2014 Boston Whaler 285 CONQUEST
$152,900
Boat in Westbrook, CT 06498 US
Built in 2014
285 CONQUEST
2 Engines (2x MERCURY)
27 feet
Gas
Fiberglass/Reinforced
This one-owner 2014 Boston Whaler 285 Conquest has been professionally maintained since new by the same trusted service department here in Connecticut. This vessel blends Boston Whaler's legendary offshore capability with the comfort and convenience of a family cruiser.
Highlights Include:
• Twin Mercury 250s
• Generator
• Upgraded electronics with Mercury Vessel View
• Air conditioning
• All-new upholstered bolsters
• Cruising package
• Underwater LED lighting
• Entertainment package
• And much more!
Whether you're targeting trophy fish or hosting friends for a sunset cruise, this Conquest delivers without compromise. Enjoy the rugged Whaler DNA paired with cruiser-level amenities like a cozy forward berth, mid-cabin double, and enclosed head - perfect for overnight adventures or weekends away. For more information, please contact Justin McGale at 860-661-4889 to Step aboard and start your next adventure today!
Price History
| Date | Event | Price |
|---|---|---|
| 10/30/25 | Initial price | $152,900 |
2014 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 2014 Boston Whaler 285 CONQUEST
Customers praise the 2014 Boston Whaler 285 CONQUEST for its exceptional build quality and reliable performance on the water
Many highlight its versatility, noting that it serves well for both fishing and family outings thanks to its spacious layout and thoughtful design. The boat's stability and smooth handling receive frequent compliments, making it comfortable even in choppy conditions. Users also appreciate the ample storage and practical features that enhance convenience during extended trips. Overall, the 2014 Boston Whaler 285 CONQUEST is recognized for delivering a blend of durability, functionality, and comfort that satisfies a wide range of boating enthusiasts.
The Biggest Pros and Cons
The 2014 Boston Whaler 285 CONQUEST offers a blend of performance, durability, and versatility, making it a popular choice among anglers and recreational boaters alike. Here are some pros and cons to consider:
Pros
Exceptional Build Quality: Boston Whaler's renowned unsinkable hull construction ensures safety and durability even in challenging conditions.
Versatile Layout: The 285 CONQUEST features a well-designed cockpit with ample fishing amenities, including rod holders, live wells, and plenty of storage.
Comfortable Cabin: The small cabin provides shelter and basic accommodations, making it suitable for overnight trips or extended outings.
Smooth Ride: The deep-V hull offers excellent handling and a comfortable ride in various sea conditions.
Powerful Performance: Equipped with reliable twin outboard engines, the boat delivers strong performance and good fuel efficiency.
Ample Seating: Comfortable seating arrangements for passengers enhance the boating experience whether fishing or cruising.
Cons
Limited Cabin Space: While the cabin adds versatility, it is relatively small and may feel cramped for longer stays or larger groups.
Price Point: As a premium brand, Boston Whaler boats tend to be more expensive than some competitors in the same size range.
Fuel Consumption: Twin outboards provide power but can lead to higher fuel usage compared to single-engine setups.
Storage Limitations: Despite good storage overall, very large gear or equipment may require additional consideration or on-deck storage solutions.
Weight: The solid construction contributes to a heavier boat, which can affect trailering and requires a suitable tow vehicle.
Made For
The 2014 Boston Whaler 285 CONQUEST is ideal for boating enthusiasts who seek a versatile and reliable vessel that excels in both fishing and family cruising. It’s perfect for anglers looking for a sturdy, stable platform with ample fishing amenities, as well as for families and friends who want comfortable seating, spacious deck areas, and smooth performance for day trips and coastal adventures. Whether you're planning offshore fishing excursions or leisurely outings on the water, the 285 CONQUEST offers a balanced blend of functionality, safety, and comfort.
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| $152,900 | $139,900 | $169,000 | $109,900 | $239,995 | $54,995 |
| Westbrook | Greenwich | Norwalk | Norwalk | Norwalk | Norwalk |
| 27' | - | - | 28' | 28' | 17' |
| MERCURY | Mercury | Mercury | Mercury | MERCURY | MERCURY |
| 250 hp | 300 hp | 250 hp | 300 hp | 250 hp | 115 hp |
| 202 | 55 | 111 | 229 | 258 | 195 |
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Meet the Broker
Address
Contact MarineMax Westbrook about 2014 Boston Whaler 285 CONQUEST
Westbrook, Connecticut, 06498
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