Let's start with the basics: The peak time for travel to the Caribbean is, generally speaking, December into April/May. While the region's rainy season technically begins in May, its full impact isn't usually felt until later in the summer, as the heat and humidity rises. (August through October, the heart of hurricane season, see the least visitors.)
There are a few golden months in between, however — May, June and July are often the "shoulder season" or "summer season" — when airfares and room rates begin to drop, coveted resorts are more likely to have availability and the crowds at popular beaches begin to wane (all the better for the requisite strolling on the beach photo ops).
"We see that more guests come, due to the lower guest room rates," says Debbie Hutchinson, destination weddings sales manager at the Westin Grand Cayman Seven Mile Beach Resort & Spa. (Fact: Seven Mile Beach regularly ranks among top beaches in the Caribbean.) Other perks: The bride will have more venue options to choose from for the reception and there is more flexibility for concessions, Hutchinson says, like upgrades and better deals on suites because there is a better chance the resort has the ability to reserve it.
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"It's just an easier time to travel. No one's worrying about weather delays and everyone generally has more time off," says Erin Procter, wedding coordinator at The Buccaneer on St. Croix, an elegantly-appointed resort with a rich Caribbean history.
And then there's the weather: warm, sunny, with gentle Caribbean breezes. While rain could disrupt a summer wedding in the States, not on St. Croix, says Procter, "If we do get rain, it rains for three minutes and then the sun's back out."
So while the cost of wedding packages in the Caribbean generally remain the same throughout the year, a shoulder-season wedding comes with plenty of budget-stretching benefits, all of which is good news for brides-to-be.