The Key West World Championship is confirmed for November 1 to 8, 2026 at Truman Waterfront Park, and five boutique inns in the heart of Old Town are already positioning themselves as the place to stay for it.

Key West Historic Inns, a group of five properties, is a sponsor of the championship and offers a different base for the week depending on how visitors want to experience it.

Winslow's Bungalows leans into the social side of race week. Lighthouse Hotel sits just steps from Duval Street. Ridley House offers a quieter residential setting away from the crowds, while Ella's Cottages is pitched as a couples' retreat. Fitch Lodge, meanwhile, works as a base for exploring the waterfront and Old Town more broadly.


All five properties are within easy reach of Truman Waterfront Park, so visitors can walk between the racing, the bars, and their beds for the week without needing a car.

For anyone planning to travel over for race week, the advice is simple: book early, and pick the inn that suits how you want to do it, whether that's social, central, quiet, romantic, or exploratory.