We Didn’t Plan to Fall in Love Again – Barbados

Booking our trip to Barbados was supposed to be a break, not a breakthrough. We had both been drowning in work and surviving on tired routines and short conversations. The holiday was meant to be a reset button, a breather, something simple. We packed like people who’d done this before, but there was an unspoken tension. I remember sitting at the airport, staring at our boarding passes to Grantley Adams Airport, wondering if sunshine alone could fix what stress had slowly taken from us.

Treating Myself in Turks and Caicos – And Learning I Didn’t Need a Reason

I chose Turks and Caicos for one reason — I wanted to treat myself without apology. For years I saved, waited and postponed luxury until I “deserved it.” One day I realised no finish line was coming, so I booked the trip. The business-class flight set the tone — quiet, calm, and the first time […]

The Antigua Trip That Gave Us Our Family Back – Not Just a Holiday

Travelling with kids always starts with chaos — snacks, tablets, headphones, plush toys, emergency clothes and emergency emergency clothes. The flight from Miami was short, but parenting hours run differently, so it still felt like a marathon. When the wheels touched down in Antigua, we were already exhausted and half convinced we’d made a mistake. […]

How St. Kitts Helped Us Fall Back in Love Without Trying

We picked St. Kitts because it fit the budget, not because we knew much about it. We booked the cheapest flights we could find from London, packed snacks to avoid overpriced airport food, and stayed at a small guesthouse that didn’t pretend to be anything more than what it was. We joked about “travelling smart,” but secretly we worried the whole trip might feel limited.

St. Croix Reminded Us That Life Doesn’t Stop After Retirement – It Begins Again

We had dreamed of visiting the Caribbean for decades but always postponed it because work, family, timing and life kept getting in the way. Retirement finally gave us the chance to stop waiting for permission. The flight from Chicago took longer than we expected, but we didn’t mind — we kept catching each other smiling […]

Finding Myself in Curaçao – A Journey I Didn’t Know I Needed

I booked Curaçao without telling anyone at first. I had spent months saying I was fine, pushing through days that drained me, pretending my body wasn’t begging for rest. When I finally clicked “confirm booking,” it felt like choosing myself after a very long time of choosing everything else. The flight from New York was quiet enough that I could think, and thinking was both a relief and a risk. I watched clouds in the window and wondered what version of me might return home.