There is much speculation about the future of the Caribbean basin, especially regarding tourism and economic survival. Many Caribbean islands were affected to some degree by the Hurricanes Irma, Jose, and Maria. Tourism has been the main source of income for these islands. There was so much destruction on some that they may never recover, and may be eventually re-populated with only a small fraction of their former residents. They will not likely attract foreign visitors for many years, if ever.
Following is a list of the top 10 Caribbean islands (or island groups) listed in order of those most visited annually by foreign visitors. I will also comment on their post-hurricane status (with available information) as of today. #1 is The Dominican Republic, which consistently has had the most visitors—over 4 million a year. It was not hit directly by Irma, but there was much damage due to Hurricane Maria. #2 Puerto Rico has been devastated. #3 is Cuba, and the damage from Irma was localized mostly on the north central coast. It looks like Cuba will recover more quickly than most of the others. #4 is Jamaica, which has weathered Hurricane season very well so far. #5 is The Bahamas, which were severely impacted by Irma. #6 Aruba and #7 Barbados were apparently only lightly affected. #8 U.S. Virgin Islands were greatly affected by Irma and catastrophically affected by Maria. #9 St. Martin was devastated. #10 Turks and Caicos were hammered by Irma, and a week later by Maria. Other islands such as Dominica were essentially wiped out.
In addition, the Florida Keys and some parts of the southern West Coast of Florida may not be ready for visitors for several years.
So where are winter visitors (especially Americans living in the eastern part of the country) going to go to get away from the upcoming winter season and relax on the beach? I believe that Cuba is in the best position. It is the Caribbean nation best-prepared for hurricanes. It is much larger than the other islands, so even when it has taken direct hits from hurricanes in the past, the damage was mostly localized. Hurricane Irma caused severe damage to the central part of the north coast, with minor damage to the south coast and the east and west parts of the 800-mile long island. Also, it is a safe country for visitors, in contrast to some other Caribbean islands.
So with perhaps half or more of Caribbean vacation areas destroyed or heavily damaged in the last few weeks, it seems logical that many foreign visitors will now consider Cuba for their next vacation. Because of the Law of Supply and Demand, you should expect that prices will increase as availability of hotels and services decreases.