
July 22, 2026
I’m writing this from our cabin on the Scenic Eclipse I in comfy clothes while Greg naps. The ship is about to leave Húsavík, Iceland. The North Atlantic, it turns out, does not particularly care about our planned itinerary. More on that next week. Before all this, there was London. Last week I wrote about […]

July 9, 2026
Every year, a short list of curated journeys lands in our inbox from a vacation club that we belong to — trips already vetted, already designed, already priced. Greg and I go through them together, which sounds civilized but usually involves some negotiation. Last February, he landed on an Iceland and Norway expedition cruise. I […]

June 26, 2026
Packing for a week on a catamaran is strange compared to other types of warm weather vacations. You need swimsuits, a cover-up, some t-shirts and comfortable shorts. That’s nearly the whole list. After three newsletters this month built around logistics, access, and the kind of planning that takes months, this one starts with the opposite: […]

June 18, 2026
I have planned every trip Greg and I have taken. The destination, the hotels, the flights, the experiences — the entire architecture of how a trip comes together has always been mine to design. And I loved it. Planning was its own form of anticipation. The problem is that by the time you arrive somewhere […]

June 11, 2026
Healdsburg is one of those places I keep coming back to, and I’ve written before about why familiar destinations often reward return visits more than new ones do. The town has a certain quality to it — the square, the walkability, the wineries close enough that a morning tasting and a long lunch don’t require […]

June 4, 2026
In late June last year, on a hillside above the Adda River valley in northern Italy, Greg and I spent an afternoon walking through vineyards with a man named Luigi who spoke not a word of English. Valtellina isn’t a place most travelers have on their list. It’s a beautiful, narrow alpine valley in Lombardy, […]

May 26, 2026
There’s a version of cruising most people have experienced, or heard enough about to have written it off entirely. The ships that carry five, six, seven thousand passengers. The bars with lines at any hour. The pool deck that feels like a waiting room. The dining room food that declined year by year until the […]

May 14, 2026
If you’ve been reading along for a while, you may remember me mentioning Little Palm Island. I’ve referenced it more than once as one of those places that belongs to its location in a way few resorts do — small, intimate, adults only, accessible only by boat, with no televisions, no phones in the rooms, […]

April 28, 2026
There’s a moment on every trip when you stop traveling and actually arrive. Not when the wheels touch down, but something subtler — a shift in your nervous system when the weight of everything you left behind stops competing with where you are. That moment doesn’t happen automatically. And how quickly it happens — or […]

April 2, 2026
I’m writing this from my seat in front of a fireplace at Roche Harbor, on the northwest side of San Juan Island, with a glass of wine and a view of the marina as the sun sets behind the trees. This week’s newsletter is a little different. Instead of writing about how to think about […]