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There’s an SR26 on trademe that I would put at the top of the list.   Depends what you want to do, but I like faster boats and find they teach you more than the heavier boats like D28’s etc.   A

Differences between Y88 Mk1 and 2 are minor. Mk2 has the cabin bulkhead 100ish mm further aft giving slightly larger galley area and better access to port quarter berth. Both come with various interior layouts, in particular the rear quarter berths, single/double can be found. Most will have the aft galley, this is desirable moreso that forward. Mk2 has an non slip that is factory done at time of build out of the mould, its a plus to some, negative to others, me personally didn't like it as it is harder to sit on and ironically, more slippery when wet.

 

You will always have a supply of decent 2nd hand sails as hand me down from the racing folk.

 

We had a Mk1 and loved it. My pick of whats currently on TM within you budget would be https://www.trademe.co.nz/1919294612

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space station is a great little boat. Lots of performance and able to be cruised as well. 

The owners of space station have done a load of work on her too so she should have absolutely no issues and good sails ( one of the owners is a sailmaker). 

 

https://www.trademe.co.nz/motors/boats-marine/yachts/keeler/auction-1955001078.htm

 

I have to push my boat as well. Ross 780's are a great mix of cruiser and racer, just a slight level down from the SR26. My one has loads of gear and is a great little boat. The advantage of a trailer yacht is she costs nothing to park and you can load her up at home and then go cruising. 

 

https://www.trademe.co.nz/motors/boats-marine/yachts/trailersailer/auction-1951067665.htm

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You mention possible shoal draft. You could probably pick up a twin keel Lotus 9.2 for those dollars. More volume than any other 30fter. You would have to pay a bit more for fin keel but a lot more performance.

They are all horses for courses. 

 

At this stage, it would either kept at Pine Harbour or Shelly Park and both have issues with access at low tide. Shallow draft isn't critical but it would certainly add flexibility to when I could go in and out.

 

I knew there were some twin keel versions made of the Lotus 9.2 and I had heard there was also a centreboard version but have never come across either for sale. I have also seen a shoal draft fin keel version but from what I understand most have the normal fin keel.

 

The Whiting 29 has two versions, a shallow draft masthead rig cruising version and a deeper draft version with a fractional rig although I have come across hybrid versions. 

 

From what I have found out so far the Young 88 has a fin keel version and it looks like some have modified fins so the draft varies and there's also a swing keel version.

 

They all seem to have reasonable headroom from what I can gather. 

 

Another feature I would like is an open or walk through transom, possibly with a sugar scoop but it's not an absolute must have.

I have seen a couple of Lotus 9.2's modified like this but it would be a bit of an undertaking to do. Some of the Whiting 29's were fitted with a sugar scoop option and a couple have been modified to walk through. Still a little bit of work but not nearly as much as the Lotus 9.2. The Young 88 already has an open transom and as I enjoy sailing I am attracted to its sailing performance. 

 

So, for an all-weather yacht single-handed cruising around NZ for extended periods with the possibility of having one or two inexperienced crew aboard sometimes which of these would be your preference and why?

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