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    Adirondack III Sunset Sail

    4.8 (10 reviews)

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    Super fun sailing with a beautiful view and fun crew. Adam is nice and let us know about some islands. We had a female captain and they put up with my parties shenanigans. It's the best way to spend a warm, sunny day outside the city.

    Sunset sail

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    10 months ago

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    4 years ago

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    3 years ago

    Great sailing trip - would definitely do it again! Beautiful scenery and calming waters with perfect weather.

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    Ask the Community - Adirondack III Sunset Sail

    Review Highlights - Adirondack III Sunset Sail

    The crew is professional and friendly - always offering to take photos and getting us our prosecco (hey, it's my birthday) promptly!

    Mentioned in 7 reviews

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    Narragansett Sailing Charters - Rich Munson & Jeanne LaChance, Co-Owners

    Narragansett Sailing Charters

    5.0(1 review)
    44.6 mi

    My adult-age sons and I just recently completed the ASA 103 Basic Coastal Cruising class at the…read moreschool. It was a really great experience. The class had just the right mix of some classroom and theory instruction along with a majority of our time spent on the water. I appreciate how much we repeatedly practiced the important and practical skills needed to operate a sailboat under power, including docking, standing turns, fueling, and more. We were also fortunate that our instructor, Captain Dave Pelkey, was in possession of vast sailing knowledge and experience, which he shared often, explaining the reasons behind everything we were doing, not only how to do it. I recommend the school to anyone seeking to increase their sailing knowledge and to get an ASA certification.

    From the owner: Perfecting the sailing charter experience. We help you find the right boat and map out an…read moreunforgettable trip. Find Your Perfect Boat: We always have new and unique boats becoming available, including Catamarans, which are hard to find in New England. Map Out An Unforgettable Trip: Start out from a protected cove in Narragansett Bay with every amenity you will need before your trip available. Set sail through Narragansett Bay or head up to Martha's Vineyard. The beauty of the Atlantic and historic New England is special from a sailboat! Reserve Your Boat and Get Ready: It's our job to make sure you have a wonderful experience, from start to end. The boat will be in an individual slip to make loading quick and easy. Our staff will help everyone get comfortable with the boat. All boats are impeccably maintained so they are always ready to set sail when you are. Contact us or book online today.

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    Narragansett Sailing Charters - Rich Munson, Owner

    Rich Munson, Owner

    Narragansett Sailing Charters - Rich Munson & Jeanne LaChance, Co-Owners

    Rich Munson & Jeanne LaChance, Co-Owners

    Narragansett Sailing Charters

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    Courageous Sailing - Our Youth Program kids set sail

    Courageous Sailing

    4.7(41 reviews)
    1.1 miCharlestown

    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.

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    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

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

    Frayed Knot Sailing Charters

    5.0(11 reviews)
    20.7 mi

    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.

    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!

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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

    Adirondack III Sunset Sail - sailing - Updated May 2026

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