Traveling Cuba Offline, Hiking Rainbow Mountain & Human Connection in Guatemala with Kylah Williams (Ep 386)
Podcast: The Maverick Show: Global Travel Stories & Life Beyond BordersRating: Explicit Published On: Mon Apr 27 2026
Description: Learn how solo travel, living abroad, Spanish fluency & cultural immersion unlock deeper connections around the world. ============================ Get the Monday Minute my weekly email with 3 personal recs for travel, culture, and living beyond borders you can read in 60 seconds. ============================ ON THIS EPISODE Kylah Williams shares how she transformed Spanish fluency into a global career and a deeper way of experiencing the world. From traveling through Cuba without data to forming meaningful human connections in Guatemala and pushing her limits on Peru’s Rainbow Mountain, she reflects on how solo travel and cultural immersion reshape the way we see people, identity, and belonging. Kylah shares stories from living in Mexico City and lessons from navigating cross-cultural marketing and the nuances of Spanish dialects around the world. She explains the evolution of her platform “That Bilingual Chick,” and shares her experiences connecting with Black traveler communities globally. She also reflects on how stepping outside her comfort zone—from everyday interactions to adrenaline-filled moments like paragliding in Colombia—can unlock deeper, more meaningful travel experiences. → Full show notes with direct links to everything discussed are available here. ============================ FIND YOUR NEXT EPISODE Explore The Maverick Show Starter Packs — some of my favorite conversations curated by theme so you can easily find the episodes that match your interests. ============================ FREE RESOURCES FOR YOU See my Top 10 Travel Apps See my Top 10 Books that Shaped the Way I Travel See my 7 Keys For Building A Remote Business (Even in a space that’s not traditionally virtual) Watch my Video Training on Stylish Minimalist Packing so you can join #TeamCarryOn See the Travel Gear I Use and Recommend See How I Produce The Maverick Show Podcast (The equipment, services & vendors I use) ============================ ENJOYING THE SHOW? Follow The Maverick Show on Instagram and DM Matt to continue the conversation Please leave a rating and review — it really helps the show and I read each one personally Support the show by buying me a coffee — espressos help me produce significantly better podcast episodes!
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