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

"I stayed at this unfussy charmer on the Boca Grande Bayou with about 30 waterfront and courtyard-facing rooms, enjoyed the pool and an on-site restaurant for breakfast and lunch, and appreciated the full-service marina if you bring your own boat—plus I watched for manatees while eating breakfast on the patio." - 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