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Metro is asking for the public’s help to finalize the exterior design of its upcoming 8000-series rail fleet. Customer can now vote for one of three design options here.
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.
Takumi Japanese Bistro and Bar is currently holding a soft opening for its new location at 4929 Bethesda Avenue. The restaurant occupies a space with a rich history of Asian-inspired dining, previously home to Wang Dynasty and, for 15 years before that, the beloved Shanghai Village.
With Women’s Equality Day around the corner and the U.S. ranking as only the 42nd best country for gender equality, the personal-finance website WalletHub today released its report on the Best & Worst States for Women’s Equality in 2025, with Maryland coming in ranked 3rd overall in the country.
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October 10 & 11, 2026
The MoCo Epic is a festival celebrating mountain biking, natural surface trails, and the community that makes this region a great place to ride! 2026 marks the 16th anniversary of the MoCo Epic.
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Police are investigating a fatal shooting that occurred around 12:25 p.m. on Sunday, August 17, in the 6300 block of New Hampshire Avenue, near the border of Montgomery and Prince George’s counties. (more…)
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Summer Restaurant Week, presented by the Restaurant Association Metropolitan Washington (RAMW), returns August 18th to August 24th. This biannual event invites you to embark on a culinary journey through the region, from the heart of DC to the vibrant suburbs of Maryland and Virginia.
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Brandon Cheng, founder of Sole Inspires, is partnering with Chris Patterson of Bangin’ BBQ to host their first-ever FREE Back-to-School Drive at Northwest High School on Sunday, August 24th, from 4:00pm to 7:00pm. The community-focused event aims to provide essential supplies and services to students as they prepare for the upcoming school year.
We’ve all heard of New York and Chicago style pizza, but we have our own style of pizza here in Maryland. As we discussed in our inaugural podcast back in 2014 due to our very own Mr. MoCo’s enthusiasm for this type of pizza, Maryland-style pizza is characterized by its rectangular shape, biscuity crust, sweet tomato sauce, and smoked provolone cheese.
A new brewpub has arrived in Gaithersburg with Mayan Monkey Brewing Co. now officially brewing their own beers. The new concept from the team behind local favorites like Taco Bar […]
The National Weather Service (NWS) has issued a Severe Thunderstorm Warning for several counties in Maryland and Northern Virginia, including Montgomery, west central Howard, and southeastern Frederick counties in Maryland, as well as parts of Loudoun and Fairfax counties in Virginia. The warning is in effect until 7:00 PM EDT this Sunday, August 17.