Experience the Best of Maryland: Unique Things to Do In Annapolis, MD and the Chesapeake Bay

Nestled along the scenic shores of Chesapeake Bay, Annapolis, Maryland, offers a captivating blend of history, natural beauty, and culinary delights. One of the best ways to explore this coastal gem is by chartering a yacht. From sailing the calm and beautiful waters to indulging in delicious seafood and crabs, a yacht charter from Annapolis […]

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The Spanish Virgin Islands Await You and Your Crew

Deciding where to go and what to see is one of the most wonderful parts of booking your yacht charter. As you plan your elevated charter experience, there are a lot of options to consider, including which boat, which base to leave from, and how long you will be chartering. When you are ready to […]

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Head to St. Petersburg for a Romantic Getaway

Treat yourself and your sweetheart to a gift unlike any other. Book a romantic cruise in St. Petersburg, the Cruising Capital of the Gulf Coast, and take in unforgettable sights, experience delicious cuisine, and enjoy the luxury of an elevated charter with Waypoints Florida. Choose Your Home Away From Home Our fleet has yachts that […]

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Waypoints Wanderers Photo Contest Is Live – Grand Prize is a $500 Gift Card!