October 13-19, 2026

The Fleet

The fleet—like the sailors and organizations that participate and the weather they encounter—varies from year to year. What they will all share, however, is the unforgettable experience of friendly competition between vessels from another age, the conditions Mother Nature provides, the Bay’s timeless beauty and the pleasure of trading stories at the after-race celebration. For details about the various race classes please see Race Classes. If you are planning to enter the race, please see For Participating Vessels.

2026 Bay Race Fleet

Download this year’s Fleet Book

ADVENTURER
Captain: Duncan Hood
BONNY ROVER
Capt. Robert Suhay
DAUNTLESS *
Capt. Alex Cooney 
DENIS SULLIVAN
Capt. Christopher Flansburg
GREY MIST *
Capt. Robert Pearson 
LADY HAWK
Capt. Steve Nelson
LADY MARYLAND
Capt. Laura “LP” Page
NORFOLK REBEL
Capt. Steve Briggs
NORTH WIND
Capt. Scott Hughes
PRIDE OF BALTIMORE II
Capt. Jan Miles
QUINTESSENCE *
Capt. Ed Phillips 
SEA WHIP *
Capt. Pieter van Niekerk  
SULTANA
Capt. Kate Dumhart 
TOM BOMBADIL
Capt. John Flanigan
ULYSSES  *
Capt. Roger Nobel   
UNDERDOG
Capt. John Churchill
VIRGINIA
Capt. Michael Fiorentino
WOODWIND
Capts. Delaney Vorwick & Aldan Gray

N Class Vessels
(non-schooner)

BENNU
Capt. Julianne Fettus
BOOJUM
Capt. Joshua Haufle
GENEVIEVE *
Capt. Stacy Spaulding 
GRACE
Capt. Robert (Dobbs) Fryberger
HOWARD BLACKBURN
Capt. Mark Roesner
JOLLY DOLPHIN *
Capt. Jack Zuraw 
TIPSY
Capt. Kevin Irwin

* Vessel not sailing this year