Loved everything about this tour. Capt. Tom and Helaine are wonderful and welcoming hosts. They let…read moreyou design your cruise based on your interests. We went out for 2.5 hours and had lovely encounters with seals, pulled a lobster pot, and learned a lot about the Cape. Highly Recommend!

If I could give Tom and Helaine ten stars, it still wouldn't be enough. A group of friends and I…read moretook a Bachelorette Weekend Trip to the Cape in September of 2017, all six of us agreed that this was our FAVORITE part. We researched several charters in the area and theirs was the most reasonably priced-and I am not convinced anyone could have given us a better experience. Being from the south, we weren't sure what to expect, and we were blown away by the afternoon we spent with Tom and Helaine. The day before our charter, they actually cancelled it because the weather wasn't going to be great. When we woke up the next day, the forecast had changed so we called to ask if they would consider taking us out after all-they were so excited to hear from us and emphatically agreed! As we entered the Nantucket sound, Captain Tom spotted some seals and brought us in for a closer look. As we idled, the seals swam and played feet away from us!!! Amazing! When the bride-to-be got cold, Helaine zipped her up in one of Captain Tom's heavy duty jackets-this is just one example of the continued kindness and hospitality they showed us on the charter. When we reached the traps, Captain Tom and Helaine patiently taught us what to do, and we hooked and pulled the traps from the water all on our own! We left with eight (huge) lobsters and an experience we will never forget. Going out on a charter with Chatham Boat Tours was so much more than a touristy experience. I felt like Tom and Helaine invited us into their lives, and enjoyed sharing the experience with us as much as we enjoyed them. They treat their customers like family, they catered to us specifically, and Helaine even sent us off with two sticks of butter, cups to melt it in, lobster crackers, and some freshly baked potatoes! So sweet, above and beyond! I encourage anyone considering taking a lobster charter in the area to give these amazing people your business. (I can't stress enough how wonderful Tom and Helaine are!!!) Their friendliness and eagerness to make sure we had the best time possible was what made this so special for us. You will not leave disappointed! Thank you Tom and Helaine for everything!!

Wow! Amazing! Fabulous staff, Molly was so nice and easy to work with. Captain Phil was awesome…read more The gentleman who works on the bus, classic. We did a private seal tour and we were able to bring our dogs. This is by far the best boat tour on the cape and so reasonably priced. We're booking again next month.

My family loved this experience. The boat was small, only about a dozen passengers. Captain Chip…read morewas friendly and informative and was calling our kids by name by the time we finished. Saw dozens of seals in different locations. Check-in was easy and efficient. A great morning on the water!

Just took a Pleasant Bay Boat Tour! This was a great way to spend some quality time with my family!…read more5 of us total and we all easily fit in the boat. The Sunshine Daydream is very clean and well maintained. Had a great day on the water with beautiful weather, but the star of day was Captain James. He is proactive about safety, very professional and the friendliest crew person ever! 10/10 would recommend! Ready to book my next tour! Prices are very affordable!

From the owner: Captain James is a US Coast Guard licensed captain with decades of boating experience on Pleasant…read moreBay. Trips are aboard the Sunshine Daydream, a 20-foot late model NauticStar deck boat with ample comfortable seating, a shade canopy, and powered by a quite, low emission 150 hp 4-stroke outboard. ​Up to six passengers are permitted on board. Captain James provides the highest level of service, so that every passenger has an unforgettable experience on the water.

Jeff and Wendy were such amazing hosts! They are both extremely knowledgeable about the Cape Cod…read morearea and told us so many facts and tips. We booked them to go seal watching and they were extremely conscientious of what we felt comfortable with and made sure we where having a great time. Wendy was very responsive when we were booking the trip and accommodating. We could not have asked for a better time and their boat is AMAZING and gorgeous. Their pricing is also very reasonable for the level of service. You need to book them for your next trip!

From the owner: Specialty Boat tours on Nauset Marsh, Nauset Inlet & Atlantic Oceanread more

Captain Jo was great this past weekend with our bachelorette party! He is highly experienced and…read morefriendly. Took many pictures for us and had waters and nice comfy furniture! We had so much fun.

Captain JoJo couldn't have provided better service for our sunset cruise. He worked hard to ensure…read morethe cruise fit exactly what we were looking for. We could play our own music, drink our own drinks and eat our own food all while he educated us in the ways of the water and the history of MV. Would recommend for any type of event/party. Jumping into the water in Lake Tashmoo was my highlight!

First of all, we were looking for something that wouldn't take all day like the whale watch cruises…read moredo, and as I got to choose the activity, I chose seal watching. I was on this tour about 20 years ago prior to the reappearance of the sharks and wanted to see if there would be a noticeable difference in the population. We made our reservation online a couple days before our trip (so easy) so it was easy peasy once we showed up. They were very good with communication as our trip was moved up to an earlier time and they let us know promptly. Knowing the area we weren't worried about getting lost and being late for the cruise but if you aren't familiar with the cape don't worry, it's super easy to find. We showed up at the requested time and were quickly boarded. It was a brisk cape day but if you NOT a polar beast (like me) and you go off season you will want to remember that it gets chillier on a boat steering into the wind than it will be on shore....dress appropriately. We started off and the captain gave all safety instructions as well as some points to notice as we pulled out of the harbor. It is a bit of a trek to Monomoy island from the harbor, but along the way the guide and the captain would chime in with what we could see. Then...quite suddenly...there they were. The largest congregation grey seals in North America. Grey seals don't "bark", they "moan" so it's very haunting. When they noticed us, there was a stampede on the beach of the younger individuals to be part of the welcoming party. The guide said that the older bigger seals are bored with us and couldn't be bothered to stop sunning themselves. We had adorable little heads popping up left and right studying us like we studied them. After a while it was time to bid farewell to those adorable squishy bodies and off we went on a bit of a tour of nearby harbors. At several points the captain would stop and we would be educated about the area and things like how erosion affects these areas and how it's all part of the parks landscape to protect not just seals but birds. I can honestly say as a nature geek I was in heaven. The tour is not too expensive and completely worth every single cent. Our guide was wonderful and very knowledgeable to answer most of my questions. Sadly, it was too early in the season for sharks and orcas...so no predation occured. Sigh. I say this is one of the best excursions offered on the Cape and if you are a nature geek as well then it should rank high on your bucket list!

It was SUCH a good time! If you like boats and sight seeing this is the trip! I'd advise bringing…read morebinoculars because you never know what you'll come across!

Fishy Friday onboard Freedom Offshore? Spectacular day on the waters of Nantucket Sound visited…read morethree reefs, landed decent sea bass and porgies and pulled lobster traps, even a humpback whale breeching in the distance. The captain took us us an extra hour side trip into historic Wychmere Harbor. A group of six we paid $375 for a custom trip. On the big party boat it would have cost $300.

From the owner: Join us for an adventure you won't forget! Private whale watching, family fishing, lobstering and…read moremore.

Amazing service! Captain Ed is truly a great guy! Made the day so enjoyable and relaxing. We have…read morebeen coming to MV for many years and have never seen the island like this! We will definitely be booking next summer for sure

From the owner: Book your own private charter on Martha's Vineyard's only Powerboat Day Sail. Our 20th season !…read more Relaxing sun and fun cruising for 1-6 people. Clothing Optional Itineraries to Gay Head available