Our whole group would just like to send a huge thank you to Captain Claude and Judy for hosting us…read moreon the Frayed Knot for a spectacular afternoon of sailing a few weeks ago! Both Claude and Judy could not have been more kind and accommodating for our large family sailing excursion. The boat is absolutely gorgeous, spacious, and comfortable. Our hosts provided great amenities for our sail, were so wonderful with our 2 small children, who could not stop talking about how fun the sail was -- "best sail ever!" If you are looking for a spectacular, comfortable, educational, and above all, memorable sailing experience for your family or larger group, we highly recommend the Frayed Knot! We look forward to future family sails with Claude and Judy.

Amazing experience with Claude and Judy sailing off Manchester-by-the Sea! They made it so easy to…read moremeet and get out to the boat. We really enjoyed talking with them, but they were also totally happy to let us enjoy the peacefulness of being out on the water. Gorgeous views from the boat as we traveled around the north shore, with really awesome views you can really only get from a boat. My boyfriend who loves sailing got to take the helm (as did I) to navigate the lobster traps out into the ocean. Absolutely beautiful boat that is super comfortable and we loved the small snacks of cheese and fruit Judy prepared. Overall they were such wonderful hosts and let us make it our own charter. Can't wait to go back next summer!

My family and I had a wonderful time cruising with Captain James and First Mate Cam. Both are real…read morepros, and were just thoroughly pleasant guys throughout the whole experience. The 42-foot Arcadia was comfortable, clean, and well maintained. Everything was top-notch.

While I was the least experience sailor on a three day intermediate sailing course with Captain…read moreJim, I had a fabulous time, learned a tremendous amount. Very enjoyable crewmembers and Captain Jim is an incredibly patient teacher on his beautiful Hunter 33. We were lucky enough to sail in lots of weather, pea-soup fog, bright hot sunny skies. Becalmed only briefly. Can't help but mention the whale and the porpoise we happen to view! Would I do it again? Absolutely positively looking forward to it!

Captain Dave is the kind of guy that not only oozes knowledge of sailing, the route, and…read moresurroundings on your trip, but he also fit into to group seamlessly and doesn't feel like an outsider... and that makes it feel like you're on the water with a bunch of friends and one just happens to own a boat. First, we had to reschedule our trip from last year as I was hospitalized and unable to make the original trip. My wife contacted Dave and they refunded us initially without hesitation. These are not only professionals, but people with kind, large hearts. The policy could have easily taken our money but we were able to reschedule and not have to pay any additional fees or money given our extenuating circumstances. The boat is clean, well-kept, and the comms and instructions were passed along early and with plenty of detail to leave no room for misinterpretation. Payment and scheduling were easy (as my wife told me, at least) and expectations were set as to what was (and was not) provided in the cost. As far as the value and trip itself, it's money well spent. We've done dozens of chartered routes along the coasts as well as in the Caribbean when we travel. Captain Dave was easily in the top 3 in terms of overall experiences and how effortless the day felt. It wasn't too long or too short, and Dave made sure to capture plenty of moments and memories for us instead of all our photos missing one (or more) members of the group. We also got to stop at 2 of the islands and swim around for a bit at each of them before returning back to the docks. There were 6 people in our group and we had plenty of space for all of us, 3 backpack/YETI soft coolers, and about 4 bags of food/snacks. There is also a shaded area if you forget sunscreen and/or just need to get out of the wind or sun. If you're curious or wondering if you may enjoy an experience like this, my best advice to you is just book it and don't overthink it. It surpassed all my expectations and was a blast of a way to spent a hot, sunny Saturday in the summer. Given the other reviewers' experiences, it doesn't seem like anyone has had a bad experience with any of the captains either. If you have anywhere near the experience I did, you'd be okay with paying double what we did for the day... it's just that much fun. Thank you to everyone at Classic Sail for the kindness, understanding, and above all - the awesome product/experience. You've made a few new fans in the Boston area!!!

What a great experience! We sailed with Captain David on a beautiful day in early May. Because my…read morepartner has such a strong desire to learn to sail, he asked a lot of questions to learn about the vessel and different verbiage. David enthusiastically answered every question, while also giving us lessons on different sights around the sail. Highly recommend - hope we can make it back another day!

