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

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. ​

This is a perfect go to event if you have out of town guests to show around. The 40 minutes is a…read moreperfect amount of time to get a glimpse of the beautiful Severn River feeding into the Chesapeake Bay. The trip is narrated so your guests get a blast of history particularly focused on the Navel Academy. Snacks and drinks are served. Seating is inside and out side on the upper deck. Great time!

TL;DR: Don't do business with this company! Horrible experience inside and out, wasted money, lies,…read moreand no concern for customer care. Worst Wedding Experience. Details: We recently got married and thought it would be an awesome idea to get married with Watermark while sailing on one of their boats. From day one we asked several questions about things we wished to have on our wedding night. Watermark ensured us that our desires/wishes were manageable and doable. As we got later in the process, several promises they made to us early on became untrue. There seemed to be a massive communication gap between the sales team and the operation team. A communication gap that ultimately cost us thousands of dollars. A few examples: From the day we took the tour we asked if we could bring our own chairs (rent from another company), place those chairs on the third deck for our ceremony, then have them moved downstairs for dinner. We were told this wouldn't be an issue. Come to find out roughly a month before the wedding we were told this cannot be done because furniture cannot be moved once the boat is moving. This wouldn't have been an issue if we were told from the beginning, but being we had paid for chairs, now we had to scramble to come up with different ideas for the top deck, ultimately renting couches so we wouldn't overcrowd the third deck (where we wanted to dance after the ceremony). This was a several thousand dollar last minute change due to incompetence. Furthermore, we discussed several times wanting to bring our own chairs, but the sales team waited until the very end of the process letting us know the price would be $1,000 fee. This felt like extremely dirty business as you knew the price the whole time, but failed to tell us until we had no choice but to pay it. Every contract they sent us with quotes didn't have the fee on there, even though we discussed it several times. If you would have been up front in the beginning we could have planned around this. Another communication gap between sales and operations is when the sales team told us we could have an Ice luge, so we purchased one. Only for them to come back days later saying we are not allowed. I had to push back on this and eventually they let us, but it was still very frustrating. If we weren't confrontational with them on this, it would have cost us another $750 dollars. Additionally, we paid for the unlimited drink package and specifically asked not to leave a tip jar on the counters because we didn't like how it looked. We were told this wouldn't be an issue, however when we got on the boat each bar had a tip jar on it. Throughout the course of the night, all the lights on the boat kept flickering on and off to the point where several guests started making jokes that the boat was going to lose power and we would be stuck out on the water. The sales team also tried personally reaching out to our vendors, telling them they need to bring more staff to set things up, yet again trying to cost us last minute additional charges. These vendors billed us properly from the start based on their understanding and the conversation we had with those individuals. Why would Watermark try to contact them and tell them they need more people to set up? I have several more examples where I could go on and on about the issues we had with Watermark, but ultimately it comes down to how sneaky it felt. All these hidden charges at the end, telling us we can do one thing, then later telling us we can't. At no point was working with Watermark pleasant and I truly in no good faith will ever recommend anyone doing business with them. For us, we spent a lot of money just for several things to go wrong, our food to be ice cold. At no point did anyone seem like they cared about our business from Watermark. Every interaction with them they treated us like nobodies, we were just a transaction to them. Watermark made it clear that it was simply a business transaction and they didn't care about our wedding day. We truly regret sailing with Watermark.

A friend and I sailed on Saturday and I've already recommended this outing to all of my colleagues…read moreand local DC friends! Captain Jen and her crew were great--from welcoming everyone aboard, to the safety briefing, to answering a million questions, to serving drinks--they were knowledgable and fun. Joey and Jake were great crew, too. It was the perfect day to be on the water as it was SO HOT but windy and clear for sailing. Will definitely bring my family next time!

If you need a different idea for date day look no further than the schooner woodwind. 2-hour sales…read moreout on the Chesapeake Bay out of downtown Annapolis with all the comforts of boat ownership without any of the headaches. Well worth every penny, especially if the weather is nice The cruise super nice and they serve drinks on board both alcoholic and not. It's a fair price for what you get and the capstone for any day date in Annapolis. Highly recommended as we have been three or four times now and look forward to it annually. The owner and her staff could not be more friendly.

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 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.

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.

Exceptional entertainment for children - the cast is great, funny and interactive. The storyline…read moreholds so well and keeps the kids engaged the whole way through, with many surprises and adventures on the way. One of the best family adventure in the US.

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.

I also had a terrible interaction with Paul last summer. I would share more from our conversation,…read morebut it appears Airbnb finally decided to give this rude, borderline verbally abusive, and arrogant business owner the boot. I highly recommend unless you want a berating for simply asking about accommodations (what/if any were available), that you do NOT bother reaching out to Paul. Honestly, his behavior and demeanor are likely great examples of what terrible experiences and (lack of) service we would have probably received had we decided to utilize Paul's business and services during our visit.

Had an outstanding experience with Captin Paul this week. He showed my family and I all kinds of…read moreinteresting places on the Chesapeake bay. Dolphins, osprey with fish in their talons, lighthouses, a drawbridge, and a chill approach to life. He navigated us Tilghman island... let us rest, eat and swim... then returned us safely to our lives in DC. The 38 ft sloop is awesome, well cared for and handled great in some chop. I will absolutely sail with captain Paul again. I highly recommend sailing with him.

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.