The Best Cruising Catamaran Rentals in California

Frostbite-Free Sailing Adventures - Catamaran w/ Sunroom - Captained

The booking process was easy, and Jeremy was very quick to respond to any questions. On the day of our trip, we arrived about 50 minutes early due to light traffic, and the team was flexible enough to let us start about 20 minutes earlier so we could enjoy the great weather. During the 3-hour trip, we spent most of our time relaxing on the hammock, which comfortably fit three people at once. The team also provided very comfortable loungers for the other two members of our group. They were attentive throughout the trip and warned us about larger waves that might drench us while we were sitting on the hammock. Captain Efe regularly checked in to make sure we were doing well and happily explained what we were seeing around us, including the container ships, cranes, and the bay. We had an amazing trip. The boat is beautiful, and we felt safe and well taken care of the entire time. I would 100% recommend this experience and can’t wait to go out with Captain Efe again.

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

If you’re in the Bay Area, going with Jan and the Hokahey is a no brainer. Excellent communication from booking to boarding. Great conversation and knowledge of the area. Beautiful boat with room indoors for a warm setting out of the breeze, and plenty of room to spread out and sit up high and see the views or lay on the trampoline mesh up front to listen to the waves. Excellent experience, would recommend to anyone.

Catamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun Cat

It was an amazing Birthday celebration for my mom. We have spent 3 hours on the Tigress from 5:30-8:30, and it was magical. Beautiful views all around. Ryan, the owner, was super helpful and nice. He navigated our booking process and answered all of questions swiftly. Our captain Matt was also incredible. He gave us space but also communicated and joked when appropriate, and by the end felt like one of our own! The boat itself is well equipped, clean and very comfortable. The 8 of us were able to lounge and move around freely. There is a bathroom with running water and a fridge on board, which is convenient and a huge plus. Overall it was a great experience and I definitely recommend to choose them!

Catamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun Cat

We loved our private sail with captain Matt! The boat was so comfortable and perfectly stocked with drinks and blankets. Matt made sure we saw the sea lions and all the points of interest along the coast. He answered all our questions and couldn't have been nicer. Booking the trip was so easy too! I messed up and booked our initial trip for the wrong date. I panicked and Ryan responded to my inquiry within minutes and saved the day. He was so accommodating and helpful. From the booking to the whole sailing experience I have not one complaint. These guys are truly the best.

Catamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun Cat

This was such an amazing experience! Highlight of our trip, for sure! The catamaran comfortably fit 10 of us and it was so relaxing! The captain was great and communicative! I would 100% book this again! The seating in the front was comfortable, with great views. The boat itself had cushioned seats too that were great. The table was nice for a little picnic and storage space for our stuff. There was definitely enough storage underneath as well as on the beds and in the kitchen. So grateful for this experience!

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.