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.


We are belaying the Western Shore Roundup this year and trying a cruise. The cruisers will congregate around 1700 hrs Friday September 23 at the Bruns' house on Dividing Creek in the Magothy for a cookout.

What we will do is either head North, East or South Saturday morning based on weather and input from attendees and those showing up Saturday. Some folks may want to just cruise for the weekend and the rest of us will keep going until our numbers decrease to zero. Let us know ASAP of your comments and likelihood of attendance. Of particular interest is whether you can get to Bruns' Friday night. If it's a port too far we could meet instead in West River at the Club or Pirates Cove.

Contact: Randy Bruns D36 Rhythms in Blue E mail rbbruns@verizon.net Tel: 410 544 5571


Commodore Jeff Stephenson has invited you to participate in the Dickerson Business Luncheon on December 3, 2016, 11.00 AM to 3.00 PM at the Red Lobster, 183 Jennifer Rd, Annapolis MD. Last year we had 30 attend and we guarantee that this program will be even more interesting. Highlights of the program will include a Hands on Session on Improvements Dickerson Owners Have Made to their Boats. So please let us know if you can attend and if you can talk about something you have done to your Dickerson to make it operate better or just to make it more comfortable.

An Agenda and Menu will be forthcoming.

Contact: Joe Slavin E mail jws2827@aol.com Tel: 703 560 7250


On June 17-19, 2016 Chesapeake Bay's classic wooden and fiberglass Dickerson sailing yachts returned to their birthplace on Maryland's beautiful Eastern Shore. Over 70 sailors and 15 boats participated in the 51st annual Dickerson Owners' Association (DOA) Rendezvous. Events included a parade of Dickersons up the Choptank River, and a Commodores' Cook-Out at the Cambridge Municipal Marina, on Friday June 17, followed on Saturday by a breakfast at the Richardson Maritime Museum (which hosts the Dickerson Historical Exhibit), a traditional Dickerson race to Oxford, and the Annual Awards Dinner at the Tred Avon Yacht Club. Richardson Maritime Museum Executive Director Jane Devlin and Maryland Senator "Addie" Eckardt welcomed the hungry Dickerson sailors at the Museum breakfast and discussed the importance of keeping boat building craftsmanship alive on Maryland's Eastern Shore and the expansion of the Museum and its Ruark Boat Building Center. The Dickerson Owners' Association presented Director Jane Devlin a model of the Dickerson ketch LLIA FAIL on behalf of the Association and the late Lynn Stearns, a long time DOA member.

The race from Cambridge to Oxford of 35, 36, 37, and 41 foot Dickerson ketches and sloops ended up being a "drifting match" in a 2-3 knot northeast wind. Sanity prevailed however, and Commodore Bill Toth shortened his chosen course "Jennifer's Choice" from 10 to 3.5 miles so the sailors would have time to cool off in the pool at Brewer's Oxford Marina.

Highlights of the festivities included a delicious dinner of fillet of beef and crab imperial, a talk by Dickerson Captain Tom Pfeifer, who courageously sailed his 37 foot Dickerson sloop JoySea across the North Atlantic from Annapolis to Ireland. What an adventure. Tom lauded his Dickerson for ably handling mountainous waves and gale force winds. The ceremony was topped off with a special award to retiring Secretary Dick Young for 18 years of dedicated service and racing trophies for first in their class to: John Freal Rainbow, 35/36 ft class; Barry Creighton, Crew Rest, 37 ft class, and Jeff Stephenson, CAVU, 40/41 ft class. The overall winner and our new Dickerson Commodore is Jeff Stephenson. Congratulations Jeff!

Thank you Commodore Bill Toth and all who made the Dickerson year so memorable.

For more photos and info, see July newsletter.

Joe Slavin, Irish Mist


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