2026 Boston Whaler 285 Conquest Sold Boat in Madison, WI 53704 US
Built in 2026
285 Conquest
2 Engines (2x MERCURY)
28 feet
Gas
Fiberglass/Reinforced
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 2026 Boston Whaler 285 Conquest | ||||||
|---|---|---|---|---|---|---|
| Price | Price on request | $28,500 | $37,995 | $52,000 | $54,850 | $75,275 |
| Location | Madison | Madison | Sturgeon Bay | Sturgeon Bay | Suamico | Sturgeon Bay |
| Nominal Length | 28' | 16' | 21' | 17' | 21' | 18' |
| Engine Make | MERCURY | YAMAHA | MERCURY | Yamaha | Yamaha | MERCURY |
| Total Engine Power | 250 hp | 70 hp | 150 hp | 115 hp | 150 hp | 115 hp |
| Days on Market | 171 | 372 | 15 | 14 | 22 | 396 |
| Get in touch |
Other Boston Whaler 285 Conquest boats for sale in Wisconsin, United States
Other Boston Whaler boats for sale in Wisconsin, United States
The versatile 285 Conquest is an impressive cabin cruiser with the comfort amenities and offshore fishing features to take your saltwater adventures to the limit. Smart design maximizes forward visibility and aft deck space, making this 28-foot dual console boat a generous entertainer and capable angler. Three hardtop options let you custom the boat to your climate and preferences, and integrated Simrad electronics keep you oriented and connected to the heartbeat of the boat. Explore the Whaler 285 Conquest today and see why it's one of our most popular models.
Key Features
- Optional aft cockpit sunshade protects you from harsh rays.
- Innovative port lounge seating is convertivle and features plush backrests and cooler storage.
- Drive in comfort thanks to a helm seat with flip-up bolster and armrests.
- Overhead rod racks in the cabin keep your equipment handy but safely out of the way.
- Welcoming cabin sleeps 4 with a plush forward V-berth/dinette, mid cabin double berth, deluxe galley and private head.
- Option aft bulkhead along with optional full side glass encloses helm deck providing the ultimate in weather protection.
2026 Boston Whaler 285 Conquest Video Tours
Boston Whaler 285 Conquest: BoatTEST 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 versatility and top-notch build quality
Many highlight its spacious and well-designed cockpit, which offers ample seating and storage, making it perfect for both fishing and family outings. The boat's smooth ride and reliable performance in various sea conditions receive frequent commendations, as does its advanced safety features that provide peace of mind on the water. Users also appreciate the modern electronics package and thoughtful layout that enhance convenience and enjoyment during day trips. Overall, the 285 Conquest is celebrated for combining rugged functionality with comfort and style, meeting the needs of avid anglers and recreational boaters alike.
The Biggest Pros and Cons
The 2026 Boston Whaler 285 Conquest offers a well-rounded blend of performance, comfort, and versatility, making it a popular choice for both fishing enthusiasts and family cruisers. Here are some of the key pros and cons of this model:
Pros
Unmatched Safety and Durability: Built with Boston Whaler’s signature unsinkable hull construction, the 285 Conquest provides exceptional stability and peace of mind on the water.
Spacious and Functional Layout: The boat features a thoughtfully designed deck with ample seating, a large cockpit, and plenty of storage, making it ideal for day trips and extended outings.
Advanced Fishing Amenities: Equipped with rod holders, live wells, and fish boxes, it caters well to serious anglers.
Powerful Performance: With efficient outboard engine options, the 285 Conquest delivers strong acceleration and smooth handling in various sea conditions.
Comfort and Convenience: Features like a well-appointed helm station, a marine head, and optional cabin accommodations enhance onboard comfort.
Modern Electronics and Features: Comes with integrated navigation, digital displays, and optional upgrades that improve usability and safety.
Cons
Price Point: As a premium boat with advanced features, the 285 Conquest can be a significant investment compared to some competitors.
Size Limitations: While spacious, the 28-foot length may feel a bit compact for those seeking larger cabin space or overnight accommodations.
Fuel Consumption: Powerful engines provide great performance but can lead to higher fuel usage, especially at top speeds.
Learning Curve: The boat’s advanced systems and features may require some time for new owners to fully familiarize themselves with.
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 fishing platform and a family cruiser. Ideal for anglers looking for top-notch fishing amenities combined with comfort, it also appeals to families and day-trippers who appreciate spacious seating, smooth handling, and premium craftsmanship. Whether you’re planning offshore adventures or leisurely coastal cruises, this boat offers the perfect balance of performance, safety, and style to suit a wide range of boating lifestyles.
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Boat Location
Contact SkipperBud's Madison about 2026 Boston Whaler 285 Conquest
5381 Westport Road, Madison, WI, 53704
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