Dickerson Sailing

Dickerson Owners and Prospective Owners.

This site is dedicated to the Dickerson Sailing Yacht. Although Dickerson Boatbuilders have been out of business for many years, the Dickerson is still sailed and respected by sailors spanning generations.


The ninth Western Shore Round Up hosted by Randy and Barb Bruns on September 18-19, 2015 was a huge success with over 30 sailors in attendance and 8 Dickersons racing. Events started on a beautiful Friday with beverages and Cook –Out at the West River Sailing Club and included a competitive race on Saturday followed by a lively reception at the Club and dinner at Pirates Cove.

Eight Dickersons varying in length from 35 to 41 feet raced on Saturday in a light southeasterly breeze. A golf type handicap system was used to level out the playing field.

Congratulations to Jeff and Sandra Gray Pleasance II on their first Dickerson event. They finished second on overall time and won the 37 fleet trophy. Sandra Gray remarked they didn’t quite figure out the rabbit start and were a bit behind at the start. She now knows that it took most of our Dickerson sailors several years to get it straight.

It took eight years but the hosts Randy and Barbara Bruns Rhythms in Blue finally won the race and the skipper is the Sheriff of the Western Shore for this year. The main reasons for this unexpected outcome is the skipper didn’t screw up for a change and he had some very good sailors Mary and Dick Cusick of the Maryland Yacht Club as crew.

It was a good race for everyone; we mostly finished within about 10 minutes of each other. Previous Sheriffs; Joe Slavin, Irish Mist and John Freal Rainbow had their typical close duel and Parker Hallam Frigate Connie was there as usual and finished third.

Randy Bruns, Rhythms In Blue

Neville Lewis Interview


At its 47th Anniversary on June 13-15, 2014, over 60 Dickerson sailors and their friends returned to the original Dickerson site at Trappe, MD, where these classic wooden and fiberglass boats were last built 27 years ago. The weekend started with a parade of 11 Dickersons-- on Friday the 13th—from Choptank Light to Dickerson Harbor, which is now on the site of Dickerson Boatbuilders.

Read article.

New Video

"Hot off the Presses"! A tour of the mothership for all Dickerson 41's. D & Don Wogaman's, "Southern Cross". View at You Tube

Dickerson Boatbuilding Video

Dickerson Sailors Dedicate New Museum Exhibit

The highlight of the Dickerson 46th Annual Rendezvous was the celebration of the opening of the Dickerson Owners Association Exhibit at the Richardson Maritime Museum in Cambridge, Maryland. We are honored to have an exhibit in this historic museum that prides itself in capturing the character and life of the Chesapeake Bay. Our heartfelt thanks to Herm Kramer, who designed and built the exhibit and Executive Director Jane Devlin and others at the museum who supported this effort. Also thanks to our exhibit committee members: Barry Creighton, Bruce Franz, Larry Mosher and me who helped to get this imitative underway. We also thank our members who provided memorabilia and contributed to the purchase half-hull models of a Dickerson 37 and 41. Read Article.

The History of Dickerson

You can now view the video (below) of the History of Dickerson or download the written history in pdf form.


A collection of photographs by LYNN STEARNS. View the booklet.


Treasure Chest - Nautical Apparel and Gifts. See the details.

From our Owners

Blake Cunningham has posted a nice video of "Kittiwake" up on YouTube


Our survey is complete and the results are available here. Thank you for your participation!

Membership Committee—Joe Slavin, Barry Creighton, John Freal

Find a lost Dickerson and share it with us

Did you know that there may be 150 or more Dickerson Sailboats that are not identified in the 2009 Dickerson Owners Association (DOA) Directory?

The DOA has initiated an ambitious "Find a Lost Dickerson Sailboat" contest and invites all Dickerson fans to participate in the fun. A "Lost Dickerson" is one that we have no record of and is not listed in the 2009 Dickerson Owners Directory.

When visiting ports, marinas and boat yards or sailing in local and "foreign" waters, keep your eyes peeled for a 30, 32, 35, 36, 37, 40 or 41 foot Dickerson sailboat. Get sailor's name, boat name, length, port and other contact information i.e. telephone number and email. Take a picture if possible.

Send your name and particulars on your Dickerson Discovery to the Dickerson Owners Association Membership Committee at jws2827@aol.com.

For your trouble you will be eligible to win a prize-yet to be decided. Contact us if you have any questions.

What You Will Find Here

Summary Results of Dickerson Owners Fuel Forum

Download Report

Join the Association Membership is $40 per year for Dickerson Owners and Associate Membership of $30 per year for former owners and other interested parties. You may download a current application here.

Forum - A bulletin board which will hopefully be used to exchange information about Dickerson boats including troubleshooting tips, parts aquisition, etc. We will be monitoring this forum and will provide assistance where we can, but it is mostly boaters helping boaters.

Update: Due to repeated spamming and hacking, we had to abandon the old board in it's entirety. We need moderators to keep the new board healthy! Please contact me through the board.

For Sale - We will be posting Dickersons for sale. If you have a Dickerson for sale please list it here for a nominal fee (as this is a non-profit site).


Dickerson 37 line drawing