Explore Baltimore's Inner Harbor on a captivating 45-minute narrated sightseeing cruise. This journey unveils the rich history and vibrant culture of Charm City while gliding past iconic neighborhoods like Federal Hill and Fells P... More

Cruise through history on the Annapolis Harbor & USNA Cruise. This narrated cruise offers insights into the U.S. Naval Academy and Annapolis' rich maritime heritage while enjoying stunning views of the Chesapeake Bay Bridge. Perfe... More

How did the ponies get there? Did they swim? How many ponies live there? Can you pet the ponies? Can you feed the ponies? The answers to these questions, facts about the island, and the other amazing wildlife living on - and aroun... More

Sunshine, Good Vibes, and Island Beats—All Aboard! Get ready to cruise into the day aboard your custom-built party boat! This 90-minute daytime escape is all about fun in the sun, tropical cocktails, and a Caribbean-inspired pl... More

Enjoy the peaceful sounds of the waves gently breaking off the hull of Eternal Hope as she glides through the waters of the bay, powered only by wind! This cruise sails at 9 am, 12 Noon and 3 pm, Tuesday - Sunday and on Mondays fo... More

Set sail on the calm bay waters and unwind in our laid-back island vibe. With a tiki thatched roof, comfortable lounge seating, and a full-service bar stocked with Seacrets Distilling Company spirits, beer, wine, and soft drinks, ... More

Cruising through the calm waters of Baltimore's Inner Harbor, this 60-minute sunset sightseeing cruise offers a unique opportunity to witness the spectacular sunset and city lights reflecting off the water while admiring the natur... More

Sit back and relax on this up-close-and-personal cruise of Annapolis's waterways and scenic city shorelines on one of Watermark's 26-foot, open-aired vessels. Your captain will welcome you aboard for this intimate cruise from Anna... More

Mount Vernon Place: Considered the most beautiful of Baltimore neighborhoods, Mount Vernon Place was once home the more millionaire philanthropists than any other city in America and it shows. Marble churches, libraries, and monum... More

Embark on a spectacular, six-mile, narrated cruise from the Annapolis Harbor, past the U.S. Naval Academy seawall and along the banks, wetlands, and waterfront homes of this protected river. As you take in the great outdoors and r... More

Set sail across the scenic Chesapeake Bay to the charming village of St. Michaels, where travelers can immerse themselves in local culture, fresh seafood dining, boutique shops, and historic sites. Guests enjoy a complimentary non... More

Skip the traffic and take the scenic route to your destination. Pass is valid for unlimited water taxi rides on a single date for one passenger. Please redeem your ticket at the ticket booth prior to boarding for each ride.... More

Step aboard a classic vessel for a scenic Chesapeake Bay Bridge cruise. As you depart the dock in downtown Annapolis, you will pass along the seawall of the United States Naval Academy and out into open water. As you approach the ... More

Experience an evening of beauty as we cruise into the golden hues of the sunset. All ages are welcome onboard, and for guests 21+, a full bar awaits with a variety of beverages. Departing daily in season, our times vary with the ... More

The Bay in the evening slows down and gets calm and quiet. All you have to do is sit back, grab your favorite beverage, take a deep breath of the salty ocean air, and relax. The Bay Hopper will glide you across the water giving ... More

Explore the eerie side of Annapolis with the Spirits & Spirits tour, blending a captivating walking tour through the Historic District with a thrilling cruise on the haunted waterways. Listen to spooky stories from your Ghost Guid... More

Who says tiki boats are just for adults? This special one-hour cruise is offered on select days each week, designed for families and friends. Climb aboard the bay’s most stunning tropical boat for a relaxing adventure. Soak up t... More

Embark on the Annapolis Sunset Cruise for a relaxing hour on the water. As you glide through the Annapolis Harbor, enjoy stunning sunset views complemented by a curated music playlist. Sip cool drinks and indulge in snacks from th... More

The Thomas Point Lighthouse is the most iconic lighthouse in Maryland. View this National Historic Landmark on a narrated cruise into the Chesapeake Bay. Not just for lighthouse enthusiasts, everyone loves it during this 1-hour-an... More

This boat trip provides the best way to see the famous Asseteague Island wild ponies. On this 2.5 hour trip that will depart from the Ocean Pines Yacht Club we'll travel down the Assawoman Bay to Assateague Island. Children and Ad... More