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    Cool Breeze Sailing Charters

    5.0 (7 reviews)
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    Yachtsy

    Yachtsy

    4.9
    (16 reviews)

    I had a great experience using them to celebrate my birthday in October 2021!…read more Research: I wanted to support a black-owned boating company for my birthday outing and narrowed it down between Yachtsy and another group. I chose Yachtsy because of the price point and you can book a captain with your boat. I wanted my friends and I to be able to sit back, drink, and relax during our voyage. Booking: Booking was super simple online. I selected the date, time, and online you have an option to select a captain. You don't get to choose who and be aware there's an additional price plus gratuity that won't be added to your online shopping cart. However, the price was minimal for the pleasure of having fun and not worrying about crashing someone else's boat! Before you sail: make sure you fill out all of the online forms. I had to do about 3, but it took only a few minutes and ensured everything was smooth for our departure. The boat: small, intimate, smooth, and fun. It is snug so if you have 6 adults that's about the max who can fit comfortably. We didn't have a lot with us, thank goodness, but keep that in mind if you have people + food + stuff for your trip. There was a Bluetooth speaker so my friend connected her phone and DJ'd the trip. Our captain was a young guy who was SO MUCH Fun and very chill. He helped to make our trip a success!

    This was just what we were looking for. We are a family of 5 adults and were looking for something…read morediff from a guided water tour of Inner Harbor since we've booked two in the past. This boat was a perfect size and Ty Hunt our driver was the best. He is familiar with the surroundings and is a great guy. Being able to bring our food and drinks was great and the bimini top kept us from getting wet when a sprinkle moved through. You can either tell Ty where you want to go or he just takes a popular route. My son lives here and will be back with friends-

    Cool Breeze Sailing Charters - sailing - Updated June 2026

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