
5 Reasons to Attend the Annapolis Boat Show
If you consider yourself a sailing enthusiast, water lover, or are looking for a new way to adventure, the Annapolis Boat Show should be marked on your calendar. As the leaves start to change their hues and the crisp autumn breeze descends upon us, it’s time to set sail toward Annapolis, Maryland, for an unforgettable experience at the Annapolis Boat Show. The Annapolis Boat Show, a celebration of maritime excellence, offers an enchanting opportunity for all to revel in the world of boating.
The Ultimate Boat Extravaganza
The Annapolis Boat Show, held annually in the charming Chesapeake Bay region, is the largest in-water sailboat show in the United States. This grand event showcases an impressive array of luxurious sailboats. Whether you’re a seasoned sailor or just beginning to navigate the waters, the boat show has something for everyone. It’s a fantastic opportunity to explore the latest marine innovations and trends, get up close with cutting-edge designs, and engage with boat manufacturers and brokers, industry experts, and yacht charterers.
1. Enjoy a Hands-On Experience

Unlike other boat shows held in conventional exhibition centers, the Annapolis Boat Show offers a unique in-water format, allowing visitors to step aboard new-model yachts and inspect these boats firsthand. Climbing aboard these impressive vessels provides a tangible sense of their craftsmanship, design, and functionality. You can envision yourself at the helm, imagine coastal voyages, or picture leisurely cruising on serene waterways. This hands-on experience allows potential buyers to make more informed decisions and facilitates an interactive and immersive atmosphere for all attendees.
2. Meet the Waypoints Team
By attending the boat show, you will have the opportunity to meet nearly the entire Waypoints Team. Drop by our new booth location – Dock 1 in Vacation Basin – for good discussions and great fun! We can’t wait to chat with you over our Waypoints delicious signature cocktail while we help you plan the ultimate boutique charter adventure for you, your friends, and your family. We have an extensive fleet of sailing catamarans and monohulls from Fountaine Pajot and Dufour available to reserve for charter. Get your questions answered and book your luxury charter vacation from one of our bases in the world’s best destinations – all while you visit the boat show.


3. Make Lifelong Connections

The boat show isn’t merely a flotilla of boats; it’s a gathering of like-minded individuals who share a common passion for the water. The event presents an excellent networking platform, connecting boating enthusiasts, sailors, industry professionals, and potential buyers. Whether you’re seeking camaraderie, partnership opportunities, or just wish to share your love for the sea with others, the Annapolis Boat Show fosters an environment where connections are formed and memories are created.
4. Embrace the Coastal Lifestyle

Annapolis itself is a charming and historic town steeped in maritime culture. The boat show provides a golden opportunity to explore this coastal gem, with its cobblestone streets, colonial architecture, and breathtaking waterfront views. Stroll along the harbor, savor fresh seafood delights, and immerse yourself in the rich history that Annapolis exudes. The experience extends beyond boats, enveloping you in a complete coastal lifestyle that embodies the spirit of sailing and the sea.
5. Enjoy Exclusive Offers
As if the allure of exploring a vast fleet of magnificent boats wasn’t enticing enough, the Annapolis Boat Show takes the excitement to the next level by presenting attendees with exclusive offers that are available only during the show. Participating boat manufacturers, dealers, and vendors often roll out unbeatable deals and special promotions during the event, making it the perfect time to strike a bargain on your dream vessel or yacht charters. Whether it’s discounted prices, complimentary add-ons, or limited-time financing options, these exclusive offers add an extra layer of value to the boat show experience.
The Annapolis Boat Show: An Event to Remember!
The Annapolis Boat Show truly stands as an unparalleled opportunity for boat enthusiasts to embark on a nautical adventure like no other. For anyone with a passion for boats and an affinity for the water, the Annapolis Boat Show on October 12-15, 2023 promises an unforgettable experience. So, mark your calendars, set your sails, and make your way to the enchanting shores of Annapolis, where maritime dreams come true. The Annapolis Boat Show will leave you with cherished memories and, quite possibly, a lifelong love affair with the sea. Don’t forget to RSVP and learn about everything Waypoints has to offer. We can’t wait to see you there!