Dewey Beach Winter Gala set for Feb. 23

The Dewey Beach Winter Gala, conceptualized by the Dewey Business Partnership, is an annual event where locals turns out to raise funds for the town and its public-safety services. This year, the Gala will fall on Saturday, Feb. 23, at 8 p.m., hosted by The Starboard restaurant.

For Steve “Monty” Montgomery, owner of The Starboard and new chairman of the Dewey Beach Chamber of Commerce, the Gala is one of his favorite nights in Dewey.

“I’ve been involved with this event from the beginning, and it’s one of the best nights of the year. It brings everyone from Dewey together, and we raise money that goes right back into our community. But, also, it’s a night where you can show up and directly thank our town officials, like our lifeguards and police officers, for all the hard work they put in.”

The Dewey Business Partnership has been aiming to help the town cultivate a sense of well-roundedness in recent years. While Dewey has always had a nightlife and party scene, the Partnership has worked to tailor programs that fit the family lifestyle, hosting festivals and events all year long, which, in turn, he said, has pushed growth for businesses.

“The culinary scene is coming up to match the vibrant nightlife that Dewey is famous for,” Montgomery noted, citing the first-ever Dewey Beach Restaurant Week last summer.

“The Winter Gala is the perfect event to get fancy and enjoy an evening of creative formal wear, high heels, coats and ties.”

This year’s theme is “Havana Nights” and will have a decidedly Cuban flare. The evening will feature 10 bars, three bands, DJs and a showcase of food from the Dewey Business Partnership restaurants.

“This is an event that only a town like Dewey Beach and its businesses could host. Come and enjoy a night at the Starboard, under the big white tent, where you can enjoy the intimate vibe of Dewey Beach culture at its finest.”

The event is expected to sell out, and 600 tickets have already been sold. Purchasing will close at 1,000 tickets. Tickets cost $90 and can be purchased online at