50 Things To Do In Annapolis, MD

  1. Eat at Blackwall Hitch on your way through the Maryland Crab & Oyster Trail.
  2. Take a guided tour of the Maryland State House.
  3. Visit the Crypt of John Paul Jones at the US Naval Academy.
  4. Relax in a salt cave at Nibana Salt & Wellness.
  5. Try one of the Colossal Food Challenge’s at Chick & Ruth’s.
  6. Float in a tank at Paradise Float Spa.
  7. Shop for comics and games at Third Eye Comics.
  8. Admire the crabs in a tank at Cantler’s Riverside Inn.
  9. Take a public cruise with Watermark.
  10. Try a painkiller drink at Pusser’s Caribbean Grille.
  11. Do a sailing cruise with Schooner Woodwind.
  12. Shop a large selection of fresh foods at the Amish Market.
  13. Tour the beautiful mansion the William Paca House.
  14. Try to escape a room at Mission Escape Rooms.
  15. Spend an afternoon thrifting at the many thrift shops.
  16. Take a yoga class at Blue Lotus.
  17. Learn about African-American heritage at the Banneker-Douglas Museum.
  18. Stop by the Hall of Presidents Before Washington.
  19. Do a wine tasting at Great Frogs.
  20. Have a tea party at Reynolds Tavern.
  21. Learn about the area’s maritime heritage at The Annapolis Maritime Museum.
  22. See the Thomas Point Shoal Lighthouse up close.
  23. Paint and drink at Muse Paint Bar.
  24. Take a ghost tour of Annapolis with Tours and Crawls.
  25. Drink coffee and pet cats at Kittens In Cups Cat Lounge.
  26. Try unique flavors of ice cream at Annapolis Ice Cream Company.
  27. Tour an 18th century home at the Hogshead.
  28. Enjoy a spa day at Varuna Spa and Salon.
  29. Bowl at Annapolis Bowl.
  30. Try a chocolate dipped Twinkie at Kilwins.
  31. Visit the historic home and gardens of Chase-Lloyd House.
  32. Respect the religious atmosphere and relax at Charles Carroll House.
  33. Try IV therapy at Healing Hydration.
  34. Watch a movie at AMC.
  35. Ice skate at the Brigade Sports Complex.
  36. Smoke a cigar at Vitola 121.
  37. Enjoy bubble tea or a delicious decorated donut at Sandy Pony Donuts.
  38. Show respect at the Guardians of the First Amendment Memorial.
  39. Walk around Helen Avalynn Tawes Garden.
  40. Rent a kayak through Capital Sup.
  41. See pigs fly at Red Hot & Blue Annapolis.
  42. Discover the history of Annapolis at Museum of Historic Annapolis.
  43. Have a cooking party with Basic, Garlic & Rosemary.
  44. Parasail with Z Flight.
  45. Sample olive oils at Seasons Olive Oil & Vinegar Taproom.
  46. Golf at Heritage Harbour Golf Course.
  47. Walk the trails at Quiet Waters Park.
  48. Have a drink and play arcade games at Game On.
  49. Listen to live music at Rams Head On Stage.
  50. Take an art class at Maryland Hall.

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