2008 Boston Whaler 285 Conquest
$124,999
Boat in Pompano Beach, FL 33062 US
285 Conquest
2 Engines (2x Mercury)
28 feet
Gas
Fiberglass/Reinforced
**PLEASE NOTE- This marina requires 24+ Hour Notice for showings & Showings are only allowed M-F 8a-5p**
She is TURN KEY and ready for her next owner!
The cleanest 285 on the market - Financing Available, Trailer not included, but available for separate purchase.
Upgraded electronics including radar, recent engine service, recent full detail/wax, and outfitted for the most avid fisherman or family man.
STORED ON RACK INSIDE
NO BOTTOM PAINT
UPGRADED GARMIN RADAR/NAV
300HR SERVICE COMPLETE & MECHANIC RUN-THROUGH 12/2025
FULL DETAIL AND WAX 12/2025
Introducing this versatile 2008 Boston Whaler 285 Conquest, the most remarkable saltwater fishing vessel that embodies both performance and comfort.
With an overall length just under 30 feet, this used boat is designed for serious anglers and leisure seekers alike.
Its deep Vee hull, crafted from durable fiberglass, ensures a smooth ride even in challenging waters. Powered by twin Mercury CXL DTS Verado FourStroke outboard engines, each delivering 225 horsepower, this boat offers impressive performance with 685 hours of use.
The thoughtful design accommodates up to 14 passengers, making it perfect for family outings or fishing trips with friends. Equipped with a head for convenience, the 285 Conquest combines functionality with comfort. This vessel is ready for adventure, promising unforgettable experiences on the water. Embrace the thrill of fishing or simply enjoy a day at sea with this Boston Whaler 285 Conquest.
The Company offers the details of this vessel in good faith but cannot guarantee or warrant the accuracy of this information nor warrant the condition of the vessel. A buyer should instruct his agents, or his surveyors, to investigate such details as the buyer desires validated. This vessel is offered subject to prior sale, price change, or withdrawal without notice.
Price History
| Date | Event | Price |
|---|---|---|
| 4/18/26 | Price decreased | $124,999(-3.8%) |
| 2/6/26 | Price decreased | $129,999(-3.7%) |
| 12/10/25 | Initial price | $134,999 |
Videos from McKay Yacht Sales Inc. on this 2008 Boston Whaler 285 Conquest
2008 Boston Whaler 285 Conquest Video Tours
Boattest.com Review
Overview
The Boston Whaler 285 Conquest is a versatile crossover model that effectively bridges the gap between a capable fishing vessel and a comfortable cruising platform suitable for offshore conditions. This model incorporates thoughtful design updates and features that enhance both functionality and comfort, making it well-suited for a variety of boating activities ranging from fishing excursions to family overnight trips.
Exterior Design and Deck Features
The 285 Conquest features a foredeck fully covered in non-skid material, with an optional cushion pad that transforms the area into a sun lounge. The windshield extends seamlessly to integrate with the hardtop, eliminating the need for Isinglass panels and providing a clean, aerodynamic profile. An electrically actuated vent atop the windshield efficiently channels fresh air into the helm deck. At the aft edge of the hardtop, LED spreader lights are installed alongside rocket launcher rod holders. Safety and accessibility are emphasized with a 15.5-inch wide passage between rails and cabin sides, grab handles along the hardtop, sturdy aft ladder supports, and a step leading into the cockpit. The side decks are molded to channel water away from the cockpit, enhancing dryness and safety. The starboard transom door, positioned nine inches above the main deck, leads to a modest swim platform equipped with a recessed three-step reboarding ladder and stainless steel grab handle. A standard transom shower is connected to a 30-gallon freshwater tank.
Cockpit and Fishing Amenities
The cockpit spans 54 square feet and is designed for both fishing and cruising configurations. Fishing features include a transom-mounted livewell with a gasketed acrylic lid, electrical connections under the gunwales for downriggers, and rod storage racks with tow rails for added security during angling. Two sizable fish boxes flank the cockpit, each with lightweight Divinacell cord hatches supported by gas-assist struts. For cruising comfort, the cockpit is surrounded by bolsters ranging from 21.5 to 28 inches in height, providing safety and comfort. A standard flip-out bench seat at the stern is easy to deploy, with an optional second flip-out bench under the port bulwarks to create a spacious gathering area. Additional options include a cockpit table with a flexi-teak top for dining and a forward sink with a pull-out sprayer. Storage beneath the sink can be customized to include a cockpit refrigerator.
Helm Deck and Seating
The helm deck features an improved seating arrangement with opposing seats to port, which can be converted into a lounge area using a filler cushion. The aft seat includes a sliding seat-back that converts it into an aft-facing seat, complemented by a pull-out step below. This versatile seating configuration enhances social interaction and provides an excellent vantage point for line watching during fishing activities.
