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Surfski.wiki tries to encourage folks to include information about surfski availability. But as you will discover during your travels, surfski availability can be a greater hurdle than finding good conditions, or downwind runs to paddle.
Given the relative expense and fragility of surfskis along with the risks and liabilities that may surround downwinding in many locations, surfski rental is a vanishingly small part of the surfski world. It is almost non-existent. And the few folks that do rent surfskis are not entirely unreasonable if they require significant vetting of your paddling abilities and/or significant rental fees along with significant security deposits for all but flatwater paddling of their boats. Surfski retail prices are high and transporting them to out of the way places can cost as much or more than those purchase prices.
DON'T BE A SURFSKI SNOB - some places, in particular Hawaii, may traditionally have far higher concentrations and availability of outrigger canoes than surfskis. If you just want to get out on incredible waters and experience wonderful downwind runs, open your horizons to paddling outrigger canoes too - you will not regret it.
Paddler: goes into a church and asks the minister, “How much does it cost to rent a church singing group?”
Minister: “Do you mean a choir?”
Paddler: “Fine… How much does it cost to acquire a church singing group?”