Used Caliber 38 Sailboats for Sale

Caliber 38 Drawing
Make
Caliber
Model
38
Builder
Caliber Yachts
Designer
Michael McCreary
Number Built
Production Year(s)
1987 - ??

The Caliber 38 serves as a cornerstone of the McCreary brothers' vision for a safe, ocean-conquering platform that balances manageable size with "big boat" stamina. Introduced in the late 1980s and designed by Michael McCreary, the vessel was a significant step up from the company’s earlier 28- and 33-foot models, specifically targeting the burgeoning market of couples seeking a vessel capable of crossing oceans rather than just coast-hopping. Built in Clearwater, Florida, the 38 established the design language that would eventually define the brand’s most successful model, the Caliber 40. While the 38 transitioned into the 38 LRC (Long Range Cruiser) and eventually the 40, the original hull remains highly sought after for its over-engineered construction and the "SmartStructure" philosophy that integrates stringers and bulkheads into a singular, rigid grid.

InfoView listings

Below are the most recent Caliber 38 sailboat listings.

Standard listing sites miss the technical details sailors need. Our database of 10,000+ models unlocks advanced filtering so you can search by keel type, rig configuration, and performance ratios—even when the seller forgot to include them.

Search across multiple sailboat listing websites at once, and get notified of new listings!

Example: Daily emails for  "40 ft fin keel fractional sloops under $200k in Canada"
Start Searching Now
SourceYearMakeModelPriceCabinsHeadsCityCountryListing Date

DISCLAIMER: We are not affiliated with any external listing websites in any way. We simply aggregate publicly available listings to make it easier for buyers to find sailboats for sale. We cannot guarantee the accuracy of the listings, so please verify all information with the seller before making any decisions.