Interior Living Spaces
Below deck, the 285 Conquest offers a modest galley to port equipped with a microwave, single-burner stove, sink, and refrigerator. Natural light is provided by hull-side portlights and an overhead skylight. The ship's electrical panel is conveniently located adjacent to the microwave. Just aft of the galley is a mid-berth measuring four by six feet, featuring a variable geometry overhead that ranges from 1 foot 9 inches to 2 feet 5 inches, peaking at 4 feet at the entry. A leather headboard with storage is positioned behind the berth. The test boat includes an optional cabin comfort package with bedding and a privacy curtain. Forward is a U-shaped settee with overhead rod storage; the rod holders flip away when not in use. A dinette table with an extendable leaf occupies the center of the settee, and the entire area converts into a berth by lowering the table and repositioning the cushions. Flip-down garment hooks are mounted on the aft bulkhead.
Private Accommodations and Head
The starboard side houses a wet head that, while modest in size, is fully fiberglass-lined and offers ample storage. Boston Whaler has equipped the head with a standard vacu-flush toilet, providing convenience and comfort for overnight stays or extended cruising.
Conclusion
The Boston Whaler 285 Conquest is a thoughtfully designed vessel that balances fishing capabilities with cruising comfort. Its versatile layout, safety features, and well-appointed interior make it suitable for a wide range of boating activities, whether heading offshore with a group of anglers, enjoying an overnight family trip, or entertaining friends on a day cruise.
Overview from around the web 2008 Boston Whaler 285 Conquest
Customers praise the 2008 Boston Whaler 285 Conquest for its exceptional build quality and reliable performance
Many highlight its spacious and well-designed cockpit, which is ideal for both fishing and family outings. The boat's stability and smooth ride, even in choppy waters, receive consistent positive feedback. Users also appreciate the thoughtful storage solutions and comfortable seating arrangements. Overall, owners commend the 285 Conquest for being a versatile, durable, and enjoyable vessel that meets the demands of serious anglers and recreational boaters alike.
The Biggest Pros and Cons
The 2008 Boston Whaler 285 Conquest is a versatile offshore fishing and family cruiser known for its solid construction and reliable performance. Here are some pros and cons to consider:
Pros
Unsinkable Hull: Like all Boston Whalers, the 285 Conquest features a foam-filled hull providing exceptional safety and peace of mind.
Spacious Layout: Offers a well-designed cockpit with ample seating, a versatile helm area, and a comfortable cabin for overnight stays.
Fishing Features: Equipped with rod holders, a livewell, and plenty of storage, making it ideal for serious anglers.
Performance: Powered by reliable twin outboard engines, it delivers smooth and stable rides even in choppy offshore conditions.
Build Quality: Known for durable and high-quality materials that stand up well to saltwater use and time.
Cons
Cabin Size: The cabin, while comfortable for short trips, can feel cramped for extended overnight stays or larger groups.
Fuel Efficiency: Twin outboards can consume more fuel compared to single-engine boats of similar size, leading to higher operating costs.
Electronics and Features: Depending on the original package or previous upgrades, onboard electronics may be outdated and require modernization.
Price Point: Boston Whalers tend to hold their value but can come at a premium price compared to other boats in the same class.
Made For
The 2008 Boston Whaler 285 Conquest is perfect for boating enthusiasts who value versatility, performance, and reliability. It’s ideal for anglers seeking a spacious and well-equipped fishing platform, as well as families and friends looking for a comfortable and safe boat for day cruising and water activities. With its blend of offshore capability and user-friendly features, the 285 Conquest suits both serious fishermen and recreational boaters who want a dependable vessel for a variety of adventures on the water.
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2008 Boston Whaler 285 Conquest | |||||
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| $124,999 | $115,000 | $114,000 | $100,000 | $85,000 | $199,000 |
| Pompano Beach | Tampa | Miami | Pompano Beach | North Port | Jupiter |
| 28' | 32' | 30' | 32' | 28' | 31' |
| 2' | - | - | - | - | - |
| Mercury | Mercury | SUZUKI | Mercury | Yamaha | Mercury |
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| 161 | 6 | 71 | 31 | 115 | 215 |
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Meet the Broker

Address
Boat Location
Contact McKay Yacht Sales Inc. about 2008 Boston Whaler 285 Conquest
2315 NE 15th St, Pompano Beach, FL, 33062






























































