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    Kayak Annapolis

    4.2 (51 reviews)
    Open 9:00 am - 6:00 pm

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    Will N.

    This is a pretty enjoyable way to get a little history lesson about Annapolis, and see it from the water. Note: If you are looking for a workout, or to learn about kayaking, this is probably not the tour for you. Don't get me wrong, I did enjoy myself, but this is much more about seeing/learning about Annapolis than it is kayaking. Our guide Dustin was really cool and did his best to make it interesting. They have a nice break at the halfway mark where you can get out of your kayak and have a snack provided by Kayak Annapolis. A few suggestions: The guided tour part is too long. It's a pretty smell stretch of water you are touring, so it's a lot of just sitting there. Cut the group loose after 1hr for paddling around. Price point a little too high. You can rent kayaks by the hour for 10-12 bucks. At $60ish per person, I know we are paying for the guided tour but that is a little too pricey. I think a fair price point is around 40 bucks. That's about it, it was a good time. Would recommend if you want to get on the water for a bit and learn about Annapolis.

    Kendra B.

    We had an amazing experience with Kayak Annapolis! Pirate Pete and Mermaid Megan were a delight! The tour was full of Annapolis knowledge and was very relaxing. Highly recommend to anyone who loves being on the water and enjoying some laughs! They also have wet bags and sand shoes if you need to borrow some.

    Our group heading paddling out
    Jen W.

    You never know what you are going to get with a tour. When you sign on with owners & husband and wife, Pete and Kate, you get a fantastic tour of Annapolis via kayak. Pete is the historical guide and mouth piece of the duo. He shared information easily on Annapolis' history, boat building industry, US Naval Academy and more. Did you know that Annapolis is the sailing capital of the world? He gauged our group's interest and even told funny jokes. Kate is the facilitator and ensured the group was safe on the water. On the tour, you start from Truxtun Park paddling through Spa Creek to a point across from the US Naval Academy. We then made our way to downtown Annapolis and then returned back to our starting point. The tour is good for all ability levels, beginner to more experienced, and the pace is casual. They are laid back and very fun to be around. In addition, the sea kayaks, personal flotation devices and paddles are clean and well cared for. Always a plus! There are only a few weeks left in the season. Even a cool, cloudy autumn day was a great day to be on the water.

    yup. always reppin!

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    Review Highlights - Kayak Annapolis

    When you sign on with owners & husband and wife, Pete and Kate, you get a fantastic tour of Annapolis via kayak.

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    United States Naval Academy

    United States Naval Academy

    4.6
    (110 reviews)
    1.0 mi

    Annapolis, MD - we toured the Navy Academy as a side trip to DC, as I knew it was an activity that…read morewould interest my dad. You can either check out the visitor center and free museum (a few blocks away) and walk around on your own (after going through security - this is an active naval base so ID is required to enter), or opt for a public guided tour, if you wish learn more about the history, traditions, and campus life of this institution. The 90-minute historical walking tour is the most popular, but I booked a GEM riding tour for my family (in a 5-passenger electric vehicle), since we were traveling with elders and a young child, so wouldn't be able to cover much ground across the sprawling Yard otherwise. The 75-minute tour takes you all around the Yard in comfort and highlights the "gems" of the naval academy. The campus is beautiful and pristinely maintained, and we were expertly entertained and informed by our wonderful tour guide Anne, whose whole family is Navy, and shared additional insights into the life of a midshipman and beyond. Parking: the limited parking near the visitors center is only available to those who hold a military ID. Otherwise you can either park at a garage or try metered street parking which is limited to 2 hours.

