2026 Boston Whaler 285 Conquest
$351,448
Boat in Kilmarnock, VA 22482 US
Built in 2026
285 Conquest
2 Engines (2x Mercury)
27.8 feet
Gas
Fiberglass/Reinforced
PRICE SHOWN IS BASE MSRP. CALL FOR MORE INFORMATION!
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Aboard the 285 Conquest®, anything is possible. Comfort-minded features and amenities enable active day cruises, serious saltwater fishing runs and impromptu overnighting with equal aplomb. Design details throughout maximize helm visibility, walkaround space, seating comfort and more. When not entertaining a crowd in the generous cockpit, head offshore to chase the big fish. Whaler knows what you need in a confidence-inspiring boat.
- Optional aft cockpit sunshade protects you from harsh rays.
- Innovative port lounge seating is convertible and features plush backrests and cooler storage.
- Drive in comfort thanks to a helm seat with flip-up bolster and armrests.
- All hardware 316-L stainless steel
- All rails welded 316-L stainless steel
- 12-V receptacle
- 28” interior freeboard
- 8” stainless steel cleats – bow (2), spring line (2), stern with hawse pipes (2), anchor (1)
- Acrylic transom door
- Bow and stern lifting eyes
- Cockpit coaming bolsters
- Cockpit shower
- Covered telescoping stainless steel swim ladder with stainless steel grab rail
- Drink holders (8)
- Gunnel mounted stainless steel rod holders (4)
- Heavy-duty rub rail
- Raw water washdown with coil hose storage
- Self-bailing cockpit
- Stainless steel anchor roller assembly with safety lanyard
- Stainless steel cockpit toe rails
- Stainless steel grab rails
- Stern stainless steel hawse pipes with drink holders
- Transom mounted stainless steel rod holders (3)
- Welded stainless steel bow rail
- Pilothouse and Hard-Top System includes: Cockpit floodlight, dome light, and rod holders (4)
- Helm deck table
- Integrated windshield, hard-top, and pilothouse bulkhead
- Locking door with opening window
- Prep Center Corian solid surface countertop with sink and storage - starboard side of cockpit
- Speakers (2)
- Stainless steel grab rails along sides for moving forward
- Tempered glass full enclosure windshield system with electric vent
- Tempered glass windows in aft bulkhead
- Windshield wash system
- Windshield wipers (port and starboard)
- Cabin interior - stereo system (JL Audio Integration into Simrad Navigation Package), JL audio MM105-HR stereo with dash mounted remote volume/mute knob, AM/FM/HD radio, USB audio, and Sirus XM™ ready, iPhone/Android compatible via integrated Bluetooth 5.0, JL waterproof speakers (6), 10" subwoofer, and 800 watt amplifier
- Console – 12" Simrad NSX Electronics/Navigation Package – Simrad NSX 12" MFD (GPS, Chart plotter, Fishfinder), Active Imaging 3 in 1 Transom Mount Transducer (CHIRP, SideScan, DownScan), C-Map® Discover™ X Chart Card: North America/Canada
- Cockpit floodlight, dome light and rod holders (4)
- Integrated windshield and hard-top
- Speakers (2)
- Stainless steel grab rails along sides
- Tempered glass full front windshield with electric vent
- Windshield wash system
- Windshield wipers (port and starboard)
- 12" Simrad NSX Electronics/Navigation Package (Simrad NSX 12" MFD (GPS, chart plotter, fishfinder), Active Imaging 3 in 1 transom mount transducer (CHIRP, SideScan, DownScan), C-MAP® DISCOVER™ X chart card: North America/Canada
- 12-V receptacle
- Captain’s storage compartment
- Compass
- Dual level molded-in footrests
- Instrumentation and electrical switch panels with circuit breaker protection
- Stainless steel steering wheel with knob
- 110-V outlet
- 12-V/120-V refrigerator
- Corian solid surface countertop
- Galley sink with faucet and cutting board
- Microwave
- Skylight over galley
- Trash receptacle (under c-way step)
- Wood grain galley cabinetry
- Helm seat with cushions and adjustable slider
- Fold-away stern bench seat
- Port Lounge Seating: Cooler storage
- Forward and aft facing seat with backrests
- Lounge filler
- Battery storage
- Bow anchor locker with drain
- Bow storage lockers under V-berth
- Cabin interior rod racks (4)
- Galley storage
- In-deck fishboxes with drain and pump-out (2)
- Port tackle/storage at port lounge seat (3 drawers with pullout footrest)
- Starboard storage at bait prep station (open storage – filler cushion storage and 5-gallon bucket)
- Under gunnel rod racks (4)
- 500 GPH shower sump-pump
- Hanging storage
- Lighting
- Mirror
- Opening porthole with screen
- Shelf with stainless steel retainer rail
- Stainless steel sink with pressurized water system and pullout shower
- Storage area (aft bulkhead and under countertop)
- VacuFlush™ head with holding tank (6.5 gallons), dockside pump-out and overboard discharge
- 12-V receptacles (cabin and mid berth)
- Cabin lights (5)
- Carbon monoxide detector
- Dinette table with gas-assist base
- Drink holders (3) (forward berth)
- Easy clean interior materials
- Forward berth cushions with backrest
- Lockable sliding acrylic cabin door
- Mid double berth
- Opening hatch with screen
- Opening portholes with screens – galley (1), midberth (1)
- Premium Package – Integrated Mercury SmartCraft Connect (replaces SmartCraft Deluxe Gauge Package), baskets (2) in mid cabin, interior lighting upgrade (light in mid berth and at forward berth)
- V-berth filler cushions
- 250 CXL V8 DTS Black Dual Mercury® FourStroke® with hydraulic power steering.
