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

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 !!!

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.

Great experience! We loved the cruise around the bay and the musician was much better than…read moreexpected! Easy boarding, the bathroom was totally fine, a good variety of drinks, and views from both the top and bottom decks. If I had one note, I'd say the musician should display a qrc for Venmo so we could give him a tip.

Olden top cathedral, FDR brought remains of JP Jobes 1905, buried in there in a marble structure…read more To honor JPJ for the nation he fought for our independence

First, I want to say that I have no issues with the initial class I attended at Annapolis Sailing…read moreSchool or with the instructors. Carrie and Steve were welcoming, knowledgeable, patient, and courteous with all the students. If my experience at the school had ended with them this would be a five star review. Regrettably it was not.The the class I attended fell on three windless days, which meant the sailing portion had to be deferred to a makeup class a month later. Now this is where my story takes an unfortunate turn. The day of the make up class I arrived at the school exhausted and lost in a mental fog do to a medical condition I do not feel like discussing here. I am a veteran with a 100% disability rating, I am sure you can figure out what my problem may have been. I promptly informed the instructors that I was having serious health issues at the time and they agreed I should sit out the class and suggested I return the next day if I happened to feel better. I left believing the school would work with me, since I had prepaid for two classes (ASA 101 and ASA 103). Unfortunately, the scheduling staff did not share the same views or concerns as the instructors when I called the next business day. When they finally agreed to place me in another ASA 101 class (so they wouldn't have to adjust the ASA 103 course I had already paid for), I was told during that final phone call: "There is a caveat -- you feeling sick or not well is not an excuse for missing a class." Let that sink in: "feeling sick or not well is not an excuse for missing a class." I don't think a more tone deaf statement could be said to someone living with a permanent disability. Now, I may have overreacted -- I admit I had gone four full days without sleeping. But even in my altered state, I knew that my health and safety, as well as that of every student, should be the school's top priority. Their response made me feel like nothing more than an inconvenience -- a monetary transaction that had gone wrong. Living with a disability is not a choice, and it is not something I can control. Disgusted by their attitude, I rejected the offer for yet another makeup class. For my troubles I received a partial refund on ASA 103, I kept the course book and plan to teach myself. The money I had intended to spend on additional courses will now go towards a down payment on a boat that I will be able enjoy at my own pace. This was my experience with the Annapolis Sailing School. If you have any health issues or happen to be permanently disabled, as I am, I would strongly suggest looking at other schools in the area. It's your choice -- I have made mine.

Stop thinking about it and just do it…read more Def a top flight sailing school in the Mid-Atlantic! I did the combined 101/103 course that allows you to take out a cruiser. The 101 course is great for newbies; the instructors are all highly experienced yet very patient with beginners, you'll have a great time for sure! Since I love cooking, I'm going to use the Scoville scale to compare 101 and 103. If 101 is just a mild bell pepper, then 103 is a jalapeño. Don't take it unless you're ready for a true sailing boot camp! It will kick your ass, especially if you've just come from 101, but you're going to learn A LOT that you can then take with you to digest and practice. You're going to be overloaded with a LOT of information, but just take some time at the end of each day to decompress and process what you've learned and you'll do fine. They are all very passionate about the art of sailing and push you hard to be the best sailor you can be. Def a great experience!!!

We booked the Fireworks from the Bay cruise on the Wilma Lee. It was the best experience ever. We…read morehave done the other sailing cruise from Annapolis several times, but this was so much more enjoyable. The boat is a historic vessel, the crew is knowledgeable and friendly, and they really put in a lot of effort to make it an amazing experience. We boarded at 7:15 pm, received the safety briefing from the captain, and learned the history about skipjacks oystering on the Bay. The ticket price included drinks (a nice selection of beers, wines, soda, and hard seltzer). Music (oldies favorites) was playing. They had prepared little goodie bags that included swag like little pinwheels and glowsticks and a bagged snack. They also passed out individual small charcuterie boxes with skewers of meat, cheese, and olives, plus a separate container of tiny crackers. The captain let people help the crew unfurl the sail, and he took us way out to see a visiting frigate. There were views of the Bay Bridge and lots of other sights. Around 9 pm, the boat was back in position for a great view of the fireworks. There is nothing like seeing the fireworks from the water. And the ticket cost goes to a good cause--maritime education and preserving this unique vessel.

