Bermuda merits its exclusive, expensive reputation during these months, as the weather is beautiful, and the beaches are prime for relaxing.
Off Season: late-November to early-March
With weather mild, but not nice enough for swimming, these months are good for golfing and relaxing at spas. Even in the dead of winter, temperatures rarely dip below 50°F.
Sweet Spot: late-March to early April; early-November
You’ll get the most for your money during the tail end of hurricane season when the crowds have dispersed, but the climate is still temperate (temperatures rarely top 70°F).