Question 1

How much does a used Robalo 266 Cayman cost?

Accepted Answer

Right now US Marine Connection shows 5 approved, priced 266 Cayman listings running from $124,500 to $178,077, with a median asking price of $159,383. Those are asking prices, not what anyone paid. The spread largely tracks model year and rigging: the better-equipped examples carry trolling motors, twin multifunction displays, Power Poles and covers, while the lower end has less gear bolted on. All 5 listings include photos.

Question 2

What years of the 266 Cayman are for sale?

Accepted Answer

The current listings span model years 2023 through 2027, so the group is a mix of late-model used boats and new or nearly new stock. With only 5 boats listed, not every year in that range is represented at any one time. Two descriptions state hours, which points to lightly used examples, and the newest listings are described as new boats available at the dealer location.

Question 3

How many hours is typical on a used 266 Cayman?

Accepted Answer

Only 2 of the 5 current listings state engine hours, so there is no reliable average to quote. Those two show 98 hours on a Yamaha XF425 and 124 hours on a Mercury Verado 400XXL, a median of 98. The rest of the listings do not publish hours, which is common with new or nearly new stock. If hours matter to you, ask for the engine readout before going further.

Question 4

What should I check before buying a used 266 Cayman?

Accepted Answer

These are 2023 to 2027 bay boats, so wear is usually light but worth verifying. Ask for the engine computer hour and fault history, since only two listings publish hours. Test the extras the descriptions advertise: trolling motor deploy and stow, both Power Pole blades, jackplate, trim tabs, electric steering, livewell pump, macerator head, freshwater shower and washdown. Check the hardtop mounts, underwater lights and battery charger, and on the trailered boat inspect bottom paint and trailer bearings.

Question 5

What features come on the 266 Cayman?

Accepted Answer

Across these listings you will see a fiberglass hardtop, bow and aft seating that converts to casting platforms, and a helm with room for twin large displays. Equipped examples list a 36-volt Minn Kota trolling motor, twin 10-foot Power Pole blades, a jackplate, twin Garmin 8612 xsv or dual Simrad NSS12 units with radar and autopilot, underwater lights, stereo, battery charger, marine head with macerator, freshwater shower, raw water washdown, livewell, trim tabs and covers.

Question 6

Is the 266 Cayman good for inshore and backcountry fishing?

Accepted Answer

That is what the descriptions emphasize. One calls it a 26-foot-6-inch bay boat built for Southwest Florida's shallow water, naming the flats of Charlotte Harbor and the backcountry of the Ten Thousand Islands, with an 18-inch draft. The fishing hardware backs it up: trolling motors, twin Power Poles, jackplates, livewells, washdowns and bow and aft casting platforms. The same listing notes anchoring at a sandbar with family, so it doubles as a day boat.

Question 7

Where can I find a 266 Cayman for sale near me?

Accepted Answer

All 5 current 266 Cayman listings on US Marine Connection are in Southwest Florida: 4 in Fort Myers and 1 in Naples. Every one is a center console and every one has photos, so you can see the layout and rigging before you drive out. Inventory changes as boats sell and new ones are added, so check the listing page for the current count, years and asking prices.

Question 8

How does the 266 Cayman compare to the 246 Cayman or the R250?

Accepted Answer

On asking price alone, the 246 Cayman sits lower with 6 listings from $115,949 to $139,078, median $132,690, years 2026 to 2027. The R250 has 8 listings from $151,537 to $170,901, median $164,792, years 2025 to 2027. The 266 Cayman splits them at $124,500 to $178,077, median $159,383, years 2023 to 2027. US Marine Connection does not publish side-by-side specs, so compare the individual descriptions and rigging.

Robalo 266 Cayman: Prices, Years & Buyer Questions