Reddit mentions of Twenty Small Sailboats to Take You Anywhere

Hey, congrats, you have a budget. The downside though is your budget is pretty small for a world cruiser. You're going to be limited to older boats in the 26-30ft range and even then you may need to save up some to equip some addons like a liferaft, windvane and maybe a SSB radio or something for weather.

A start would be here: http://www.atomvoyages.com/planning/good-old-boats-list.html

You can also start with this book: http://www.amazon.com/Twenty-Small-Sailboats-Take-Anywhere/dp/0939837323

I wouldn't start collecting equipment now. I'd be looking a good solid core boat that you like the layout on that fits your current budget with some money left over. I'd then start cruising more locally on it first and then add the gear you want and need on her for an ocean cruise. Basically shake her down and learn on her with smaller cruises, then work up to bigger ones.

But you want that good solid base of a boat first. Something you can really trust to keep you safe in bad weather and rough seas.

Another option would be to just crew on other people's boats who are cruising the world.

Twenty Small Sailboats to Take You Anywhere
https://www.amazon.com/dp/0939837323/ref=cm_sw_r_cp_apa_i_CAPWCb34QV9EG

These will be more in the civic line, although in terms of good little work horses, they can usually still play.

I'm mystified by your desire for a 42 foot boat - and also a trailer!

If you're going to trailer it, you need to think about boats in the mid twenty foot range.

https://www.amazon.com/Twenty-Small-Sailboats-Take-Anywhere/dp/0939837323

As the widely varying answers in this thread suggest, the size of the boat is far from the sole criterion you should be considering; people have traversed the oceans in rowboats. It's not comfortable, but it CAN be done.

Instead, you should ask yourself the question "What do I want to accomplish, and what are the options available to me within my budget?" The Pardeys circumnavigated in a 24-footer that I would find extremely cramped, but they were competent sailors, knew what they enjoyed, and they did a great job of it.

If you're thinking about production boats, this book would be a good place to get you started. In the end, it's a combination of factors having to do with you, the boat, and the way you intend to sail her.

I'm quite seriously considering a sailing wander about early retirement/escape. I recommend r/sailing. There are some experienced sailors there, and sometimes the discussion addresses cruising. I'd also recommend The Coastal Cruiser: A complete guide to the design, selection, purchase, and outfitting of auxiliary sailboats under 30 feet--with a portfolio of successful designs , . Twenty Small Sailboats to Take You Anywhere , and Chapman Piloting & Seamanship 66th Edition

So, coastal cruiser, homebase Maine, 'Snowbird' itinerary.

That leaves the budget question as the big variable we need if you want specific recommendations. You can do this at many different $$$ levels...but the boat selection and priorities will change.

This is a good place to start: Greg Nestor - "Twenty affordable sailboats to take you anywhere"

http://www.amazon.com/Twenty-Affordable-Sailboats-Anywhere-ebook/dp/B00422LH04/ref=sr_1_1?s=books&ie=UTF8&qid=1368355828&sr=1-1&keywords=Nestor+sail

If you need to go for less $$$...that means either smaller, older, or more 'sweat equity' by you. Don't give up here. Many sailors have years of fullfilling cruising under the 'go small, go simple, go early' approach. Refer to this very similar book by John Vigor - "Twenty small sailboats to take you anywhere"

http://www.amazon.com/Twenty-Small-Sailboats-Take-Anywhere/dp/0939837323/ref=sr_1_cc_2?s=aps&ie=UTF8&qid=1368355337&sr=1-2-catcorr&keywords=Vigor+sail

Plan on 50% of purchase cost, additional, to put it right, depending on the boat and your plans. Strongly consider a survey for the boat that is the "one". They cost too damn much to do more than one, but can save you from that BIG mistake.

I find there's a lot of information on forums for popular boats regarding their mechanical and construction deficiencies. E.g. Discussion on certain boats getting blisters, or needing bulkhead replacements. However, there's basically no information on design deficiencies, and most of the discussion you do find is pure speculation. The reason for this is because boat design is more of a tradeoff of different qualities. You want to research these qualities as much as possible. For instance: displacement, sail area, keel type, hull construction, cabin layout, cockpit size and layout, water line length, ability for the boat to right itself and how it affects stability, etc. Most of the information on these subjects is available on books and not necessarily easily accessible on the web. Here are some good books:

• http://www.amazon.com/Inspecting-Sailboat-International-Marine-Library/dp/0071445455
  
• http://www.amazon.com/Twenty-Small-Sailboats-Take-Anywhere/dp/0939837323
  
• http://www.amazon.com/Seaworthy-Offshore-Sailboat-Essential-Features/dp/007137616X/ref=pd_sim_b_1
  
  Now, these books are slanted on offshore sailing which is what I'm interested in. You didn't specify where you'd be sailing or how you'd be using it. My guess is general weekend cruising.
  
  So no, I haven't seen any discussion on the differences between boats like that. You have to make an informed decision on the data available (e.g. of sailboatdata.com, class association sites, owner postings on forums, etc). Best thing to do is ask people who have knowledge once you've narrowed it down. The truth of the matter is, no matter what boat you get you will have to deal with the tradeoffs. Some guy saying that "X" boat is slow or fast is completely subjective and doesn't mean a damn thing to you. You have to figure out what the qualities you want are first and find the boat that best fits those qualities.
  
  Lastly, if this is your first boat please go small and with something that you can easily sell again. Chances are your wants and needs will change, and dumping a whole bunch of money into the wrong boat may be a big mistake. Get something simple that is easy to maintain, so you can learn how to properly maintain a sailboat. The mistakes you will make will not be a big deal on a small boat, but if you buy a 40 ft Catalina a small mistake can balloon very quickly.

Totally possible. Check out John Vigors "20 Small Boats to take you anywhere".

You don't say what your budget is, but Seawards are awesome trailer sailors that can cruise anywhere. http://www.seawardyachts.com/ They are obviously not cheap. Good luck!

I agree it’s not a reputable blue water boat, but the Catalina 27 is listed in Twenty Small Sailboats to Take You Anywhere because many people have crossed oceans in it.

https://www.amazon.com/Twenty-Small-Sailboats-Take-Anywhere/dp/0939837323/ref=sr_1_1?ie=UTF8&qid=1537674975&sr=8-1&keywords=small+boats+to+take+you+anywhere

John Vigors 20 small sailboats to take you anywhere:

https://www.amazon.com/Twenty-Small-Sailboats-Take-Anywhere/dp/0939837323/ref=sr_1_1?ie=UTF8&qid=1499492768&sr=8-1&keywords=20+small+sailboats+to+take+you+anywhere

What is it exactly that you've always wanted? I'm guessing the answer is not round-the-buoys racing :) Regardless, you're going to need to get some experience with the basics before people start trusting you with their lives on the open ocean.

Really though, sailing isn't hard. Check out your local sailing clubs, crew for a bit, see if you still love it. If you do, study up on piloting, navigation and the "rules of the road", then rather than being under some skipper's thumb, think about buying your own boat. Check out 20 Small Sailboats To Take You Anywhere from your local library. For the cost of a few month's rent you will have a simple, capable vessel that you can sail wherever you want. Living on a sailboat can be very inexpensive (though it can also be quite expensive).

Good luck, live your dream, and thanks for your service in Afghanistan.