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8 Ways to Explore Annapolis this September

Even though summer is nearing its end, there are still plenty of summertime events, activities, and things do in Annapolis this September. Check out the quick list below for a few suggestions on how to explore Annapolis all month long. Maryland Renaissance Festival The Maryland Renaissance Festival…

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Boatyard Beach Bash: A Parrothead Paradise

What do Annapolis and Key West have in common? A laid-back atmosphere, a penchant for good drinks, the water (of course), and – every September – a large collection of Parrotheads (Parrotheads are the faithful followers of Jimmy Buffett). On Saturday, September 15th, those that live anywhere north…

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Leslie's Happy Hour: Boatyard Bar & Grill

Inside Boatyard Bar & Grill, a large, open space with high ceilings reveals countless signed photographs of fishermen and local memorabilia. Since Boatyard opened in 2001, Owner Dick Frayno has dedicated his efforts to creating a restaurant that exudes the essence of Annapolis' Eastport…

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Top 5 Ways to Welcome Springtime in Annapolis

It is time to come out of hibernation and enjoy the warming weather. Check out our Top 5 Ways to Welcome Springtime in Annapolis. Maryland Day Weekend April 6-8 Maryland’s birthday is March 25, but we dedicate an entire weekend in April to celebrate it! Join us at over 20 locations in Annapolis and…

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Thanksgiving in Annapolis

November marks the beginning of the holiday season in towns and cities across the nation. Every year, more and more Annapolis restaurants are offering Thanksgiving feasts all across town. The catch? Reservations fill up quickly, so be sure to call or book online. Here's a short list of beloved spots…

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Take A Trip to Crabtown

Maryland blue crabs are sweeter and meatier than _____________. Fill in the blank and start your research with a visit to one of the best crab houses in and around Annapolis. If you are a visitor without a car and need transportation to one of them, consider the water taxi at the City Dock, an Uber…

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Wine and Dinner Cruises on the Chesapeake

July can be steamy or dreamy – hot on land but much cooler on the water. Watermark Cruises and the Schooner Woodwind offers a range of options for getting out on the scenic Severn River or the majestic Chesapeake Bay. These well- established local companies provide unique adventures of varying…

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Savor the Flavors of Annapolis this March

With spring just around the corner comes the beginning of outdoor dining season, and there’s much to look forward to this March surrounding the world of food in Annapolis. It’s even Maryland Wine Month! Take a browse through this quick rundown of food-related things happening throughout Annapolis…

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DD's Drink of the Month: Hemingway Cocktail

I’ve heard people say that if you want the best in fresh seafood, eat where the fisherman and boaters eat. In Annapolis, one of these places is Boatyard Bar & Grill. Founded in 2001 by owner Dick Franyo, Boatyard has a large food menu that doesn’t disappoint. Paired with a cocktail list that plays…

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Annapolis Cocktail Trails

Annapolis has become a great location for both cocktails and food. Offering a little bit of everything, this historic town dishes up eclectic dining options, a thriving music scene, master mixologists and cozy pubs. As a native Annapolitan, avid cocktail enthusiast, and local foodie, I couldn’t help…

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