frankly you might want to consider Thailand
based on the ticket prices you're quoting you have to be flying out of Miami, no way can you fly to Colombia or CR for 300 dollars. No way. No how.
the cheapest ticket to Colombia outside of Miami will run you $550 or so, with $125 of that being taxes.
sounds like you want an active beach type vacation with girls for nights.
Definitely a good plan.
you won't get girls for all nighters in CTG for the prices you talk about. Not anymore.
you may want to seriously consider Cabarete, with Sosua 10 mins away for P4P girls. You can pay roughly $50 US a night for an allnighter with a girl in Sosua. You'll have to rent a car, or have transportation if you want to do that. Of course Cabarete will have its own active nightlife scene, with Euro girls on hand, that is a nice option. problem with Cabarete is that it's QUITE expensive, as all the prices are aimed at tourists. food, lodging, you name it. You probably won't even need Dom pesos in Cabarete. (will in Sosua)
CTG is an option, but you won't get girls at those prices. You'll pay minimum $75 US for an allnighter.
if you don't mind paying a little more for airfare, consider Pattaya, Thailand. You can do almost anything you want to do during the day, the place is booming, and of course it's sex central at night on Walking Street, etc. Lodging and girls and food will cost you much less there than anywhere else. You may also have some options at hitting on foreign chicks on the beach (Russians,). Phuket, Thailand is another possibility- more expensive but far more beautiful.
Also consider Bali, Indonesia.
and Margarita Island, Venezuela.
yes, I think Margarita would be at bottom of said list
it's definitely not as good as the other destinations.
However, the one small thing it does have going for it, is that it does draw a young and international crowd on the beaches, so there are opportunities for intermingling.
As far as the P4P scene, yes it seriously lags behind.
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