The Caribbean is made up of a great number of Islands with a variety of cultures due to the prevalence of European intervention in the area.  Historically, the region has been influenced by England, Spain, France, and Holland; so you can find English, Spanish, French, Dutch, and mixtures of the languages on different Islands throughout the Caribbean.  English is the most widely spoken language and Spanish is the second most common; so Caribbean employment is easy to find and we have a ton of positions in our joblist.  Jobs are most prevalent in the tourism industry and there are also a lot of teaching positions.  Job samples include; SCUBA jobs, hotel staff, spa staff, tour guides, kayak guides, hiking guides, archaeology tour guides, ESL (English) teaching positions, and teaching jobs in elementary, middle school, and high school.

The Caribbean basically starts in the Bahamas in the North and ends its southern stretch with Trinidad and Aruba.   Bermuda, largely left out of the region and most Americans travel plans (primarily because its directly East and not South), is a small chain of Islands off the North Carolina coast, about 640 miles, and definitely has a "Caribbean atmosphere".  Although I've never been farther west than the Caymans, there are a lot of English speaking communities that have sprung up in the Islands off of the Central America coastline, including, Roatan, Honduras and Ambergris Caye, Belize.

I've found the beaches to be some of the best in the world and the clarity of the water is unrivaled.  Having grown up, part of my life in the U.S. Virgin Islands, the U.S.V.I., I must admit that whenever I go to Islands in other parts of the world, I always compare them to the high benchmark of beauty that I have lived around in the Caribbean.  Also, the close proximity of the region to the U.S. makes it a prime candidate for Americans finding employment in an Island atmosphere.   

 U.S. Virgin Islands: St. Thomas, St. John, St. Croix

 British Virgin Islands: Tortola, Jost Van Dyke, Virgin Gorda, Anegada

 Puerto Rico

 Cayman Islands