by Matthew Allison | Mar 15, 2026 | Caribbean
Puerto Rico: The Island That Was Missing After visiting every independent country in the Caribbean and numerous other unique islands, I felt like I couldn’t say my journey in the Caribbean was complete without visiting one of its largest islands — the U.S. territory...
by Matthew Allison | Nov 29, 2025 | Caribbean
November 2025: Thanksgiving on the Pirate Island of Tobago Why We Chose Tobago With a free week over Thanksgiving, Paula, Indie, and I decided to spend the holiday on a Caribbean island I’d been wanting to visit for years. My first trip to Trinidad—where I watched...
by Matthew Allison | Aug 17, 2025 | North America, Default
Learning to Love Hawaii First Impressions from Afar August 2025: When I hit my 100-country milestone in my early 30s, I remember someone asking if I had ever been to Hawaii. My answer — no — left them shocked. How could I have seen so much of the world and never set...
by Matthew Allison | Jul 26, 2025 | Caribbean, North America
From Timbuktu to Bermuda July 2025: Over the past year, I was fortunate enough to visit two locations with legendary names that I had always heard of, but never truly imagined I would visit. These are places that, for many, almost seem fictional and are often believed...
by Matthew Allison | Jun 2, 2025 | North America
A Pilgrimage into the Canyon: Attempting the Hopi Salt Trek Setting Out on a Long-Awaited Journey June 2025: At the end of June, over a three-day weekend, I headed to northern Arizona with my nephew, Hayden, to attempt the Hopi Salt Trek — a hike I had been wanting to...
by Matthew Allison | Jan 26, 2025 | Caribbean, North America, Default
New Year’s in Cuba: A Journey Back in Time December 2024: Cuba has long been one of my favorite countries in the Americas. Despite enduring over 60 years of communism and crushing sanctions, its people remain kind, resilient, and full of life. There’s a timeless...
