2009 Boston Whaler 285 Conquest
$80,000
Boat in Marion, MA 02738 US
285 Conquest
2 Engines (2x Mercury)
30.2 feet
Gas
Fiberglass/Reinforced
Fish through the day and relax through the night on a boat that is beautifully appointed for both. You will appreciate the combination of low maintenance, practicality and comfort of the 285 Conquest. In the oversized cockpit, there is a folding stern seat, adjustable helm seat and portside lounge. For fishing, there is a lighted livewell, rod holders and two insulated in-deck fishboxes with pump-outs. The roominess afforded by its wide beam provides plenty of elbow room for up to 14 people. And four can overnight comfortably in the forward V-berth / dinette and mid-cabin double berth. In the water in Marion, MA ready for your inspection. 1825 Hours on twin Mercury Verado 250's
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.
Engine and generator hours listed are based on the information provided by the owner and/or the readings from the hour meters at the time of the original listing. The broker does not guarantee the accuracy of the reported hours. It is the responsibility of the purchaser and/or their agent to verify engine hours, warranties (express or implied), major overhauls, and all other details noted in the listing.
Price History
| Date | Event | Price |
|---|---|---|
| 10/2/25 | Price decreased | $80,000(-11.1%) |
| 9/6/25 | Initial price | $90,000 |
2009 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 2009 Boston Whaler 285 Conquest
The 2009 Boston Whaler 285 Conquest has garnered considerable praise from boat owners and enthusiasts alike for its impressive design and performance
Customers frequently highlight its robust construction and seaworthiness, making it an ideal choice for both fishing and family outings. Many boaters appreciate the spacious cockpit, which allows for easy movement and comfortable fishing experiences. The versatility of the layout is often mentioned, with users enjoying the ample storage space and the well-appointed cabin that includes a galley and a head. The ability to comfortably accommodate overnight trips is a significant plus for many. Performance-wise, the twin-engine setup is often lauded for providing exceptional power and reliability. Customers note the smooth ride, even in challenging sea conditions, which enhances their confidence while out on the water. Safety features, such as high sides and a stable hull design, are frequently commended, contributing to peace of mind during excursions. Additionally, the intuitive helm and quality electronics package receive positive remarks for enhancing the overall boating experience. Overall, the 2009 Boston Whaler 285 Conquest is commonly regarded as a dependable and well-engineered vessel, perfectly suited for both leisure and serious fishing adventures.
The Biggest Pros and Cons
2009 Boston Whaler 285 Conquest: Pros and Cons
Pros
Unsinkable Design: True to Boston Whaler's reputation, the 285 Conquest boasts a legendary unsinkable construction, ensuring safety and durability in various marine conditions.
Spacious Layout: The 285 Conquest features a well-thought-out layout that provides ample space for both fishing enthusiasts and families. With comfortable seating and a spacious cockpit, it's ideal for day trips or extended outings.
Versatile Performance: Equipped with twin outboard engines, this boat offers impressive speed and agility on the water. It's suitable for offshore adventures as well as inshore cruising, making it a versatile choice.
Comfortable Cabin: The cabin boasts a cozy V-berth that can accommodate overnight stays, along with a full galley and head, providing all the essentials for extended trips.
Fishing Features: Designed with anglers in mind, the 285 Conquest includes fishing rod holders, ample storage for gear, and a livewell, making it a practical choice for serious fishermen.
Ease of Handling: With a manageable size of 28 feet, it's easy to handle, making it suitable for both novice and experienced boaters. The responsive handling ensures maneuverability in tight spots.
Cons
Storage Limitations: While the cabin offers some storage, space can be limited compared to larger vessels. Its compact nature may not accommodate extensive gear for longer trips.
Weight Consideration: The robust construction, while providing stability, adds weight. This may affect trailerability and fuel efficiency, especially during long hauls.
Cost of Maintenance: As with any quality boat, maintenance can be on the pricier side. Replacement parts and repairs may require a higher investment over time.
Limited Seating: Although the cockpit is spacious, seating is somewhat limited when fully occupied with fishing gear and passengers. This may pose a challenge for larger groups.
Fuel Consumption: While performance is notable, the twin engines can lead to higher fuel consumption, especially during extended use at full throttle.
Made For
The 2009 Boston Whaler 285 Conquest is designed for boat enthusiasts who appreciate versatility, durability, and performance on the water. This model is perfect for families seeking a comfortable weekend getaway or anglers looking for a robust fishing platform. With its clever layout, it caters to those wanting to entertain guests, featuring ample seating and a spacious cabin. Ideal for both coastal cruising and offshore expeditions, the 285 Conquest offers the capability to handle various marine conditions while ensuring safety and stability. It appeals to those who value quality craftsmanship and brand reputation, as Boston Whaler is renowned for its unsinkable hull designs. Whether you're an avid fisherman, a family looking for leisure and adventure, or someone who enjoys boating as a recreational pursuit, the 2009 Boston Whaler 285 Conquest delivers an enjoyable experience on the water for all.
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Meet the Broker

Address
Boat Location
Contact Oyster Harbors Marine about 2009 Boston Whaler 285 Conquest
122 Bridge Street, Osterville, MA, 02655










































