PortlorePort guides

AnnapolisCruise port guide

Ships dock at Annapolis City Dock. These are the stops worth your time, timed on foot from the terminal.

Plan my day in Annapolis

Free. Tell us when all aboard is and get a day that fits.

Photo: Priscilla Palm, Pexels

Where ships dock

One cruise terminal.

  • Annapolis City Dock

Walkable from the pier

Walk times from Annapolis City Dock.

  1. 1min

    The Choptank

    Classic fish and crab house on Ego Alley

  2. 1min

    Middleton Tavern

    Seafood dining and sports events in Annapolis

  3. 1min

    Dock Street Bar and Grill

    Downtown bar and grill known for crab cakes

  4. 1min

    Pip's Dock Street Dogs

    Gourmet hot dog stand right at the harbor

  5. 1min

    Sofi's Crepes

    Crepe restaurant in Annapolis

  6. 1min

    Bitty & Beau's Coffee

    Inclusive coffee shop powered by people with disabilities

  7. 1min

    The Big Cheese

    Gourmet cheese shop and deli counter

  8. 1min

    Annapolis Marine Art Gallery

    Maritime art gallery with coastal paintings and prints

  9. 2min

    Museum of Historic Annapolis

    Gateway to centuries of city history

  10. 2min

    Shiplap House

    Rare surviving 18th-century waterfront building

  11. 2min

    Iron Rooster

    All-day breakfast near Ego Alley and City Dock

  12. 2min

    Buddy's Crabs & Ribs

    Downtown crab and ribs restaurant on Main Street

  13. 2min

    Local By Design

    Artisan market featuring locally crafted gifts and decor

  14. 3min

    Brice House

    Monumental five-part 18th-century Georgian mansion

  15. 3min

    O'Brien's Oyster Bar and Seafood Tavern

    Downtown seafood tavern and oyster house

  16. 4min

    Preserve

    Restaurant on Main Street in Annapolis

  17. 5min

    Annapolis Ice Cream Company

    Homemade ice cream on Main Street

  18. 5min

    Submarine Monument

    Naval memorial honoring submariners

  19. 5min

    Dry 85

    Modern industrial speakeasy and whiskey bar

  20. 6min

    Chase-Lloyd House

    Stately three-story pre-Revolutionary brick mansion

  21. 6min

    The Red Bean

    Custom ice cream, coffee, and pastry bar

  22. 6min

    Maryland State House

    Oldest continuously operating state capitol in the US

  23. 7min

    Naval Academy Museum

    Naval history and ship model museum

  24. 7min

    Tecumseh

    Naval Academy bronze figurehead monument

  25. 8min

    Banneker-Douglass Museum

    Maryland's African American history museum

  26. 8min

    Tripoli Monument

    Oldest military monument in the nation

  27. 8min

    O'Learys Seafood Restaurant

    Fresh-fish seafood restaurant in Eastport

  28. 9min

    Mitchell Art Gallery

    Fine arts gallery on St. John's campus

  29. 9min

    Boatyard Bar & Grill

    Sailing-themed crab cake and oyster tavern

  30. 9min

    Annapolis Visitor Center

    Official tourism hub on West Street

  31. 10min

    49 West

    European-style coffeehouse, wine bar, and gallery

  32. 10min

    Naval Academy Terrace

    Scenic overlook on Naval Academy grounds

  33. 16min

    Annapolis Maritime Museum

    Chesapeake oyster culture and maritime heritage

  34. 16min

    Captain Herbe Sadler Park

    Quiet neighborhood waterfront park in Eastport

See all 39 stops in the planner

Hidden gems

Worth finding if you have an hour spare.

  1. 4min

    Paca Gardens

    Two-acre reconstructed 18th-century pleasure garden

  2. 4min

    Chick & Ruth's Deli

    Longstanding deli famous for legendary Maryland crabcakes

  3. 5min

    Old Fox Bookstore

    Cozy independent bookstore and coffeehouse on Maryland Avenue

  4. 9min

    Annapolis Maritime Antiques

    Custom nautical furniture and marine decor in Eastport

  5. 13min

    Davis' Pub

    Welcoming neighborhood pub with daily kitchen hours

More ports nearby: Baltimore, Cambridge (Maryland), Philadelphia, Yorktown (Williamsburg), Norfolk.