CSY 37 Sailboats for Sale

Peter Schmitt·1978 – 1981·~82 hulls·Caribbean Sailing Yachts
CSY 37 drawingBuilder drawing
Hull Type
Monohull · fin
Rig
Cutter
LOA
37.25' · 11.35 m
Disp.
22,000 lbs · 9,979 kg
First year
1978

The CSY 37 is a raiseddeck cutter that Peter A. Schmitt drew for Caribbean Sailing Yachts, a marque founded in Tampa in 1976 and building this midsized design from the late 1970s into the early 1980s. Conceived for the Caribbean bareboat trade, Cruising World found her sturdy and comfortable in coastal waters and headed for blue water alike, and the roughly 87 to 90 built have aged as straightforward, heavily built cruisers rather than nimble racers.

Market snapshot

Median asking · 12 mo
$29,900
Asking price · 8 listings
Recent listings · 90 d
2
8 tracked · 12 mo
3-month price trend
-8.4%
vs. 12-mo median
Countries with listings
1
United States (100.0%)

Recent Listings

10 for sale · showing 10 newest

CSY 37 Buyer's Guide

The CSY 37 on the used market is a raised-deck cutter Peter Schmitt drew for Caribbean bareboat charter use in the late 1970s, with roughly 87 built before CSY ceased production in 1981. She is a heavy, volume-driven cruiser rather than a performance boat, and the examples that surface are overwhelmingly former or converted charter vessels with the two-stateroom, two-head layout most common in that trade.

Layouts on the Used Market

Two interior plans exist: the two-stateroom, two-head arrangement that dominated the charter fleets, and a single-stateroom, single-head version for private use. The raised deck gives both a huge interior volume, with six opening hatches or skylights plus the companionway and a three-step entry owners describe as unusually easy. The teak-faced sole is screwed to fir bearers with only limited bilge access, so inspect what you can reach. A split ice box with separate traps and at least four inches of foam insulation is standard, and the cockpit is enormous—a defining trait that also marks her as less than ideal in heavy seas.

Equipment and Common Upgrades

Brokers’ listings commonly show a bimini, dodger, dinghy davits, chartplotter, radar, autopilot, life raft, solar, inverter, wind generator, hot water, and air conditioning as fitted gear, with a self-tacking jib a less common owner upgrade. For a buyer, the meaningful clusters are power and energy—solar, inverter, wind generator, and sometimes a generator supporting air conditioning and hot water—and navigation and safety, where chartplotter, radar, autopilot, and life raft turn a former charter boat into a manageable coastal or offshore cruiser. A gimballed propane stove was original, and the optional 110-VAC refrigeration compressor lived in the port cockpit locker from new.

What to Inspect

The big cockpit carries four large scuppers, but some owners have commented that water backs up through these scuppers, so check drainage and any softening around the locker partitions. The optional refrigeration wiring in the port locker is exposed to weather when the lid is opened, a fault worth correcting. The single bow cleat and unrounded bow chock edges are as-built; verify the chock has not chafed ground tackle. The trailboard shield below the bow became standard after some CSY boats lost trailboards in heavy seas—confirm it is present and intact.

Availability and Buyer's Takeaway

These boats appear in the United States market. For a shopper, the checklist is: confirm the raised-deck hull is cored only nowhere (solid glass throughout), test cockpit scupper drainage under a hose, inspect the port locker refrigeration wiring, verify the trailboard shield and bronze seacocks, and prefer a tall-rig example if windward performance matters.

Where they're listed

CSY 37 listings appear across 1 country. United States has the most listings with 8.

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

Country view

8 listings · 1 country
CountryMedian askListings · 12 moActive · 90 dShare
United States$29,90082100.0%

Comparable models

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

Similar boats to compare

6 similar designs
ModelLOAMedian askListings · 12 moActive · 90 d
Tayana 3736.67'$ 52,9007313
Pacific Seacraft 3736.92'$ 135,0006017
Hunter 3737'$ 19,900226
Moody 3737'$ 66,301171
Gulfstar 3737'$ 21,000113
CSY 37You are here$ 29,90082

Frequently asked questions

01How much does a used CSY 37 cost?+
The median asking price for a used CSY 37 over the past 12 months is $29,900. Prices vary by condition, year, equipment, and location.
02How many CSY 37 sailboats are for sale?+
2 CSY 37 listings have gone live in the last 90 days, and 8 have been tracked across the past 12 months.
03Are CSY 37 prices going up or down?+
The median asking price for the CSY 37 is down 8.4% over the last 3 months compared with the 12-month median.
04Where are CSY 37 sailboats for sale?+
The top markets for used CSY 37 listings over the past 12 months are United States (100.0%).
05What should I look at instead of a CSY 37?+
Comparable models include Tayana 37, Pacific Seacraft 37, Hunter 37. Use the comparison table above to check pricing and availability.