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!

Attended the Precision Docking course given by Chesapeake Boating Academy and could not be more…read morepleased with the instruction and the results. Capt. Marla is an expert boater/sailor and a "Master Instructor." She took 4 novice boaters and turned us into capable boat operators and dockers (including a pre-teen). She was patient, thorough and able to instruct to the level of understanding her audience. Her guidance, technique, and tips helped to make the class enjoyable and informative. The course itself covered essential information for boat handling and safe docking. We covered a variety of docking situations and practiced what we learned until we were individually proficient. Capt. Marla insured that each student understood what was taught and had sufficient opportunity to get comfortable with the operation of the boat during each maneuver. I highly recommend the Chesapeake Boating Academy for quality instruction on the basic and essentials of safe boating operation.

The experience was great from start to finish. I mostly dealt with Keegan and he was very helpful…read morewith planning to helping work through minor issues on the boat. The boat, Lily Rose, was a beautiful, new Seawind 1170 catamaran. Keegan, and his colleague Ralph, really helped make our bareboat charter great.

Chartered a catamaran for a week in Nov 2024 from Sailaway Key West. Booked in March…read more Unprofessional outfit: boat we chartered was not available, but an on paper good alternative was offered. Then the price of the crew was increased. Excuse was that the person who we booked with in March was no longer with the company. Lot of work to redo all the work we had done in March to find the charter we wanted - anyone who has tried to book one knows it's much smoke and mirrors, the same boats are rented out by different outfitters, everything is a little different between each and it's hard to get a full picture of total cost, and to compare apples to apples and not something else. Document every conversation and detail of what you agreed upon with Sailaway (or any other company) or they'll change the game. Arrived in Key was as agreed upon. Boat reeked of sewage. Captain had been on the boat for ten minutes several days before our charter, that's it. Said it reeked then too, but didn't do anything about it. Captain had almost no contact with Sailaway, it was the first time they worked with them. Captain ended up calling marina engineer and it turned out that half of the boat had not been pumped out. Additionally, the captain's cabin bathroom was broken, and the toilet didn't flush. You can imagine. It all got fixed but it was a stinky hassle and we started our charter several hours late. Sailaway overcharged us in their electronic system and ghosted us upon repeated request to resolve. Jennifer, owner of the company, acted unprofessionally and winged it to provide a charter boat and an ok but inexperienced crew she had never met, nor taken the time to get to know. It came out all right by helping out on the fly, but Sailaway was disappointing and there was no communication with, nor support for the crew from them either. The situation would have been salvageable if Jennifer had responded to our emails and calls to resolve the issue and accept feedback as we asked her to do. But she didn't, which leaves us with a bad feeling about her and her company.

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!

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.

I was honored to attend the nuptials of my friend, the Honorable Rushern Baker, the former Prince…read moreGeorge's County, County Executive. The venue that he and his lovely bride chose, Atlantic Marina on the Patapsco, was beautiful to say the least. Even though is was hot as fish grease outside, all of the attendees raved about the tropical island like views! Once the outdoor ceremony was completed, we welcomed the large air conditioned horderve room which has two bars and plenty of tables to relax before moving to the reception hall. After approximately 45min, we all shuffled over to this HUGE bubble structure adorned with chandeliers for dinner. After finding our assigned table, servers promptly filled our wine glasses with either Red or White. Dinner was really good (lump crab cakes), however, I'm not sure if the venue provided the caterer or if that was separate?!? Atlantic Marina on the Patapsco pulled off this spectacular event seamlessly and I highly recommend this venue for anyone's special day!!

honestly i wasn't sure about keeping my boat in a high and dry i had always towed to and from the…read morewater. I ended up using it twice as much the facility is great used the pool and the beach several times over the summer. The employes from the front desk to the fork light operators are always friendly and helpful.

I bought a Travelzoo voucher for historic tour for 2, and it was a little hard to book since I'd…read morecall leave a message and then they'd call me, leave a message... if you have a voucher you can't book online and they don't have email. I will say something came up the day before my first selected date and they let me reschedule without penalty. But then it took a few more calls to rebook. Parking was a little confusing; parkmobile said you had to pay so we did ($8/day); didn't know if Kayak Annapolis customers had to or not. Aside from the parking and booking difficulty, we loved the tour. Just the right amount of history, paddling, and resting. We were lucky the day wasn't booked up so there were 4 of us total, and it was sunny and a little breezy too. They had dry sacs to put your belongings and tie to the kayak and water shoes if you forgot to bring shoes to get wet in. Megan did a great job, rehearsed corny jokes but kept it entertaining. They offered us juice, water and granola bars when we took a break across from the Naval Academy. I liked that we were able to go into the middle of downtown Annapolis. This is a true small local business, 100% just floating in the water, which is cool. Would recommend if you're in the area! The regular price isn't a bad deal either; or they rent kayaks hourly.

Great kayaking experience during 85° weather! Perfect day really! My tour was with one of the…read moreowners Pete who knows a lot of Annapolis history and has a great personality and humor. I look forward to going back and renting a kayak now that Pete has shown me the ropes.

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

We rented some kayaks to go explore Annapolis for a bit. It was a nice way to view some homes from…read morethe water. The staff was nice and the equipment was clean. For $20/person for an hour, we will definitely return!

Got a great deal on a canoe at Annapolis Canoe and Kayak. Dave agreed to hold the boat for me…read moreuntil I could drive to the shop. He and his crew were very helpful and offered me some great advice. Dave helped me tie to my roof rack for its trip home. The shop is well stocked and has a launch site right there. Am looking forward to the weather warming up so I can get it on the water.