"What's Next? Conversations with Boomers"

Solo, Not Sorry: Kelley Riley on the Liberating Art of Traveling Alone

Season 11 Episode 6

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In this refreshingly honest episode, Barb welcomes back her longtime friend Kelley Riley (and Season 1 alum), to challenge the notion that travel must be a partnered experience. Kelley, an unapologetic solo traveler, shares her philosophy of wandering the world on her own terms.

Kelley pulls back the curtain on what it truly means to travel alone for the sheer joy of it, offering practical tips for dining, sightseeing, and navigating new cities without compromise. She and Barb discuss how to navigate cruises and why sometimes the richest connections are the ones we make with strangers when the pressures of romantic pursuits are not on the table.

From the logistics of collecting travel points to the profound personal growth that comes from complete independence, this conversation is a masterclass in intentional travel. Whether you're a seasoned solo traveler or someone who's never dared to book a single ticket, Kelley's perspective will inspire you to embrace the freedom of going it alone—and loving every minute of it.

Find Barb on Instagram @barbjanet .

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