Boca Grande on Gasparilla Island, Florida, Is America's Best Small Beach Town

"I tried to score an invite to members-only Useppa Island (otherwise a day trip to Cayo Costa will scratch that island-adventure itch)." - Skye Sherman Skye Sherman Skye Sherman is a travel writer based in West Palm Beach, Florida. Aside from traveling, she's also a pilot, scuba diver, bookworm, and fourth-generation Floridian. Her work has appeared in Travel + Leisure, USA Today, Palm Beach Illustrated, Atlas Obscura, and more. Travel + Leisure Editorial Guidelines