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Annapolis Boat Sales
Annapolis Boat Sales
View WebsiteNo one likes being sold anything, and to be honest we do not like selling things to people either. We like to be guided ourselves, and that's what we do here at Annapolis Boat Sales - we guide you to a product that allows you to get into the Boating Lifestyle in the way that’s best for you. Whether you prefer solitude, a sunset cruise or a boat full of happy kids jumping off the gunwales for a cool summer dip, we get the fact that you get the fact that there is no other feeling like being on the water. Every single team member lives the Boating Lifestyle, from Offshore fishing to cruising. The reality is we have never ever hired a boat “salesman” - everyone here came from a non related industry, but has the salt water in their blood. They realized that making a career out of one’s true passion is a lot more rewarding than whatever they were doing before – and certainly more rewarding than selling someone something that doesn’t fit their needs.
Annapolis Boat Sales Boats for sale
36 results
Key West 203 Fs
Chester, Maryland (United States of America)
20.24 ft.
2025
New
2025 Key West Boats 203 FS From the 179FS to the 291FS, the Family Sportsman Series has a model to fit the needs of any modern active family. With emphasis on comfo...
P.O.A.
Steiger Craft 28 Dv Miami
Chester, Maryland (United States of America)
27.99 ft.
2021
Used
2021 Steiger Craft 28 DV Miami The Steiger 28 Miami is our flagship vessel, designed to offer a massive fishing platform in an extremely safe and seaworthy vessel. ...
$189,900
Monterey M 225
Chester, Maryland (United States of America)
22.01 ft.
2019
Used
2019 Monterey M-225 OUTBOARD POWER HAS NEVER LOOKED SO GOOD Masterfully crafted, and innovatively designed, Monterey's M225 offers uncompromising performance with e...
$49,900
Monterey M 65
Chester, Maryland (United States of America)
26.57 ft.
2025
New
2024 Monterey M-65 LUXURIOUS MULTITASKER Sleek, refined, luxurious, and powerful are just a few words that will come to mind when you first step on the M-65. But wh...
P.O.A.
Key West 219 Fs
Chester, Maryland (United States of America)
21.65 ft.
2025
New
2025 Key West Boats 219 FS From the 179FS to the 291FS, the Family Sportsman Series has a model to fit the needs of any modern active family. With emphasis on comfo...
P.O.A.
Steiger Craft 23 Miami
Chester, Maryland (United States of America)
23.0 ft.
2025
New
2023 Steiger Craft 23 Miami AHEAD OF THE PACK The 23 Miami delivers the same rouged performance of our larger vessels, in a slightly smaller platform, perfect for t...
P.O.A.
Everglades 315 Cc
Chester, Maryland (United States of America)
31.0 ft.
2024
New
Boat Overview Discover cutting-edge maritime innovation with the Everglades 315cc--a seamless blend of precision engineering, unparalleled performance, and superior ...
P.O.A.
Key West 179 Fs
Chester, Maryland (United States of America)
17.75 ft.
2022
Used
Boat Overview The 179FS is designed for the active family that values versatility and mobility in a smaller boat while still enjoying fishing and cruising features t...
$34,900
Everglades 335 Cc
Chester, Maryland (United States of America)
33.01 ft.
2025
New
Boat Overview This is our 2025 Everglades 335CC powered by twin Yamaha 450XTO engines! Manufacturer Options Yamaha Auto Pilot & Joystick Solid White Upholste...
P.O.A.
Everglades 253 Cc
Chester, Maryland (United States of America)
26.74 ft.
2025
New
2024 Everglades 253CC Experience your next obsession... The 253cc is a completely redesigned hybrid bay/offshore boat that incorporates the best features from Everg...
P.O.A.
Key West 219 Fs
Chester, Maryland (United States of America)
21.75 ft.
2024
New
2024 Key West Boats 219 FS From the 179FS to the 263FS, the Family Sportsman Series has a model to fit the needs of any modern active family. With emphasis on comfo...
$76,900
Monterey Elite 30 OB
Chester, Maryland (United States of America)
29.99 ft.
2025
New
2025 Monterey Elite 30 OB Discover the Monterey Elite 30, where luxury meets performance. This extraordinary boat features a sleek, modern design with premium finish...
P.O.A.
Everglades 295 Cc
Chester, Maryland (United States of America)
30.84 ft.
