Day on the Bay Cruise from Annapolis to St Michaels

8 hours (approximately)
Offered in: English and 1 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-alcoholic beverage during the cruise before spending around three hours ashore exploring the town before the return journey to Annapolis. Admission to the Chesapeake Bay Maritime Museum is included, making this sightseeing day trip an ideal way to experience Maryland's rich maritime history.

What's Included

One non-alcoholic beverage
Admission to the Chesapeake Maritime Museum
Air-conditioned vehicle
Restroom on board
Drinks and snacks available for additional purchase at our full-service bar.
Gratuity is never expected but always appreciated.

Meeting and pickup

Meeting point

The dock is located at the end of Prince George Street in downtown Annapolis. Please check in at the ticket stand with the red umbrella, situated at the intersection of Prince George Street and Craig Street.

End point
This activity ends back at the meeting point.

Itinerary

Duration: 8 hours (approximately)
  • (Pass by)

    The journey begins on the water as the vessel departs from Annapolis, known as America's Sailing Capital at the mouth of the Severn River. Passengers pass by the historic waterfront and city harbor without stopping on land, enjoying initial views of Maryland's vibrant maritime culture and the iconic backdrop of the city as the cruise kicks off.

    Admission ticket free
  • (Pass by)

    Relax during the scenic crossing of the Chesapeake Bay, the largest estuary in the United States. Passengers remain on board the vessel throughout the transit, taking in expansive views of the open water and surrounding natural scenery. Guests can sip on an included non-alcoholic beverage while watching for native wildlife along the way, such as osprey, bald eagles, and cownose rays.

    Admission ticket free
  • 1

    Spend approximately 3 hours and 20 minutes exploring the historic Eastern Shore village of St. Michaels. Travelers step ashore to discover well-preserved 19th-century architecture, boutique shops, and local seafood restaurants where lunch can be purchased independently. Included in the tour is admission to the Chesapeake Bay Maritime Museum, where guests can explore interactive exhibits dedicated to traditional shipbuilding and oystering heritage. Comfortable walking shoes are recommended for strolling through the museum grounds and historic town streets during this free time ashore.

    3 hours 20 minutes Admission ticket free

Additional info

  • Wheelchair accessible
  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
Supplied by Watermark Harbor Cruise

Tags

Day Trips
Full-day Tours
Private and Luxury
Audio Guides
Cultural Tours
Historical Tours
Walking Tours
Water Tours
Short term availability

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

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