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Sail Satori

5.0 (7 reviews)
Closed • 9:00 am - 5:00 pm

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Frayed Knot Sailing Charters - Capt. Claude Beaudet & First Mate Judy
Photo By Nicholas Beaudet

Frayed Knot Sailing Charters

5.0(10 reviews)
10.9 km

The Frayed Knot is a family owned and operated charter; Capt. Claude along with his wife and first…read moremate Judy are both experienced sailors. I reserved an evening cruise for a surprise engagement and they were both very interesting, polite and welcoming people. My guests were blown away by the experience and I hit it out of the park with my surprise, my fiance loved it. I spoke with Capt. Claude before hand and even though I didn't need to ask for much I felt that they were welcoming and would do anything to make the experience a memorable one. Even a last minute request made within reason was accomodated. First of all the boat is beautiful, and it's big and I think that 6-10 people could comfortably enjoy a cruise with out feeling cramped. Every one of my guests were excited and comfortable. ..light snacks were provided and drinks were made available even though this was BYOB. Don't worry about utensils like I did, there were glasses for the toast and champagne had i forgotten to get some. I will spare no praises in saying that they certainly made this experience as easy as possible for me and I appreciate it.

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.

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Frayed Knot Sailing Charters - Capt. Claude Beaudet & First Mate Judy
Photo By Nicholas Beaudet

Capt. Claude Beaudet & First Mate Judy Photo By Nicholas Beaudet

Frayed Knot Sailing Charters - Captain Claude Beaudet

Photo by Nicholas Beaudet

Captain Claude Beaudet Photo by Nicholas Beaudet

Frayed Knot Sailing Charters - Sunset after sail lesson

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Sunset after sail lesson

Classic Sail

Classic Sail

4.9(55 reviews)
22.8 km•Waterfront, South Boston

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!

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Classic Sail
Classic Sail
Classic Sail - Captain David

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Captain David

Courageous Sailing - Our Youth Program kids set sail

Courageous Sailing

4.7(42 reviews)
21.7 km•Charlestown

All about Sailing! Great People which focus entirely on…read moreteaching people how to sail and how to get better and better. CSC is an NPO dedicated to learn Bostons Children to sail. CSC has an extensive adult program, too. It's right there at the Navy Yard and you Sail in Boston Harbor and the Harbor Islands (depending on your flag rating). I enjoy coming down there to relax, de-stress and having fun! Thank you all from CSC for being there!

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

Photos
Courageous Sailing - Members out for a cruise

Members out for a cruise

Courageous Sailing - Tuesday night racing

Tuesday night racing

Courageous Sailing - Happy Harbor Cruise

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Happy Harbor Cruise

Artemis Sailing

Artemis Sailing

5.0(1 review)
19.8 km

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

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Artemis Sailing - An envigorating sail today!

An envigorating sail today!

Artemis Sailing - Sailing in Gloucester by Ten Pound Island

Sailing in Gloucester by Ten Pound Island

Artemis Sailing - Captain Rick and Deb Miles

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Captain Rick and Deb Miles

Community Boating - Learning to sail with your friends is fun and easy to do

Community Boating

4.2(88 reviews)
23.9 km•Beacon Hill

Combine self-care activity and achieving a goal (dopamine), socializing (oxytocin), exercising and…read morelaughter (endorphin), and sun exposure and nature time (serotonin) and you've got nothing but happiness overload. Community Boating offers all of that especially when a person can socially distance herself on a kayak in perfect summer weather where the sky is shining brightly, the Charles is shimmering, and the humidity level was comfortable. I liked that you could safely launch and return the kayak because they have this mechanism that's like a saw tooth where you use the paddle to provide momentum on your departure and return. Everyone was super friendly and helpful. I witnessed staffers coordinating getting sailboats out and giving lessons. My one criticism is that I wished they had more expanded hours during the week. They open at 3 pm and close at sunset.

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.

Photos
Community Boating - Learn to Sail at CBI--the nation's oldest public sailing center, incorporated in 1946

Learn to Sail at CBI--the nation's oldest public sailing center, incorporated in 1946

Community Boating
Community Boating

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Moment Sailing Adventures - The perfect proposal

Moment Sailing Adventures

5.0(12 reviews)
73.6 km

This past week, six of us went on our third annual trip with Moment Sailing Adventures around the…read moreProvincetown harbor. Each time, the six hour trip is a different adventure, dependent on the wind and what we want to do that day. One year we just cruised up and down Herring Cove beach, taking the motorized jetty out so we could run some of the waves. One year we stayed in the Bay and looked at seals (as well as the normal Provincetown otters and bears). This past week, with limited wind, we just relaxed on the boat in the middle of the bay, jumping into the water when drinking white wine on-deck became too demanding. Six men (plus the captain, Chris) fit very comfortably on the deck, and Chris is beyond patient with our (still) pretty basic questions on the sailing life. He has great stories and is incredibly friendly. This is always a highlight of the week for us. With a stunning backdrop of Provincetown, an great captain, and a beautiful boat, there's nothing else like it.

Captain Greg took us out for an early morning trip. The boat was comfortable and a great way to…read moresail out and around the PT bay. Greg was wonderful. He was informative, helpful and so very connected to the boat and the sea; we were so lucky to have him share our time on the Moment. We hope to be able to return and relive our journey again and again.

Photos
Moment Sailing Adventures - Enjoy the interior space as much as outside with a dining area and full galley.

Enjoy the interior space as much as outside with a dining area and full galley.

Moment Sailing Adventures - A Romantic Sail by Long Point LIghthouse

A Romantic Sail by Long Point LIghthouse

Moment Sailing Adventures - Moment's full galley

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Moment's full galley

Sail Satori - sailing - Updated November 2026

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