2013
Used
2013 Everglades 295CC Family-Friendly Fishing The Everglades 295cc offers high performance in a comfortable, well-equipped fishing boat. Among the 5 Series signatu...
$149,900
Steiger Craft 255 Annapolis
Chester, Maryland (United States of America)
25.49 ft.
2025
New
2025 Steiger Craft 255 Annapolis Introducing the Steiger Craft 255 Annapolis Edition! This new custom design transforms the fishing boat we all know and love, into ...
P.O.A.
Regulator 31
Chester, Maryland (United States of America)
31.0 ft.
2018
Used
2018 Regulator 31 STRIKING LINES At more than 36 feet in length overall, the 31 hits the sweet spot between classic Regulator style and true innovation. Twin Yamaha...
$314,900
Monterey 255 SS
Chester, Maryland (United States of America)
28.67 ft.
2025
New
2024 Monterey 255SS NEW MODEL! The 2024 Monterey 255SS is packed with a wide range of standard features and amenities. It boasts an ergonomically designed helm stat...
P.O.A.
Everglades 315 Cc
Chester, Maryland (United States of America)
31.5 ft.
2024
New
Boat Overview Discover cutting-edge maritime innovation with the Everglades 315cc--a seamless blend of precision engineering, unparalleled performance, and superior ...
P.O.A.
Monterey M 45
Chester, Maryland (United States of America)
24.02 ft.
2025
New
2024 Monterey M-45 SPACIOUS, SUAVE, AND STYLISH The M45 offers a unique blend of performance and comfort. Standard features include an ergonomically designed helm s...
P.O.A.
Monterey M-205
Chester, Maryland (United States of America)
22.67 ft.
2024
New
2024 Monterey M-205 DESIGNED FOR FUN ON THE WATER The M-205 is filled with standard features and amenities. It includes a fiberglass dash with an upholstered visor ...
$65,500
Key West 189 Fs
Chester, Maryland (United States of America)
18.77 ft.
2025
New
Boat Features This boat comes with a variety of features designed for performance and comfort: Ten (10) Year Hull Warranty Single Leg Leaning Post Spacious conso...
P.O.A.
Monterey 275SS
Chester, Maryland (United States of America)
27.0 ft.
2025
New
Boat Overview This is a 2025 Monterey 275S powered by a Mercury 400 V10 Verado DTS. Standard Features This boat is equipped with all the standard features Monterey...
P.O.A.
Robalo R302
Chester, Maryland (United States of America)
29.17 ft.
2017
Used
Boat Overview This is a 2017 Robalo R302 powered by twin Suzuki DF300AP engines! These engines feature digital shift throttles and push button start with only 198 h...
$149,990
Wellcraft 262 Fisherman
Chester, Maryland (United States of America)
26.25 ft.
2019
Used
2019 Wellcraft 262 Fisherman Features may include: Hull and Deck Anchor locker/storage Anchor rod tie off Bow anchor roller Bow and Stern Eyes, stainles...
$122,900
Steiger Craft 28 Peconic
Chester, Maryland (United States of America)
27.99 ft.
2024
New
Boat Overview This is a dealer demo Steiger Craft 28 Peconic powered by twin Yamaha F300NCB engines! Standard Features White Color Hull Two Cabin F...
$225,000
Everglades 273 Cc
Chester, Maryland (United States of America)
27.26 ft.
2020
Used
2020 Everglades 273CC Everglades Boats' 243cc has long been regarded as the premier hybrid inshore/offshore boat. True to our reputation for constant innovation, ...
$219,900
Fountain 34 Sc
Chester, Maryland (United States of America)
34.19 ft.
2022
Used
2022 Fountain 34SC You've Never Seen Anything Like It The Center Console world just got Fountainized. With the introduction of the head-turning 34SC, Fountain bri...
$339,900
Everglades 235 Cc
Chester, Maryland (United States of America)
25.0 ft.
2022
Used
2022 Everglades 235CC An Entirely New Class of Entry-Level Performance Center Console Boats. Debuting at the 2020 Fort Lauderdale International Boat Show, the all...
$139,900
Everglades 273 Cc
Chester, Maryland (United States of America)
27.26 ft.
2023
Used
2023 Everglades 273CC The best just got bigger. Everglades Boats' 243cc has long been regarded as the premier hybrid inshore/offshore boat. True to our reputation f...
$249,900
* Price displayed is based on today's currency conversion rate of the listed sales price.