If you are an adult looking to learn to sail you have much better options, Please don't waste your…read moretime or money at Courageous Sailing. If you want to learn the basics of sailing at a fraction of the cost of courageous just check out Community Boating on the Charles River, it is only $275-445 for the entire year. With this you will have access to Mercury, laser, 420 (race boats), ideal 18, sonars & windsurfing. With courageous the learn to sail is scheduled for 2 weekends (4 days) with Community the classes are being held all the time and you can take them whenever you want, so you can avoid cold rainy days, and take the classes with different wind conditions (light, med, high) as many times as you want for no charge, unless its an advanced class which is only $50. When I took my learn to sail at courageous it was cold, rainy with fairly large waves. One of the people I took the class with actually started to cry. This is a non issue with Community because if the conditions are awful just come another day. After 1-2 years at community, if you like sailing you can go to a real adult school if you want to level up your sailing skills. Note the internal ratings at community and courageous have little to no value at other sailing organizations. If you are serious about sailing you need to build up your ASA certifications especially ASA 101,103 and 104, there are many ASA schools and you can take classes at different schools all across the country, Caribbean & world. Once you are ASA certified these credentials will follow you to other ASA schools & organizations. Once you reach ASA 104 you can apply for a type of international license. Also note that community has a much nicer facility and dock with actual restrooms with a shower. At Courageous they have portable toilets, no shower and 2 outdoor sinks which almost never have soap. These are the same sinks the staff preparing the cookout food uses. Also note that the traffic on the Charles is much safer vs the harbor, in the harbor you will run into huge tug boats and huge freight ships. On the Charles the boats need to pass under the bridges, so the biggest boats there are duck boats and some small/medium sized tour boats. Actual ASA alternatives to Courageous are First Reef Sailing in East Boston, one of the owners is Capt Paul Sullivan 5 time outstanding ASA instructor, they have the best learn to sail boat in the Boston Area Colgate 26, unlike Courageous the motors actually work & are reliable. If you are a student you can get a Colgate membership for 2K which I think they allow you to share with other members so better boat & may be less expensive vs Courageous also once you achieve 104 status (can do in one year) there is no range limit you just need to be back by sunset. They also offer memberships on cruisers & catamarans, these cost more like 10 K but you can also share those memberships. These are new boats almost everything works on them unlike courageous, And you can go on multi day to week long trips. Another ASA alternative is Reef Runner in Friendship Maine, one of the instructors there is 4 time outstanding instructor, its pretty close to Arcadia National Park. They are less expensive than Courageous and they quality of the instruction is vastly superior. Once you pass a class in an ASA school your log book will be signed by the captain, you will also receive an official stamp for your log book from ASA and the results will be uploaded to ASA so all other ASA organization globally will see your rating. Another tip is no matter where you sail keep a log book on the miles & a brief description of the trip

Primary fleet is a bunch of old Rhodes 19 boats that are falling apart. It's incredibly…read moredisorganized and understaffed. Focus on the youth program, which is really good, however the adult program suffers by lack of attention Even the larger boats 4 J80s frequently mean maintenance and are under maintained. They wait for people to donate boats to them so the cost is low, but you get what you pay for.

The family and I had an amazing time on Artemis sailing with Captain Rick and his wife Deb. What…read morean amazing experience to sail on such a beautiful yacht and with such wonderful people. If you've never sailed or are an experienced sailor, you will truly enjoy this great experience and discover Gloucester and the surrounding area. This sailing yacht is super stable, fast and fun. Make new friends, new experiences and memories! Sail Artemis!

From the owner: Set sail for an unforgettable experience aboard ARTEMIS, a 65-foot high-performance sailing yacht…read moreoffering luxury sailing tours along the stunning coast of Gloucester, Massachusetts. Meal included. Maximum of 6 guests. Daysails, sunset sails and more. Enjoy 3-hour or 4-hour excursions for 1-6 passengers featuring breathtaking coastal views, smooth sailing, and farm-to-table meals that elevate your journey. Departing from Historic Gloucester, you’ll have the chance to explore ports like Marblehead, Salem, and Beverly, soaking in the beauty of New England’s waters. With 45 years of combined boating experience, Captain Rick & Deb Miles ensure a safe, comfortable, and truly special adventure. Whether you’re looking for relaxation, exploration, or an elevated sailing experience, ARTEMIS is the perfect choice. Contact us today to plan your custom voyage and experience sailing at its finest! Learn more at Artemissails.com

There is always something to do here, in the great outdoors! Whether it's strolling by the water,…read morewalking your dog, biking, hiking, or renting a paddle board, it's fun! The staff is friendly and extremely knowledgeable about boats, nature and the history about the lake and the area!! Come visit this gem! You won't regret it!!

***Addendum to my 08/08/2020 review*** completed at 08/10/2020 5pm…read more Wow! I spoke with Casey as indicated in the comment below. Casey is very professional and gave a strong impression that he a man of good ethics and goal-oriented. In our conversation I provided further information to the incident, he listened, acknowledged my issue, then came up with possible solutions that he plans to address to his staff to prevent this type of incident in the future, and then he offered me a second experience on the house. This is more than I expected, and I am impressed!!! To Casey I give 5-stars. I look forward to my second experience with Regatta Point Community Sailing.

I was hoping to learn sailing this summer but this place is very disorganized. The people…read moreconducting orientation have apparently not even been out on the water. And discourage you saying the water is really dirty. They have you take two classes on land on your own and then take a boat out on your own by coordinating yourself on Slack. It's not really a place to learn with a coach. Might be fine if you're just here to rent - can't speak to that.

This is a review just for kayaking:…read more On a beautiful Sunday, we wanted to kayak. We first went to another sailing pavilion that was unfortunately closed and then tried Community Boating. The office / guest services area inside is pretty well staffed and they have bathrooms and lockers so seemed promising. Unfortunately after you pay it becomes clear the main intent of this place is sailing. If you want to do anything else, do not come here. I had to chase multiple people down for us to get assistance with getting paddles and we had to go out into the water on our own with little to no direction. In the end, we didn't even get to spend the full 2 hours you pay for out on the water because it took so long to get setup on our own. Don't come here for anything but sailing!