Below is the 2026 Cruise Schedule.
When ready for sign ups, the sheets will be posted in our SIYC Clubhouse Hallway behind the Bar. These physical sign up sheets at the Club is the only method to sign up for a cruise unless otherwise noted. Docking space at cruise destinations are generally limited, so please sign up early to ensure you have a spot and to help the Cruise Leader plan for the trip.
2026 SIYC Cruise Schedule
May 17 SIYC Opening Day, Blessing of the Fleet (Fleet Captain: Jim Kiley)
May 23-24 Wicomico YC -- Opening day (Leader: Scott Redfield)
May 28-31 Cruise to Oxford/Cambridge/St. Michaels (Leaders: Jim and Cindy Winton)
June 5 St. Leonards Creek (Vera’s) combined boat/auto (Leader: Butch Garren)
June 13 Raft up Cuckhold Creek (Leader Bruce Fall)
June 20-21 Summer Solstice with SMSA (Leader: Butch Garren)
June 26-28 To Be Confirmed. Taylor Island (Leader: Bill Glascock)
June 27 Corinthian YC Picnic at SIYC (Leader: Barbara Raley)
July 17-19 To Be Confirmed. Chesapeake YC -- (Leaders: Dave and Cindy Leitzel)
July 25 Raft up Cuckhold Creek (Leader Bruce Fall)
Aug 14-16 Indian creek YC (Leader: Scott Redfield)
Aug 22-23 Cruise to SIYC (Leader: Susan Smith)
Aug 28-31 Cruise to Annapolis via Shipwright in Deale/ Annapolis Summer Theatre
(combined boat/auto) (Leaders: Steve and Elleen Donaldson)
Sept 8-10 Knapps Narrows/St. Michael’s/San Domingo Creek
(Leaders: Tom VandenBerg, Butch Garren)
Sep 26 SIYC Ted Evans Poker Run (Leader: Sharon Johnston)
Dec 12 SIYC Lighted Boat Parade (Fleet Captain: Jim Kiley)
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SIYC Fleet Captain's Report: 2025 Lighted Boat Parade Competition Results
We had a total of 11 boats pre-registered. 3 dropped out at the last min for various reasons. 8 boats participated and all got a prize!!
the top 3 were as follows:
1) Hawk Caldwell in power boat "SECOND DWELLING" "The Penguins"
2) Tocky Lawrence in power boat "WEE BEE IDIOTS" "The Candy Canes"
3) Sean Richardson in sailboat "DROP KICK MURPHY" "Sailboat Christmas Tree"
We also want to thank Sea Tow (Captain Phil Robertson) and DNR (Sergeant Greg Jilik) for their participation and help.
A very special thanks to all the Solomon Businesses that contributed prizes for the event!!
SIYC Fleet Captain Jim Kiley
FIRST PLACE WINNER
SECOND PLACE WINNER
2025 was a super cruise year for SIYC and we thank everyone who participated. We have posted the 2026 cruise schedule above. If you have any questions, please give Fleet Captain Jim Kiley a call or send him an email at FCSIYC@gmail.com. Our goal is to make 2026 even more exciting, for sailboaters, motor boaters, and those who come to our cruise destinations via automobile.