Oyster 66 Sailboats for Sale

Rob Humphreys·2005·~12 hulls·Oyster Marine
Approximate drawing

Hover a measurement to read its value

Hull Type
Monohull · fin
Rig
Masthead Sloop
LOA
66.83' · 20.37 m
Disp.
87,633 lbs · 39,750 kg
First year
2005

The Oyster 66, launched in 1996, represents a significant milestone in the evolution of the British builder's prestigious bluewater fleet. Designed by the renowned naval architect Rob Humphreys in collaboration with the Oyster design team, this model was conceived as a "thoroughbred" cruiser, bridging the gap between the highly successful Oyster 56 and the builder's larger superyachts. During its production run through roughly 2005, only 13 hulls were completed, making it a relatively rare and exclusive sight in the world's most remote anchorages. Built at the firm’s specialist yards in England, the 66 was among the first models to showcase the "Oyster 2000" styling—a refined aesthetic characterized by sophisticated joinery details and the iconic wraparound deck saloon windows that have since become the brand's global calling card. According to the Oyster Yachts Heritage archive, the model was engineered to offer the accommodation and luxury of a much larger vessel while remaining manageable for an experienced couple or a small crew.

Market snapshot

Median asking · 12 mo
$ 995,000
Asking price · 1 listings
Recent listings · 90 d
0
1 tracked · 12 mo
3-month price trend
Not enough data yet
Countries with listings
1
Spain (100.0%)

Recent Listings

1 for sale · showing 10 newest

Where they're listed

Oyster 66 listings appear across 1 country. Spain has the most listings with 1.

Median ask by country
USD · past 12 months
Share of listings
Count · past 12 months

Country view

1 listings · 1 country
CountryMedian askListings · 12 moActive · 90 dShare
Spain$ 995,00010100.0%

Comparable models

Similar length, displacement, and era. Open a row to compare that model's market page.

Similar boats to compare

10 similar designs
ModelLOAMedian askListings · 12 moActive · 90 d
Oyster Yachts 5657.33'$ 575,7704918
Oyster 57558.67'$ 1,347,979257
Oyster Yachts 5453.92'$ 630,407184
CNB Yachts 6667.61'$ 2,122,582175
Oyster 5556.25'$ 365,290131
Oyster 65565.48'$ 1,075,000125
Oyster 8281.92'$ 1,295,000114
Oyster 62563.55'$ 2,262,85181
Oyster 6263.32'$ 659,72172
Oyster 66You are here$ 995,00010

Frequently asked questions

01How much does a used Oyster 66 cost?+
The median asking price for a used Oyster 66 over the past 12 months is $995,000. Prices vary by condition, year, equipment, and location.
02How many Oyster 66 sailboats are for sale?+
1 has been tracked across the past 12 months.
03Where are Oyster 66 sailboats for sale?+
The top markets for used Oyster 66 listings over the past 12 months are Spain (100.0%).
04What should I look at instead of a Oyster 66?+
Comparable models include Oyster Yachts 56, Oyster 575, Oyster Yachts 54. Use the comparison table above to check pricing and availability.