I would give Captain Darrell more stars if I could. My friends and I had a fantastic time. The boat…read morewas very clean, even the bathrooms (which we lady's appreciated). His mate Tay was great and very helpful. Capt. took us where the fish were. Definitely recommend the Miss Violet. I hope to go again.

I took my son out with Capt Darrell on the Miss Violet for a half day fishing trip. Capt Darrell…read moredid not waste any time and put us on fish. My 10yr old son was reeling them in, having the time of his life! Capt Darrell and the first mate was super friendly and professional. The boat was clean and well kept. I will for sure be fishing with Capt Darrell again!

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.

Took a trolling rockfish fishing trip with Sam and Dave.. it was a great time spent on the water…read more We left the pier around 615 about an later we were at the fishing area and they casted the lines as we slowly crept around. We knew plenty of fish was there as there were flocks of birds and about 10 other boats filled with fishermen and fisherwomen. We hit rockfish pot of gold as it felt like the fish were jumping in the boat. At any given time 4-5 lines were bobbing and we were reeling them in. I think our smallest catch was 22in. Too bad there was a 2 person max per day because we met our quota within an hour or less. The only downside was I'm a lefty and they didn't ask prior to in order to have a rod prepped for me. And in our group pic two of our people weren't captured Otherwise great day awesome team and a grand time was had.

best charter service ever!!! stop looking elsewhere, take down the number, call and schedule! ask…read morefor capt. sam. smoove reservation request and ease the whole ride

I'm a member of the Flyer 9 PowerTime boat at SailTime Annapolis. I love SailTime! I evaluated…read moreseveral other options when I joined and SailTime had the best fleet options by far. The Annapolis location is especially great. There are regular social events, a great clubhouse, and incredible team to support everything. SailTime is remarkable at how quickly they address reported issues. Just yesterday I reported a few minor issues during my check off and they are already scheduled to be fixed tomorrow! Sailtime is really the best way to boat in my opinion. It's so nice to not have to worry about maintenance, winterizing, and all the other things that typically come with boat ownership. It's far cheaper than owning. Some things still could use improvement. Sailtime Plus, while extremely promising, isn't the most straightforward to use/book. I didn't hear back when I inquired about using it through the site. Building a better automated system for using SailTime Plus and checking availability at other locations would be awesome. I'd even plan trips around which locations had availability. There is one thing I would change if I ran SailTime. An additional charge pay-per-use option to have the boat prepped, stocked with sheets, refueled, docked, rinsed, and covers put back on. Not sure if there is enough interest in something like this to justify it but I'd definitely use and love it! Overall, I love my membership. I was worried I wouldn't feel like I got enough time on the boat but I don't feel like I've had any issues finding availability. I get plenty of use for my satisfaction. There are lots of days (especially weekdays) when the boat is completely unused. The other members are wonderful and take great care of the boat. I highly recommend joining!

Just completed my ASA 104 with Sailtime Annapolis and Captain Gary. I can't say enough about the…read moreexperience. Everyone was superb, professional, organized, and really went out of there way to make the entire 3 day / 2 night course such a great time. Capt. Gary was the best: a patient teacher, knowledgeable sailor, a kind, humorous soul, and really instilled fun and learning into the course. The 40' boat was clean, well-equipped, and sailed great. My crew mates were excellent company. Accommodations were very comfortable -- a great sailing vessel. Upon returning to port (after slogging through a dreary, cold, rainy last day), Tammy had prepared delicious Crab Bisque and cookies! What service! Can't say enough about the experience!

Went out on family fishing trip Nov 15, 2025. Excellent time. Everyone caught fish- even a 40 in…read morefish. Great service and music. Couldn't have been any better!!

Went out today from the Pasadena location, had a great trip!…read moreCaught our limit early and enjoyed some bottom fishing to finish out the day. Captain called me early in week to suggest leaving a bit early for better fishing, worked out perfect. Really impressed with captain and mate. Eric p

Today's adventure led us to walk on water . We purchased a Groupon for a 90 min watercraft…read moreexperience. Our host, Andy, was so awesome! He engineered this watercraft. It's still in the testing phase but we had a great time. No issues at all. Our journey started at Truxton Park Boat Launch. You have to park in the parking lot and walk about 2-3 min to the boat launch. We completed the consent and boarded the watercraft and took a brief tour of Annapolis while Andy "walked on water" to propel the boat. We saw tons of yachts and expensive houses. Next, we disembarked and sat on a blanket under a shaded tree for lunch and laughs . Andy is great with kids. After lunch, we hopped into the water for some swimming ‍‍ and water football (life jackets provided). Andy played an awesome water playlist to include the theme song for JAWS , Gilligans Island , and Titanic . After swimming, we got back on the boat for some stand-up paddling and squirting birds with a water gun. We saw a few beautiful herons and ospreys . We also waved and chit chatted with a few boaters and kayakers. It was a creative adventure! We had so much fun! *beware of jellies in the water* *tip Andy if you can* *bring snacks/water/sunscreen* *the Groupon is priced PER PERSON* *pack light... Andy has a floatable dry bag for valuables* Check it out http://www.groupon.com/deals/dove-watercraft-1?utm_campaign=UserReferral_mih&utm_source=undefined

This is a great and new thing everyone must try!!! Andy was a great captain. As we go for 60 mins…read morehe tell us what's around and a little education. He is new to the business and very very knowledgeable. You get to paddle the raft yourself - it is amazing- bring sunscreen- water, and umbrella, although andy have them aboard as well. He's flexible with the time so definitely give him a text! Dove watercraft is the only one in the area.

We went on a 2 hour sunset boat ride with Tyler, to celebrate my daughter's graduation from…read morecollege. Tyler was amazing!! Even from the beginning when I was inquiring about booking-he took time to explain everything and the cost is so reasonable compared to other charters. Plus, you get the opportunity to have it all to yourself for you and your loved ones. Tyler is such a nice guy and he made it so special for us. He remembered that we were there to celebrate my daughter and told her congratulations. I barely mentioned that in my phone call so for him to remember it-that was so amazing! He took us all over. I feel like we literally saw everything there is to see. We were able to play our country music, drink our champagne and wine. It was such a beautiful and comfortable boat. We can't wait to return and hopefully Tyler will still be available to take us out.

Wanted to go out on the Chesapeake Bay for Memorial Day weekend with some friends and we decided to…read moregive Peake Charters a call. Best decision we could have made! Tyler, the Captain of the boat, set us up with an awesome afternoon. Started with some wake boarding and tubing. Then, we got some dinner to go from a local restaurant, so we could anchor out and relax a bit. Would recommend to anyone, we had a very good time.

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!!!