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Category: Around Annapolis

Top Destination Spotlight: Coastal Charm in St. Michaels

Once a colonial trading post, St. Michaels has become a popular waterfront tourist destination. The charming historic town on Mayland’s Eastern Shore has plenty of activities, sights, and restaurants to explore. With a little over 1,000 full-time residents and just 25 nautical miles from Annapolis, St. Michaels is the perfect charter trip getaway.

St. Michaels is home to several marinas including St. Michaels Marina and St. Michaels Harbour Inn Marina & Spa which both offer boat slips, refueling facilities and spas. Whichever marina you choose, it’s a great place to dock and start exploring the mainland. … Read More

Category: Around Annapolis, Charter Tips

The Ultimate Birthday Celebration: Chartering the Chesapeake

Birthdays are a milestone that deserve to be celebrated to the fullest! Most of us have a list of traditions on our special day: cutting cake, eating out with family and friends, opening up gifts…. but many of us would love to commemorate another trip around the sun with something special and unique. What better way to celebrate than being surrounded by friends and family aboard a private luxury yacht?

Recently, one of our Charter Experience Specialists did just that. Her trip was taken with a group of 6 aboard “Southern Accent” a Fountaine Pajot Astréa 42. With 3 cabins, 3 heads, and spacious outdoor and indoor living spaces, this yacht easily and comfortably accommodated the entire group. Amanda and her group of friends had quite the eventful trip from Thursday to Sunday:

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Category: Around Annapolis, Charter Tips

Make the Most Out of Your Bachelorette Party: Charter the Chesapeake

Bachelorette parties are a once-in-a-lifetime unforgettable experience that takes months of planning and deliberating to pull off. Whether you are organizing a bachelorette for a friend, family member or yourself, you want the experience to be truly special and memorable. 

Instead of hosting a typical bachelorette outing to a club or bar, consider treating your close friends to a party on the water on an award-winning yacht. Our personalized yacht experiences are in one of the best sailing destinations in the United States – Annapolis, MD, ‘America’s Sailing Capital’. 

Here are a few reasons why you should take your bachelorette to new horizons on a yacht charter: … Read More

seafood platter
Category: Around Annapolis, Charter Tips

5 of the Best Places to Grab a Bite in Annapolis

Spring is finally here and chartering season is upon us. As the Maryland State Capital and America’s Sailing Capital, Annapolis is booming with charming attractions and activities during the warm months ahead. Whether you’re heading out on a weekend charter or a week-long trip, you’ll need to fuel up on food to keep the fun going. Consider trying one (or more!) of these places to dine:

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Map with 10 location pins
Category: Around Annapolis, Charter Tips

Top 10 Cruising Destinations on the Chesapeake Bay

It’s no secret that the Chesapeake Bay is home to some of the best sailing destinations in the United States – Annapolis, MD is America’s Sailing Capital after all! The Cruise Annapolis charter base is situated just across from the United States Naval Academy and is one to two days of sailing away from popular stops. Charter guests delight in the ease of access to the following top ten cruising destinations:  

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