Washington DC · ANNAPOLIS TOURS & CRUISES
15 tours
Timed entry, closed streets and the occasional motorcade make Washington fussier to plan than it looks. These 15 Annapolis tours & cruises take that off your hands, and every entry below says what it costs and how long it takes.
A 40-minute Annapolis Harbor cruise with recorded narration, U.S. Naval Academy views, and a full onboard bar for a scenic, easy outing.
“It was very hard to hear what was being said about what we were seeing. I would have liked a little longer tour. While we saw a fair amount of the Naval College I didn’t think we saw enough of the bay.”
A guided 1-hour Annapolis ghost walk at 8 pm, mixing real local history with alleged hauntings, for $32 per person.
“Thanks for what ended up to be a private ghost tour on the 4th of July! We booked the same day, so we’re very grateful that they could accommodate us. We loved hearing the stories and getting to know the city. Thanks so much!”
A 3.5-hour Annapolis food-and-history walk with a progressive lunch, local landmarks, and a dessert finish for about $80.
“This was such a great experience overall! The tour stopped at four different places and provided some great food. Come hungry and might want to plan on a light dinner or dinner later. You will leave full. We learned a lot from our wonderful guide. She shared so much history, answered all of our questions and clearly loves her job. It was a fun thing to do to get the layout of the town and see some things we probably wouldn’t have found on our own. Highly recommend!”
Walk colonial Annapolis with a period guide, tour the Maryland State House, then visit the U.S. Naval Academy grounds, with ID rules.
“Mistress Laura was fantastic! Such a lovely tour and she is very passionate about this history of Annapolis. Would highly recommend!”
A 90-minute walking ghost tour in Annapolis downtown with live stories from a professional guide, ending near City Dock. $26.
“Mary talked too much and used lots of foul language including the F…. Word. It was awful. She didn’t know when to take photos or if we should. We only made 4 stops in 90 minutes and she kept talking about going to bars afterwards”
Private 2-hour Annapolis walk from Ego Alley to the Naval Academy, chapel, State House, and St. John's College.
“Michael was an excellent guide! It was cold and rainy and he was very accommodating to our postponing the walk until a later time. Highly recommend him!”
Join Annapolis Ghost Tours for a 2-hour haunted pub crawl through historic downtown, visiting three bars and hearing ghost stories.
“This was an excellent and fun tour! Rebecca did an amazing job story telling. She kept our interest and kept it fun! Loved the 3 taverns we visited and the cocktails were delish! It was a fun walk- and yes, wear comfortable shoes!”
Annapolis Red Bricks & Blue Views app-led scavenger hunt with trivia, photo challenges, and three historic stops in about 2 hours.
“Nothing really memorable. Similar to many others but not as user friendly. When we arrived at our destination it never pickup that we were there. Always had to “check in anyways”.”
One-hour lantern-led ghost walk in Annapolis, with Reynolds Tavern, Maryland Inn, and haunted Brice House stories.
“Tal was very informative. Funny. Great tour guide overall. Kept a good walking pace.”
2-hour Annapolis ghost pub crawl with mobile tickets, researched stories, and 7 historic stops. $36, alcohol not included.
“Unprofessionally dressed, young guide. Not good historical facts. Clearly was not expected at establishments.”
A live, phone guided Annapolis scavenger hunt with photo clues, indoor outdoor stops, and free extra time if you want it.
“We started in the most amazing bookshop/coffee shop The Old Fox ... could have stayed there all day... and all the people we interacted with along the way were awesome and willing to help. Great fun!”
2-hour Annapolis ghost pub crawl with lantern-led stories, Middleton’s Tavern, four bar stops, and quirky Oyster Shooter style drinks.
“We were instructed to arrive at 5:45 with a 6pm tour start. The guide showed up at 6:30. When the story telling started, the stories were few and the “wow” factor wasn’t there. I’ve done ghost tours in about a dozen cities and this was one of the worst I’ve experienced. I would not recommend this tour to others.”
Outdoor watercolor with local artist Em Campbell in Annapolis, painting the Maryland State House in 90 minutes with supplies included.
“A great way to experience the old town of Annapolis feel, the architecture and history while delving into one’s sketch and learning all about watercolors. Very patient teacher, able to build on whatever level one has. Engaging. Inspiring. A must.”
Step inside the Maryland State House with a period-attired guide, hear big national stories, and learn why Annapolis matters.
“Our tour guide was excellent. He was knowledgeable, informative, and an engaging story teller. I would strongly recommend this tour.”
Annapolis to St. Michaels round-trip cruise across the Chesapeake Bay with a free non-alcoholic drink and Chesapeake Bay Maritime Museum admission.
“I enjoyed the trip very much. The captain explained we needed to do. I would highly recommend this trip. I would book it again.”
