10 more years until retirement

The friendliest place on the web for anyone who enjoys boating.
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Mr Nomad

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Joined
Apr 1, 2024
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3
I am in the information gathering stage. I am dreaming of living on one in Montauk NY from May - Oct, and if things work as planned living on another based somewhere in the Caribbean from Nov - Apr. I would sell my "land-based" home.
 
Welcome aboard!
Not having a dirt home simplifies things. Just make sure its big enough to handle the transition out of your old home. There will be some stuff you won't want to part with.

Question - Is this your first boat? If yes, there will be some insurance headaches jumping into something big.
 
Yes, this will be my first one. (I lived on a 30 foot for a few summers while in college, but that doesn't count). Will buying it before I intend to live on it soften the blow?
 
Welcome aboard. It may be quite difficult to get insurance if you are new and getting a larger boat. First start by taking some in person classes. Maybe join the CG Aux or Power Squadron to get some on the water training. Call an insurance broker and ask what else you can do to help. Probably you will have to hire a captain to get on the water training and certification. I use Peter Ricks at Novamar Insurance. He is very good. 206-350-5051
 
This is exactly why I joined this forum tonite - to get advice. Thanks!! I'll start by getting and insuring a small boat, and will continue to get advice from friendly people like yourselves!!
 
You may want to look at the snowbird migration routine for the first couple seasons. Having two boats in vastly different locations would be challenging to say the least.

Many people lead an interesting life living aboard. There are hurdles such as I sura de, but payoff is worth it for many.

Good luck and welcome to TF

Peter
 
This is exactly why I joined this forum tonite - to get advice. Thanks!! I'll start by getting and insuring a small boat, and will continue to get advice from friendly people like yourselves!!

Having a small boat may or may not be much od a help. If you move up in size more than 10’ or 15’ depending on insurance company they may require you to still have a captain certify you on the bigger boat. May have to have the captain for around 50 hours. Ask the insurance broker. Be a shame to spend a lot of money on a small boat and it not help, cause you won’t get all the money back.
 
I am in the information gathering stage. I am dreaming of living on one in Montauk NY from May - Oct, and if things work as planned living on another based somewhere in the Caribbean from Nov - Apr. I would sell my "land-based" home.
Are you planning on living in a marina?

There is no dinghy dock in Lake Montauk.

You can't tie up to the dock at the municipal boat ramp.

You can temporarily tie up to get fuel, water and ice at a few of the marinas (Montauk Boat Basin or Montauk Anglers Club). Other places will be less accommodating (Montauk Lake Club, or the YAcht Club). You'd have to beach your dinghy on the public beach on the south side of Lake Montauk then walk the couple of miles to the grocery store, or hitch a ride on the bus.
 
Do it now. Things can change, including your health.
 
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