Barefoot User Conference 2026

The Barefoot User Conference 2026 is a three-day gathering designed for property managers and hospitality professionals who use the Barefoot platform to streamline operations and elevate guest experiences. Set against the historic backdrop of the Annapolis Waterfront Hotel, the event focuses on leadership development, operational efficiency, and practical strategies that help teams perform at a higher level. This year’s theme, “Charting Your Course: Navigating Towards Success with Barefoot,” emphasizes giving attendees the tools to guide their organizations confidently through an evolving vacation rental landscape. Sessions and workshops cover team performance, workflow optimization, and best practices in property management, all led by Barefoot experts and industry partners.

A distinctive element of the 2026 conference is the exclusive U.S. Naval Academy leadership tour. Through this experience, participants gain insight into how one of the world’s most respected institutions develops strong teams, adaptable leaders, and a culture of excellence. The tour complements the conference’s wider programming, helping attendees draw parallels between military leadership principles and day-to-day challenges in managing teams, onboarding staff, and fostering accountability within their organizations.