- Active Engine Trim (Mercury option that automatically adjusts drive trim based on speed)
- Anchor windlass – low profile with rode and anchor (FR 1,000 watt)
- Automatic bilge pumps (1,100 GPH forward, 2,000 GPH aft)
- Battery trays with switches (3)
- Cockpit lighting (blue/white LED)
- Electric horn
- Electric trim tabs with indicator
- Engine fuel / water separators
- Fuel tank (200-gallons)
- High water bilge pump with alarm
- Insulated livewell with light, raw water fill, blue interior, and flow control
- Navigation lights
- Pressurized freshwater system
- Raw water washdown with coil hose storage
- Shore power with battery charger and galvanic isolator (ELCI system)
- Stainless steel propellers
- Stainless steel thru hulls
- Tilt steering
- Transducer mount area
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 |
|---|---|---|
| 10/29/25 | Price increased | $351,448(+1.9%) |
| 7/18/25 | Price increased | $344,994(+3.3%) |
| 6/28/25 | Initial price | $334,134 |
Videos from Chesapeake Boat Basin on this 2026 Boston Whaler 285 Conquest
2026 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 2026 Boston Whaler 285 Conquest
Customers are praising the 2026 Boston Whaler 285 Conquest for its exceptional build quality and versatile design
Many highlight its smooth and stable ride, even in choppy waters, making it ideal for both fishing and family outings. The spacious cockpit and well-thought-out layout receive positive remarks for comfort and functionality. Users also appreciate the advanced electronics and ample storage, which enhance the overall boating experience. Overall, the 285 Conquest is celebrated for combining performance, reliability, and style in a compact, easy-to-handle package.
The Biggest Pros and Cons
The 2026 Boston Whaler 285 Conquest offers a compelling blend of performance, versatility, and quality craftsmanship, making it a standout choice for boating enthusiasts. Here’s a breakdown of the pros and cons:
Pros
Exceptional Build Quality: Boston Whaler’s renowned “unsinkable” hull design ensures durability and safety on the water.
Versatile Layout: The 285 Conquest features a spacious cockpit, comfortable seating, and well-thought-out fishing and entertaining areas, suitable for both family outings and serious angling.
Powerful Performance: Equipped with efficient and reliable outboard engines, it delivers strong performance and excellent handling in various sea conditions.
Advanced Technology: Modern navigation and electronics systems come standard, enhancing ease of use and safety.
Comfort and Amenities: Includes a well-appointed cabin with sleeping quarters, a head, and galley options, making overnight trips convenient.
Ample Storage: Plenty of storage compartments keep gear organized and out of the way.
Classic Styling: Sleek, modern design with high-quality finishes that maintain Boston Whaler’s iconic look.
Cons
Price Point: As a premium boat with advanced features and build quality, it carries a higher price tag, which may be a consideration for budget-conscious buyers.
Size Limitations: While spacious for its class, the 28-foot length may feel compact for those seeking larger cabin space or extended cruising capabilities.
Fuel Consumption: Powerful outboard engines, while efficient, can lead to higher fuel usage during extended runs or at higher speeds.
Limited Offshore Capability: Ideal for coastal and nearshore boating, it may not be suited for very rough offshore conditions or long blue-water passages.
Made For
The 2026 Boston Whaler 285 Conquest is designed for boating enthusiasts who seek a versatile and reliable vessel that excels both as a family-friendly day boat and a serious offshore fishing platform. Ideal for anglers who want advanced fishing features combined with comfortable accommodations, it also appeals to those who enjoy cruising, watersports, and spending quality time on the water with friends and family. Its blend of performance, safety, and luxury makes it perfect for anyone looking to make the most of their time on the water, whether for fishing adventures or leisurely outings.
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Meet the Broker
Address
Boat Location
Contact Chesapeake Boat Basin about 2026 Boston Whaler 285 Conquest
1686 Waverly Avenue, Kilmarnock, VA, 22482
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