    I walked around the campus of the U.S. Naval Academy two weeks ago, when my husband and his family…read morevisiting us from out of town explored Annapolis for a few hours. I wish we'd had time for a guided tour (the other reviewers have really sold me on that experience, and I look forward to doing it in the future), but we had a great time exploring on our own. We arrived in the late afternoon. When you arrive, you need to enter through the Armel-Leftwich Visitor Center (even if you're going to the chapel or the museum, navigate your walking directions here to avoid wasting time - Google Maps doesn't know you need to enter at this particular gate), where you'll show ID and put your things through a metal detector, but that was very quick. The highlights of our walk around campus included the walk down Porter Road (the houses on this street looked like I was on the set of Top Gun), the U.S. Naval Academy Museum, and the Naval Academy Chapel. Both the museum and the chapel were easy to find, because the campus has very good signage. The museum is located in Preble Hall and is two floors of naval and U.S. Navy history and a collection of model warships. It's definitely worth a visit (it has its own Yelp page, so you can read reviews specific to the museum there). The chapel really blew me away. It was built in 1904-1908 but underwent extension remodeling in 1940. It's large (it seats 2,500), with a copper dome (the cupola is 193 feet above the main altar area). It's very beautiful, and you should definitely stop in for a look if you're exploring campus. The campus is beautiful and a unique space in Annapolis. I'd been to Annapolis dozens of times (mostly for work before) visiting the Naval Academy! I wish I'd explored it sooner.

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    BANCROFT HALL
    BANCROFT HALL
    United States Naval Academy
    Chapel

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    Chapel
    Annapolis Food Tours

    Annapolis Food Tours

    5.0
    (7 reviews)
    0.7 mi

    We took the history and food walking tour of Annapolis this past Saturday, and had a great time…read more Our tour guide, Carolyn, was knowledgeable and enthusiastic. Her love of Annapolis was obvious. Food was varied, excellent, and plentiful; neither one of us was hungry for dinner that night!Will certainly return to a couple of the restaurants we visited and tour some of the buildings she talked about. A great way to get a sense of Annapolis and a lot of good food.

    Started 7 minutes late due to other patrons being late (they were looking for parking), so don't…read morefret if you are running a little bit late. Our tour guide was an energetic, knowledgable young woman named Sam. Historic stops included: St. Anne's Parish, Maryland State House, Shiplap House, Maryland State Capitol Building, and some other random street corners where the tour guide pointed out some notable buildings/historic sites. We stood outside while Sam discussed some interesting history and culture of the town and each attraction. The tour guide discussed and recommended other establishments around the area (she pointed them out along the route) that were not on the tour, including places to eat, drink, and buy souvenirs. I really appreciated that aspect of the tour. See the pictures for the food stops and menu. The food was really great, with the exception of the tacos. The cream of crab soup at the Federal House was FANTASTIC. This was a pretty incredible way to experience and learn about Annapolis, and just a great afternoon outing. I highly recommend it.

    Photos
    Maryland State House
    Maryland State House
    The first food stop: Red Red Wine Bar
    The first food stop: Red Red Wine Bar
    Food Stop #4: Vida Taco Bar  My least favorite stop.  The tortillas weren't fresh, and the meat wasn't tender.

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    Food Stop #4: Vida Taco Bar My least favorite stop. The tortillas weren't fresh, and the meat wasn't tender.
    Annapolis Electric Boat Rentals

    Annapolis Electric Boat Rentals

    4.7
    (42 reviews)
    1.0 mi

    I heard about Annapolis Electric Boat Rentals through another Eastport/Annapolis event. Greg and…read moreSherry were terrific to work with before and after I rented their boat online. At the dock, Greg gave me and my family a quick, but thorough review of the boat and its safety features. The boat itself was spotless, and silent during the cruise. Cruising Annapolis Harbor and Spa Creek was a delight. A wonderful day, and a great value on the water. Thank you Greg and Sherry!!! I will be back.

    On April 5, 2026, I made online reservation for a boat at 10 AM April 6, and was charged $423 at…read morethat time. At 8 AM the following day, I received a voicemail, an email, and a text message from the company stating that they were closed Monday and I should not have been allowed to make a reservation via their own website,. Obviously there would be a full refund, and they were very apologetic. I never received the refund and contacted them twice more during the next six days. Today I received an email from Benjamin. Tiederman stating that I would only be refunded 50%, which would not be received for another five days. This is fraud and theft, Along with basic incompetence and lack of ethics. I had to eventually submit a charge back to my credit card company, which will cost them extra money in fines instead of doing what they stated they would do. I've never left a negative review on any site so congratulations Annapolis electric boat rentals.

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    Annapolis Electric Boat Rentals
    Annapolis Electric Boat Rentals
    Annapolis Electric Boat Rentals

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    Kayak Annapolis - rafting - Updated July 2026

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