100 Days of Sailing | Sincerely Sailing E. 21

Every year, SpinSheet Magazine offers a challenge to the sailors in the Chesapeake Bay to get out sailing 100 times in the calendar year. Here are clips and photos from my 100 days of sailing in 2017. Please keep in mind, some days I sailed more than ones and some days I forgot to take a picture. Spinsheet also counts up to 10 days working on your boat when you can’t leave the dock.

Also, obviously…. in this video…. I am giving away a Mustang Survival HIT PFD with a sailing harness.

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Sailing Themed Appetizers: Caprese Flotilla

I’d say our sailing club, like any club, has a big social component. We spend many days on the water but once a week we have camaraderie after racing, once a month we have a potluck, and about once a quarter we have an open house. I am always looking for fun sail themed dishes to bring.

Here is a quick guide to the Caprese Tall Ships I made recently.


  • 2 Tomatoes
  • 1 Basil Plant
  • Balsamic Glaze
  • 1 Pack (10 Slices) of Mozzarella.
  • 1 Baguette or Crustini
  • Toothpicks


1.) Start by slicing your baguette into rounds about 1/4 of an inch thick. This way they’re thick enough to be a sturdy base for the mast (toothpick).


2.) Slice the tomato into half rounds. (First, slice into rounds then cut them down the middle.) Lay 1 slice on each of the baguette rounds.

3.) Center a full or half leaf of basil on the tomato. (I had giant basil leaves so I ripped them down the middle)

4.) Add a drop, line, or swirl of Balsamic Glaze.

5.)  Cut your slice of cheese. Trim the rough edge. Then cut in half. Finally, cut the top 1/3 off the rest of the slice.

Sail Diagram.jpg

The longer side ends up being the sides of the sail.  While the shorter edges are the top and bottom.

6.) Assemble your sail! Fold your larger rectangle of cheese to be the bottom sail and your smaller rectangle to be the topsail.


7.) Poke your mast through the center of your boat. For the best results, make sure it goes through the basil leaf, tomato, and bread.



  • Use full thickness cheese slices. Thin slices end up being too crumbly!
  • I found it easiest to hold both (shorter) ends of the cheese together and pierce them both then slide them apart to the appropriate spacing.