Watermark Launches 2026 Sightseeing Cruise Season in Annapolis

Cruises return to the Annapolis Harbor and U.S. Naval Academy waterfront

Mar. 26, 2026 at 10:09pm

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Watermark, a local cruise company, has launched its 2026 sightseeing cruise season in Annapolis, Maryland. The seasonal opening marks the start of spring, with the return of 40-minute narrated cruises aboard the Harbor Queen. Due to ongoing construction at the Annapolis City Dock, the boats will depart from the end of Prince George Street, a short distance from the company's usual location.

Why it matters

Watermark's sightseeing cruises are a popular springtime activity for both locals and visitors in Annapolis, offering a unique way to experience the city's harbor and waterfront. The company's return to the water signals the arrival of warmer weather and the start of the tourism season in the historic Maryland city.

The details

Watermark's 2026 cruising season in Annapolis began on Saturday, March 21, with hourly departures from 11 a.m. to 6 p.m. on weekends and from noon to 3 p.m. on weekdays. The company will also begin its daily Baltimore sightseeing cruises on Saturday, April 4, starting at 1 p.m. and running hourly through a 7 p.m. sunset cruise. Additional cruises and expanded schedules will be added in both Annapolis and Baltimore as the season continues.

  • Watermark launched its 2026 cruising season in Annapolis on Saturday, March 21.
  • Annapolis cruises will depart hourly from 11 a.m. to 6 p.m. on weekends and from noon to 3 p.m. on weekdays.
  • Watermark will begin its daily Baltimore sightseeing cruises on Saturday, April 4, starting at 1 p.m. and running hourly through a 7 p.m. sunset cruise.

The players

Watermark

A local cruise company that offers sightseeing cruises in Annapolis and Baltimore.

Jake Iversen

The president of Watermark.

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What they’re saying

“It's been a long winter, and we're excited to get back to the water. What better way to celebrate the changing seasons than a 40-minute cruise of the Annapolis Harbor and U.S. Naval Academy? Plus, the popcorn we serve on board is some of the best around.”

— Jake Iversen, President, Watermark

“You'll find us at the end of Prince Geroge Street, just a block from our normal dock.”

— Jake Iversen, President, Watermark

What’s next

Watermark plans to add more cruises and expand its schedules in both Annapolis and Baltimore as the 2026 season continues.

The takeaway

Watermark's return to the water in Annapolis marks the start of the spring tourism season in the historic Maryland city, offering residents and visitors alike a unique way to experience the harbor and waterfront.