Someplace warm, uncomplicated, and on the ocean.

Bali or Belize perhaps.  

1 month hiking in the Pacific Northwest, one month kayaking the Mississippi River, from the headwaters to the Gulf of Mexico, and one month traveling internationally. 2 weeks in Europe, 1 week I Africa, and 1 week in Brazil.

I think I'd travel around the Great Lakes, camping along the way.

Head to the Pacific Northwest visiting the National Parks along the way. Done the Pacific coast highway to San Diego.
Hop over to Las Vegas & more national parks.  Next stop Austin TX, then New Orleans.  Move onto the Carolina's then head north to New England. So many places to see, food to sample & people to meet.

Croatia is really nice and not expensive, Spain on summer is expensive and complicated (people everywhere) to find acommodation, but wild and funny. I recommend you Portugal, awesome and cheap and perfect sunny weather.

Insane asylum, for sure.

 
But if I can still stay connected, Bali, a place I've been to before, sounds like a nice place to be.

I'd need at least 6, and secondly, I'd need some internet/phone service to set up my liaisons. Why you ask? Well, I'd travel the lower 48 on my Harley, experiencing what each state had to offer... learning the history and culture, tasting the cuisine, listening to the music... and of course I'd need a local tour guide for each city I found myself in.  😎

Home of my great-grandpaents. A good friend, hobbyist, and a provider ally is a tour guide there, so we (are you coming with me?) would have lots of help from him while there.

I'd have to cross my dream vacation off my bucket list
In Tahiti, in a bungalow on the water
With plenty of cocktails and as much nudity as possible
Without scaring the locals too badly of course
The 2nd leg of my sabbatical would probably be in the Rocky mountains, lost to the world
Surrounded by blissful silence and more stars in the sky than I could count
Oh, and a hot tub

Greece.  I lived on the island of Corfu for a bit.  I love it there..  

....with all of you whilst you are on your sabbaticals - there isn't one that doesn't appeal to me

Xx

I am totally doing the Camino. I'll have to wait a few years as I can't imagine being able to take off from
work the amount of time it'll take to complete the journey if I start at St. Jean Pied du Port, but I will do it!

Morocco.

Would walk the entire length North to South... Cellphone just to report "alive & well" once a week or so.

I would play all of the golf courses where they have held the British Open.  I've played St. Andrews a few times and love the wise-ass caddies.  One time, a guy turned to his caddie on the tee and said, "You've watched me play. Do you think I can get to the green with a 5 iron?"  The caddy said, "Eventually, sir."

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Let me go camping in the forest/desert with some high quality peyote.

Just about enough time to do a live-aboard dive boat up & down the Great Barrier Reef in Australia. With the right lady who is also enthusiastic about diving -- and SCUBA, as well

India!

on a meditation retreat

unlike any the world has seen. I'd align it around women I've communicated with who live in faraway places in the U.S. I'd spend the necessary amount of time in each area based on what's necessary to enjoy it to the max with my hooker "host" as my local tour guide.

Chicago to Montana to the Pacific Northwest (https://m.amtrak.com/mt/www.amtrak.com/empire-builder-train);  

Vegas, the Carolinas, Philly, Montreal and Toronto ... might as well hit LA and SF while I'm out there. Always wanted to stay in the upscale log cabins on Big Sur after a trek in the Redwood forest; Auberge de Soleil spa for rejuvenation and plain old relaxation.  

I'd expand that to places I've been too that haven't returned to but haven't. Hawaii is one, but Italy strikes a chord closest to my heart.  

5🌟 Wine Tour Barge trip in France, on to Prague and Budapest then wrap it up in Reykjavik to complete my playcation. Blue Lagoon Spa, glaciers then back to my glass igloo with sex under a glowing night sky, Aurora Borealis.  

And finally, back home to conclude my trip with a handful of ladies that I adore who retired and come back for a reprise of the amazing sex that we  
both enjoyed.  

I'm guessing $250 grand ... more like GRAND!

Every year I back pack part of the Colorado trail. No cell service of internet, Just wilderness.