Let me see if I can help you out a little. I used to fly to Mo Bay almost every day with freight so hopefully I can give you some inside info.
As stated above, the most important thing you can do is, STAY IN AN ALL INCLUSIVE RESORT. Why? A few reasons, first, you do not have to worry about leaving the property to get what you need. The streets of Jamiaca are not safe and there are many people out there that are looking to take advantage of you. Also, they have everything you need to enjoy a long vacation. You can booze, hang out on the beach, water ski, jet ski, eat, sleep, and anything else you can think of. Another reason is they often offer nice little trips like to the Blue mountains, Dunn's River Falls, Negril, etc....and then you know they are safe and you are not being ripped off.
When you arrive in the lovely Sangster airport you will go outside and there will be 500 guys running up to for a cab. You can get to the hotel area for 5US. Do not pay more, there is a lot of guys who are whoring taxi cabs which means they do not have a license and they will take you for 5 bucks. Is it safe, well, thats another question. The JUTA guys are the official taxi there and they will charge you 3 times as much. I dont know where you are staying but most likely the all inclusives have shuttle service.
A couple things you should do there is take a booze cruise on the catamaran(sp?) They are like half day trips and cover a lot of ground letting you booze and swim all day with a bounty of ladies on the boat. You should also go to Margaritaville, they have a 2 story waterslide on the back on the restaurant into the ocean and water trampolines. You should also check out The Pork Pit, it is a restaurant that has the best jerk chicken, rice and peas in town. Everyone knows where it is.
Main thing, be smart, we would come out in uniform and still be offered weed and prostitutes. Watch where you go and be safe. You'll have a blast, I miss going there. In general the people are extremely nice and helpful. I hope you are ready for some Red Stripe, Rum Punch, jerk chicken, and rice.
Try and sit on the right side of the airplane, great view coming in. You will cross Cuba and about 80 DME later you will join the arc to the VOR RNWY 7. You can see a great view of the mountains, waterfalls, and Mo Bay beach. Oh yes, if you go to a public beach, go to Doctor's Cave. It is a safe beach that is regulated.
Anyways, I hope this helps, I know it rambles and I apoligize but I havent been back in a year. Have fun and smoke a Cuban while you are there.
Scottm