The 32nd George Moffett Memorial Race is tomorrow, a waterfront event that attracts more than 100 sailors for a full afternoon of fun and sailing.

At press time 52 sailboats were entered in the annual race. “Not the highest number of sailboats we’ve had in the race, but it is a respectable number,” said John Amabile, commodore of the Holmes Hole Sailing Association, which hosts the annual event.

The 20-mile race is marked by a diverse collection of boats coming together for a sail off East and West Chops. The entry fee of $40 makes it easy on a sailor’s wallet.

Start time is 11 a.m. outside Vineyard Haven harbor.

The most impressive visual moment for spectators occurs minutes before the start, when captains jockey for a favorable position.

Longtime racer Jerry Goodale was last year’s winner in a Pearson 32 called Stormalong.

The race is handicapped, giving captains of all crafts a chance to win.

“What makes this so fantastic is the wide range of sailors and boats. You have boats as big as 65 feet costing $1 million and small boats measuring 18 feet. There is a lot of camaraderie, and that is very consistent with the Holmes Hole Sailing Association’s first order of business,” Mr. Amabile said.

Mr. Amabile has been sailing in the Moffett Race for 15 years. “I think I placed fourth once. It is a hard race to win,” he said, adding: “The Moffett race is like sailing itself. It varies wildly from year to year.”

A Scituate captain in a 21-foot sailboat called Tea Cup, a Herreshoff design, won the race in 1990. Second place that year went to Frank Rapoza, sailing a restored 20-foot catboat named Gay Head.

“Initially the handicap system favors the older wooden sailboats,” Mr. Amabile said. “But depending on the conditions, I think everyone has a chance.”

Mr. Amabile sails a Swan 36 named Solitude. The boat is 39 years old. Mr. Amabile, an attorney, said the name of the boat is no accident.

Only two people have won the Moffett Race twice: Harry Duane and Alan Wilson.

The race will conclude with an awards ceremony at the Vineyard Haven Yacht Club, with chowder for all the hungry sailors.