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 is a harbor tour on a sailboat. The summer of 2009 was their first year in business and they…read moredon't sail in the wintertime. The sail boat, called the Tupelo Honey, can carry up to 12 people. I'd lived in Boston for several years but had never been on a sail boat there. I had previously been on boat cruises around the harbor. We were back in town for a visit and I saw an advertisement for this harbor tour. I absolutely love sailing and wanted to try it out. I called a day before we hoped to go on a sail and asked if they had any times available. Generally, the cost is about $25/person. But because we didn't have a large group, only two of us wanted to go, there was a minimum price to take the sailboat out. That was $140.00, which was fine with us. We had an absolutely fantastic time! The captain and other crew member were very hospitable, friendly and really easy-going. They asked us if we wanted to stay near the buildings to see the scenery or to go further out into the harbor and let us make the decision. I would definitely do this again and it was well worth the money. It couldn't have been better. Call at least a day in advance to make sure that they have room to take you out for a sail. Their website says that you can take a T-Boat (affiliated with the MBTA subway, the T) to a nearby pier and walk.

I selected this company based on good reviews, but wonder if things have changed during the…read morepandemic and encourage you to proceed booking with caution as my experience trying to get on the boat was terrible and they held 50% of my total payment illegally. We originally planned to set sail, however, due to inclement weather reports on the day of the charter, we jointly decided to reschedule for another time and did not set the reschedule date at that moment because my party size was large, 15, and I needed to repoll the group on another feasible date. My group worked together to select a reschedule date, which the company made for a Saturday. The Tuesday before, we found out that one of our co-workers has COVID. As a result, all of us were potentially exposed. Out of concern for the safety of the crew and captain, I reached out by text message on Wednesday to inform them of the situation and figure out how to proceed. My coworker who had COVID also tried to contact you to find a resolution but could not reach them by phone. We received an email stating they unable to reschedule on this charter, and could do a cancellation that would result in a partial refund. They did not offer the option to reschedule to a fee, and said short of canceling, the charter would be scheduled to take place on Saturday with full awareness of the situation I expressed. I responded saying that we would like to proceed with Saturday in this case. I again emphasized that we had been exposed, and they cancelled without calling or communicating. After repeated calls and emails from Saturday to Wednesday, and finally a warning to report to the FTC for poor business practice, only half of my payment was returned. Nothing in the contract allowed them to retain it. So- beware. If you book, make sure you are going and don't expect your money back if you need to make a change for anything reasonable like being honest about a COVID exposure

Captain Riccardo and Judah did a great job with us. They worked hard, got us on fish and scored…read more Awesome job, looking forward to getting back on the water with Trinarcia again. Thanks for a great day on the water.

I get nervous in the water whether it's on a boat or swimming...only because I can't swim and I…read morehave anxiety. My family and I had so much fun on Rick's boat. His boat is clean and steady. We went lobster fishing. The boat is so steady, it wasn't rocking around too much. Rick gave us each a job to do. One was to record how many lobsters in the trap, which were keepers and which we had to throw back because it was either female (breeder) or too small. I had the job of measuring the lobster for size. Rick taught us that if it's a breeder, you clip the tail to indicate that it's a breeder. My sister in law was recording the number caught in each trap. My brother in law helped with steering the boat (he has a boat too.) My husband helped with gathering the lobster trap with a pole. I didn't know pig skin is used as bait. Although I was nervous, Rick kept me busy with putting bands on the lobster claws. I became an expert at it. At the end of the day, Rick put our catch on the grill. Let me tell you, grilled lobsters are the best! Especially when it's fresh out of the ocean. There was also a small crab in the catch too. I had forgotten about being nervous in the boat. Definitely book a trip with Rick, he makes boating fun! Even for people with anxiety being in the water. I want to go boating again with Rick this summer! I'm not anxious with Rick. He's great! Maybe this time I'll learn to fish!

My boyfriend and I went on this whale-watching tour together, and it became one of the most…read moreextraordinary experiences we've ever shared. We learned so much about whales, their behavior, and the marine environment, which made every sighting feel even more meaningful. We were especially fortunate because the whales were unusually active that day, and we even witnessed some rare sightings. Watching these magnificent animals move through the ocean was breathtaking, the kind of experience that makes time stand still for a moment. Beyond the excitement, the tour gave us such a beautiful and romantic day together. Being out on the water, learning, laughing, and witnessing something so remarkable side by side felt truly magical. We'll cherish these memories forever.

