Great experience...we did an afternoon sail, which was great. . Loved our cruise...boat was great…read moreand loved the small group experience. Very relaxing and the crew was informative and really knowledgeable. Would highly recommend...you won't be disappointed.

Beautiful afternoon on the water! So relaxing, would highly recommend to anyone visiting town…read more Amazing captain and crew, very knowledgeable and friendly. Perfect way to spend a summer afternoon!

Perfect day for a sail weather wise. The captain and his crew are very welcoming and easy to talk…read morewith.

Great service and experience. Wonderful sail out in the water. Knowledgeable crew that was very…read moreattentive and helpful.

It's going to be hard to put into words what a great experience we had while sailing on the silver…read morelining cruise. First the boat is a museum piece, if you love sailboats this is what all sailboats should measured against. We left the dock and your on this beautiful boat and the captain is yelling you the history of the boat and the what's we were in and the next thing you know your in the Atlantic sailing. The boat is so smooth and stable you can't believe the boat is heeling over. I own a sailboat, this was one of the best days of sailing I have ever experienced! I would highly recommend sailing the Silver lining when in Perkins cove Maine

This was our second time with Silverlining. Once again it did not disappoint. Captain Jack and Mike…read morewere the best. It has the look and feel of being on a friend's sailboat. I would recommend this to anyone just looking to chill with "friends".

Had a blast on the Schooner on the 4th. There is some historical information provided and a little…read morebit of story telling without taking away from the scenery. There was a nice breeze on the water on the day I went and we were able to use the sails for pretty much the entire cruise. Capt Mike is great, as is his crew although I forgot their names. I passed on the refreshments as they seemed overpriced based on those around me that did get them, but otherwise it was blast. Been on a handful of cruises in the area, and this is the first one that fired a cannon, so that was a fun experience.

I had mentioned to hubby that I wanted to take a local cruise on a sailing ship. Not too long…read moreafter that, he noticed the ticket booth for Fame right on Pickering Wharf. They were closed, but he noted the website, and we checked it out. Not long after they opened for the season, he went to talk to Melissa at the ticket booth, who told him all about it. We were in! I booked us on a sunset cruise for June 24. We kept watching the weather during the day, and there were showers and downpours even as we ate dinner at Sea Level Oyster Bar. Fortune favored us, however, as the skies cleared just before the 5:00 cruise returned. We boarded with about ten other people, and we set off from the dock right on schedule. The Captain and crew told us about the Fame of Salem and the boatyard where she was built. The views were amazing, and once we got away from the dock, the crew asked for volunteers to help hoist sails! Hubby and I each helped, and the feel of the wind in my hair, as we started to pick up speed was awesome! Another couple on board got engaged during the cannon fire ceremony. It was sooo cool to be a part of that moment with them. Drinks and snacks are available on board, and paying was easy (we used Venmo.) The sunset views were breathtaking. There were great views around the harbor of homes and other boats. We will definitely do this again and are looking into doing a private charter for the end of the season!

I wish zero stars was an option, as my family had a horrible experience. There were no positive…read moreaspects, but most importantly, the sail is run in an unsafe, irresponsible manner. The boat is small and shabby, and there's insufficient comfortable seating, which meant that some of our party had to be uncomfortably perched on the side of the boat. We couldn't hear anything the entire sail, although we were told we didn't miss much) and for one person, this included the quietly mentioned instructions to move our feet before we turned. Why this wasn't explained loudly before we even left the cove, is beyond me. This led to him almost being pulled off the boat, and with a terrible rope burn that required medical treatment. The "crew" could not have been less concerned, and expressed nothing but annoyance. Even if this had not occurred, the sail would have been painfully boring if we weren't all trying not to vomit from the rough waves. We sailed straight out, straight back in, and then repeated. There truly couldn't have been less effort put in to the experience. Bottom line, if you value safety and competence, avoid this boat at all costs.

Great bunch of guys , good local flavor fair price, you'll love it just do it. It's one thing to go…read moreon a motorboat on the coast of Maine, but it's another thing to sail.

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!

Lovely cruise. Plus the establishment certainly knows how to pick their employees. A woman in line…read morecouldn't afford the price of the cruise/ Zach, the employee at the register, pulled out his credit card and paid for her ticket. Such a beautiful gesture of kindness and compassion.

We were on the morning cruise. We saw many seals and their youngsters. Our captain and the crew…read morewere very courteous and knowledgeable. I highly recommend going on any of their cruises

We enjoyed an incredible sunset cruise this past weekend. The crew was so kind & very knowledgable!…read moreWe opted for the concert cruise and the music/ambiance of the ride is something I will truly never forget!

What a wonderful way to experience the beauty and history of Portsmouth! Nothing better than being…read moreon the water on a beautiful day! Having women as Captain & 'second mate' was a thrill! What excellent exposure for the little kids on the boat (as well as the rest of us) to see the expert handling of the whole ship. The entire staff was welcoming and knowledgable and very kind to all. What a fantastic afternoon!