Oyster 66 Buyer's Guide
Shopping for a used Oyster 66 means chasing one of just 13 hulls built from 1999 onwards — a Rob Humphreys-designed bluewater cruiser that packs the amenities of a much larger yacht into 66 feet 10 inches. These are owner- or crew-run offshore boats with a solid laminate hull and beefed-up balsa-core deck, so the appeal is long-range comfort rather than racer agility.
Layouts on the Used Market
The standard arrangement sleeps ten in five cabins. A deck saloon set high enough for a panoramic outboard view leads down to a lower saloon with an open, spacious galley and a pair of armchairs. The aft master suite carries a queen berth, settee, and extensive stowage; forward of it, two double cabins share a head to port, while two further double cabins forward of the saloon each have en suite heads. All heads use VacuFlush toilets with full standing headroom. A forepeak sail locker and anchor locker, plus a lazarette aft, round out the stowage.
Equipment and Common Upgrades
Most boats will reflect owner cruising intent rather than bare specification. Power and energy systems are the headline: a powerful bow thruster aids close-quarters maneuvering, and electric davits let one person launch the hard-bottom inflatable. Sail handling is heavily automated, with a hydraulic Hood rollaway mainsail, Reckmann hydraulic furling for the yankee, and large Lewmar electric winches. Navigation is served by a starboard-side station with a large chart table and room for a communications suite. Comfort touches include custom Dick Young Designs joinery with shadow-gap joints and a dive compressor stowed aft on some examples.
What to Inspect
The construction is a solid laminate hull with a beefed-up balsa-core deck anchor, so survey focus should sit on deck-core integrity given the balsa specification. Because watertight doors may be fitted forward and aft to comply with MCA regulations, verify whether a given hull carries them and whether the boundaries remain sound. The skeg-hung rudder and bulb-tip fin keel deserve close underwater inspection, as the underbody is deliberately free of flat pounding surfaces but sees full offshore load.
Availability and Buyer's Takeaway
A used Oyster 66 is a rare find on the global brokerage market given only 13 hulls exist. For a buyer, the checklist is short and pointed: confirm hull and deck-core condition, check rudder and keel attachment, verify the hydraulic rig and electric winch function, and assess whether MCA watertight doors and the custom joinery are present and intact. A well-kept 66 is a rare, fully offshore-capable cruiser with superyacht-scale living.
Price & volume trends
Monthly asking-price and listing-volume trends for the Oyster 66. The line shows the median ask each month; the bars show how many listings appeared.
Monthly breakdown · 2 rows
| Month | Listings | Median ask | Δ vs. last mo. |
|---|---|---|---|
| Jun 25 | 1 | $995,000 | — |
| Jan 26 | 1 | $995,000 | 0.0% |
Where they're listed
Oyster 66 listings appear across 1 country. Spain has the most listings with 1.
Country view
1 listings · 1 country| Country | Median ask | Listings · 12 mo | Active · 90 d | Share |
|---|---|---|---|---|
| Spain | $995,000 | 1 | 0 | 100.0% |
Comparable models
Similar length, displacement, and era. Open a row to compare that model's market page.
Similar boats to compare
10 similar designs| Model | LOA | Median ask | Listings · 12 mo | Active · 90 d |
|---|---|---|---|---|
| Oyster Yachts 56 | 57.33' | $ 577,490 | 40 | 10 |
| Oyster 575 | 58.67' | $ 1,354,966 | 20 | 2 |
| Oyster Yachts 54 | 53.92' | $ 640,363 | 15 | 3 |
| CNB Yachts 66 | 67.61' | $ 2,154,339 | 15 | 4 |
| Oyster 55 | 56.25' | $ 372,642 | 11 | 4 |
| Oyster 655 | 65.48' | $ 1,075,000 | 10 | 4 |
| Oyster 82 | 81.92' | $ 1,295,000 | 9 | 4 |
| Oyster 62 | 63.32' | $ 641,696 | 6 | 3 |
| Oyster 625 | 63.55' | $ 2,308,062 | 6 | 1 |
| Oyster 66You are here | — | $ 995,000 | 1 | 0 |