According to his obituary in 1911, John Hanson Gassaway was one of the most prominent men in Montgomery County — county commissioner, school commissioner, trustee of the Andrew Small Academy, […]
In the 2024 film Detained, Rebecca awakens at the Gaithersburg Police precinct, accused of a hit-and-run. However, a deadly confrontation soon exposes a sinister scheme. With no one left to trust, she must unravel the truth before it destroys her– while hiding her own dark secrets.
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.
Detectives from the Montgomery County Department of Police – Special Victims Investigations Division are asking for the public’s assistance in locating Tanease Callands, a missing 17-year-old. (more…)
Maryland Comptroller Brooke E. Lierman today released the following statement on reports that the Trump Administration may discontinue the IRS Direct File program after the 2025 filing season: (more…)
Jamie McIntyre, former CNN military affairs and senior Pentagon correspondent, as well as former Washington Examiner senior writer for defense and national security, will speak about how the events on 9/11 and the aftermath ushered in a “post-truth” era in America. Jamie has written extensively on this topic and draws from a life-long career in journalism, including his time at the Pentagon on 9/11.
This event is FREE and open to everyone!
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BETHESDA, YOUR SATURDAY MORNING PLANS JUST GOT MORE CREATIVE.
Join Craft Cart at Coffee Republic on Saturday, September 26, from 11:00 AM–1:00 PM for a beginner-friendly faux stained glass experience filled with creativity, coffee and connection.
White’s Ferry owners Chuck and Stacy Kuhn have offered to donate the ferry business and assets, valued at $4.5 million, to Loudoun County, VA after Montgomery County recently declined a similar offer, as part of their ongoing effort to reopen the historic Potomac River crossing. On April 11, officials from Maryland, Montgomery County, and the Town of Poolesville offered a $3 million financial incentive to the ferry and Virginia landing site owners to help resolve the long standing dispute and reopen the ferry, which has been closed since 2020. (more…)
The following is a brief summary of events from the Montgomery County Police Department (MCPD) regarding a kidnapping of an adult woman that occurred on the 10300 block of Old Georgetown Road in Bethesda.
Montgomery County Fire and Rescue Services (MCFRS) responded to a single-vehicle collision on the I-495 Beltway exit ramp to River Road around 6:20pm on Friday.
On April 18, 2025, at approximately 4:22 p.m., Rockville City Police responded to a reported stabbing at the Rockville Metro Station, 250 Rockville Pike. A 39-year-old male victim had been involved in a verbal altercation with two juveniles that escalated when he was pepper-sprayed, stabbed in the back, and struck multiple times with a skateboard.
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The Montgomery County Police Department (MCPD) shared information regarding an incident involving a barricaded person at 5:02pm:
Montgomery County Fire and Rescue Services (MCFRS) responded to a serious collision near the intersection of southbound Rt. 355 and W. Deer Park Rd. shortly before noon on Wednesday.
Detectives from the Montgomery County Department of Police – Special Victims Investigations Division are asking for the public’s assistance in locating Angelina Blaize, a missing 17-year-old. (more…)