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Watermark · 1 Prince George St, Annapolis

Annapolis from the water

A 40-minute narrated cruise around Annapolis Harbor and the U.S. Naval Academy, from the waterfront of Maryland's state capital, south of Baltimore. Pick it for the sailboats, the old town and the Academy in one easy hour, with time left for lunch on the dock.

Annapolis Harbor and Naval Academy Cruise

About this experience

You board at 1 Prince George St in Annapolis, by the old town's waterfront, and check in 15 minutes before your sailing, per the listing. Watermark's own site notes this address for boarding while City Dock is being renovated. The boat loops the harbor and runs along the U.S. Naval Academy, with recorded narration on the Academy's history and the city's maritime culture, then brings you back to the same dock. One guest describes going a little way up the Severn River too. Routes and boats can change, per the listing.

On the water: 40 minutes, the whole tour. It makes a good half-day out from Baltimore: Annapolis is the state capital, south of the city, so plan the drive and parking on your side. Back in Baltimore, the 45-minute Inner Harbor sightseeing cruise is the same idea on a bigger harbor.

Included, per the listing: the 40-minute cruise and the recorded narration. Not included: drinks and light snacks from the full-service bar on board, and parking fees. Coolers, smoking, vaping, drones and outside alcohol are not allowed, and minors must be accompanied. The listing says the cruise is not suitable for people prone to seasickness.

  • The U.S. Naval Academy from the water
  • Annapolis Harbor's sailboats and historic waterfront
  • Recorded narration on the Academy and the city
  • A full-service bar on board, drinks for sale
  • 40 minutes, an easy add-on to a day in Annapolis

How the day runs

  1. 15 minutes beforeCheck in at 1 Prince George St

    Check in at the Annapolis dock. Check the times for your date when you book.

  2. Cast offAnnapolis Harbor

    Out among the sailboats, with the historic buildings of the old town behind.

  3. The AcademyAlong the U.S. Naval Academy

    The Academy's waterfront, with recorded narration on its heritage.

  4. 40 minutesBack to the dock

    Return to 1 Prince George St, a few steps from the old town's streets.

A white cruise boat on open water below a long suspension bridge

What's included

Included

  • A 40-minute cruise
  • Recorded narration
  • Free cancellation up to 24 hours before

Not included

  • Drinks and snacks (for sale on board)
  • Parking fees
  • Transport from Baltimore

Who it suits

Book it if

  • You are spending a day in Annapolis and want the harbor view
  • You are curious about the U.S. Naval Academy
  • You want a short, easy cruise with a drink on board
  • You have children along: one guest's son got to steer

Skip it if

What guests say

★★★★★

Getting a feel for the size of the Academy and it's history was great. A good way to orient yourself to the town, too.

Johanna · Aug 2026
★★★★★

Really great boat tour in and around the Naval Academy as well as the harbor. My family very much enjoyed it!

Ross · Aug 2026
★★★★★

A great boat ride and the staff was amazing. The captain let my son 'drive' the boat which was so sweet! [...]

Lauren · Sep 2026
★★★★★

Best tour best crew best boat. We loved it! Will be back soon.

Jaime · Sep 2026

Tips before you book

  • Arrive 15 minutes before your time to check in, as the listing asks, and budget for parking in Annapolis.
  • Take the cruise first. Guests say it is a good way to get your bearings before you walk the town.
  • Leave the cooler in the car: the listing does not allow one. The bar on board sells drinks and light snacks.
  • Bring a layer. The boat is out on open water for the full 40 minutes.
  • Comparing boats? Our Baltimore harbor cruises guide sets the Annapolis cruise against the Inner Harbor options.

Read next:

Frequently asked questions

How long is the Annapolis Harbor and Naval Academy cruise?

40 minutes on the water, with recorded narration, starting and ending at 1 Prince George St in Annapolis.

Where does the Annapolis harbor cruise depart?

From 1 Prince George St, Annapolis. Check in 15 minutes before your time. Watermark's site gives this address for boarding during the City Dock renovations.

Are drinks included on the Annapolis cruise?

No. There is a full-service bar on board with drinks and light snacks for sale, per the listing. Coolers are not allowed.

Can you see the Naval Academy on the cruise?

Yes. The cruise runs around Annapolis Harbor and along the U.S. Naval Academy, with narration on its history.

Ready to book

Book Annapolis Harbor Cruise

40 minutes on Annapolis Harbor past the U.S. Naval Academy, with recorded narration.

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Plan your date before you go

40 minutes on Annapolis Harbor past the U.S. Naval Academy, with recorded narration.

Check dates for the Annapolis harbor cruise