Islander Yachts Islander 36
The boat that sails to Hawaii every Pacific Cup, with 6'4" headroom and a new engine, from a Sausalito dock.

Best for: The tall sailor who wants the biggest owners' community and the most proven Hawaii record on the list.
The good
- Nearly 800 built; Singlehanded Transpac and Pacific Cup regulars. The owners' association is enormous.
- Deep keel, skeg-hung rudder, keel-stepped mast, and a new Yanmar 3YM30 on this hull.
- Seller states 6'4" headroom; sister listings say the same.
The bad
- 32 gal fuel and 54 gal water: this is a jerry-cans-on-deck boat for a solo crossing.
- D/L 266 and Comfort 27 are the lightest in the tall section; it is quick and it bounces.
- 1979 hull: survey the deck core around hardware and the rudder post.
If you only look at one boat, look at this one, because the I-36 has done the exact passage more times than anything else under $30K. If it sells, a 1976 in San Francisco at $20,000, a 1976 in Oxnard at $16,900, and a 1978 in Ladysmith BC at $21,000 were listed the same day.