My choice would be a Sailboat, turn off the engines and let her go!
I prefer a yacht. There is more pleasure on a yacht and you get to use a yacht much more than a private jet........and what's nicer than travelling the world on a yacht . A yacht is basically a floating home and you can take your home wherever you want to.
She's a 2001 155ft Christensen. Nice boat, a charterboat. http://www.cyabrochure.com/eb/857/oar/536/1/9/
And you thought buying parts and getting maintenance for older Ferrari's was expensive...... To rephrase: There's a reason that airline get rid of aircraft when they hit their airframe cycle limit rather then do the required inspection(s)
The Jet, Time is your own. You can almost turn the clock back. Bermuda by day NYC by nite. Almost be two places at once LIQUID BABY
yacht and plane are not mutually exclusive... both are needed together to get the most out of them... most that have boats also have a plane to get to it, where ever it may be most spot / move their boats around with the seasons, boat owners live near where they work or just want to live, a plane is a tool to get to the boat, kind of like a dinghy to get to shore... a typical business entertainment day might be to get an early start by taking the plane to the boat, do some skin diving in the morning, break for lunch, do some fishing after lunch then be home for dinner that night... ( can't do serious diving if flying later in the day due to risk of bends, the body needs to equalize before taking on new pressures )
you can rent a yacht different areas of the world, different style yachts, and different sizes for various numbers of people. also most working people are just on a yacht a few times a year. a jet can be at your beckon call daily and more practical for frequent use. of course you can rent jets, but I would rather have "mine" and full time same crew vs. various jets, operators, and crews.