With the largest flag on the water, Zemphira motors through the inner harbor followed by several classic boats flying a rainbow of nautical flags during the Parade of Sail July 23. FRITZ FREUDENBERGER/Boothbay Register The Boothbay Harbor Harbor Master guides the Parade of Sail. FRITZ FREUDENBERGER/Boothbay Register Wishing Star, an 84-foot Trumpy yacht built in 1963. FRITZ FREUDENBERGER/Boothbay Register Brown Eyed Girl, a 46’ Grand Banks trawler, was one of the two race committee signal boats. FRITZ FREUDENBERGER/Boothbay Register The Hawk, a 37’ Modern Classic yacht built in 1968. FRITZ FREUDENBERGER/Boothbay Register Van Key Pass, built in 1993. FRITZ FREUDENBERGER/Boothbay Register Blackwatch, built in 1938, won the Shipyard Classics Trophy in 2022. FRITZ FREUDENBERGER/Boothbay Register Gleam, a 1937 12-meter sloop with a rich racing history. FRITZ FREUDENBERGER/Boothbay Register Marilee, a 1926 Herreshoff New York 40. FRITZ FREUDENBERGER/Boothbay Register Polly, a 55’ fractional sloop built in 1945. FRITZ FREUDENBERGER/Boothbay Register Elusive, a 44’ sloop built in 1986. FRITZ FREUDENBERGER/Boothbay Register Kodiak, a custom 66’ sloop, owned by the U.S. Naval Academy. Wahoo, also owned by the Navy, followed shortly behind. FRITZ FREUDENBERGER/Boothbay Register Foxy, a CW Hood 32 daysailor. FRITZ FREUDENBERGER/Boothbay Register Amelie, a 50” Alden 50 built in 1989. FRITZ FREUDENBERGER/Boothbay Register Breakaway, a C&C 40 built in the late 1970s. FRITZ FREUDENBERGER/Boothbay Register Sea Robin, a Little Harbor 37. FRITZ FREUDENBERGER/Boothbay Register Widespread Panic, crewed by one of this year’s all-youth teams. FRITZ FREUDENBERGER/Boothbay Register Besherte, lead, and Ponyo, two competitors in the classic daysailer fleet. FRITZ FREUDENBERGER/Boothbay Register Uncas tows Reverie, which does not have an engine. FRITZ FREUDENBERGER/Boothbay Register Aarluuk, a 1997 Herreshoff 58’ ketch. FRITZ FREUDENBERGER/Boothbay Register The Lion’s Whelp, a 65’ Alden schooner. FRITZ FREUDENBERGER/Boothbay Register Some of the crew of the Lion’s Whelp. FRITZ FREUDENBERGER/Boothbay Register Crewmates on the Rebecca of Vinyard Haven enjoy the parade. FRITZ FREUDENBERGER/Boothbay Register Spirit, launched in 1934 by Hodgon Brothers in East Boothbay. FRITZ FREUDENBERGER/Boothbay Register