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Watermark Announces Exciting Lineup of Spring Cruises

Arts and Entertainment

April 4, 2025

From: Annapolis Tours by Watermark

Annapolis & Baltimore, MD – This spring, embark on an unforgettable journey with Watermark®! In addition to regularly scheduled cruises and walking tours, Watermark has curated an exciting lineup of special event cruises in Annapolis and Baltimore. Whether you’re celebrating mom and dad, enjoying a date on the water, or trying a new experience, the perfect spring adventure awaits.

Tuesday, April 8 — Legends & Sights of Baltimore

Discover what makes Baltimore Charm City on this 2½-hour cruise! Your live narrator will share captivating stories about the harbor, port and its history, including tales of Edgar Allan Poe, Prohibition, the National Anthem, the evolution of the port, Fort Carroll, the Seven Foot Knoll Lighthouse, and more. As you cruise, enjoy views of iconic landmarks like the Under Armour headquarters, the Domino Sugar plant, Fort McHenry, the National Aquarium, famous movie sets, and more!

Saturday, April 26 (Annapolis) — Cruise to the WineFest at St. Michaels

Climb aboard in Annapolis, and cruise roundtrip to the WineFest at St. Michaels on Maryland's Eastern Shore. Enjoy wine tasting throughout town as well as the fresh seafood, boutique shopping, and historic sites in this quaint historic village.

Sunday, May 4 (Baltimore) — Boats & Brews

Ahoy, craft beer lovers! Embark on this two-hour entertaining and educational craft beer experience cruising Baltimore's Inner Harbor. Watermark welcomes aboard the knowledgeable and fun Beer Guides of Brewery Tours, who will lead you through a tasting of eight delicious brews, featuring a curated selection of local and regional breweries and a souvenir tasting glass.

Friday, May 9 (Annapolis) — Chesapeake Eco Cruise

Have you ever touched the hard shell of a crab or the slimy skin of an eel? Now is your chance to get up close and personal with these fascinating creatures and explore the waters around Annapolis. Learn about blue crabs, American eels, oysters, ospreys, and more! You will see osprey nests, a variety of other birds, and iconic Chesapeake Bay landmarks. Explore this unique ecosystem through this hands-on learning cruise offered in partnership with the Annapolis Maritime Museum. Ideal for grades 1-5.

Sunday, May 11 (Annapolis) — Mother’s Day Brunch Cruise

Treat the moms in your life to a lovely brunch cruise this Mother’s Day. Our luxury yacht, Catherine Marie, will take you on a two-hour cruise with live music by Guava Jelly. Included in the ticket is a brunch buffet by The Palate Pleasers and an open mom-osa and champagne bar!

Sunday, May 18 (Baltimore) — Yoga on a Yacht

Grab your mat, and climb on board for a morning flow. This 90-minute cruise aboard Raven will take you through Baltimore's 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.

Thursday, May 22 (Annapolis) — Naptown Brass Band Cruise

Enjoy a two-hour cruise with live music by The Naptown Brass Band. This New Orleans-style street band is a regional favorite with their riotous renderings of old favorites and modern hits, all with the solid beat of pure, unadulterated fun.

Friday, June 13 (Annapolis) — Yappy Hour Cruise

Treat yourself and your pup to a relaxing time on the water. Enjoy scenic views, mingling, and making new furry friends. Ten percent of the ticket sales benefit Chesapeake K9 Fund, a local nonprofit organization whose mission is to raise support and awareness for First Responder K9 units and their officers.

Sunday, June 15 (Annapolis) — Father’s Day on the Bay to St. Michaels

Enjoy 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 three hours ashore, followed by the return cruise to Annapolis. Admission to the Chesapeake Bay Maritime Museum and the Antique & Classic Boat Festival and Coastal Arts Fair is included. 

Sunday June 15 (Baltimore) — Father’s Day Barbecue Cruise

Treat the dads in your life to a fun barbecue cruise in Baltimore this Father’s Day. Our luxury yacht, Raven, will take you out on the water for a two-hour cruise through the Inner Harbor. Included in the ticket is a barbecue buffet by Mission BBQ and an open beer and wine bar! 

Enjoy spring in Annapolis and Baltimore with Watermark! Visit WatermarkJourney.com to explore more experiences.

About Watermark: Watermark immerses people in the history, culture and fun of the Chesapeake area more completely than any other tour or charter company. Whether you want to learn or just enjoy, no one else offers so many ways to experience this special place, both by land and by water. Watermark® an Annapolis-based, locally owned and operated business, has been creating authentic experiences since 1972. For a complete list of walking tours, sightseeing cruises, yacht charters and services offered by Watermark visit www.watermarkjourney.com.