Then enter your destination, trip duration, and the number of guests.

If yes, yes and yes, then = destination home. 

I've been cruising the markets, visiting houses, and practicing pulling comparablesI have lots of goals, but my biggest medium term one is building my business to a point where I can quit one (or both) jobs to help keep it going.

A private equity firm named L Catterton recently announced they invested 400M into Royal Caribbean Cruise Lines.

Since the area is such a tourist destination, the local economy is very geared towards services you need, and there are no regulations (just pay your local taxes!).  

I find that when cruising the forums it's just so great to hit links of posts recommended by others.

I'm the first one to tell people that Zestimate's are meaningless and people should not pay attention to them, but as hard as I try, I'm just not seeing how Zillow is "ripping brokers off" but since you won't explain it, I suppose I'm destined to never know.

Over the next 12-18 months, my real estate investment goals are to:1) buy a multi family property as an owner occupant2) become a licensed real estate agent3) continue learning about single family and multi-unit buy and hold strategies4) develop a greater understanding of my local market (where I see few opportunities)5) identify out of area markets where prospects seem brighter such as Baltimore, Richmond, Atlanta (my hometown), and Houston (my next destination if/when I leave DC)6) connect with REI veterans and identify ways my skills can benefit themAs I continue to save money, I hope to begin earning additional income by serving more experienced investors.

In my opinion the only time you are likely to see true appreciation is when an area goes through economic transformation - small town turns to resort destination, local industry (ie tech or oil and gas) booms, or something of that sort.

We should all book a cruise!