Private Yacht Charters & Weddings

A private yacht for any occasion; providing dynamic events with an ever-changing backdrop.

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Waterfront Weddings

Waterfront Weddings

Our luxury yachts offer stunning, magical settings for weddings, receptions, rehearsal dinners, proposals, and more. We specialize in private yacht weddings on the Chesapeake Bay. A refreshing alternative for your wedding plans.

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Waterfront Weddings

Corporate Entertainment

The perfect venue for corporate entertaining, client entertaining, award ceremonies, and more. Our event specialist will work with you to plan the best event for your company outing. Corporate yacht charters are flexible and offer a unique, one-of-a-kind, experience.

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Waterfront Weddings

Social Events

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 or Baltimore.

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Yacht Charters on the Bay

Our fleet of yachts ranging up to 99 feet are U.S. Coast Guard certified and available for private rental.

Celebrate in Style

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.

Yacht Venues for Social Events

Take your next event to the water. Contact us to see how we can make your birthday, reunion, or just for fun event a truly memorable experience. Our event specialists will assist you throughout the entire process to ensure your event is a resounding success!

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Unique Business Events & Corporate Entertainment

Add a unique experience to your corporate event and ask us for a full day on the bay trip to St. Michaels, a lighthouse cruise with a live narrator, or cruise with Francis Scott Key. Whether it is cocktails and hors d'oeuvres or a full crab feast on the top deck, a private yacht charter will become your most popular event.

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Breathtaking Wedding Venues

Watermark specializes in rehearsal dinners, welcome cruises, bachelor/bachelorette parties, wedding receptions/ceremonies, and other wedding related events. Simply choose your dream waterfront wedding venue from our entire fleet of pristine vessels. Watermark is home to all things weddings in Annapolis, Baltimore, and the Eastern Shore.

Guest Journeys

Celebrating unforgettable journeys for 50 years!

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Day on the Bay St. Michaels
Cruise roundtrip to the
quaint, historic village of St. Michaels
Saturday, September 30th
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