Rented a boat a couple years ago. Finally getting around to writing a review. Great boat excellent…read moreservice. Convenient location.

Great service and pontoon boat! A bit hard to find where their building was once we parked but…read morethey were helpful giving us directions to their building.

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. ​

Unlike many sailing trips, where the boat motor-sails, all sails were raised for a marvelous 2 hour…read moresail in perfect sailing conditions. Crew was gracious and helpful

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!

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.

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.

The Escape catamaran experience is what being on the Chesapeake is all about. The 42' boat is…read morecomfortable, clean, and spacious. The crew is friendly and knowledgeable about sailing and the Chesapeake Bay. The Escape can manage any type of outing with the proper planning. I couldn't recommend the experience more highly.

From the owner: Sailing vessel ESCAPE is a 43’ Leopard catamaran chartered out of Annapolis, MD. Give us a call and…read morewe will help you plan a great ESCAPE on our beautiful yacht. Sailing on the Chesapeake Bay is an adventure you will remember for a lifetime. Charters can be as short as a half day and as long as you want. ESCAPE has four queen bed cabins and each has its own private head/shower. The salon is bright and includes a full galley and dining area. The cockpit is outside and covered with plenty of seating. And there is still the deck and forward trampolines to relax on. Our posted rates include all taxes, cleaning and booking fees, nothing is added at checkout.

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 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 !!!