We were always delayed in our trips to The Bahamas since our document and state registration both came due in March and we always wanted the current ones with us if needed. We used to leave in late March and return just as the hurricane season would start to heat up, generally leaving the country between July 4 and 10 to head back to Florida.
Those were good months for us for several reasons beyond timing on the papers. Most of the crowds were heading north and clearing out the crowded anchorages. (There is always a dinghy adrift in Georgetown in the winter 😉 , and quite often in almost any anchorage there is a boat dragging if the wind is over 10 kt. 😱 )
The waters are warming by then and the temperatures moderate. When not on a fixed schedule, those are really good months, but anytime in The Bahamas is great.
To tell the truth I keep pondering moving to The Bahamas. Wonderful country, wonderful water, and wonderful people. And never, ever, give up the chance to go ashore and mingle, no matter if the island has 30 people or 3000. You miss 75% of the experience otherwise.
One problem is that many get as far as Lake Worth and never cross. The waves are always bigger out in The Gulf Stream as the number of boats speculating on them on VHF collects in the anchorage there. Our philosophy was to cross, take our beating for a few hours if the waves really were out there and be eating Conch Burgers the next day instead of Big Macs. We made one crossing from Key West to Chubb Cay, and one smooth and one fairly wild crossing from Lake Worth to West end. We were in sail, so the beating might have been a bit milder, but any well-found boat can take the majority of the crossings if the crew is capable and willing.
Go for it!
And it is pronounced "Key" no matter how many greenhorns pronounce it "Kay".