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Can you help me pick an island?

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The more research I do, the more confused I get. Our dream trip is St. Barth, but... it's so expensive and hard to get there. We have 6 nights (leaving our kids for the first time), flying from Denver (only nonstops are to Jamaica and DR). We've been to Jamaica and I love the topography there, but want somewhere safer for exploring and friendly people. We like snorkeling, islands that have hills or mountains, gorgeous Caribbean water, a little live music (calypso, etc), good food, not into chain restaurants and some shopping would be nice but not a priority. Went to Barbados when I was 19 (now 41) and loved the live music there. Loved the beaches on Turks & Caicos but the island is a little flat for my taste. St. Lucia is gorgeous but the beaches aren't the best. Considering Antigua, Barbados, Anguilla....

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