Grady-White Canyon 271
The Grady-White Canyon 271 is a top-tier choice among Cuddy Cabin Bay Boats for buyers prioritizing rugged build quality, offshore-capable handling, and refined fit-and-finish. It holds its best-in-class position by delivering premium materials and long-term durability that often translate to lower maintenance costs versus competitors; compared to the Boston Whaler 280 Outrage it emphasizes comfort and refined finish, while outclassing Pursuit, Robalo, and the Sea Ray SPX 230 OB on seaworthiness and fishing-focused features.
Solid offshore ride
Salt-tested hull
Solid offshore ride
Salt-tested hull
Review Summary
"Owners consistently praise the Canyon 271 for its solid build, outstanding ride in chop, and thoughtful fishing and family-friendly layout; the most common negatives are its premium price and heavier weight. Long-term users report few mechanical issues and excellent resale value."
Cabin nap-ready
Deep-V hull and heavy-ride design for comfortable offshore passages.
Cabin nap-ready
Deep-V hull and heavy-ride design for comfortable offshore passages.
Recreational Enjoyment
Skill Development & Mastery
The Grady-White Canyon 271 is a top-tier choice among Cuddy Cabin Bay Boats for buyers prioritizing rugged build quality, offshore-capable handling, and refined fit-and-finish. It holds its best-in-class position by delivering premium materials and long-term durability that often translate to lower maintenance costs versus competitors; compared to the Boston Whaler 280 Outrage it emphasizes comfort and refined finish, while outclassing Pursuit, Robalo, and the Sea Ray SPX 230 OB on seaworthiness and fishing-focused features.
Solid offshore ride
Salt-tested hull
Cabin nap-ready
Deep-V hull and heavy-ride design for comfortable offshore passages.
Spacious cuddy cabin with berth and marine head for overnighting.
Solid offshore ride
Salt-tested hull
Cabin nap-ready
Deep-V hull and heavy-ride design for comfortable offshore passages.
Spacious cuddy cabin with berth and marine head for overnighting.
$220,000-300,000 USD
Boston Whaler 280 Outrage
The Boston Whaler 280 Outrage is a market leader in the Cuddy Cabin Bay Boats segment thanks to its unsinkable hull design, exceptional safety reputation, and strong resale value. While it typically commands a higher retail price than the Grady-White Canyon 271, Pursuit S 268, Robalo R272, and Sea Ray SPX 230 OB, owners gain unmatched floatation, corrosion resistance, and dealer support that reduce long-term ownership risk and protect resale.
Unsinkable confidence
Command-center helm
Unsinkable confidence
Command-center helm
Review Summary
"Buyers love the 280 Outrage for its legendary unsinkable hull, reliable performance, and premium fit and finish, making it a top choice for serious anglers; criticisms are mainly its high cost and optional equipment add-ons. Long-term ownership reviews highlight durability and strong dealer support where available."
Chop-crushing ride
Iconic unsinkable construction and premium fit-and-finish for long-term value.
Chop-crushing ride
Iconic unsinkable construction and premium fit-and-finish for long-term value.
Recreational Enjoyment
Skill Development & Mastery
The Boston Whaler 280 Outrage is a market leader in the Cuddy Cabin Bay Boats segment thanks to its unsinkable hull design, exceptional safety reputation, and strong resale value. While it typically commands a higher retail price than the Grady-White Canyon 271, Pursuit S 268, Robalo R272, and Sea Ray SPX 230 OB, owners gain unmatched floatation, corrosion resistance, and dealer support that reduce long-term ownership risk and protect resale.
Unsinkable confidence
Command-center helm
Chop-crushing ride
Iconic unsinkable construction and premium fit-and-finish for long-term value.
Large cockpit and stable hull suited to both family cruising and serious fishing.
Unsinkable confidence
Command-center helm
Chop-crushing ride
Iconic unsinkable construction and premium fit-and-finish for long-term value.
Large cockpit and stable hull suited to both family cruising and serious fishing.
$260,000-340,000 USD
Pursuit S 268
The Pursuit S 268 offers a compelling balance of offshore capability and affordability within the Cuddy Cabin Bay Boats category, positioning it as a best-value option for anglers who still want solid performance. It undercuts Grady-White and Boston Whaler on price while retaining strong performance, warranty coverage, and fishability, and it frequently delivers more features and better value than the Robalo R272 or the more recreation-oriented Sea Ray SPX 230 OB for budget-conscious buyers.
Smooth-ride hull
Cuddy comfort cabin
Smooth-ride hull
Cuddy comfort cabin
Review Summary
"Pursuit S 268 is frequently praised for a comfortable ride, good build quality, and versatile layout that balances fishing and family use, though some note that options add up. Owners report dependable performance with routine maintenance and solid customer satisfaction overall."
Angler-friendly deck
Cuddy cabin layout that balances overnight comfort with fishing functionality.
Angler-friendly deck
Cuddy cabin layout that balances overnight comfort with fishing functionality.
