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    Chester River Kayak Adventures

    3.1 (15 reviews)

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    4 years ago

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    4 years ago

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    11 years ago

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    6 years ago

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    13 years ago

    We drove 3 hours for our prearranged 9:15am for our 930am tour. It's 10am and the guy never showed up. We left.

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    8 years ago

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    9 years ago

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    10 years ago

    Jim was great and we enjoyed our two-hour evening outing on placid, beautiful Swan Creek.

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    9 years ago

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    Review Highlights - Chester River Kayak Adventures

    “It was a pleasure hearing some stories and knowledge of the area from Jim, who clearly cares very much about the local ecology and about passing it along to others.”

    Mentioned in 2 reviews

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    Annapolis Electric Boat Rentals

    Annapolis Electric Boat Rentals

    4.7(42 reviews)
    17.4 mi

    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.

    This was a great opportunity from start to finish. Reserving was easy, and during the process I…read moremade a change due to the weather and that was easy. Driving an electric boat was a first and it was easy. I've been boating since 2012 and driving this boat was not only easy but fun...and but the way despite sailing since 2012 I'm still slightly step above a novice. The Captain/owner is a great guy, professional, and thorough. I didn't think this was a thing for me where I would want to come back and do it again but I feel like I'll be back this summer. I highly recommend it! Great experience and the perfect way to celebrate a birthday.

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

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    Pirate Adventures on the Chesapeake

    Pirate Adventures on the Chesapeake

    4.9(111 reviews)
    17.5 mi

    This was seriously such a fun experience for my 6-year-old. All of the kids had so much fun and the…read morestaff was perfectly interactive with all of them! You can tell they're a close group and enjoy their job. Even us parents were laughing along the way. It really is a memorable experience for kids. From the tattoo/face painting to shooting the water cannons and fun mini adventures on the boat, its the perfect activity for summer fun!

    Pirate Adventures on the Chesapeake was a really cool adventure for my kids. They loved all aspects…read moreof it! The adventure starts with a phone call. This isn't the type of adventure you can show up to on a whim. You have to schedule a visit in advance. I scheduled a date and time over the phone. They took my credit card info, a contact number and my kids' names. The first date I scheduled was cancelled due to inclement weather. Pirate Adventures called and cancelled the adventure about three hours prior to when it was supposed to start. I elected to reschedule right then. I was instructed to arrive a half hour before our adventure so the kids could get their faces painted and pick out a sash. We parked on the street a few blocks away not realizing they have a parking lot. We checked in, the kids were given name tags with their name and an alliterative adjective (ie Zig Zag Zora and Kung Fu Kieran) and then reported to the face painting and sash picking area. After face painting kids and adults boarded the boat and the Chesapeake part of the adventure began. The captain went over a few safety measures with the adults while his assistant went through guidelines with the kids. The adventure has a whole story with different parts involved that kept the seven kids on our adventure entertained. Ages ranged from probably three to fourteen. These parts included a map search, treasure hunt, key finding expedition, pirate fight and a final pirate bounty quest. For the adults, we just hung out under a shaded portion of the boat. I got up to interact with my kids a few times and to snap some pictures. Mostly I just enjoyed the boat ride. The whole adventure lasted almost two hours (counting face painting). If you have kids that love to pretend and don't mind riding a boat, Pirate Adventures on the Chesapeake might be right up their alley.

    Photos
    Pirate Adventures on the Chesapeake - Water cannons

    Water cannons

    Pirate Adventures on the Chesapeake
    Pirate Adventures on the Chesapeake

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    Red Eye's Dock Bar - Crab pretZel dip

    Red Eye's Dock Bar

    2.8(81 reviews)
    11.4 mi
    •$$

    Making our way by motorboat to Red Eye's via Chestertown, we were looking for some cold beer and…read moresnacks after an hour boat ride. How lucky we pulled up at 2:45 and were able to dock for free. Lucky because we were told there would be a $10 cover after 3 PM. For 6 of us that was going to be pricey. We were able to get a patio table by the water and had exceptional service by Catherine. The shrimp tacos and margaritas were delicious, as was the crab dip and nachos. Intrigued by the cover charge and enormous presence of roided security guards in tight t-shirts, we asked what in the world was going on. Well, it just happened to be their busiest day of the year: The Bikini Contest Finals, starting at 5:00 PM. Sadly for us (especially the guys), we would have to depart for our long boat ride back to Chestertown, meaning we were going to miss the bikini contest. They were not kidding about it being the biggest event of the year! As we were leaving the area, there were tons of motorboats lined up to enter the marina. Wow! What a fun day, on the water in excellent weather, with great service and friendly customers. A cool vibe was evident.

    This was the most disappointing crabcake ive ever had from a resteraunt in Maryland. There was more…read morebreadcrumbs than meat, no seasoning to even try to make it taste like a crabcake. Sent it back, the next was just as bad. How can you charge $27 for breadcrumbs??? It was disgusting. Pretty bad when $16 coldcuts are so much better than a $27 breadcake.

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    Red Eye's Dock Bar - Red Eyes Dock Bar

    Red Eyes Dock Bar

    Red Eye's Dock Bar - Patio area

    Patio area

    Red Eye's Dock Bar

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    Maryland Party Boat Charters

    Maryland Party Boat Charters

    5.0(1 review)
    16.9 mi

    It was a beautiful day, and the evening was the perfect topper for a 2 hour dinner cruise. This…read moreparty boat was less than 5 min from us and we had tickets for the Italian dinner cruise with live entertainment. It did not disappoint. As we entered, the tables on the main deck were arranged to fit party groups of either 6 or 8 guests and a table for 2. The buffet food was arranged at the front of the dining area and the musician (acoustic guitar) next to it. He did a wonderful job of singing and playing both guitar and harmonica. Upstairs, they had tall tables with a few metallic stools. So happy the room was air-conditioned. Serve yourself was near immediate. Bar and drinks were upstairs on the observation deck. Soft drinks and tea were included. The accommodations up there were tall tables and a few metallic stools To the food: The assorted greens salad was fresh with your choice of salad dressings. Then rolls with real butter, followed with spaghetti with meatballs and a pasta with shrimp and parmesan, and chicken parm cutlets. Potato salad and a caprese salad of sliced mozzarella and tomatoes topped with a balsamic dressing. There was enough for seconds. Close to the end of the cruise, they brought out some desserts that looked like magazine quality. Cheesecake, chocolate layered cake, carrot cake, and lemon bars. All were very rich, and nothing was left. The staff could not have been nicer and very efficient. It's a really great crew. There is plenty of free parking. One note, this is not a wheelchair accessible due to a series of steps.

    From the owner: Maryland party boat is the newest floating event venu in the maryland region. Now offering public…read moreand private cruises for birthdays, retirement graduations and all other special events. We offer several options and packages for themed parties and entertainment. For more information please check out our website and subscribe for updates for public events.

    Photos
    Maryland Party Boat Charters - Dinner plate

    Dinner plate

    Maryland Party Boat Charters - Cheesecake

    Cheesecake

    Maryland Party Boat Charters - Musician, sorry, did not get his name, he's very good.

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    Musician, sorry, did not get his name, he's very good.

    Chester River Kayak Adventures - boating - Updated September 2026

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