About this Experience
What you'll do:
Set sail right when the wind’s at its best! Our Midday Sail is all about real-deal sailing, wide-open views, and maybe even a dolphin or two. Cruise aboard our spacious Catalina 400 with snacks, drinks, and room to relax—then still make it back in time for happy hour.
Why we love it for your party:
Peak sailing conditions (The wind’s up, the boat’s moving, and you’re getting the real sailing experience)
Wildlife in action (Midday is prime time for spotting dolphins, sea lions, and maybe even a whale)
San Diego at Its best (Clear skies, wide-open water, and views you won’t get shoreside)
Plenty of time for more (A solid adventure without killing the rest of your day)
Captains who know their stuff (USCG-certified, super experienced, and actually fun to hang out with)
Cold drinks included (Beer, hard seltzer, soft drinks, and snacks — all on the house)
About this experience partner:
Sail San Diego is a boutique, family-run sailing company and one of San Diego’s tenured operations. Over nearly four decades, Sail San Diego has grown to become the city’s premier sailing provider, offering corporate outings, private events, whale watching tours, and our daily signature sails.
Provided by Sail San Diego
Joined November 2022
Book This Experience
Visit the experience booking site to check availability and book your experience.
Reviews
See All5 (10 Ratings)
Frequently Asked Questions
What happens if the weather is bad?
San Diego’s got great sailing weather most days, but if conditions aren’t safe, we’ll reschedule or refund you. Easy as that.
Is this just a slow cruise?
Not even close. Midday is when the wind picks up, so you’ll feel the boat move. It’s real sailing, not just a float around the Bay.
Will it feel too touristy?
Nope. No packed boats, no canned tour guide speeches. Just a small group, a great captain, and plenty of space to enjoy the water. That’s why locals love to come sailing with us.
What if I've never been sailing before?
Perfect! This is a great intro! You’ll get to experience real sailing with an expert captain, and if you’re up for it, we’ll even show you the ropes (literally).
What if I have more than 6 people in my family or group?
For bigger crews, check out our Private Midday Sail. You’ll get the whole boat to yourselves, with space for up to 10 guests.




