Recreational Enjoyment
Skill Development & Mastery
The Pursuit S 268 offers a compelling balance of offshore capability and affordability within the Cuddy Cabin Bay Boats category, positioning it as a best-value option for anglers who still want solid performance. It undercuts Grady-White and Boston Whaler on price while retaining strong performance, warranty coverage, and fishability, and it frequently delivers more features and better value than the Robalo R272 or the more recreation-oriented Sea Ray SPX 230 OB for budget-conscious buyers.
Smooth-ride hull
Cuddy comfort cabin
Angler-friendly deck
Cuddy cabin layout that balances overnight comfort with fishing functionality.
Helm-forward ergonomics and optional electronics for offshore navigation.
Smooth-ride hull
Cuddy comfort cabin
Angler-friendly deck
Cuddy cabin layout that balances overnight comfort with fishing functionality.
Helm-forward ergonomics and optional electronics for offshore navigation.
$220,000-280,000 USD
Robalo R272
The Robalo R272 is a pragmatic Cuddy Cabin Bay Boat that emphasizes practical fishing amenities and a competitive acquisition cost, appealing to buyers seeking functionality without premium brand premiums. Against the Grady-White and Boston Whaler it concedes some finish and resale strength but compensates with a lower purchase price and sensible onboard storage and systems, making it a solid choice for anglers focused on upfront value compared with the Pursuit S 268 and Sea Ray SPX 230 OB.
Value-packed build
Tackle-hoard lockers
Value-packed build
Tackle-hoard lockers
Review Summary
"The Robalo R272 is viewed as a strong value with good performance and roomy fishing features, but reviewers commonly mention occasional fit-and-finish quirks and variable dealer service experiences. Users who prioritize price-to-features are generally satisfied, while perfectionists note minor cosmetic issues over time."
Shallow-water stable
Efficient hull and responsive handling in a versatile 27-foot package.
Shallow-water stable
Efficient hull and responsive handling in a versatile 27-foot package.
Recreational Enjoyment
Time-Saving Convenience
Skill Development & Mastery
The Robalo R272 is a pragmatic Cuddy Cabin Bay Boat that emphasizes practical fishing amenities and a competitive acquisition cost, appealing to buyers seeking functionality without premium brand premiums. Against the Grady-White and Boston Whaler it concedes some finish and resale strength but compensates with a lower purchase price and sensible onboard storage and systems, making it a solid choice for anglers focused on upfront value compared with the Pursuit S 268 and Sea Ray SPX 230 OB.
Value-packed build
Tackle-hoard lockers
Shallow-water stable
Efficient hull and responsive handling in a versatile 27-foot package.
Functional cuddy with basic overnight amenities and good cockpit ergonomics.
Value-packed build
Tackle-hoard lockers
Shallow-water stable
Efficient hull and responsive handling in a versatile 27-foot package.
Functional cuddy with basic overnight amenities and good cockpit ergonomics.
$150,000-200,000 USD
Sea Ray SPX 230 OB
The Sea Ray SPX 230 OB is the most recreation-focused entry among these Cuddy Cabin Bay Boats, offering efficient outboard power, family-friendly ergonomics, and a more accessible price point for weekend boaters. Although it lacks the hardcore offshore features and resale cachet of the Grady-White Canyon 271 or Boston Whaler 280 Outrage, it competes strongly on lifestyle value and lower acquisition cost versus Robalo and Pursuit models for buyers prioritizing comfort and economy.
Sporty family fun
Quick-planing sprint
Sporty family fun
Quick-planing sprint
Review Summary
"Sea Ray SPX 230 OB is appreciated for its family-friendly layout, attractive styling, and approachable price point, though long-term reviewers sometimes cite limited fishing amenities and that certain options are costly. Reliability is generally good, with most owners reporting few major issues with routine care."
Trailering-friendly size
Compact cuddy cabin offering basic shelter and short overnight capability.
Trailering-friendly size
Compact cuddy cabin offering basic shelter and short overnight capability.
Recreational Enjoyment
Time-Saving Convenience
The Sea Ray SPX 230 OB is the most recreation-focused entry among these Cuddy Cabin Bay Boats, offering efficient outboard power, family-friendly ergonomics, and a more accessible price point for weekend boaters. Although it lacks the hardcore offshore features and resale cachet of the Grady-White Canyon 271 or Boston Whaler 280 Outrage, it competes strongly on lifestyle value and lower acquisition cost versus Robalo and Pursuit models for buyers prioritizing comfort and economy.
Sporty family fun
Quick-planing sprint
Trailering-friendly size
Compact cuddy cabin offering basic shelter and short overnight capability.
Affordable outboard-powered platform ideal for inshore bay work and family days.
Sporty family fun
Quick-planing sprint
Trailering-friendly size
Compact cuddy cabin offering basic shelter and short overnight capability.
Affordable outboard-powered platform ideal for inshore bay work and family days.
$60,000-90,000 USD