AnnapolisAnnapolis Harbor & U.S. Naval Academy
Step aboard to experience a 40-minute narrated cruise of historic Annapolis and the banks of the U.S. Naval Academy. This cruise is an Annapolis tradition and fun for the whole family.
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AnnapolisStep aboard to experience a 40-minute narrated cruise of historic Annapolis and the banks of the U.S. Naval Academy. This cruise is an Annapolis tradition and fun for the whole family.
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BaltimoreThe best way to see Baltimore! Join us for a 45-minute narrated sightseeing cruise through Baltimore's Inner Harbor.
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BaltimoreThis 60-minute cruise takes you out on the water to watch the sunset and see the lights of the Inner Harbor with a fun music playlist.
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AnnapolisStep aboard our cozy launch, Miss Anne, for an intimate 40-minute cruise up Spa Creek into the residential area of Old Annapolis, Eastport, and the banks of the U.S. Naval Academy.
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AnnapolisEnjoy a fun music playlist, the sun setting, and a cool beverage from our River Run Bar as you relax on this 60-minute cruise through the Annapolis Harbor.
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Annapolis to St. MichaelsCruise across the Chesapeake Bay to St. Michaels on the Eastern Shore. Enjoy fresh seafood, boutique shopping and historic sites all within walking distance in this quaint village.
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AnnapolisOn this award-winning 3-hour cruise, pass under the twin spans of the Bay Bridge and past three Chesapeake lighthouses: Sandy Point Shoal, Baltimore Harbor, and Thomas Point. A historically attired “wickie” (lighthouse keeper) will entertain you throughout the trip with humor, anecdotes, tales of famous wickies, and even a historic story or two.
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AnnapolisView this National Historic Landmark as you cruise the Chesapeake Bay on this 90-minute narrated cruise.
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AnnapolisThis 90-minute cruise will take you under the twin spans of the Bay Bridges. Marvel at this feat of engineering that connects the eastern and western shores of Maryland.
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AnnapolisA spectacular 6-mile, 90-minute cruise on the beautiful Scenic Severn River. View the historic Annapolis Harbor including the banks of the U.S. Naval Academy.
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AnnapolisDuring this walking tour and cruise combination experience, you’ll brave the Historic District by foot, and hear spooky stories from your Ghost Guide. You’ll then continue on through the haunted waterways of Annapolis and be entertained with nautical myths and pirate tales. Add extra “spirit” to your night with the beverages available for purchase during the cruise portion of the tour.
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BaltimoreThis 90-minute cruise aboard Raven will take you through the Baltimore Inner Harbor. We’ll have a 45-minute class followed by time to hang out, sip a coffee or mimosa, and take in the sights.
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AnnapolisEnjoy live music and beautiful scenery as you relax with a cool drink on this 90-minute sunset cruise in Annapolis.
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AnnapolisEnjoy Father’s Day with a cruise across the Chesapeake Bay to St. Michaels on the Eastern Shore. This quaint historic village offers fresh seafood, boutique shopping, and historic sites all within walking distance during your approximately 3 hours ashore, followed by the return cruise to Annapolis.
June 21, 2026
AnnapolisStep aboard a Watermark boat for the annual Annapolis Fireworks Cruise. On July 3rd, enjoy the Sherwood Forest/Severn River fireworks displays from the best seat in town.
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BaltimoreStep aboard Annapolitan II to enjoy the Baltimore skyline and spectacular fireworks display from the best seat in town as you cruise the Inner Harbor!
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BaltimoreStep aboard Catherine Marie to enjoy the Baltimore skyline and spectacular fireworks display from the best seat in town as you cruise the Inner Harbor!
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AnnapolisStep aboard a Watermark boat for the annual July 4th Annapolis Fireworks Cruise.
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AnnapolisAnnapolis’ favorite holiday activity makes its return for the 2025 holiday season. Miss Anne will be adorned with reindeer spirit for an intimate 45-minute “sleigh ride” including hot cocoa, holiday music, and good cheer.
Holiday 2026
BaltimoreExperience Annapolis after dark on this haunted walking tour and ghostly cruise—complete with chilling tales, pirate lore, and refreshments aboard Miss Anne.
Holiday 2026
AnnapolisCelebrate New Year’s Eve on a family-friendly Watermark yacht cruise in Annapolis! Dance to DJ Lampdawg, sip bubbly or cocoa, and enjoy a front-row view of the 9:00 pm fireworks. Drinks available for purchase; cruise goes on rain or shine.
Holiday 2026
BaltimoreMake your New Year’s Eve memorable with this special Dinner and Cruise Celebration in Baltimore.
Holiday 2026Cruises on the Bay by Watermark offers scheduled public cruises in Annapolis and Baltimore. A treat for locals, residents, and visitors alike.

Annapolis is a beautiful historic seaport that’s great to explore by water! Whether it’s a narrated sightseeing cruise or a day trip to St. Michaels, Watermark provides an Unforgettable Journey.
Explore Annapolis CruisesCruise with us in Baltimore to really understand why this city is called Charm City. Sightseeing along the waterways will include many attractions of the Inner Harbor such as the iconic Domino Sugar sign, Fort McHenry, the Key Bridge, Fell’s Point, Under Armor, and more.
Explore Baltimore Cruises
Watermark operates Annapolis Water Taxi service throughout the Annapolis Harbor including Spa Creek & Back Creeks. Hop on a Watermark launch and visit your favorite restaurant or cruise from downtown to Eastport easily. No need to worry about finding a parking spot when you travel via Water Taxi.