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For many soccer fans, the weekend is defined by early mornings, fresh pints, and the communal roar of a Premier League match. And according to a recent list from The Washington Post, two Maryland establishments (both in Montgomery County) are among the best spots in the DC area to get that authentic match-day experience.
The sailing lifestyle starts with a single moment. A breeze filling the sails. A quiet morning on the Bay. A weekend exploring new places with nothing but the horizon ahead.
For generations, the Chesapeake Bay has inspired sailors with its protected waters, charming waterfront towns, and endless opportunities to explore. It’s a place where a short afternoon sail can become a lifelong passion, and where every trip on the water offers a new adventure.
Every fall, the Annapolis Sailboat Show brings that lifestyle within reach.
From October 15–18, downtown Annapolis transforms into a celebration of sailing, bringing together beautiful sailboats, passionate sailors, industry experts, and waterfront experiences in America’s sailing capital.
Walk the docks, step aboard sailboats from around the world, discover new designs, connect with the sailing community, and imagine where the wind could take you next. You don’t have to be an experienced sailor to enjoy the show. You just have to be curious.
Discover Your Place Under Sail
The Annapolis Sailboat Show offers a rare opportunity to experience the sailing world all in one place. Explore sleek performance sailboats built for adventure. Step aboard comfortable cruising yachts designed for weekend escapes. Discover spacious catamarans that offer a new way to experience life on the water.
Every boat represents a different possibility.
Maybe it’s learning to sail for the first time. Maybe it’s planning weekend adventures on the Chesapeake. Maybe it’s simply discovering a new passion you never knew you had. Walk the docks, talk with sailing experts, and explore the boats, brands, and resources that can help make sailing part of your story.
More Than a Sailboat Show
The Annapolis Sailboat Show is more than an event. It’s a celebration of the people, places, and experiences that make sailing special.
Beyond the docks, visitors can experience the best of fall in Annapolis. Stroll historic brick-lined streets, enjoy waterfront dining, browse local shops, and take in views of sailboats moving through the harbor.
Throughout the show grounds, connect with sailing organizations, charter companies, outfitters, and marine experts who help make the sailing lifestyle more accessible. It’s a weekend filled with discovery, community, and the unmistakable energy of a city built around the water.
Learn. Build Confidence. Go Farther.
For many people, sailing is a dream they’ve always wanted to explore but didn’t know where to begin. The Annapolis Sailboat Show helps turn curiosity into confidence.
Take part in educational opportunities designed for every level of experience, including the First Sail Workshop for beginners, Cruisers University for in-depth sailing education, and free daily seminars led by experienced sailors and industry experts.
Whether you’re stepping aboard for the first time or building the skills to go farther, these programs provide the knowledge and confidence to enjoy more time on the water.
Find Your Next Adventure
Sailing is about more than the boat.
It’s the quiet morning sail. The sunset over the harbor. The weekend escape with friends. The feeling of discovering somewhere new. The Annapolis Sailboat Show brings together the boats, people, and possibilities that make the sailing lifestyle so rewarding.
Come step aboard, meet the sailing community, and discover where your next adventure begins.
Call Your Mother, the DC-based “Jew-ish” deli, is making a return to Bethesda with a new, permanent location downtown at 4828 St. Elmo Ave. The space was most recently home to Hardwood Artisans and was also previously home to Design Eithin Reach and Johnny Rockets.
The Virginia Lottery announced on Thursday that the largest jackpot in state history has officially been claimed by an anonymous winner from our neighboring state, Virginia. The single winning ticket, which secured the $348 million Mega Millions jackpot from the June 27 drawing, was presented to Lottery officials at their Richmond headquarters.
Add to Calendar
Come enjoy the day at our annual Washington Grove Arts and Craft Festival in a beautiful outdoor setting. This festival highlights local artisans including wood creations, pottery, visual art, household products and so much more. We also have food trucks from El Parente Tacos, El Jeffe Wood-fired pizzas, Bruster’s Ice Cream and beverages from Saints Row Brewery. Bring the whole family because we have a kids activity area too. Pets on a leash are welcome too!
Goldie Hawn, a Hollywood icon with a career spanning over five decades, began her journey to stardom right here in Montgomery County. Her name is often among the first mentioned when discussing celebrities from our area.
Traveling across the state this weekend? Below is a listing of traffic alerts issued in the last week. Please click the links to see how it will impact your travel if you plan to be in these areas.
As we prepare for the leaves begin their autumnal shift in a few weeks, anticipation is building for the return of a local Halloween legend. Markoff’s Haunted Forest, a staple of spooky season in Dickerson, is gearing up for its 33rd year of delivering spine-tingling scares starting October 3rd.
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Sansone Group, based in St. Louis, in partnership with Silver Spring-based Priseda, acquired a 214,000 SF Tier 4 data center located at 12401 Prosperity Dr. in White Oak/Silver Spring MD for $29 million, according to Biz Journals.
With nearly 160,000 students heading to 211 schools on Tuesday, Aug. 26, MCDOT and the Montgomery County Police Department (MCPD) ask residents to plan extra travel time and be alert to school buses and children traveling to and from school.
