Annapolis Historic District

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Tours that visit Annapolis Historic District

Hand-picked experiences that include Annapolis Historic District on the itinerary — with what real travellers said after going.

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  Outdoor watercolor painting class in Annapolis

  From ₹9,306

  Two hours of outdoor painting instruction — learn watercolor techniques while capturing iconic sailboats in the historic district of Annapolis, led by an award-winning local artist.

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  Historical pub crawl in Annapolis

  5.0· 26 reviewsFrom ₹2,939

  Two-hour walking tour through downtown Annapolis — explore historical tales paired with drinks at each location, offering insights into the city’s past.

  “This experience in Annapolis was incredibly enjoyable and full of interesting information. The drinks were superb, and I would happily revisit the bars and restaurants we explored. It provided the perfect fun date night for my wife and me.”— Joel_Y on the Historical pub crawl in Annapolis tour

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  Outdoor painting class in Annapolis with a local artist

  5.0· 7 reviewsFrom ₹9,306

  Two hours of outdoor painting in the historic district of Annapolis, led by an award-winning watercolorist.

  “This is an excellent opportunity to immerse yourself in the charm of Annapolis' old town, appreciating its architecture and history while exploring sketching and watercolors. The teacher is very patient and tailored their approach to each student's skill level. Inspiring and engaging — truly a must-do.”— Blanche_M on the Outdoor painting class in Annapolis with a local artist tour

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  Urban sketching and painting class in Annapolis

  5.0· 1 reviewsFrom ₹9,306

  Three-hour outdoor painting session — learn from an award-winning local artist while capturing the architecture of Annapolis' historic district.

  “I had a fantastic time. Em was an excellent instructor who made me feel at ease despite my lack of art experience. She was also very engaging in conversation. I highly recommend this activity.”— Sam_E on the Urban sketching and painting class in Annapolis tour

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  Historic pub crawl in Annapolis: tales of scandal and intrigue

  5.0· 1 reviewsFrom ₹2,939

  Two hours of bar-hopping (approx. 0.5 miles) — visit three local taverns while hearing stories of Annapolis' scandalous past and colorful history, adults only.

  “Baltimore Tours and Crawls originated in Annapolis, so their expertise is evident. They provide a variety of engaging tours in the Fells Point area, including the Walking Ghost Tour, Haunted Pub Crawl, Twisted History Tour, Bootleggers & Rum Runners Tour, and the Sports Legends Tour. Each tour caters to different interests—historical, supernatural, athletic, and quirky stories. Departing from the historic Admiral Fells Inn around 8 PM, these tours last about 90 minutes. The Pub Crawl is particularly enjoyable if you’re not driving. The guides are highly knowledgeable and entertaining, having earned the title of "Best Downtown Tour" in Fells Point for three consecutive years. Dogs are welcome as long as they are leashed and friendly.”— Steve C on the Historic pub crawl in Annapolis: tales of scandal and intrigue tour