Classic Yachts for Sale

New & Used Sailing Yachts for Sale

Browse new and used classic sailing yachts for sale from verified dealers, brokers, and specialist classic yacht brokerages worldwide on YachtWay. Classic sailing yachts are defined as much by their construction and detailing as their age; traditionally featuring wooden hulls, teak decks, mahogany joinery, and chrome, brass, or bronze hardware: and range from fully restored pre-war gaff-rigged schooners and Herreshoff sloops to newer spirit-of-tradition builds that combine classic aesthetics with modern rigs, composite construction, and up-to-date safety systems. The most celebrated classic regattas, Les Voiles de Saint-Tropez, the Panerai Classic Yachts Challenge, and the Antigua Classic Yacht Regatta, draw buyers and sellers together each season. Entry-level restored classic sailboats typically begin from around $20,000 to $80,000 for smaller wooden day sailors and vintage production boats; mid-size cruising classics in good survey condition range from $100,000 to $600,000; and larger spirit-of-tradition builds, fully restored wooden schooners, and racing-pedigree vessels from notable yards command $1 million and above, with exceptional examples reaching into the tens of millions. YachtWay dealers and brokers offer classic sailing yachts of all rig types, sloops, ketches, schooners, and yawls, with verified specifications, detailed condition notes, and integrated buyer tools on every listing.

Browse Classic Sailing Yachts by Type

Sailing Yachts for Sale · Schooner Yachts for Sale · Monohull Yachts for Sale · Racing Yachts for Sale

Popular Classic Sailing Yacht Brands

Nautor Swan · Oyster Yachts · X-Yachts · Grand Soleil · Sparkman & Stephens · Herreshoff

Finance your purchase with EasyFund: get pre-qualified without affecting your credit score. For marine insurance, visit MasterCover. For guidance on the yacht buying process, visit the YachtWay Knowledge Center.