August 4, 2020

Photo: Crew of Juan Solo

On Sunday, Aug 2nd, we set out for a family sail in Penn Cove aboard our 24 foot sailboat, Juan Solo. We were out entertaining my visiting aunt and uncle from Fresno, CA and showing them the best things to do on Whidbey Island. 

After sailing from Oak Harbor to deep within Penn Cove we decided to head back around 5 pm. As we headed downwind and crossed the middle of Penn Cove, we came upon something that...

May 29, 2020

It seems like forever since we had our kickoff meeting and were just getting our season started when everything was put on hold during the COVID-19 pandemic.

The good news is that we are headed in the right direction and there is light at the end of the tunnel. Island County moved into phase 2 of the reopening plan which means we can start racing again with groups of 5 or less per boat.

We had a great evening of racing on May 28...

March 7, 2020

It's time to get back out on the water for another amazing season of sailing, racing and hanging out with friends!

Thursday, March 12th, kicks off the season with our 4 week long Frostbite Series. The NOR and entry forms can be found on the Sail Fleet page. Paying for the whole season is most cost effective way to come out and join us for some fun for the whole year. Drop off and pay for your race packets at the bar.

If you are...

Come join us, Thursdays, for Rules of Racing talks and videos at the club!  Videos and discussions start at 5:30 sharp followed by a sailing themed movie at 6pm.  Stick around for pizza and a movie or just come for the rules training.

See you there!

Your Sail Fleet Captains

November 16, 2019

Its back!  Join us, at the Oak Harbor Yacht Club, every Thursday night for pizza and a movie, starting November 7th 2019 through February 2020. 

New this year! We will be adding 30 minutes of racing rules discussion to kick off each night starting at 5:30 sharp. Pizza and the movie will start at 6 pm. Bring about $5 per person if you want chip in on pizza. Money is not required to join us for the racing talks or the m...

November 16, 2019

It’s hard to believe the official racing season is nearly done. With the end of August came the conclusion of our Summer Race Series.

After six weeks of fun racing and record numbers of participants, we again ended up with close results. In the PHRF class, we had Chad Holcomb’s Yeah Dogg in first place. In second place was Dave Steckman’s boat Juan Solo. Finishing out the podium in third place was Dean Vandament’s Wind Warrior.


Only two local boats competed in the final Whidbey Island Race Week Regatta July 23-27, but the pair left a positive stamp on the event which is ending after a 37-year run.

Lemonade, skippered by Jason Polly, and Pearl JEM, with Larry Munns at the helm, finished 1-2 in their class, the Performance Handicap Racing Fleet Time-on-Time division.

In all, 59 boats over eight classifications competed in the event.

Race owner Schelleen R...

July 19, 2019

Can’t believe it’s already nearing the end of July!  The Magic Juan Series and San Juan 24 North Americans are already in the history books, the Summer Series is in full swing and Race Week is just around the corner.  We must be having fun because time is definitely flying by this season!

The Magic Juan Series finished a few weeks ago. It was another series marked by great sailing conditions and close competition.  The p...

 Photo Credit: Dale Hendrickson

Oak Harbor’s Dave Steckman and his boat Juan Solo finished second to Seattle’s Mark Bradner aboard Return in the San Juan 24 North American Championships Saturday and Sunday, June 29 and 30.

The Oak Harbor Yacht Club hosted the event for the ninth consecutive year, with the regatta taking place on the waters of Penn Cove.

The fleet of 12 boats competed in 12 races in the two-day event, with the poo...

Nick de Ru rides aboard Juan Solo as skipper Dave Steckman leads the boat to two wins Thursday. (Photo by Dave Steckman)

Wind Warrior skippered by Dean Vandament finished first in the overall standings in the Flying Sails division of the Oak Harbor Yacht Club’s Magic Juan Series, which finished its season Thursday, June 27.

In the Windseeker division, Sojourn (Bruce Eastman) and Malolo (Ron de Ru), the only two boats to compete...

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1301 Catalina Dr., Oak Harbor, WA 98277