025

The best seat in the house? Not in the house at all. All season long, we’re setting sail to the Rady Shell for live concerts on the water. Pick your boat, grab your crew, and enjoy the show. This is way better than lugging in your camp chair for lawn seats.

Check Out the Lineup

Your Sail, Your Way

Sail the Bay or the Open Ocean — Either way, dolphins, sea lions, or even whales might join the party.
Anchor & Swim — Your captain knows exactly where the water’s perfect for a dip.
Snacks, Drinks + Catering — Chips and beer are on us. Going big? We’ll hook you up with the best caterers and bar packages*.

Check Availability

FAQs

A Private San Diego Sail, Minus the Stuffy Yacht Club Scene.

I’ve never planned a custom sail before. How complicated is this?

Not complicated at all. Pick your boat, pick your time, and tell us what kind of experience you want. We’ll handle the rest. No stress, no guesswork.

Are there bathrooms on the boats?

For sure. They’re really nice, too.

Do I need sailing experience?

Nope. Our captains know their stuff, so you don’t have to. Just sit back, grab a drink, and enjoy the ride.

Is this going to feel too formal or stuffy?

Not a chance. No dress codes, no yacht club rules—just your people, a beautiful boat, and an experience built around what you want to do. And our captains are hella fun.

Can we bring food and drinks?

Yep! Snacks and drinks are included, and you’re welcome to bring more if you’re on our Bavaria 46 sailboat. On our new Gulfstar 50, we offer a variety of bar packages. If you want to go all out, we can even hook you up with one of our catering partners.

Custom Means Limited.
Lock in Your Sail.

Our boats book up fast, especially for in-demand days. Don’t miss your perfect day on the water.