We took Wilma Lee out for our rehearsal dinner and had an absolutely wonderful time. Such a great…read moreway to show people Annapolis. The staff was fantastic, it's byob and food which worked out great for us. The pricing was also very reasonable, we were impressed with all aspects. Will certainly do again.

The area and the location is very nice. The owner and his staff were very nice reasonable. We had a…read moregreat time.

Came up to DMV Jet Ski for some time on the water. There were a few places to choose from and I'm…read moreglad I chose to rent from them! From the second I arrived I was greeted by their friendly staff. Everyone from the folks working with paperwork to the "guides" who take you out were extremely personable. The ride and time itself on the jet ski was great! All their machines looked to be in great running order. Overall, I had no issues at all during my experience. So if you're looking for a place to rent from and want to make sure you're not going to run into an unfriendly staff or beat up jet ski's - make sure to go to DMV Jet Skis!

Update 06/06/26 On…read morethe water again with Captain Larry. Four hour review class. Went over all the basics, docking, anchoring, MOB, avoidance turns, trim while on plane. Another great lesson and time! Update 05/27/26 A great lesson from Captain Larry on the water for Advanced Open Water Maneuvering. Collision Avoidance Turns, and Man Overboard Drills among others. Check them out! Update 05/15/26 A great time on the water with Captain Bill for Precision Docking and Boat Handling. Captain Bill explained everything clearly to his three students, showed us how to do it, and then let us do it. Docking, (including a bonus Spring Line maneuver), Ferrying, and Pivot Turns. A great Captain and teacher! We enjoyed a 3 hour lesson from Captain Bill on our new to us boat. Sarah was great to work with arranging the training and finding such a skilled Captain. Captain Bill allowed us to feel more confident docking and maneuvering our boat at slow speeds. I highly recommend both Captain Bill and Chesapeake Boating Academy!

I just finished the 16 hour Safe Powerboat Handling course offered by the Chesapeake Boating…read moreAcademy. The course and the instructor, Captain Ken, were outstanding! I cannot say enough good things about this course and about Captain Ken. We spent 8 hours on the water and 8 hours in the classroom. A powerboating rookie, I quickly and easily learned a vast amount about powerboating, about how to powerboat safely and efficiently and about US and Maryland rules and regulations. At the end, I successfully and easily passed the tests to receive the US Powerboating Safe Powerboat Handling certificate and the Maryland state specific certificate. I'm already planning to take other courses from the CBA.

Captain Jim and his wife were wonderful! We booked a 2 hour cruise at the end of May for a team…read moreactivity. He was always quick to respond to any questions, his boat is beautiful, and his wife was so hospitable during our ride! She served us snacks and refilled our drinks, and narrated the sights for us as we cruised! They are both knowledgeable about the area and were wonderful tour guides through Annapolis and the Chesapeake. We will book a longer cruise next time. In my research, it's hard to find a boat that is NOT a fishing boat in the area. (Fishing boats are great, but are usually not for lounging and not that pretty.) Captain Jim's boat is super sleek and meant for cruising! More than enough space for 6 adults to spread out. You won't be disappointed!

Absolutely wonderful! Captain Jim was amazing, and the boat was immaculate! We did a 2 hour cruise…read moreout of Kentmorr and up to Thomas Point Shoal Light. Then we went through Ego Alley in Annapolis and underneath the Bay Bridge. We have lived in the area for decades, but learned so much about that area that we didn't know! Captain Jim is knowledgable, accommodating and wonderful! Five enthusiastic stars!