This was a very informative and enjoyable experience. We booked the tour while the Tall Ships were…read morein town, which made it an especially fun time to be out on the water. The booking process was straightforward, and I received an email with clear instructions for check-in. The lines were super long because of the event, but we had allotted plenty of time, so it wasn't an issue. Once we were on the boat, we found seats inside and opened a window so we could enjoy the views and watch the many boats visiting the area. The commentator spoke throughout the tour and shared a wealth of interesting details and information. It was a great way to learn more while taking in the sights from the water.

Amazing time, again! Was introduced to Scott last year on a group trip and decided after an amazing…read moreexperience I had to get my father out on the boat. Today was our fathers day outing and WHAT A MORNING! Eric and John are awesome and we had a hell of a morning on stripers even with incoming weather! Another fantastic trip! We will be back, hopefully for a tuna trip! Highly recommend!

Couldn't have gone better. Scott and his mate took my 10 yr old son, 11 and 13 year old nephews,…read moreand my babysitter. They had an amazing time, and did not once complain about getting up and out the door by 5:15 AM during summer vacation! I can vouch for the size of the fish, as tons came back home for grilling. I'm so happy they filleted it for them. Not something in my skill set... The boys all told great stories about their half day adventure. They clearly loved it and were very comfortable aboard the boat. They said they had help when they needed it but learned a lot too about fishing for "big fish" versus the small ones off our cove on the Cape. Scott's responsiveness surpassed my expectations and the booking process was a dream! I highly recommend this option if you wish to fish in Boston Habah...well technically, you go a bit beyond this famous waterway to get to the fishing spots...

Had my wife's 40th Birthday aboard the Secret Love - We had a blast. The captain and crew were very…read moreaccommodating from the menu to just making sure everyone was having a great time. Nothing like pulling up near logan airport and feeling like you can reach out a grab a plane - definitely a unique experience. If you are looking for a great way to celebrate any milestone keep the Ship and crew of the Secret Love in mind.

We hosted our son's graduation party on Secret Love and had a fantastic time. The captain and crew…read morewere professional but fun and the food (as well as its presentation) was fantastic. We chose to have an open bar and three food stations, as well as seven passed hors d'oeuvres and two yummy desserts. The three hour tour took us around Boston harbor, allowing our guests a unique view of Boston while being entertained by planes arriving into Logan directly above our heads! Exciting! I highly recommend Secret Love for your next group outing!

If you love sailing, appreciate history, and enjoy "life at sea" you need to book an excursion on…read morethe Fame or Liberty Star or both as I did! The captains and crew are great, and the feel and sights are excellent. Me and my walking stick were welcomed and helped every time I sailed with them over a period of six days while staying in Boston for the 4th of July!!! I could be a seriously be a stowaway. Read about each ship online, book your cruises and ENJOY!!! Photos: sail "with" the USS Constitution July 4th, reflection of our tall ship in the glass (sorry I do not remember name of building), the sails and rigging! Photo 1 in review by J Diane Farris Photo 2 in review by J Diane Farris Photo 3 in review by J Diane Farris

My daughter and I have a delightful cruise around Boston Harbor on Saturday August 1, 2026. I…read morethought we would be surrounded by tourists, but lo and behold, some locals were celebrating a family reunion. It was a bunch of Bostonians enjoying the harbor. It's something everyone should do. Great fun!

a trip out to Georges Island earlier today (7/20/2021) for my son's birthday. A nice visit to the…read moreisland. what was disappointing was the crew of the ferry. Masks are required on transportation and while the crew handed masks out to people boarding the ferry, they didn't ensure that passengers kept them on once the ferry left the pier. And the crew didn't wear them either. I get that most of the passengers were outside as was the crew and probably most are vaccinated (we are) but either follow the rules or don't hand out masks.

Harbor + Islands + Sunshine + Catamaran + Forts + Picnic + Seashells + Thi Chi + Jellyfish +…read moreFlowers + Jail + Boats - Lost Sunglasses + Watermelon + Panoramas + Rabbit + Art Work + Beach + Solar Panels + Civil War + Old Rubbish Dump + Chesnut + Artillery + Lighthouse + Pagoda + Surprise + Cute Dog + Yelpertone + Boston Skyline + Tunnels + Feet + Rounders + Skipping Stones + Yurts + Great Friends - Only $12 = One Great Day Out In Boston One Great Day Out In Boston + Regina's + Modern Pastry = The Greatest Day Out In Boston

Awesome sunset sail! Great attention to detail and very knowledgeable and fun guides. Thank you!read more

Great sunset charter. Beautiful boat and great crew. They let us bring our own food and drinks and…read moreallowed us to bring our dog. It was an excellent time on the water and for sure will be something I will be doing again on my next vacation to Martha's Vineyard

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.