Hi Steve,
As a non-US citizen I can only spend 6 months out of 12 in the US so I split my time between Florida (97FL), St. Vincent (TVSA) southern Caribbean - my primary residence and 2 - 4 weeks a year in Europe - UK/Germany. For 4 years I flew a Wing Derringer back and forward to the "Islands". I sold it earlier this year and bought a M20J in which I have done 2 trips. Although it is a great aircraft, for that trip it is really at the limit for range and speed. We did fly back once in a day but it was a long day! We usually overnight in Puerto Plata, DR in both directions. 3 trips in a year are approximately 65 hours. The remainder of our flying is usually around Florida. The M20J is set to go to a new home in January.
I was RAF trained - C130s. A UK airline - Vickers Viscounts. Cathay Pacific - L1011, B747-200/300/400. Retired early to go "Blue Water" sailing, ended up flying Islander, AC50, C402 in the Caribbean. Sailed up to US. Got a job flying Learjet 25/35/55/60 in Florida. 2005 US immigration would not renew my visa.Sailed back to the Caribbean to set up a jet operation C550/CJ3. Retired 2010. Bought house at Love's Landing (97FL) to keep flying. My wife said that I was driving her crazy because I couldn't get in an aircraft!
For the past 4 - 6 months I have been looking at various Mooney types, turbo and NA. 231, 252, Missile, Rocket, Eagle/Screaming Eagle, Ovation. They are all suitable, it's just that some are more suitable than others! The flight down to St. Vincent is an interesting planning situation. By being able to select a cruise altitude between say 8K and 18K it is usually possible to find a tailwind, or at least reduce the headwind significantly. Refuelling in the Bahamas or Turks and Caicos is expensive. If possible a non stop from Florida to Puerto Rico, not a great stopover at this time, to refuel and then on to St Croix. Or non stop Florida - St. Croix, 1024nm. The advantage of these 2 stops is, US soil to US soil. No eApis etc. until clearing out at TISX. Carrying max fuel out of TISX reduces the fuel uplift in TVSA to a minimum or zero. 100LL is $9.00/gal in TVSA!!! There are several other considerations, but I think you get the idea.
The budget is $160K but I suppose that could be pushed out a little.
I seem to have gone on a bit but reducing it any further would have given full picture.
Mike