Set sail on a private charter and discover the hidden gems of Annapolis and the Chesapeake Bay area. Bask in the sunshine, dive into the fun, and create unforgettable memories.

Meet Captain Tony

Born and bred in Maryland, I've always been a fan of the chill outdoor vibes. My boating obsession kicked off 15 years ago, and boy, did it escalate quickly! I went full throttle, snagged myself a captain's license, and now I'm all about sharing those jaw-dropping sights with anyone willing to hop aboard. Picture this: a flawless day out on the water, my best mates by my side, tunes cranking, all of us soaking up the sunset – and I mean really soaking it in, not just hitting play on a Kenny Chesney track. I'm on a mission to show off Annapolis and the Chesapeake Bay in all their glory. Sure, we might not reel in a big one, but we'll definitely reel in some good times, a killer sunset, maybe a bit of a sunburn, a barrel of laughs, and a boatload of memories that'll stick around way longer than any fish tale.

Meet Terry

Growing up in Maryland, with countless memories at my grandparents' cottage in Deale and on their boat, I always knew I'd own a boat and live by the water. Sun and fun are exactly what I love. Being able to disconnect from the phone and simply relish the boat, the water, and all the joy they bring is my ideal way to unwind after a busy workweek. Tony and I have long dreamed of making this experience a reality and sharing it with others. Tony and I, we're a dream team, turning this boating bliss into a shared slice of paradise. They say I'm the first mate, but let's be real, Tony's the captain steering the ship while I make sure the good times roll and everyone's needs are shipshape!

The Details

What to Expect

Fun, welcoming crew awaits you on board. Whether you prefer to unwind or seek excitement, our charter offers just the right ambiance. Immerse yourself in your favorite tunes using our Bluetooth music system, compatible with your device or ours. As the sun sets, bask in the cool lighting that sets the perfect mood. Rest assured, our boat is meticulously maintained for a safe and enjoyable experience. Kindly note that while we take care of every detail, there is no bathroom facility available onboard for your convenience.

What to Bring

Bring along all the essentials for a great day out on the water - don't forget your towels, sunscreen, and most importantly, a positive attitude. Feel free to pack your favorite beverages; we've got coolers and ample storage space on board. Additionally, feel free to bring snacks to keep you energized throughout the day.

The Boat

Private boat charter is available on a 21ft Chapperall equipped with a swim platform, offering ample space for up to 6 people to enjoy. Please note that pricing is based on a minimum of 4 individuals and may vary depending on the duration of the charter. For further details, we invite you to explore our tours page where you can find comprehensive information regarding our offerings.