Bought advance tickets to the Annapolis Trolley Tour. Had a hard time finding it (Main Street was…read moreclosed due to a farmers market) and missed the tour. I asked at the Visitors center if we can reschedule and was told no. However, it appears that you can buy tickets the same day so it's probably in your best interest to buy in person. My husband was able to find the trolley and see where it boards and said that a bunch of people were standing (just FYI). Tip: Dont buy advance tickets, the company will not reschedule if you're delayed due to traffic and local street closures.

A history tour of white mens accomplishments is tired. The driver was pleasant and enthusiastic and…read morehad some facts. But missing was WHO built the historic buildings-enslaved craftspeople did. I'm wondering if women contributed ANYTHING another than being a child bride or a wealthy wife- who had to give over all her wealth to a husband?! And thanks for mentioning the Kunte Kinte Memorial as we drive by but skipping over all it stands for. Its 2022 and this company needs to do better.

Congratulations on earning the first negative review I have ever left! We booked a 55 person bus…read morefor a bar crawl on 12/13/25. The bus did not show up at the scheduled time. When we called, the dispatcher realized that they had mistakenly booked the bus for the next day (An honest mistake based on the comments they put in the invoice however we had agreed on the 13th and had multiple emails stating that). The dispatcher was very helpful in the matter and was able to get us two 30 person buses to our location 2 hours after our scheduled departure so that the day was not completely ruined and we appreciated that. That alone would not have garnered a negative review from me, I get it, mistakes happen; but how you respond to those mistakes is what matters. So when I called during the week to hopefully get some form of reim or at the very least an official apology for the mistake, I was ignored! Five texts left on 'read', multiple calls not returned, multiple emails not replied to. Not once did I yell at anyone or give anyone a hard time, I simply stated that we did not receive the service that we paid for and I was hoping for some sort of refund or compensation for the trouble. Complete radio silence from the company. I don't understand what I did to earn such a disrespectful unprofessional (non) response. Be cautious to anyone considering this company, they use Zelle for their transactions and so when they make a mistake you have no way to get your money back and they refuse to take accountability for their mistakes.

Flagship Tours has been my go to company for years!! Mr. Stocks was extremely professional and an…read moreoverall great guy. They were able to offer outstanding customer service and their pricing is very competitive!!!

They went above and beyond in every way! Also, our bus driver was a total sweetheart. Definitely…read morerecommend them.

Great service, communication was spot on had no issues booking bus arrived on time was clean and…read moredriver was professional.

We sailed up the Severin River in Annapolis on the Cabernet II. Beautiful clean very well…read moremaintained ship. Highly recommend. 1st class experience.

Took the cruise around the Naval Academy. Decent price $25 and not overcrowded. Had a beer onboard…read more Enjoyed the experience and would recommend it.

What better way to get around than on the water. I would commute via water if there were a way to…read morewhere I live. In Annapolis, there is! So try it out. Starting out at $2 you've got nothing to lose and it is a super fun way to beat the heat and enjoy that sea breeze while watching the shoreline pass you by. They have a fairly high capacity, we were a group of 6 and all fit plus more. So go cruise Annapolis

We have used the taxi for years to ride from the boat to town dock…read more During a week long stay on mooring #17, a matter arose where I needed to drive back to Baltimore to grab some missed packed medical supplies. Unfortunately it was all ready 8pm and the last taxi stopped at 10pm. Capt. Phillis went above and beyond her service. She assured me her taxi would be waiting to take me back to the boat. It was a big comfort during my 2hr round trip drive. Thanks a million to all the fine and pleasant captains especially Capt. Phillies. ​

Beck was a great tour guide, very knowledgeable and made the stories fun and spooky and always made…read moresure everyone was safe. The tour was an easy walk and the physical buildings where the hauntings took place were an excellent backdrop to complement Beck's tales of death and murder. Beck's use of a lantern to make sure no one got lost was a nice touch. My only suggestion would be that the tour guides use a microphone to ensure everyone can hear them. No one in my party of five complained, but I could hear others in our tour group mention to each other that it was a little tough to hear and the ambient noise didn't help. It was summer so there was a lot of activity around us throughout various parts of the tour. The only other thing I would have liked is if we actually got to go into the places where we stopped. Perhaps this is beyond the control of the tour operator, and I certainly would not expect to go into the house that is currently inhabited, but I felt this was worth mentioning.

