We Lead You to Fun on the Water

For over 30 years, we have helped our community embrace the chesapeake lifestyle with boats built for unforgettable experiences, service you can trust, and support that lasts long after the sale.

For over 30 years, we’ve been your friendly neighborhood enablers of the Chesapeake lifestyle - hooking folks up with memory-making boats, service you can actually trust, and support that sticks around longer than your best fishing story.

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Supplier logo
Supplier logo

We Sell Fun

At Chessie Marine, we’ve been proudly fueling Maryland’s boating obsession for over 30 years - one adventure-ready boat at a time. We deal in high-end new and used boats you can actually trust (because swimming back is overrated), and our crew is all about happy customers, whether you’re a first time captain or upgrading to something a little more “hold my drink and watch this.”

From Maryland to Delaware, Pennsylvania, Northern Virginia, and across Delmarva, we’re your go-to boat enablers - here to guide you, support you, and make sure your only worry is who forgot the sunscreen. Whatever you’re looking for, Chessie Marine is dedicated to helping you have an absurd amount of fun on the water!

About Us
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A Different Kind of Boat Buying Experience

We believe buying a boat should feel exciting. We don't pressure you into decisions, and we take the time to understand how you boat, where you boat, and what matters most to you. Then we deliver exactly what we say we will — no surprises, no shortcuts. For over 30 years, Maryland boaters have trusted us not just for quality boats, but for honest guidance, straightforward communication, and support that lasts well beyond the sale.

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Built on Trust And Backed by Action

We don’t believe in pressure, we believe in listening. We build long-term relationships, and when you leave with your boat, that’s just the beginning of our support. From first-time buyers to seasoned boaters, we are here to guide you with honesty, care, and follow-through every step of the way.

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The Relationship Continues

When you purchase your boat with us, you gain a team that stands behind you. From service appointments to questions about upgrades, maintenance, or performance, we’re here to support you long after you leave the lot. Our commitment doesn’t fade once the paperwork is signed. When you need us, you can count on us to respond, follow through, and help you stay confidently on the water.

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More Than Just Boats

We care about how you enjoy your boat for years to come. As part of Maryland’s boating community for over 30 years, we’re here to support the full experience, helping you outfit, maintain, and personalize your time on the water with guidance you can trust. Our EZ Shop and Pro Shops are stocked with the accessories, gear, and essentials you need to enhance every part of your boating experience.

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Boats

Easily browse our boat inventory by category, manufacturer, condition, or location to quickly find the perfect boat for your needs.

Our Inventory
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Services

We offer various services, such as boat detailing, inboard and outboard service, upgrades and installations, fiberglass repairs, and more. 

Our Services
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Financing

Get on the Water Faster with Competitive Marine Financing Options.
Apply with our financing partner and secure the funding you need. 

Apply Now
Your Destination for Wakeboard, Wakesurf & Luxury Pontoon Boats

Featured Boats

Why Buy From Us

For over 30 years, Chessie Marine has created meaningful relationships with a great team, suppliers, and manufacturers in Maryland to ensure our customers receive the highest quality services. We offer new and used boats for sale, catering to all watersports activities in Maryland. Our collection includes wakeboards, wake surfs, and pontoon boats from brands such as Axis, Malibu, and StarCraft, catering to beginners, intermediate, and advanced boaters.

In addition to high end watercraft, we also provide comprehensive boating services, including repair and maintenance, accessories, boat financing, and attractive trade in values for swift ownership and upgrades. Finally, we provide affordable onsite servicing for our clients with demanding schedules to ensure your boat is fully repaired and functional. For all your boating needs, turn to Chessie Marine today!

Contact Us

Get updates on new inventory, offers, and boating tips.

Address
706 Augustine Herman Hwy
Elkton, MD 21921
Phone
+1 (410) 620-2628
Hours Of Operation

Monday - Friday: 8:00AM - 6:00PM

Saturday: 9:00AM - 4:00PM

Sunday: Closed