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Grady-White Boats - Chesapeake 290 - For Sale

Shestakov Yacht Sales presents the Chesapeake 290fromGrady-White Boats, a versatilemotor yachttailored to thesport fishermanpursuit on a provenfiberglass and plasticplatform. Work directly with Andrey Shestakov and the Shestakov Yacht Sales team to evaluate availability and the right configuration for your program.

Selecting a Chesapeake 290

If you’re seeking a capable fishing-forward platform that’s easy to manage, the Chesapeake 290stands out with 29 ft (9.07 m) overall length and a 9 ft (3.02 m) beam. Twin Yamaha gas outboards deliver simple ownership and serviceability, while accommodations for three and a single head provide weekender flexibility. As amotor yachtwith a strongsport fishermanfocus, it balances angling utility with practical cruising range supported by a 206-gallon fuel capacity and a 32-gallon freshwater supply.

Features of the Model

  • Category and focus: motor yachtoriented to thesport fisherman class
  • Propulsion: 2 Yamaha gas outboards for straightforward operation and maintenance
  • Construction: Hull in fiberglass and plasticwith a Fiberglass deck
  • Dimensions: LOA 29 ft (9.07 m); beam 9 ft (3.02 m); draft min 6.562 ft (2 m)
  • Capacity and comfort: Sleeps 3; 1 head; 206 gal fuel; 32 gal water

Technical Specifications

Pricing and Ordering

For current pricing, market availability, and scheduling a showing of the Chesapeake 290byGrady-White Boats, contact Andrey Shestakov and the team at Shestakov Yacht Sales. We will guide you through specifications, survey coordination, and transaction details.

Questions and Answers

  • Q: What are the key dimensions of the Chesapeake 290? A: TheLOAis 29 ft (9.07 m), thebeamis 9 ft (3.02 m), and thedraft(min) is 6.562 ft (2 m).
  • Q: What engines power this model? A: It is equipped with two Yamahaoutboardengines running ongas, providing straightforward service and performance.
  • Q: How is the model classified? A: It’s a motor yachtpurposefully arranged for thesport fisherman role.
  • Q: What are the onboard capacities and accommodations? A: The boat sleeps 3, has1 head, carries206 galof fuel, and32 galof freshwater.
  • Q: What is the hull and deck construction? A: The hull is fiberglass and plastic, and the deck isFiberglassfor durable, easy-care ownership.

Owner Experience Review

Owners gravitate to the Chesapeake 290fromGrady-White Boatsbecause it threads the needle between serious offshore fishing and family cruising. The roomy cockpit, large insulated fish boxes, and walkaround decks make day fishing easy, while the belowdecks V-berth, midship berth, stand-up head, and small galley deliver a genuine “big‑boat feel” for overnights. Helm ergonomics are well regarded, with space for twin nav displays.

On the water, expert trials report the boat stayed dry and stable—even in 4–10 ft seas—and handled turning, drifting, and close‑quarters work with confidence. Performance notes point to an efficient ~30 mph optimum cruise and about 48 mph top end on twin 250s, with a hefty hull that translates to a soft, big‑boat ride rather than a choppy experience.

Day‑to‑day ownership centers on routine care: factory guidance calls for replacing fuel filter/water separators at least annually and rinsing fuel‑tank compartments after saltwater use. The optional generator sits under a fold‑away aft bench, and reviewers highlight that the folding bench allows ready service access. Forum discussions reflect a relatively short production run, so there are fewer model‑specific owner reports; accordingly, owners emphasize routine upkeep and fuel‑treatment practices over chasing chronic issues.

Pros and Cons

  • Dry, stable ride in heavy seas with a soft, big‑boat feel.
  • Versatile layout supports serious offshore fishing and family overnights.
  • Efficient ~30 mph cruise and ~48 mph top speed reported on twin 250s.
  • Reviewer noted the helm-seat could use a positive-locking swivel.
  • Small galley suits quick meals rather than full galley cooking.
  • Short production run means fewer peer reports and troubleshooting threads.

Comparison with Other Models

ModelLOABeamDraftSpeed (Cruising/Max)Gross Tonnage
Chesapeake 29029' 0" (9.07 m)9' 0" (3.02 m)6' 7" (2 m)--
Islander26' 0" (8.20 m)8' 0" (2.59 m)4' 11" (1.50 m) – 6' 7" (2 m)25 kn / 40 kn3
Freedom 37537' 0" (11.43 m)13' 0" (4.01 m)7' 11" (2.42 m) – 32' 6" (9.92 m)--
283 Release28' 0" (8.53 m)9' 0" (2.90 m)59' 1" (18 m)40 kn-
Gulfstream23' 0" (7.01 m)9' 0" (2.84 m)4' 11" (1.50 m)--
230 Fisherman23' 0" (7.01 m)----
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2011 Grady-White Chesapeake 290
2011 Grady-White Chesapeake 290$144,900 USD
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