Destination Guide

Key West: Historic Sites & Stays

The Hemingway cats, the Truman retreat, and the B&Bs worth booking — what actually happens when you visit Key West's most famous addresses.

Key West compresses an unusual amount of American history into a small island: Hemingway's decade-long residence, Truman's working retreats, a B&B scene built on the bones of nineteenth-century homes. Our guides cover what each property actually offers visitors, how the tours work, and which historic inns justify the rates.