Spirit Nan was a charming guide who took us on a lovely walking tour of some Annapolis' ghostly…read morehomes. We learned about the ghosts' family histories and most recent sightings. It was an hour long, and we thoroughly enjoyed her storytelling, expertise, and friendliness.

Steve leads a fun, informative tour around Annapolis. He was born and reared here so he knows a lot…read moreabout the city. Wear comfortable shoes to do lots of walking. It's about 2 miles total. He works for tips only & is not a business. Just email him & he will tell you where to meet him. Steve.carr567@gmail.com Steve will suggest restaurants too if you ask. My friends & I truly enjoyed Steve's walking tour.

From the owner: Free! Annapolis Walking Tour offers free (tips only) walking tours of the Colonial city of…read moreAnnapolis, led by an Annapolis legend, Steve Carr, who tells unique and funny stories. Tours begin at the Alex Haley-Kunta Kinte Memorial at the City Dock. You walk for two hours, cover two miles, see all the historic sites, and learn about the real Annapolis. And then you tip what you think is fair. Tours are by reservation only at: steve.carr567@gmail.com or by calling (410)564-9751. No tours in bad weather. For detailed information, please check out Steve's website.

5/5 -- Incredible Halloween Ghost Tour with Kasey!…read more We had an amazing experience on the Annapolis Ghost Tour with Kasey on Halloween night! Her storytelling was absolutely captivating -- she brought every tale to life with incredible detail, fun facts, and just the right touch of spooky flair. You could tell she really loves what she does, and that made the whole evening so engaging. We also loved that our tour included stops at three fantastic bars, each with its own private room where we could relax, enjoy a drink, and listen to more stories -- it made the night feel extra special and intimate. The highlight for us was the basement of the Maryland Inn -- that space was simply picture-perfect and full of atmosphere! If you're looking for a fun, fascinating, and slightly spooky night out in Annapolis, we can't recommend Kasey enough. She made our Halloween unforgettable!

I've been in the surrounding Annapolis area for nearly 9-years and never done a ghost tour!…read more Surprisingly, tickets were only $20/person, $18 with military identification and it was beyond worth it! There were at least 10 stories told of Annapolis facts and stories from earlier decades and it was informative, spooky, and most of all... interesting. The best night to go would more than likely be Halloween, but I lucked up and got tickets for the night before Halloween and had the best time! Our guide was great and I would love to go again to say hi to Charles! ;)

Vineyard Voyages was an unforgettable experience! The tour combined breathtaking vineyard views…read morewith fascinating insights into local winemaking. Our guide, Dan, was knowledgeable, friendly, and made the journey both educational and fun. 2 of 3 vineyard stops (Williams Gap Winery & Carriage House Wineworks) offered unique wines and warm hospitality, creating a perfect blend of relaxation and discovery. I highly recommend Vineyard Voyages to anyone looking for a unique, enriching wine tour. 1. Williams Gap Winery (good) 2. Hillsborough Winery & Brewery (horrible) 3. Carriage House Wineworks (great)

This experience was absolutely the best. A fun day packed with education, humor, good company, and…read moretime well spent. Christian was the best tour guide, checked us in timely, and just the most friendly person to help answer any questions you may have. And ensure you make it to the next stop. There was a total of 3 wineries we visited, and each was unique and so special. I highly recommend this experience, especially for large groups of friends.

Amazing experience for my bachelorette party with Captain Jamie and his deckhand Devin. It was a…read morevery personalized experience and Devin even helped us capture some amazing photos along the way!!! Highly recommend to anyone looking to celebrate an event or just cruise along the beautiful water. It was S O MUCH FUN and super affordable !!!

Went out on a whim and scheduled this party boat out of Annapolis this summer - we had never heard…read moreof them (well come to find out they are new!) and truly didn't know what to expect... It was such a FUN evening! Watching the sunset from the water, the drinks were flowing (loved that it was BYOB, we brought a cooler for us, but they already had one on the boat as well!) and being on the water... doesn't get much better IMO Can't recommend this party boat enough! The captain and the owner, Trevor, were responsive and helpful in booking and finding the location of where the boat docks. Would be so fun to bring the girls back for a gals night or even a bachelorette party. Can't wait to book again this summer and maybe even for the air show Ps - make sure you use the bathroom before you leave bc there isn't really one on the boat haha