The Best Sailboat Rentals Near Priest Point

Safe & solid sailing catamaran - Green power! Stunning beauty & great location!

’Twas a gloomy day—your typical San Francisco midday gloom. Fog with teeth. Mist that clung like a secret. A chilled, still air that made the Bay look calm enough to trust… which is exactly how it gets you. Me and the missus had one objective: sail for the Golden Gate and get that clean, cinematic sweep under the red steel. Simple, right? Except nothing in that water is simple. The currents run their own agenda out there—silent, relentless, and utterly indifferent to whatever romantic plan you brought with you. Captain Jan sized up the day the way a seasoned operator reads a dossier. No drama. No bravado. Just facts. “Sure,” he said, steady as a man who’s seen worse, “but it’ll be a one-way trip in these currents.” That was the moment I knew we were in good hands. And don’t let his youthful appearance fool you—he’s not that young. Argh! The boat—ahem, catamaran—Hokahey, was clean, dialed-in, and quietly ready for business. There’s a cozy spot to keep you out of the wind when the Bay starts throwing attitude, a bathroom (critical), and most importantly… snacks. The kind of detail that tells you the person running the show has done this before and knows what matters when you’re out there with nothing but gray sky and cold water for company. The wind didn’t cooperate—no grand, billowing sails cutting through the fog like a movie poster. But here’s the thing: the engine is quiet and makes serious speed. No rattling chaos, no grinding clatter—just a smooth push through the chop like the vessel had its own mission and we were simply along for the ride. We tracked close to Alcatraz, its silhouette looming like a warning. Closed in on the Golden Gate, the great red arc appearing and disappearing through the mist like something you weren’t supposed to find. We chose not to explore Angel Island—call it discretion, call it timing, call it a tactical decision—and cruised the dock area as well, soaking in the city’s edge where steel, salt, and history all collide. No rush. No worries. No forced itinerary. Just a smooth, delightful, private cruise in the Bay—executed with calm precision and a kind of confidence you can’t fake. If you want a low-stress, high-quality sailing adventure that still feels like you earned it—Jan and the Hokahey are the way to go. Enjoy… and thanks, Jan.

42 Sailing Monohull Tours in Sausalito

Captain Rick is great! You will be at ease while you have fun with a very fine mariner! His boat Gentle Storm is well maintained! The playlist for sailing was great! He is generous, kind, funny and a pleasure to sail with any day!!

Puget Sound Sailing Adventure on 32' Hunter Sailboat

Russ is a fun extremely personable great Captain. we could not have asked for a better afternoon on the water in the sailboat. nothing was said to us about what we may see and we had no idea whales would be there and we saw several. 3 within 20ft of the boat. My wife and daughter had never been on a boat before and today was the absolute highlight of their summer and mine too. Thank You Russ for a great wonderful cruise. To anyone giving thought to this sailboat cruise dont wait it is more than worth it in every way. great memories will be made that is for sure. Marc

Puget Sound Sailing Adventure on 32' Hunter Sailboat

My husband and I traveled from North Dakota to WA to visit some friends. This was our very first sailing experience and we had so much fun. We were lucky enough to spot a few orcas in Puget Sound. Captain Russ was very nice and accommodating. The boat was beautiful. I would highly recommend booking a cruise with Captain Dylan/Russ if one is ever in the Seattle area. You will not be disappointed. We would definitely book again.

Puget Sound Sailing Adventure on 32' Hunter Sailboat

This was our second excursion with this company- first on Lake Washington and next on Puget Sound. We had a fantastic time (6 people). From the start Captain Russ was proactive in his communication and the sail was a beautiful afternoon and view. Highly recommend and we will book back again.

Puget Sound Sailing Adventure on 32' Hunter Sailboat

We had the best Sunday with Captain Russ! We definitely weren’t the quietest group of girls and he didn’t seem to mind that at all. It was great to learn about sailing as it was all our first time and Russ was happy to share about his experience. A fun day out on the water with great Seattle weather was everything we wanted, and the awesome captain was a plus! Would recommend this to anyone that’s itching to get out on the water. It’s so worth it, especially because you don’t have to book crazy in advance either. Thanks again Captain Russ!