Caliber 38 Sailboats for Sale

Michael McCreary·1987·Caliber Yachts
Caliber 38 drawingBuilder drawing
Hull Type
Monohull · fin
Rig
Masthead Sloop
LOA
38' · 11.58 m
Disp.
18,500 lbs · 8,391 kg
First year
1987

The Caliber 38 is a capable bluewater cruiser that emerged from the drafting table of naval architect Michael McCreary in the late 1980s, built by Floridabased Caliber Yachts with an American cruising couple firmly in mind. From its first production year in 1987, the design prioritized seakeeping and selfsufficiency over racing performance — a philosophy evident in every structural choice McCreary made.

Market snapshot

Median asking · 12 mo
$ 84,500
Asking price · 15 listings
Recent listings · 90 d
3
15 tracked · 12 mo
3-month price trend
0.0%
vs. 12-mo median
Countries with listings
2
United States (92.9%) · Turkey (7.1%)

Recent Listings

10 for sale · showing 10 newest

Caliber 38 Buyer's Guide

The Caliber 38 earned a devoted following among blue-water cruisers for good reason, and that reputation has kept a steady supply of used examples circulating through the brokerage market. Designed by Michael McCreary and built by Caliber Yachts in Florida from the late 1980s onward, the 38 was conceived as a serious offshore passage-maker rather than a regatta flier or marina showpiece. Buying one used means stepping into a lineage of boats that were typically used hard and maintained with purpose — which cuts both ways. The best examples are well-seasoned, gear-laden cruisers prepared for bluewater life; the worst have accumulated deferred maintenance from owners who pushed further than their maintenance budget allowed. Going in with clear eyes and a surveyor who knows heavy-displacement American cruising yachts will save you from the latter.

The Caliber 38's naval architecture rewards inspectors who understand displacement cruising design. At roughly 18,500 pounds displacement and a ballast ratio nudging 49 percent, the boat is built to stay on her feet in rough conditions and absorb ocean motion without fatiguing the crew — the Motion Comfort Ratio sits well above average for the class. The masthead sloop rig is conservative and dependable: simpler than a fractional setup, carrying its sail area lower, and forgiving in a blow. She is not a light-air flier; in breezes under ten knots she works harder than a modern fin-keel racer-cruiser. But put her in fifteen-plus and she finds her stride.

Layouts on the Used Market

The most commonly encountered configuration on the brokerage market is the three-cabin owner layout, which places the master stateroom aft and carves out a pair of forward cabins suited to a couple sailing with crew or family. Both owner and charter-configured layouts do appear with some regularity, and ex-charter examples are common enough that buyers should specifically ask about the boat's history before assuming a particular level of finish. Charter use is not a disqualifier on a boat this sturdy, but it concentrates wear on galley surfaces, upholstery, winches, and plumbing in ways that a private-use inspection checklist must account for.

Equipment and Common Upgrades

Used Caliber 38s tend to arrive on the market better equipped than comparable passage-makers of the same era. Former owners who cruised these boats seriously invested in them, and that shows in the kit. Solar panels, chartplotters, AIS transponders, radar, and autopilots are commonly fitted across the fleet. Bimini enclosures and dodgers are frequently seen, reflecting the boat's role as a live-aboard and long-passage platform where crew comfort in the cockpit matters. Dinghy davits are a common installation, and electric winches have been added to many examples as an owner upgrade, particularly on boats that have seen significant bluewater use by short-handed couples.

Power management has clearly been a priority for many Caliber 38 owners: inverters show up widely across the used fleet, and more recently refitted examples often carry lithium battery banks as part of electrical upgrades. Air conditioning and heating systems are commonly fitted, which signals that many of these boats have led lives as comfortable liveaboards rather than bare-bones passage-makers. Hot water systems, while not universal, are a frequent addition. Spinnakers appear with some regularity for owners who wanted to close the light-air performance gap.

