2025 Boston Whaler 285 Conquest Boat in Milwaukee, WI 53202 US

$359,999

Used
builtBuilt in 2025
Year the boat was built
model

285 Conquest

Boat model
engine

2 Engines (2x Mercury)

Engine type and count
length

27.8 feet

Overall boat length
fuel

Gas

Fuel type
material

Fiberglass/Reinforced

Hull material
Nominal Length
27.83ft
Length Overall
27.83ft
Beam
9.5ft
Max Bridge Clearance
8.83ft
Drive Up Draft
1.67ft
Deadrise At Transom
20deg
Dry Weight
7300lb
Heads
1
Max Passengers
12
Max Capacity
3968
Fresh Water Tanks
30gal
Fuel Tanks
200gal
Holding Tanks
6.5gal
Hull Material
fiberglass
Hull Shape
modified-vee
Engine 1
Engine Make
Mercury
Engine Model
CXL V8 DTS Dual FourStroke
Total Power
250hp
Engine Hours
146
Engine Type
outboard-4s
Fuel Type
gasoline
Engine Year
2025
Propeller Type
3-blade
Propeller Material
stainless-steel
Engine 2
Engine Make
Mercury
Engine Model
CXL V8 DTS Dual FourStroke
Total Power
250hp
Engine Hours
155
Engine Type
outboard-4s
Fuel Type
gasoline
Engine Year
2025
Propeller Type
3-blade
Propeller Material
stainless-steel
Disclaimer

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

DateEventPrice
8/28/26Initial price$359,999

Contact Weber Yachts

1930 Innovation Way, Suite 217, Libertyville, IL, 60048

Boston Whaler 285 Conquest: BoatTEST Review

Reviewed by Jeff Hammond

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.

Rating: 4.3 out of 5

Overview from around the web 2025 Boston Whaler 285 Conquest

The Boston Whaler 285 Conquest is receiving high praise from customers for its blend of performance, comfort, and versatility

Boat owners frequently highlight its robust build quality and unsinkable design, emphasizing the confidence it provides on the water. Many appreciate the spacious cabin that comfortably accommodates family and friends, making it perfect for both weekend getaways and fishing trips. Customers often comment on the well-designed helm, which offers excellent visibility and easy access to controls, enhancing the overall driving experience. The ample storage space is also a frequent mention, allowing for organized storage of gear and personal items. Performance-wise, users note that the dual-engine setup delivers impressive speed and maneuverability, making it effective for offshore fishing or cruising. Fuel efficiency draws favorable comments as well, ensuring longer outings without the need for constant refueling. Overall, testimonials reflect a strong satisfaction with the Boston Whaler 285 Conquest, as users value its reliability, performance, and attention to detail in design. Whether for fishing, entertaining, or relaxing, this model is resonating well with a wide range of boating enthusiasts.

The Biggest Pros and Cons

Boston Whaler 285 Conquest (2025) - Pros and Cons

Pros

Exceptional Build Quality: Boston Whalers are known for their superior craftsmanship and durability. The 285 Conquest features a solid construction that ensures longevity and reliability on the water.

Versatile Design: The 285 Conquest combines fishing practicality with comfort for family outings. Its layout makes it suitable for both serious anglers and leisure cruising.

Unmatched Stability: The innovative hull design provides remarkable stability, making it an excellent choice for those who want a smooth ride, even in choppy waters.

Spacious Cabin: The cabin is well-appointed with comfortable seating, a private head, and sleeping accommodations, allowing for extended trips without sacrificing comfort.

Ample Storage: With numerous compartments and storage options, it's easy to keep gear organized and out of the way, ensuring a clean and functional deck space.

Advanced Technology: The boat comes equipped with modern navigation and fishing technologies, further enhancing the boating experience with integrated electronics and easy-to-use systems.

Fishability: Equipped with rod holders, livewells, and other fishing essentials, the 285 Conquest is designed to meet the needs of avid fishermen.

Cons

Price Point: The 285 Conquest is considered a premium vessel, which may make it less accessible for budget-conscious buyers.

Weight: While its solid construction is a pro, it also contributes to a heavier weight, which can affect towability and fuel efficiency.

Limited Offshore Capabilities: Although it is capable of offshore fishing, some boaters seeking serious bluewater performance might find it suitable for bay and coastal waters instead.

Maintenance: Like any high-quality boat, regular maintenance and servicing can be required to keep it in top condition, which may add to the overall cost of ownership.

Seating Arrangement: Some users feel that the seating arrangement may not accommodate larger groups as well as competing models, limiting the number of passengers comfortably onboard.

Made For

The 2025 Boston Whaler 285 Conquest is designed for avid boaters who seek a versatile vessel that combines offshore performance with family-friendly features. Ideal for both seasoned anglers and casual cruisers, this boat appeals to those who value reliability, safety, and comfort on the water. With its spacious cockpit and thoughtfully designed cabin, the 285 Conquest caters to families looking for weekend adventures or relaxed outings. Anglers will appreciate the boat’s fishing amenities, including rod holders, a livewell, and ample storage for gear, ensuring a successful day on the waters. Comfort is not overlooked; the cabin offers a well-appointed interior with accommodations for overnight stays, featuring a full galley, comfortable berths, and a head compartment. Those who enjoy entertaining will find the boat's layout perfect for social gatherings or quiet evenings under open skies. Whether you're exploring coastal waters, engaging in serious fishing expeditions, or creating unforgettable memories with loved ones, the 2025 Boston Whaler 285 Conquest is built for those who cherish time spent on the water, offering a perfect blend of performance and leisure.

Finance your dream boat!

Use our boat payment calculator to estimate monthly payments for 2025 Boston Whaler 285 Conquest. Enter your down payment, choose a loan term, and adjust the interest rate to see an instant payment estimate — ideal if you're calculating boat payments before you enquire. Wondering how much does a Walkaround cost in today's market, or how much does a Boston Whaler cost for similar models? This boat financing calculator helps you compare scenarios in seconds, whether you're considering used boat financing or a new purchase.
$
$
510152025
%
Principal Loan Amount$ 305,999
Total Payment$547,114.85
Monthly payment
$2,279.65/mo

Finance your dream boat!

Use our boat payment calculator to estimate monthly payments for 2025 Boston Whaler 285 Conquest. Enter your down payment, choose a loan term, and adjust the interest rate to see an instant payment estimate — ideal if you're calculating boat payments before you enquire. Wondering how much does a Walkaround cost in today's market, or how much does a Boston Whaler cost for similar models? This boat financing calculator helps you compare scenarios in seconds, whether you're considering used boat financing or a new purchase.
$
$
510152025
%
Principal Loan Amount$ 305,999
Total Payment$547,114.85
Monthly payment
$2,279.65/mo

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Address

1930 Innovation Way
Suite 217
Libertyville, IL 60048

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