I asked a friend of mine who works for Gohop.ie on the August situation. Firstly she mentioned that you should avoid the Islands that are in the Hurricane belt like Cuba/Domincan Republic/Antigua etc for that time. So you should maybe look at doing a two centre Holiday in the Dutch Antilles (Aruba & Curacou) which are the southernmost set of Caribbean Islands. One week in Aruba and the second week in Curacou. Prices will vary depending on your budget and the accommodation you wish to book. You can her a shout on 01-2412310 and her name is Mary Dargan They have a holiday listed for Aruba as follows albeit for March.. [broken link removed]
Aruba is among the most southern of the Dutch Lesser Antilles islands and is the farthest west of that group. It is a mere 15 miles (24 km) from the coast of Venezuela. On a clear day the Venezuelan mainland is visible from the South-Eastern coast. Aruba’s attractions include miles of beaches, to start with, some quiet and smooth and others with stiff winds and a choppy surf, as well as first-class resorts, gambling casinos, shopping, and dozens of opportunities for fine dining. The visitor looking for glamour, glitz, fine beaches, and plenty to do, choose Aruba.
Curacou : There's more than enough to see and do in this large, lively island that has for centuries been a major cultural and trading crossroads. When you hear salsa and merengue on the buses and glimpse the Latin style and verve of the islanders, you'll know you're not very far from South America. Neither, culturally, will you be that far from the Old World. The Dutch merchants who colonised the island and built the capital, Willemstad, had the brightly-coloured houses and warehouses designed to remind them of their homes in Amsterdam.
Sunbathers will find 38 popular beaches, from large strands to secluded sun-traps cut into the rocks on the craggy coast, while the Curaçao Underwater Park is a haven for divers and snorkellers - a 12-mile (19km) reef with coral beds, walls and shallow wrecks. Watersports such as fishing, windsurfing and water-skiing are major island activities, as is golf. For exciting after-dark entertainment, there are smart casinos, discos and dozens of restaurants offering Caribbean and international cuisines. Curaçao is an island of salsa, jazz and tumba - a local specialty.
Best of luck