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Watermark offers Micro Charters

Watermark Tours, Charters and Cruises Watermark Tours, Charters and Cruises has been sailing the Chesapeake Bay in and around Annapolis for close to 50 years! So, it's no surprise when Covid-19 presented some challenges, Watermark answered the call. With helpful Captains and a knowledgeable staff…

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Pandemic Pups Live it Up in Annapolis

The author, Katie, on the Harbor Queen with one of her pandemic pups. Photo courtesy of the author. At the beginning of the coronavirus pandemic, those of us who suddenly found ourselves working from home asked the question, what will our dogs do when we go back to the office? Little did we know…

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Why You Should Make A Pit Stop in Annapolis this Summer

View of Greenbury Point. Photo courtesy of the author. You could spend a month in Anne Arundel County and visit a different attraction, enjoy a different activity, and eat at three different restaurants every day. But, if you’re on a lengthy road trip up or down the coast, or perhaps headed East to…

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Happy Hour at The Chart House

Take the water taxi, walk over from Eastport, drive from downtown Annapolis or out of town, but you will want to put a visit to the Chart House on your upcoming agenda. If you have been there before, you will be reminded why every visit there feels like a special occasion. If it’s your first time…

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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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Harbor Queen: the Grande Dame of Annapolis

Annapolis has its very own dowager countess. The grande dame of Annapolis is a true lady – a lady who wears her age well, moves with grace and dignity, and knows how to have fun. Want to meet her? Well, come on down to the Annapolis City Dock and catch a ride on the Harbor Queen. Harbor Queen is a…

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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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Dinner + Boat = Dinner by Boat

You have a hunger in your belly. You’re out with friends. You’re on a boat somewhere on the Chesapeake Bay. Everything is pointing to your next big adventure: Dinner by boat. Wondering where to dock and dine along the shores of the Chesapeake near Annapolis? There are plenty of great options if…

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