Re: Caribbean Travel
Been to Aruba more times than I can count, Mexican Riviera and Cozumel, Martinique, Barbados, St Maarten, Virgin Islands, Bahamas, Antigua, Bonaire (several times), Los Roques, Isla Margarita, Curacao, Cayman Islands, Puerto Rico (lived there).
Places I want to go in the Caribbean:
Jamaica, Grenada, St Lucia, Turks and Caicos, Trinidad and Tobago.
Never found anything to be particularly cheap, especially when it comes to lodging. Probably the most cost-effective way to visit the Caribbean is on a Cruise. Other than that, There are deals off-season that can be interesting if you are flexible (i.e.not bound by school schedule).
Not everyone likes cruising. My family is split on the issue.
A lot depends on what you want to do. Some people just want to relax by the pool/beach or do water sports.
Others like to get out and explore. I'm of this latter variety, so staying at an all-inclusive, such as are quite popular in many parts of the Caribbean isn't really for me.
The Mexican Riviera is one of my favorite places because you can get out and explore. You not only have the beaches, but the archaeological sites (large and small-Coba is my favorite), the cenotes, the Colonial spanish towns, etc. I've been to the area four times (first in 1977) and I'd still find new things to see and do if I went again.