How would I look in dreads?

My 30th birthday will be in December, and our 10th wedding anniversary will be next May. So I've told Mark that I want to go on a tropical vacation to celebrate these two occasions. Have you all been to any all-inclusive resorts in the Caribbean? It's scary to think about spending so much money to go somewhere I've never seen! (Can you tell I haven't traveled on my own very much?!)