A Key West icon since the 1970s — the creative community's waterfront haunt where Jimmy Buffett played his first gig at the legendary Chart Room Bar. Coveted dockside suites with Gulf views, a sprawling spa, small private beach, and Old Florida atmosphere that no new-build can replicate. CNT Readers' Choice 2025.
Why We Chose It
Pier House Resort & Spa made its name in the 1970s as Key West's haven for the creative set — artists, writers, musicians, and free spirits who gathered around the legendary Chart Room Bar, where Jimmy Buffett had his first gig. Today it remains a favorite among repeat visitors, who covet the dockside suites with excellent waterfront views of the Gulf of Mexico. The resort's four low-rise buildings (two waterfront, two inland) are surrounded by lush greenery; rooms reflect an Old Florida aesthetic with wooden and rattan furnishings; suite patios and balconies are prime spots for Key West sunsets. A sprawling spa with state-of-the-art fitness center, multiple dining options, and a small private beach complete the picture. CNT Readers' Choice 2025.
What Stands Out
- Key West icon since the 1970s — the Chart Room Bar where Jimmy Buffett played his first gig
- Coveted dockside suites with Gulf of Mexico views
- Small private beach and Old Florida atmosphere
- Sprawling spa and fitness center
- CNT Readers' Choice 2025