Chesapeake Bay Flounder Fishing Charters
58 Fishing Charters
The best out of 58 charter fishing deals in Chesapeake Bay - enter dates to check availability
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Top Flounder Fishing in Chesapeake Bay
Showing top 10 charters
Cape Charles
6 Hour Trip (May – Aug)
If you're craving more time on the water and opportunities to catch something magnificent, this is the trip for you. Meet with Capt. Neil at the dock and off you go on an angling adventure that will fill your cooler and bring a smile to your face. Your target for the day are inshore bad boys like Spanish Mackerel, Striped Bass, Spadefish, Bluefish, Cobia, Black Drum, and Redfish, just to name a selected few.
Price for up to 6 people
US $1,400
Prince Frederick
Half Day Trip (AM)




+3
Hop on board the Reel Time and explore Maryland's Chesapeake Bay with Capt. James. He will take you to all the best spots where you will get the most bites using live bait. On this trip, you will target a wide range of beautiful species including, Cobia, Redfish, Striped Bass, Black Drum, Spanish Mackerel and many more. Book a trip today and enjoy a productive day of fishing out on the bay!
Price for up to 4 people
US $540
Stevensville
Full Day Trip
This trip is great for doing a little bit of everything. We will start fishing the shallows (tide allowing). Then when the shallow bite dies we will move to deeper waters with the fish. But sometimes that bite will last for quite some time. You will be using all light tackle and lures and we will cover a lot of ground. Everything is provide but food and drinks.
Price for up to 4 people
US $700
Cape Charles
Full Day Trip
Want to catch numerous fish species and spend 6 hours fishing around Cape Charles? Then this trip is perfect for you. Captain Greg will take care of the fishing equipment. Don't forget to bring your snacks and drinks, which can go into the captain's cooler. Join Earning Stripes Sportfishing and enjoy making memories of a lifetime!
Price for up to 6 people
US $1,300
Gloucester Point
Full Day Trip
An 8-hour trip gives you the chance to explore a range of different fishing grounds in and near the Chesapeake Bay. Head up to 45 minutes offshore and battle it out with monster Cobia and fish the shallow waters nearshore waters to fill the boat with plenty of delicious creatures to take home for a well-deserved dinner. Bottom fish to entice the bite of Flounder, Drum, Spadefish, and many more, before using all your skills to keep them on the line and hooking 'em aboard.
Instant Confirmation
Price for up to 5 people
US $950
Gloucester Point
Full Day Trip
A full day trip has plenty of time to set out and achieve the goals set. The 8 hour experience is enough time to catch many different species of fish the Chesapeake Bay has to offer. You will be accompanied by not only your Captain Jeff Brooks, but also his knowledgeable mate that works for 20% gratuity.
Instant Confirmation
Price for up to 4 people
US $950
Crisfield
8 Hour Trip – Inshore Fishing
Embark on an 8-hour fishing adventure covering the inshore waters of the Chesapeake Bay, Tangier Sound, and Pocomoke Sound. During our extended trips we often encounter and target multiple species. You can expect opportunities at Striped Bass, Speckled Trout, Flounder, Bluefish, Drum, and Spanish Mackerel depending on the time of year and seasonal temperatures. Bring your Lunch or breakfast and hop onboard for a fun filled day on the water. We look forward to spending the day with you.
Price for up to 3 people
US $800
Seaford
Full Day Bay Trip




+7
Full day (8+ hours) on the Chesapeake Bay targeting a variety of Cobia, Drum, Flounder, Spadefish, Sheepshead, Tautog, Spanish Mackerel, Speckled Trout, and bottom fishing (Croaker, Spot, Mullet, Bluefish). Most of these trips will involve a variety of Chumming, Sight fishing, and Structure fishing, unless one method is preferred over another. I am there to guide you on what I feel is most productive, however, you book the boat and have control over how you fish!
Instant Confirmation
Price for up to 6 people
US $950
White Stone
6 hour trip- Captain's choice




+4
If you don't have a specific targeted species in mind and just want to go after the hot bite, then this is the trip for you.
Feel free to message us with any specific questions you may have beforehand. Or if you book directly, Captain will reach out to get a little more information of your experience level to ensure a fantastic day out on the water.
Price for up to 4 people
US $695
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4.8/5