Beautiful boat, friendly and informative crew , the sail was amazing! Smooth seas with lots of…read moregreat views!

We had an amazing sunset sail. Hands down one of the best sunsets ever, with just the right amount…read moreof wind. This is my favorite activity in Falmouth and all of Cape Cod! We've taken friends and family year after year and everyone always enjoys the outing.

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!

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

Gus is great!! We had the best time on a bachelorette trip to Martha's Vineyard. Highly recommend!read more

great experience! thanks for all your thoughtful planning. we really appreciated your efforts…read more super nice crew. they made us feel very comfortable

boar was clean and comfortable. hosts were pretty chatty , very accommodating. Ride was lovely and…read morethey had lots to make the trip smooth

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

Absolutely the best time ! Ages ran from 5 to 76 and a great time was had by all. Lots of fish…read morecaught, fantastic captain and crew.

I've done several trips with Captain Ken (unfortunately 1st mate Albie wasn't on my trips). All the…read moretrips were outstanding!!! Captain Ken has so much knowledge of the area, including where to fish and other interesting tidbits. You never know what you're going to experience--one time lots of whales, another time highland cows on an island taking a dip in the ocean and even dolphins! You can't go wrong with Jessily Charters. Highly recommend!!!!!!

I love the ocean, but hadn't been out on a boat in a many ( many) years. Captain Ken made my…read morereintroduction so much fun! The Captain not only helped us feel successful as anglers, but the tour was very informative as well! Highly recommended! ( and did I mention the yummy lobsters we pulled up?

Fantastic experience! Each step of the process was easy. Most importantly, Andrea's enthusiasm…read morecoupled with her knowledge about all things oceanic made for a wonderful immersive experience! Book it & you will not regret it.

I've been on two w whale watches in last two years. My first experience in 2024 was amazing with…read moreprivilege of viewing multiple whales breaches. We also viewed at least a dozen whales on voyage. They have a whale specialist to identify and provide more detail on the various species. Great for kids. The second trip in 2025 did not have as many opportunities to view a whales but they went out of their way to locate whales. Boat is very comfortable and offers food and beverages. Alcoholic if interested.