What to Inspect

The Caliber 38 is a fiberglass hull, and fiberglass construction is generally forgiving, but heavy-displacement cruising boats accumulate osmotic stress over decades of saltwater immersion. Osmotic blistering in the underwater sections is the single most important thing to investigate below the waterline; a moisture meter survey and a close look at the bottom paint history — especially whether barrier coating has ever been applied — is essential before any offer.

The keel-to-hull joint deserves careful scrutiny. Fin-keel boats that have been grounded, even gently, can develop hairline cracking in the tabbing and gelcoat around the keel sump. If the boat has cruised in shallow or poorly charted anchorages, ask about grounding incidents and inspect the joint inside the bilge as well as externally.

The Yanmar diesel is a reliable engine in this application, but a 44-horsepower inboard in a heavy-displacement 38-footer is working within its design envelope rather than loafing along. Check raw-water impeller service intervals, heat exchanger condition, and whether the zincs have been maintained properly. Fuel tank condition — the 45-gallon capacity is a real offshore asset — should be checked for sediment and water intrusion, particularly in boats that sat for extended periods.

The standing rigging on a masthead sloop of this age warrants full replacement unless recent documentation of service is available. Chainplates on any fiberglass cruiser of this vintage may have developed water intrusion along their deck penetrations, leading to hidden deck delamination around the attachment points. A surveyor who taps the deck methodically will catch hollow spots that visual inspection misses.

Given how commonly these boats are fitted with air conditioning, inspect the through-hull fittings and seacocks associated with AC raw-water cooling circuits carefully — these are often an aftermarket addition and the quality of the installation varies widely.

Availability and Buyer's Takeaway

The Caliber 38 circulates most actively in the United States brokerage market, consistent with its American origins and the concentrated cruising fleets of the East Coast, Gulf Coast, and Florida. A secondary market exists in Turkey, reflecting the boat's popularity among cruisers transiting the Mediterranean, and individual examples can be found scattered across Caribbean and Pacific cruising grounds. This is not a boat that turns up everywhere, but patient buyers in the right markets will find examples without difficulty.

Buyer's checklist before making an offer:

  • Commission a moisture meter survey of the entire hull and deck
  • Inspect the keel-to-hull joint inside and out; ask about grounding history
  • Review engine hours and service records; check heat exchanger and raw-water circuit
  • Verify standing rigging age and chainplate condition at deck penetrations
  • Assess quality of all through-hull and seacock installations, particularly AC-related additions
  • Confirm battery bank age and electrical system condition if lithium has been retrofitted
  • Clarify whether the boat has charter history and inspect high-wear areas accordingly
  • Verify spinnaker gear, davit hardware, and electric winch circuits are fully functional

Where they're listed

Caliber 38 listings appear across 2 countries. United States has the most listings with 13 (92.9%), followed by Turkey.

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

Country view

14 listings · 2 countries
CountryMedian askListings · 12 moActive · 90 dShare
United States$ 84,50013292.9%
Turkey$ 79,683107.1%

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
Cabo Rico 3838'$ 89,0002415
Sabre 38 Mk II38.67'$ 58,950188
Caliber 38You are here$ 84,500153
Laurent Giles 3838.83'$ 50,285123
Morgan 3837.67'$ 59,98863
Endurance 3837'$ 85,37551

Frequently asked questions

01How much does a used Caliber 38 cost?+
The median asking price for a used Caliber 38 over the past 12 months is $84,500. Prices vary by condition, year, equipment, and location.
02How many Caliber 38 sailboats are for sale?+
3 Caliber 38 listings have gone live in the last 90 days, and 15 have been tracked across the past 12 months.
03Are Caliber 38 prices going up or down?+
The median asking price for the Caliber 38 has stayed steady over the last 3 months compared with the 12-month median.
04Where are Caliber 38 sailboats for sale?+
The top markets for used Caliber 38 listings over the past 12 months are United States (92.9%), Turkey (7.1%).
05What should I look at instead of a Caliber 38?+
Comparable models include Cabo Rico 38, Sabre 38 Mk II, Laurent Giles 38. Use the comparison table above to check pricing and availability.