Elevating Experiences On Site and On Stage
Whether you're planning a company-wide transformation or a stage-worthy keynote, Kylie brings heart, clarity, and impact to every experience.
Choose your path to spark connection, culture, and lasting results.
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The Inaugural SWAS Hospitality Summit
Discover a setting that invites you to step away, think clearly, and move into Q4 with intention. This is your space to reflect, review, and refine what is working, while gaining the perspective needed to finish the year strong. Surrounded by the beauty of Grand Cayman, you will have the opportunity to change your scenery, rest well, and reset your energy, while building meaningful connections with others who are growing, leading, and evolving alongside you. Make this your getaway and your next level. Stop wishing you had the time. This is your opportunity to take it.
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Join Us In Grand Cayman
An intentionally curated summit experience for those ready to step away, think differently, and elevate what comes next.
Secure Your SpotExplore 5 Days to 5 Stars™
A live virtual experience to build a clear guest journey that drives loyalty, reviews, and revenue.
Learn More About 5 Days to 5 Stars™Explore Signature Audits
Elevate your guest experience, team culture, and service standards.
Learn More About Signature AuditsExplore Keynote Speaking
Book Kylie to inspire and energize your next event or conference.
Discover Kylie's Keynote Speaking
When You Smile, The Whole Word Smiles With You!
From Server Assistant to General Manager by 30, Kylie Rae Fitzgibbons has walked the walk of true service leadership. With over 20 years of luxury hospitality experience, she now helps others rise, not just in title, but in purpose, impact, and clarity.
Kylie is a hospitality experience strategist, international keynote speaker, and founder of Service with a Smile, as well as the creator of the Service with a Smile framework, a signature approach designed to elevate how people feel at every touchpoint. Her work is rooted in the belief that the most meaningful experiences are built through care, connection, and intention.
Over the years, Kylie has trained thousands of professionals across the globe, helping leaders and teams communicate with clarity, lead with heart, and deliver five-star experiences that feel both natural and impactful. Her approach blends real-world strategy with a thoughtful, people-first lens, creating experiences that strengthen loyalty, elevate reviews, and support stronger business outcomes.
Whether on stage through keynote speaking, behind the scenes through her signature Experience Audits offered both virtually and on-site, or inside her 5 Days to 5 Stars™ Challenge, Kylie guides leaders and teams in defining their experience and elevating how they serve, one thoughtful moment at a time.
As a certified Positive Mindset Coach, she is known for blending storytelling, strategy, and soul to energize teams, elevate service standards, and build cultures where people feel valued and perform at their best.
Her areas of expertise include:
Experience Journey Mapping
Positive Mindset + Leadership
Strategic Goal Setting + Team Alignment
Culture-Building + Engagement
Creative Problem Solving
Service Standards That Stick
Born and raised in Lancaster, Pennsylvania, Kylie credits her roots in old-fashioned Southern hospitality for shaping her people-first approach. She knows firsthand what it feels like to crave freedom, flexibility, and fulfillment, and now she helps others find it by transforming the way they lead and serve.
