Hurricane season is in full force the Caribbean in October, and while the odds of your vacation being affected by a tropical storm or hurricane are exceeded only by August and September during this month, the overall danger is small.
October is still very warm, with afternoon highs typically ranging from about 77 degrees to 87 degrees Fahrenheit, and summer humidity levels are still present on many islands.
Average days with rain in October: about 12. So while you might have heard about dangerous storms during October, don't let it dissuade you from booking a trip. October is one of the cheapest and least busy months in the Caribbean; just be aware there's a small chance that things could go awry.
Visiting the Caribbean in October: Pros
Many travelers don't realize that even though the leaves are falling up north, the fall is still low season in the Caribbean, with rates spiking only in mid-December. Plus, warm, mid-summer temperatures remain throughout the region even as things begin to cool down in the northern latitudes. This is a great time to travel if you don't want to share your resort with kids and if you prefer a warm vacation to a sweltering hot one. Hikers, adventurers, bikers, and travelers who like to exercise take note: If you want to do more than hitting the bars and lay on the beach on your trip, October is a great time to visit, with mild weather and fewer tourists.
Visiting the Caribbean in October: Cons
Tropical storms and hurricanes are the biggest negative about traveling to the Caribbean this month, although you can hedge by traveling to the Dutch "ABC" islands (Aruba, Bonaire, and Curacao) or Trinidad and Tobago, the southernmost destinations in the Caribbean and generally considered outside the hurricane belt.
If you're still unsure or worried about the possibility of a big storm, look into getting yourself travel insurance; it isn't terribly expensive, and it might help relieve your stress when booking your trip.
What to Wear and What to Pack
Loose-fitting cotton layers will keep you cool during the day, especially on islands where the climate is more tropical and humidity can be an issue. Don’t forget a swimsuit, plenty of sunscreens, a hat, and sunglasses. It also would be wise to pack some rain gear, just in case.
You’ll want business casual clothes for visiting nice restaurants or clubs, along with appropriate shoes, and that doesn't mean flip-flops and sneakers
Fewer Tourists Mean Fewer Tourist Vibes
One of the perks to traveling to the islands in the off-season, or in a month like October that has gotten a bad rep, is that you might get to experience a more local vibe than you would during, say, school vacations, for example. For a more genuine experience and a more unusual trip that goes beyond the brochure, travelers should consider off-season travel. This is not to say that the islands aren't fantastic in the busy season but is to say that if you're looking for a change of pace in your island vacation, fall travel might actually be right up your alley.
October Events and Festivals
Fall food festivals make an October visit to the Caribbean an especially tasty proposition. Bermuda holds its annual music festival in October, and jazz fests are held in Trinidad and the Dominican Republic. On Antigua, players of the ancient game of Warri gather for a big tournament and festival, while St. Lucia hosts a bill-fishing tournament. And since this is Halloween season, be sure to check out some of the Caribbean's spooky sights. On the down side, October is one of the few months during which no Caribbean island is celebrating Carnival.