Sail in style for $70 per person on our shared sailing charters, with never more than 4 adult passengers on board!

We believe in providing a more intimate experience for our guests.  Feel free to pack a picnic or bring one of our local libations a Cabernet, Chardonnay or a fine microbrew to toast the sunset or to enjoy with the fantastic scenery. Definitely one for your Santa Cruz to do list.

Reserve your seat and join the fun.

2  Hours  Sailing

for $70 Per Person

(Must be 12 y/o or older)

Sailboat at harbor mouth
Santa-Cruz-Sailing-Regata
Captain-Forest-at-the-Cockpit

Let’s Go Sailing and Have Some Fun!

Need more info? Call us directly at 831.706.8574 or send us a note. 

Thinking of something to do for my dad’s 70th b-day & mom’s b-day the same month. I came across CCSail on Google. We’ve done the Specialized Helicopters twice, did the O’Neill Catamaran Yacht with 20 other people on the boat. So why not try this smaller sailboat ride.

8/8/15 We took the 2 HOUR SHARED SUNSET SAIL Saturday night at 6:00 pm. Park in the Visitor Spaces and Pay at Parking Meter right outside of Dock F to the left. ((Give yourself time If you need to use the restroom under the overpass, there might be a line.)) Captain Forest came out from his boat the “Sarah” at Dock F to welcome us promptly at 6 pm.

The three of us plus the captain and his 1st mate Amit, had the boat to ourselves. Four passengers max. We had our own private, intimate sailing yacht with no other people – parents Loved It!! I was happy just taking pictures (that’s what I do.) Ocean Air, Quite & Peaceful, just the screams from The Boardwalk rides 🙂

The Captain and Amit were friendly and sociable people. He taught and let my dad steer the boat for a long time. The ride was fun, a little breezy, not hot, not cold – smooth sailing. A 2-hour boat ride around Santa Cruz in the Monterey Bay for $53 (+ a tip, much deserved) per person is a really good deal. A Must Do in Santa Cruz + it gets ya away from the crowds. Had a great time aboard the sailing yacht “Sarah”.

Reviewed 8/10/2015
FANTASTIC EXPERIENCE FOR MY SON AND I – Captain Forrest took my son, my husband and me out on his sailboat “Sarah” for two hours for my birthday. It was a beautiful and peaceful. Captain Forrest is kind and very easy-going. He will make the trip what YOU want it to be. If you sail, he will let you crew. If you have never sailed, he will do all the work. It is not a guided tour but he will answer any questions you might have. I highly recommend a trip with California Classic Sail.
Reviewed September 24th 2015
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Shared Sailing Charters Shared Sailing Charters 70Category: Product #: Operating a beautiful classic sailing charter boat on the Monterey Bay from the picturesque Santa Cruz Harbor. California Classic Sail offers two-hour public and private sailing charters.Regular price:$ (Sale ends ) Available from: Condition: Good ! Order now!