Been to the Caribbean many times but I would rather spend my time traveling the San Juan Skyway area, Million Dollar Highway from Durango CO to Montrose CO and places in between like Silverton, Ouray, Red Mountain and Telluride. Lots of Jeep trails and breathtaking scenery, especially when the aspen trees are in full color. We have pulled our 5th wheel both ways on 550 several times and stayed near Ouray and Durango, it never gets old. http://roadslesstraveled.us/colorado-million-dollar-highway-route-550-ouray-silverton/