2005 Grady-White Journey 258
$49,900
Boat in Annapolis, MD US
Journey 258
2 Engines (2x Yamaha)
24 feet
Gas
Fiberglass/Reinforced
SUPER CLEAN
This 2005 Grady-White 258 Journey has been extremely well cared for by her current owners - and it shows! Engine services are up to date and have been worked on every year by a certified Yamaha tech. Annually, the boat has been hauled, shrink wrapped, and professionally detailed prior to spring season. Powered by reliable twin Yamaha 150HP four-stroke engines, she delivers solid performance, fuel efficiency, and peace of mind on the water. Featuring a spacious cockpit, full cabin including a head, and a factory hardtop with enclosure, this vessel is ideal for weekend trips or serious fishing excursions.
Some features include:
- Bottom paint (2024)
- New Batteries (2023)
- Canvass cover for the helm as well as aft bench seat.
- Full set of isinglass
- Engine cowling covers
- Windlass
- Furuno Chart-plotter
- Kenwood stereo system
- Trim Tabs
- And much more!
This 2005 Grady White 258 is definitely not one to miss. The boat shows extremely well inside and out. Call the listing broker today to set up a showing!
Price History
| Date | Event | Price |
|---|---|---|
| 10/15/25 | Initial price | $49,900 |
2005 Grady-White Journey 258 Video Tours
Overview from around the web 2005 Grady-White Journey 258
Customers praise the 2005 Grady-White Journey 258 for its exceptional build quality and reliable performance
Many highlight its spacious and comfortable cockpit, making it ideal for both fishing trips and family outings. The boat’s smooth handling and stability in various sea conditions receive frequent commendations, providing confidence and safety on the water. Users also appreciate the ample storage and thoughtful layout, which contribute to an enjoyable and practical boating experience. Overall, the 2005 Journey 258 is regarded as a durable, versatile, and well-designed vessel that meets the needs of avid anglers and recreational boaters alike.
The Biggest Pros and Cons
The 2005 Grady-White Journey 258 is a versatile and well-regarded dual-console boat, ideal for both fishing and family outings. Here are some pros and cons to consider:
Pros
Quality Construction: Known for Grady-White’s durable and high-quality build, ensuring reliability and longevity.
Versatile Layout: The dual-console design offers flexibility, with comfortable seating arrangements suitable for both fishing and cruising.
Fishing Features: Equipped with ample rod holders, live wells, and storage spaces tailored for anglers.
Smooth Ride: Deep-V hull design provides excellent handling and a smooth ride, even in choppy waters.
Comfort and Amenities: Features such as a head compartment, swim platform, and roomy cockpit enhance comfort for family outings.
Good Performance: Powered efficiently, offering a good balance of speed and fuel economy.
Cons
Interior Space: While versatile, the cabin and seating areas might feel a bit compact compared to larger models.
Older Electronics: Being a 2005 model, onboard electronics and navigation systems may be outdated and could require upgrading.
Maintenance: As with any older boat, maintenance and upkeep can be more demanding, especially if not well cared for.
Limited Overnight Capability: While it has a head compartment, it’s not designed for extended overnight stays or full cruising comfort.
Made For
The 2005 Grady-White Journey 258 is ideal for anglers and boating enthusiasts who value a versatile, reliable, and well-crafted center console boat. It's perfect for those who enjoy offshore and inshore fishing, offering ample space, stability, and fishing-friendly features. Additionally, its comfortable layout and quality construction make it a great choice for families and day cruisers seeking a dependable boat for a variety of recreational activities on the water.
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Meet the Broker

Address
Boat Location
Contact Yacht Brokers of Annapolis about 2005 Grady-White Journey 258
8 Anne Court, Severna Park, MD, 21146


















































