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    Simple Life Charters

    5.0 (1 review)
    Open 7:00 am - 7:00 pm

    Services - Simple Life Charters

    Boat charters

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    2 years ago

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    Island Girl Adventures - Hard work

    Island Girl Adventures

    (4 reviews)

    Had a great experience with Captain Bill at Island Girl Adventures. Exchanged a few text messages…read moreand easily set up a charter for me and my 2 boys. He took us to many fishing spots around the Montauk lighthouse, some closer to shore and others a ways out. He had many spots marked on his Gps so they were easy to get to. He baited all of our lines, measured all of our catches so we had keepers to take home. He also filleted some sea bass for us at the end. Super memorable fishing trip, look forward to the next one with Captain Bill.

    My family & I traveled to Montauk during Labor Day Weekend and stayed at Gurney's Star Island…read moreHotel. We did a lot of research and were unable to book a sailing adventure until we spoke with Afton from our hotel. Afton was fantastic and was able to find Island Girl Adventure for us. Words can't express the amazing experience we all had. Bill & Maggie picked us up from the Marina at Gurney's Star Island. They were super friendly and down to earth captains! They took us on a beautiful Sunset Cruise around Montauk and treated us to chilled champagne and gourmet appetizers! We listened to relaxing music and had many laughter's during the two hour trip. The photos we captured during this sunset cruise are priceless and we're all left with beautiful memories that will last a lifetime! My 2.5 year old daughter joined us on this trip and wore a life jacket. According to the captains she was the youngest guest/sailor on their charter :) She had lots of fun as she watched the sunset on the ocean! We can't wait to return and book a Fishing Trip w/Bill & Maggie! We highly recommend them and can't wait to see them again soon! If you like Quality Service, Friendly Captains and Safety then look no further! :) Thank you Bill & Maggie! You guys are awesome!!! :) Erika D.

    Mystic Boat Adventures

    Mystic Boat Adventures

    (39 reviews)

    We've been coming to Mystic every year for a while, and this is the first time we discovered Mystic…read moreBoat Adventures. My daughter and I had an absolute blast piloting the boat, and once we got over the fear factor that we were going "too fast" and gained confidence in piloting the boat for the first time, it felt like second nature. We did the 3 hour Mystic River tour which ended with a "free sail" hour at the end. However, we opted not to go out into the Sound due to heavily windy conditions, so we stayed in the channel in the "playground" area doing donuts and figure-eights. Before we knew it the 3 hours was up. Rob was a great host and he taught us how to pilot the boats in no time. He was also very knowledgeable of the Mystic seaport area. We had a great time and will absolutely be making this a regular part of our yearly Mystic trips!

    I decided to book a 3 hour tour with Mystic Boat Adventures to surprise my hubby for his birthday…read moreat the end of July. The reviews were all highly praising and it looked like a fun experience. I have to say: don't hesitate! Book them! Rob was a pro guide and made sure we understood how to operate our boat safely and how to get the most fun out of it. Yes, there are safety things that you need to be aware of, but he was very encouraging of us trying out what the boat can do. We loved getting to do donuts in our boat! The tour itself was very informative, and we really got a feel for the area. We're already looking forward to returning for another season with a full group of friends to rent out all the boats. This is a must-do activity when visiting Mystic. Be sure to arrive on time as requested so that you can be briefed on the safety. That is so important, and that is why they tell you in advance that you will be turned away if you are late to the safety briefing. For those of you who may be wondering, there is ample parking, and it was about a 15-20 minute drive with traffic from downtown Mystic. Again, a huge thank you to Rob for being an awesome guide and helping us have the best experience possible for my husband's birthday surprise. Hope to see you again soon!

    Simple Life Charters - boatcharters - Updated May 2026

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