My brother and his wife and and my wife and I very recently completed a three hour Sunday morning…read morecharter. We thought the charter was well worth the money. The Captain and one crew member were really excellent. They made sure to cover critical aspects of the boat and abide by all the safety precautions. I actually timed the charter and we were on the water under sail for almost exactly 3 hours. We got there a little early, and the process of familiarizing us with the boat took a few minutes, so the entire process was probably closer to four hours. The boat was clean and in great shape. Some of the electronics we're not working but that was not an issue for our charter. We were provided with basic cold drinks and bagged treats as well as a bottle of wine. We own a Catalina 22 sailboat so we were familiar with sailing, but sailing a Catalina 42 Mark II was a lot different. I was thrilled that the captain offered me the opportunity to sail and tack the boat for an extended period, of course under his watchful eye and guidance. In short it was a very memorable experience and we had a blast! The wind and weather were perfect.

Fantastic time with Captain Delaney, Adam and Paul. There was just one other family on the boat…read morewith us as the weather looked a little iffy at the start. Learned a bit about sailing and made it all the way to the big bridge with a nice wind. They have a bar on board where you can open a tab or pay up front using Apple Pay or another card, lots of great local beers to try. Glad we did it, especially since a huge thunderstorm came in later that day. Highly recommend!

Our family (~16) enjoyed an afternoon on Woodwind and the crew could not have been more incredible…read more Highly recommend for a relaxing, beautiful experience. The captain was knowledgable about the area and funny! We thoroughly enjoyed it all.

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 !!!

Amazing sailboat cruise around the lighthouse and very good story teller of the history of the…read morerivers and the Bay Area

Captain Melvyn and first mate Jamie made the cruise memorable. We had fantastic weather for our…read moresunset cruise on the Tranquility. They answered all our questions and pointed out interesting things along the way. They allowed one of our entourage to steer once we were out in safe waters - lucky for us, the river and bay were not crowded. We highly recommend this cruise. It was the highlight of our vacation weekend.

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.

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.

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. ​

Booked a 3 hour sailing tour with Captain Dan as a birthday adventure for my partner. We had a…read morefabulous day with perfect weather. Dan has previous teaching experience, and was awesome in sharing some of the basics of sailing with us first timers, and allowing us to get some hands on experience. Perfect day!

In our family, birthdays call for adventures. For my husbands recent birthday, we enjoyed a great…read moreday on the Chesepeake with Capt Dan and his speedy little Trimaran! A 3 hour tour was just right. Our son was excited to learn some sailing. The rest of us just relaxed to the sound of the wind and waves! To add to the great day, the sail starts and ends at the Deep Creek Restaurant on the Magothy River. To judge by the crowd, their Sunday Brunch is popular. We opted to take snacks on the sail and eat afterward on the patio. Everything was very good! Calamari was especially good. If you travel to Annapolis from west of DC through town, you will be happy to know the route is now fixed! The southwest freeway to 695 then to 295 north is open and marked! This is a really big deal! I'm a native, and this route has been broken all my life. In summary, a great day on the water! And an adventure to remember with cool pictures, no bruises, and good food!