Annapolis Spring Sailboat Show

Meet Us at the Annapolis Spring Sailboat Show & Learn About Our Waypoints Bases

As the Annapolis Spring Sailboat Show approaches, excitement is building around the office. We can’t wait! This boating event, set against the backdrop of the Annapolis Harbor, is your gateway to unparalleled sailing experiences on the Chesapeake Bay – and one of our favorite events of the year.

The Annapolis Spring Sailboat Show, running from April 26th to 28th, marks the start of the sailing season in Annapolis. This smaller sibling of the fall sailboat show is filled with an array of new and brokerage sailboats, including catamarans, monohulls, and bluewater sailboats, catering to every sailor’s preference. 

Meet Our Team and Get Ready For Your Next Boutique Yacht Charter

When visiting the Annapolis Spring Sailboat Show, we hope you’ll make Waypoints Yacht Charters your first stop. From planning your next yacht charter here in Annapolis to heading to one of our other bases, our team of yacht charter specialists are eager to share their expertise and insights with you, helping you plan your perfect sailing getaway.

This year, we’ll be at Dock B, City Dock, Annapolis, MD. Be sure to RSVP and let us know you’re coming!

From charter ownership to signature cocktails, plenty of excitement awaits you at the Waypoints booth:

  • From Local Outings To International Adventures – Waypoints Yacht Charters has bases from the Chesapeake Bay to the BVI, USVI, St Petersburg, and the Bahamas. Our team’s here to help you start planning and making the most of your next luxury yacht charter.
  • Step Aboard the Latest Fountaine Pajot & Dufour Models – Immerse yourself in the luxury and innovation of the newest yachts from renowned builders Fountaine Pajot and Dufour, like the Elba 45 and Dufour 41, 470, and 530.
  • Sip on the Waypoints Signature Cocktail – Come by for a taste of our exclusive Waypoints Signature Cocktail, and stay for lively discussions about sailing, charters, and the joys of yacht ownership.
  • Ready For Yacht Ownership? – Explore the possibilities of yacht ownership with Waypoints and our partner, Atlantic Cruising Yachts, and learn how easy it can be to own the yacht you have always dreamed of. Our team will be on hand to discuss the benefits of ownership and how our program can be tailored to suit your lifestyle and financial goals.

What To Expect At The Annapolis Spring Sailboat Show

While there’s no topping your chat with the Waypoints Yacht Charter team (and the refreshing cocktail!), there are plenty of other worthwhile ways to enjoy the Annapolis Spring Sailboat Show. 

Here’s a quick overview of what’s happening over this three-day event: 

  • Sailing Seminars – Classes and workshops include Diesel Maintenance & Advanced Diagnostics, a First-Time Sailor Experience, Family Boating Safety Classes, and daily seminars by the boat show’s partners.
  • Services – Discover marine service providers offering a wide range of services from boat maintenance to charter planning. 
  • Products – Explore the latest in marine accessories, technology, electronics, and apparel. With exhibitors from across the marine industry, you’ll find everything you need to outfit your yacht for the season ahead.

Brand New Docks, Same Great Annapolis Base

Our appearance at the Annapolis Spring Sailboat Show isn’t our only exciting announcement for today. 

We’re also pleased to share that charter guests departing from our Annapolis base will be enjoying brand-new docks. 

In case you haven’t yet had the pleasure of stopping by our Annapolis base, here’s more of what you can expect from our outstanding location and support services:

  • Premier Location – Found at 312 Third Street in the heart of Eastport in Annapolis, Maryland, our Waypoints Annapolis base is the ideal launching point for exploring the Chesapeake Bay.
  • State-of-the-Art Facilities – Our Annapolis base is equipped with modern amenities and services designed to ensure a smooth and comfortable start to your luxury charter. From comprehensive yacht briefings in “The Hut” to personalized provisioning and expert advice on weather and navigation, every detail has been considered to enhance your experience.
  • Exclusive Services – We offer flexible boarding times to suit your schedule, from morning starts to sleep aboard options. Our knowledgeable Dock Manager and team are always on hand to assist with any requests, ensuring your time on the water is both enjoyable and hassle-free.
  • Convenience and Comfort – Beyond the exceptional sailing opportunities, our Annapolis base provides convenient access to showers, toilets, and provisioning services, making it easy to prepare for your voyage. Plus, with the option for an Express Check-in at the end of your charter, we take care of refueling and pump-out, allowing you to focus on savoring every moment of your journey. 

RSVP & Meet Us at the Annapolis Boat Show

The Annapolis Spring Sailboat Show is the perfect opportunity to dive into the world of luxury chartering, and our Waypoints Yacht Charter team is here to help you create the perfect itinerary for your charter. 
Join us at Dock B, City Dock, Annapolis, MD, from April 26th to 28th. RSVP now to let us know you’re stopping by.