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Old 06-05-2009
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If you can get the SC35, get it... the extra space will make it more comfortable at anchor and it will be a better boat under sail than the Westsnail.

The most important factor to comfort at anchor is a decent ground tackle setup. For under $1000 you can get a Rocna 15, 30' of 5/16" G43 chain and 220' of 5/8" octo-plait nylon rode. Add a load-rated Crosby shackle for about $9, and you're ready to go. Having a good anchor that sets well and is not likely to pull out and not reset is key to being comfortable at anchor IMHO.

A flopper stopper can help if you're in a rolly anchorage, but picking a better location is a better choice IMHO. I've seen monohulls leave an anchorage I was in because they rolled so much that they were at risk of getting injured—a problem I didn't have since I'm on a trimaran.

Chall's advice on local knowledge is a good point... and one I'd second.

Also, I highly recommend that you pick an alternate anchorage nearby and have the course and heading information as well as any ATONs listed that you'll need to get there, in case the anchorage you're in becomes untenable for any reason. Having this all written down ahead of time means that at 0200, when the winds have shifted and now the anchorage is a dangerous lee shore, you don't have to figure out where to go, just whether you want to go or not.
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Telstar 28
New England

You know what the first rule of sailing is? ...Love. You can learn all the math in the 'verse, but you take
a boat to the sea you don't love, she'll shake you off just as sure as the turning of the worlds. Love keeps
her going when she oughta fall down, tells you she's hurting 'fore she keens. Makes her a home.

—Cpt. Mal Reynolds, Serenity (edited)

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