Great sailboat rentals near San Francisco, California.

Sailing Reviews in San Francisco

1. DB

   David

   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.

2. MB

   Milton

   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!!

3. OM

   Olaf

   Schock 35 Cruiser Racer in San Francisco Bay

   From the beginning until the end of this turn everything top. My wish to sail under the Golden Gate Bridge we did and on top we could watch seals, Dolphins and Wales!!! Dan is a fantastic Skipper and human Person! See you soon, Olaf

4. BJ

   Bruce

   30ft Catalina Sailboat Charter in Alameda CA

   Wonderful sailing experience with a very knowledgeable, engaging, fun loving, and story telling Capt Brad. The pre-sail communications were spot on and timely. Once Capt Brad assessed the interest level (high) and capability (hard working but novice sailors) of our grandsons (ages 12 & 8) he had them working ropes an steering when safe and under his watchful eye. Already looking forward to our next sail with Capt Brad.

5. JN

   Josephine

   30ft Catalina Sailboat Charter in Alameda CA

   We went sailing with my husband, and Brad was our amazing captain! His communication was clear and timely from start to finish. We were running about 10 minutes late and messaged him — he responded immediately, remaining calm, professional, and welcoming. The entire 3-hour experience was perfect. We truly enjoyed every moment and can’t wait to sail with him again in the future. Thank you, Brad!

6. ML

   Meredith

   30ft Catalina Sailboat Charter in Alameda CA

   We had a great day on the bay with Captain Brad! Brad was very friendly and full of information about the bay, sailing, and the local areas. It was a very enjoyable day on the bay for our whole group! Planning was simple-- Brad is very communicative and made things easy!