Alera Alera vs Boston Whaler 285-Conquest

Searchshop currently shows 9 listings for the Alera Alera from 1 dealer alongside 1 listing for the Boston Whaler 285-Conquest from 1 dealer, with prices and dealer locations updated continuously. On price, the Alera Alera runs roughly 63% below the Boston Whaler 285-Conquest at the median ($125,995 vs $344,944), which adds up across the typical loan term. Listings span model years 2026–2026 for the Alera Alera and 2026–2026 for the Boston Whaler 285-Conquest, so there's flexibility on both sides whether you're cross-shopping new, late-model, or used.

A live-data comparison like Alera Alera vs Boston Whaler 285-Conquest gives boats buyers a more realistic picture than spec sheets alone — the prices shown here reflect actual dealer asking prices, not MSRP. When evaluating boats at this price point, experienced buyers typically weigh hull condition, engine hours, trailer integrity, and storage footprint alongside the headline number. The Alera Alera currently carries the lower median asking price, which compounds meaningfully over a 48-to-72-month financing term — even a modest gap per month adds up to hundreds of dollars by payoff. Broader selection from the Alera Alera side gives buyers more negotiating room and reduces the chance of settling on a unit that's slightly off on color, trim, or mileage. A pre-purchase survey from a certified marine surveyor is strongly recommended for any used boat purchase — surveyors routinely surface osmotic blistering, hidden transom rot, and electrical faults that are invisible at dockside. Slip or dry-storage fees, winterization, and annual engine service add meaningfully to the cost of ownership, so verify what those run in your area before making a final budget decision between these two models. Listings refresh continuously as dealers update their feeds — check back if a specific boats you're tracking changes in price or status.