Bareboat 104: Cruise to Oyster Bay

We did the first weekend of a Bareboat Cruising course (ASA 104) on the 11th and 12th.  Marc and Sheri, prior grads and ongoing Sailing Club members, wanted an overnight cruise experience as part of their training.  We decided on Oyster Bay.  Say hi to Marc & Sheri…
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Evening on Oyster Bay
Moderate, slightly gusty breezes tapered off as we departed, so it was light winds all the way.  They became variable in direction as well so it was a good challenge to keep the boat moving.  Too many people just give up in these conditions, and never learn to actually sail a boat in them.  This is one of the fascinating challenges in sailing, and as Long Island Sound and the Northeast are light-wind regions, it’s a critical skillset to develop.  We did motor-sail briefly when it was futile to sail. After all, there was a sunset to catch while relaxing on the mooring!
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Hard to get tired of this vista!

We arranged for a mooring and the timing was perfect.  After the yacht club’s sunset cannon went off, we walked into town in time for our dinner reservation at Wild Honey.  Appetizers and entrees were all excellent as usual.  We did have to reject the first bottle of wine, but the replacement was fine.

The next day saw winds increase beyond what had been originally forecast.  We expected Northwest winds of 10-15 with gusts to 20.  We were greeted with 20-30 from WNW.  Higher gusts were to be possible. So, after taking our time with breakfast and boat prep, and preparing quick access sandwiches and snacks (as well as water), we headed out with our smallest genoa and a single reef in the main.  First thing we encountered in the mouth of the bay? A fleet of little Optis zipping all over in perfect control, and one chase boat seemingly with nothing to do.  We knew we then had no choice but to tough it out on our Pearson 10M (33-foot) keelboat!  (Opti, short for Optimist Pram, is the most popular kids training boat in the world.  We see them everywhere we cruise in the Caribbean and Mediterranean.)
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Marc honing his helm chops while our Director and Dockmaster, and HBIC (Head Bozo in Charge), Captain Stephen Glenn Card sort of hangs around.

But it wasn’t a big deal despite a confused sea state with short choppy waves.  Kilroy ate it up with a balanced helm.  The seas became more rhythmical the further west we progressed.  But after a brief lulling of the breeze to mid-teens, it picked back up.  By the time we had to negotiate the entrance to City Island Harbor, winds were 30-35.  That’s getting into gale forces.  Whew!  But the boat and crew both took it in stride and it was a rewarding finish to a fine trip.

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2 thoughts on “Bareboat 104: Cruise to Oyster Bay”

  1. Nice to know how the weekend went. As parents, we are a bit nervous about the weather when they are out on the boat. But it looks like a great time. Thanks for the review.

    1. Hey Susie:

      We held off on the initial departure to keep an eye on potential thunderstorms, and when it became moot, we forged ahead. Coming back, we were very careful due to the extra wind and chop. We take the safety seriously so we can then have fun. Thanks for posting!

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