Custom Charters
Tell us what you want out on the water, and we’ll plan and run the trip around your group, your timeline, and your vibe.
NOT EVERY
TRIP HAS
A NAME.
THAT'S FINE.
Some trips don't fit a category. That's fine — those are usually the best ones. Custom charters on the Chesapeake Bay are built around whatever your group actually wants. If you can do it on the water, we can probably make it happen. If you're not sure, ask anyway.
YOU BUILD THE TRIP
Tell us what you want. Fish, cruise, anchor somewhere, celebrate something — we shape the entire day around your group, not a preset itinerary.
PRIVATE BOAT, UP TO 40
The entire 46-foot vessel is yours. No crowds, no strangers, no shared schedule. Just your crew and open water.
IF YOU'RE ASKING, WE'VE PROBABLY DONE IT
Corporate outings, memorials, bar crawls, milestone events, things that don't have a name yet — if it involves a private boat on the Chesapeake Bay, start with a conversation. Brady's heard a lot of requests. Very few have been a no.
BYOB & CATERING WELCOME
Bring your own drinks and food, or arrange catering. The boat is yours — run the day however you want to run it.
YOUR SCHEDULE, YOUR PACE
Afternoon and evening departures available. No clock pressure. If the day is going well, we keep going. Golden hour on the Bay doesn't disappoint.
ONE CAPTAIN, FULL ATTENTION
Captain Brady runs every trip personally. Local knowledge, proven Bay routes, and a crew focused entirely on making your day work.
Most experiences don’t need to stay on land; we’ll help you make it work on the water.
How Your Custom Charter Works
Simple to plan. Fully customized. Built around your idea.
Start with Your IdeaYou don’t need a perfect plan. Just bring the idea, and we’ll help shape it into something that works on the water.
We Plan It With YouWe’ll dial in timing, route, stops, and setup based on your group and what you want out of the experience.
Show Up & GoMeet at the marina, step on board, and everything is ready. No stress, no guesswork.
Run It Your WayCruise, stop, explore, celebrate, or keep it simple. The trip adjusts in real time to your group.
We Handle the DetailsFrom navigation to timing and coordination, we take care of the logistics so you can stay focused on the experience.
What to Expect on Your Private Charter
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A custom charter is a private trip built entirely around your idea. Instead of choosing a preset package, you tell us what you want to do, and we make it happen on the water.
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If it can be done on the water, we can usually make it happen. From relaxed cruises and celebrations to unique, one-off ideas, each trip is built around your group, not a fixed itinerary.
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You reach out with your idea, group size, and preferred date. We’ll dial in the details with you and build a plan that is simple, flexible, and straightforward.
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No. Custom charters are flexible. We can map out a plan ahead of time or adjust as we go, depending on what your group wants that day.
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Private boat, licensed captain, and fuel. Beyond that, the experience is shaped around your request, whether that’s cruising, celebrating, or something specific you have in mind.
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That’s normal. Give us a general idea, and we’ll help shape it into a solid plan that fits your group.