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Yacht Charters for any Occasion

Welcome to Yacht Charters on the BaySM

by Watermark®

Chartering a beautiful yacht for your next corporate, social or wedding event in the Annapolis, Baltimore and the Eastern Shore area is easy thanks to Yacht Charters on the BaySM by Watermark®. Our yachts serve as elegant, luxurious, and unique waterfront venues suitable for any type of event. From corporate cocktail parties and birthday dinners to weddings and vow renewals, we will make your event spectacular with our picturesque views of the Chesapeake Bay and caring crew. We pride ourselves upon being one of the best party venues in Maryland.

Our event specialists are ready to help you create a memorable experience for your next private party or special occasion celebrated on board one of Watermark’s yachts. Maintaining partnerships with the region’s top event vendors, we’re here to assist you throughout the entire planning process to ensure your event is a resounding success!

Catherine Marie

Length: 95 ft


Length: 99 ft

Cabaret II

Length: 65 ft

Lady Sarah

Length: 65 ft

Annapolitan II

Length: 65 ft

Harbor Queen

Length: 65 ft

Severn Exposure

Length: 38 ft

Miss Anne

Length: 24 ft

Water Taxi

Length: 24 ft

Catherine Marie at sunset

Unique Business Events & Corporate Entertainment

Make your next company outing special and memorable by renting one of our unique yachts to host your conference, award ceremonies or product promotions on the Chesapeake Bay. Our event planners are here to assist you in tailoring your events to meet and exceed your expectations, be it a reward ceremony or a client entertainment evening. We offer casual receptions with appetizers and cocktails as well as formal dinners, and everything in between. Get in touch to learn more and see how we can make your event unforgettable.

guests on deck of yacht

One-of-a-Kind Yacht Venues for Social Event 

From birthday parties, family reunions and holiday parties, host your next social event on a beautiful Watermark yacht and treat your guests to the best waterfront venue in Annapolis, Baltimore and the Eastern Shore! Our fleet of yachts ranging up to 99 feet are U.S. Coast Guard certified and available for private rental. Depending on your group size and budget, one of our yachts will make an excellent venue for your event. Perhaps you and a partner would enjoy an intimate evening on Miss Anne or Severn Exposure, or perhaps your preference is hosting a large party aboard Catherine Marie or Raven. Watermark can make it happen! 

Chesapeake Bay Yacht Cruise Wedding

Breathtaking Wedding Venues

Our luxury yachts offer stunning, magical settings for weddings, receptions, rehearsal dinners, proposals, and more. Simply choose your dream waterfront wedding venue from our entire fleet of pristine vessels.  Wedding on the BaySM by Watermark® is home to all things weddings in the Annapolis, Baltimore and the Eastern Shore. 

hors d'oeuvre

Celebrate in Style

Are you interested in renting one of our yachts in Annapolis or Baltimore? Contact us today to start planning your next custom event with Yacht Charters on the BaySM by Watermark®. From the original proposal to the actual event, Watermark® offers professional, polished service down to the most precise detail, enabling you and your guests to sit back, relax, and enjoy your event. Now’s the perfect time to begin planning your company outing, special occasion, or holiday party!


Contact Us

Please fill out the form below and one of our experienced Event Specialists will contact you to discuss your plans. There is no obligation and all questions, comments, and considerations are appreciated. We’re also happy to take you on a tour of our yachts 7 days a week.

We look forward to speaking with you soon!

Looking for a public cruise or water taxi? CLICK HERE!

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