We were visiting friends in the area and decided to sign on for Captain Rick's Hingham Picnic…read moreCharter. It turned out to be the highlight of our vacation!! Our kids had such a great time swimming while we were at anchor near a place called Worlds End. We had a cruise around the Boston Harbor islands while Captain Rick shared his extensive knowledge of the area. Fantastic! So great to learn from a local expert. His boat was also a perfect size for our needs with plenty of room for onboard picnicking. I can tell you that the day exceeded our expectations and we look forward to one of his charters on our next trip to Boston!

From the owner: Captain Rick brings his love of boating to picnic and swimming charter customers with personalized…read moreafternoons on the waters between Hingham and the Boston Harbor Islands.

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!

The facilities are great, super location with shuttle to the T station and next to the ferry to…read moreBoston with ten restaurants and wonderful staff. Couldn't ask for more.

Best Marina in the city! I met Up with my son & Family for…read morethe Bluefin tournment what a great time! They have everything you need at the marina

Can't say enough good things about this business. The yachts are beautiful and in excellent…read morecondition and so clean. Captain Don, his wife and the entire crew treat you so nice. The harbor cruise is awesome. Great company, great people. I would give more stars than 5 if it was available.

Booked the night rider for my 31st birthday yesterday and had such a great time. Captain Don and…read moreChris were incredible! The boat was beautiful and Captain Don knew all the best spots to take group photos. We'll definitely be back! Highly recommend!

This yacht club was fun +family friendly. The view is beautiful the sun set is spectacular a nice…read morelittle surprise with our lobster dinner in a spacious dining room bar . We were there for a weekend invasion from our yacht club WYC . Thank you Jennet and the kitchen crew for making the weekend a Blast

There's free parking along the roads, and a very nice spot to take photos. It's 1 of the few spots…read moreon the EAST COAST that you can actually get a SETTING SUN PHOTO in the WEST overlooking the waterfront of the bay. Not the best swimming spot; it's loaded with sharp stones all over the shore so where shoes. The water is often fringed even in June, July, and August, so a wet-suit makes more sense, and wear swimming shoes with treads on them. Excellent spot for photography, video, filming, portraits. They annually have an Independence Day Fireworks event here which is free to everyone, and really pretty. It's also totally FREE. But, the carnival set-up nearby on that day is a scalper! If you're not wealthy don't even bother. If you want to have a BBQ/cook-out bring some stuff and drive a little further down to Webb Park because there's grills there you can use for free and restrooms, with picnic tables. Bring foil to wrap the grills, add charcoals, and ur good to go. This spot is also incredibly relaxing and overwhelming calms down even the most nervous, anxious, and uptight persons. Very therapeutic. It's believed to be due to what are called "negative ions" generated from the waves and damp air which are very healthy for you, and calm the human brain. (Look that up.) The only times I tend to see a lot of people hanging out here are end of June and Early July. Other than that, it's not loaded with people. People also tend to be pretty friendly the frequent this spot. I've never had an issue ever.

It was an absolutely breathtaking experience. We started…read morewith a friendly introduction with Captain David. Then, we hopped in the boat and started off. For the first ten or fifteen minutes, we took it slow so we got to enjoy the fresh air and amazing views of Quincy from the waters. Feeling the freedom it gives you is incredible. Then, things ramped up a bit and we started going faster towards the city of Boston. Captain David gave us the sailors history of Boston. He was extremely knowledgeable about the waters, islands, and even the local fishing. As we were rapidly going across the water to Boston, he was able to identify multiple islands and give us the fascinating history behind each individual one. As we got closer to Boston the views really started to become breathtaking. We started taking it slow again and sailed next to the city of Boston. Being able to look up and see skyscrapers from the water was absolutely beautiful. He took us around the city, up to the north end, and then kept going up the shoreline. We got to see where the Boston Tea Party took place and got all sorts of amazing history. Eventually, we went back out and sailed around some of the islands. He was able to show us the beautiful history surrounding the islands. Bunkers, training camps, and all sorts of fascinating things. Eventually, the sun started to set and we were given the view of a lifetime. Water was calm, nobody nearby, we were treated with the most beautiful (almost fantasy like) view I've ever had. After stopping for a bit to enjoy the view we were boated back. We rented an AirBnB in Withdrop and took an Uber to Quincy where we met Captain David. After he found out, he decided to boat us back to Withdrop and let us off right next to our house. This completely saved us time and money. David went above and beyond expectations and we were treated to the experience of a lifetime. Due to Covid, he is limiting the number of people on his boat so we had a totally private experience. He also stated he cleans regularly too. Masks are not required on the water so you can still enjoy the fresh ocean air. I had an amazing time and I highly recommend to everybody.

Captain David is the best! Super knowledgeable, considerate, safe, professional, and an overall…read morereally nice guy. His boat was sparkling clean. He led a group of 4 of us around the Boston Harbor for a 3 hour sunset cruise. It was perfect. We had snacks and drinks, linked up with the bluetooth speakers on the boat and took a lot of photos! We already want to do it again! Would definitely recommend for a romantic date idea, or small celebration with friends/family.

ABSOLUTELY TERRIBLE! There are so many reasons why Don and his business are terrible, that I think…read moreit's easier to bullet them out for you! - Booked and fully paid for a six-hour trip 1.5 months in advanced. - Don then ignored all messages, texts, and emails up until 2 DAYS BEFFORE THE TRIP, at which time HE WAS TRYING TO CANCEL THE TRIP! - We had 12 folks total, with some flying into Boston for this day! - After saying cancelling is not an option for our group, Don refused to give us our original trip of 1 pm - 7 pm. He would only give us 10 am - 2 pm because he had other parties booked for our time that he'd rather not upset. - When we booked, it stated food, beer, and liquor beverages included in our package, then Don tried to say this was not included once I got him on the phone. We had to fight back on this too. Just an awful experience. We finally decide to do the four-hour trip between 10 am - 2 pm vs our original six-hour trip between 1 pm - 7 pm because it was that or nothing, and the group had been looking forward to this day for months! Then Don shows up late on the day of the trip. And then he docks early and tells us to get off the boat before it's even 2pm. Also, the food was maybe enough for 6 people, not 12. And there were NO liquors as we were told there would be after our fighting about all the other wrong things happening -- just a cooler of beers. Perhaps he was saving the food and liquor for the parties he preferred to take on the water (his words, not mine). Apparently one party was a repeat customer and the other party was a bachelorette party so, forget about us booking 1.5 months in advance - we were just super unimportant. Don knows he messed up and admitted to such. He said the only way he would take us on the water (even though HE TRIED TO CANCEL and gave us a hard time) was if I promised not to give him a bad review. I did promise to not give a bad review IF for the two days leading up to our trip if he actually did what he said he was going to do. Well, he did not, so here is my review. And on top of all the things I've already listed about him being late for our modified trip, not giving us the appropriate food and beverages, not communicating, etc. he was also just a straight jerk to us, his dog, and his staff. DON'T BOOK THIS GUY!!!!

Based on Phone Call:…read more Called to inquire about a boat rental - Owner seemed incredibly skeptical after I mentioned having grown up on a boat but not having any recent driving experience. He wanted proof of boat operation knowledge. How does one prove knowledge over the phone? He asked if I know how dock a boat. Yes, I do. Sigh. It's not rocket science to drive a small motor boat. He basically decided within a 3 minute conversation that I am not capable of driving his boat. I assume plenty of goofballs have made him this way, but now we won't be renting from him. Pretty disappointing. I