Aggregated across every U.S. Craigslist market — asking prices, years and locations for every active Trump 27 listing.
+ Add to CompareWe haven't seen a Trump 27 on Craigslist in the last 30 days. New listings show up here automatically — check back soon, or look up what a Trump 27 typically sells for using the free appraisal tool.
Where is the best place to buy a used Trump 27?
Craigslist, YachtWorld, SailingTexas, and Facebook Marketplace are the four main places used Trump 27s change hands. Craigslist typically has the lowest prices (private sellers, trailer-pickup only) while YachtWorld lists broker boats with cleaner paperwork. The table above pulls every active Craigslist Trump 27 listing in the U.S. so you can compare across markets in one place.
What should I look for when buying a used Trump 27?
Before paying a deposit, verify hull and deck integrity (soft spots, delamination), check the standing rigging age (most insurers require replacement every 10–15 years), inspect the engine hours and service history, and confirm the sails have usable life left. A pre-purchase survey by a SAMS or NAMS-accredited surveyor is the single best $500–$900 you will spend.
How often do Trump 27 listings turn over?
Craigslist ads expire after 30 days, and active Trump 27 listings are typically re-posted or sold within 2–8 weeks. This page updates daily — listings that haven't been seen in 30 days drop off automatically so the links stay live.
Read the full specifications, performance numbers, and known issues before you drive out to look at one.