
THE CIRCUS WAGON
Trips, adventures & the things we don't want to forget.
Our trips, the long version
Latest Chronicles
The full stories from our trips, the ones that don't fit in a caption.

The Azores Chronicle
A fog diversion, two bonus days in Lisbon, and five and a half days on an island we fell completely in love with.

The Costa Rica Chronicle
Ten days, one manual pickup truck, and a country we were not quite prepared for.
You're going there?! Okay, you HAVE to…
Every time a friend tells us they booked a trip somewhere we've been, we end up texting them the same things: where to stay, what to see, and what we'd skip. So we put it all in one place.

Our São Miguel Guide
Sete Cidades, the hot spring that runs straight into the ocean at Ponta da Ferraria, Furnas, and the drive to Nordeste.

Pico do Refúgio
A 400-year-old farm on the north coast and the best breakfast yogurt of my life. We'd book it for a week.

Octant Furnas
Our splurge night. Thermal pools fed by the hot springs, robes, loungers, and the cozido cooked in the ground.
Everything here is somewhere we actually went and paid for ourselves. If it's on the list, we loved it.
See the Full ListTwo New Yorkers, a 1987 sailboat, and too much stuff.
We live in New York City, but we're home maybe 30% of the time. The rest of it we're skiing, sailing, seeing family, or on a plane somewhere. Our motto: what you do for a living should be the least exciting thing about you.
Why The Circus Wagon? It's the name of our boat, and we named her that because we always have too much STUFF. We're not influencers. Social media never quite captures the moments that matter to us, so this is our alternative.

Mostly Colby's Fujifilm X-T50. Jake's Canon R5 shots are better, but they're stuck on his hard drive.






A 1987 Hunter 28.5 named The Circus Wagon
We found her on Facebook Marketplace. She's a little dumpy and definitely not the newest, but she makes us happy. We keep her in Noank, Connecticut, near Jake's family.
From Noank we sail out to Block Island, Fishers Island or Napatree Point. Our first trip was the big one: from Port Ewen down the Hudson, past the Battery, and through Long Island Sound to Mystic. More than 30 hours.
First voyage
Port Ewen to Mystic, more than 30 hours. We put the sails up after the bridges, right at sunset.
The boat
A 1987 Hunter 28.5. Not the newest, a little dumpy, and we love her.
Winter storage
Somehow it costs more than the summer mooring. Every year.
Mostly from the sky
All drone footage is courtesy of Jake. He shoots on his DJI Air 2S and Canon R5, and turns the best parts of each trip into a short.
