Plan Your Next Charter Escape During the 2023 Annapolis Spring Sailboat Show!

Friday, April 28 – Sunday, April 30, 2023

Discover an elevated charter experience with our new model boats that give you the feeling of entering a 5-star hotel when you step aboard. Explore the Isla 40, Elba 45, Dufour 430, and Dufour 530, at the Annapolis Spring Sailboat Show and see the difference for yourself!

Learn about chartering in the world’s best destinations from our team of charter experience specialists and save 10% on the charter vacation of a lifetime when you book during the show.

Unable to attend? We are offering up to 10% off all multi-day charters when you book during the Annapolis Boat Show from Friday, April 28 – Sunday, April 30, 2023!

Say Goodbye to Conventional Vacations, and Experience An Awe-Inspiring Charter with Waypoints 

Are you ready to experience luxury, adventure, and fun? Cruise the world’s best destinations and make memories that will last forever when you book a charter with Waypoints Yacht Charters. Our award-winning fleet of yachts has the amenities you want for the trip you’ve been waiting for. Stop by this year’s Annapolis Spring Sailboat Show, Friday, April 28 – Sunday, April 30, 2023 and step aboard several stunning model yachts to see which best fits your vacation vision.

Waypoints BVI Icon Logo
Waypoints BVI
Nanny Cay, BVI
Waypoints USVI
St. Thomas, USVI
Waypoints Annapolis Logo
Dark Star in Annapolis
Eastport, Annapolis, MD
Waypoints Florida Logo
St. Petersburg, FL

Have You Always Wanted to Own Your Own Yacht?

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Waypoints is Looking for New Model Yachts to Join Our Growing Fleet

Waypoints Yacht Charters works in conjunction with Atlantic Cruising Yachts to make your dreams of yacht ownership come true.

Visit the Atlantic Cruising Yachts website to sign up for a free live seminar to learn how it’s possible to offset a significant portion of new yacht costs while having your yacht managed by our world-renowned yacht management experts.

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Join Us at the Annapolis Spring Sailboat Show!

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