The other side of the island's plate.
Where we send guests for cocktails, live music, and dessert once we've closed the case. Includes the walk we take when we're the ones eating.
6 min read · Updated July 2026 · Cruz Bay, St. John USVI
Cruz Bay is small — you can walk the whole downtown in fifteen minutes — but the after-hours version reveals itself slowly. Once the ferry runs slow down and the day-trippers head back to St. Thomas around 5 p.m., the town shifts. Bar patios fill. Live music starts. And a handful of kitchens hit their stride.
We close the deli at 4. This is where we go next.
Cruz Bay after 6 p.m. is the version of this town most guests never see. It's also the one we like best.
Sunset drinks (5:30–7 p.m.)
- Anywhere with a west-facing deck over the harbor. Watch the ferry come in from St. Thomas.
- The rooftops above the Marketplace. Quiet, no crowd, honest happy hour.
- Grab a bottle from the wine shop and walk to Solomon Beach — 10 minutes on the Lind Point trail. Bring cups.
Live music (7–10 p.m.)
Cruz Bay has a real live-music scene for a town its size — steel pans on Tuesday, reggae bands most weekends, a rotating cast of guitar duos at the beach bars. Ask the bartender what's playing tonight. That's how it works.
Late bites (after 9 p.m.)
Two truths about eating late on St. John: the kitchens close earlier than you think, and the pizza places stay open longer than you'd expect. If it's past 9 and you're hungry, aim for a slice, a taco truck, or one of the harbor-front bars that keep a bar menu running.
Dessert stops
The gelato spot at the Marketplace. The bakery that sells the coconut tart. The rum-cake stand that appears on weekends. If you can't find one of these open, raid our cookie case during the day — a dozen holds for the whole villa week.
The walk we take
From the deli: down to the ferry dock, along the water past the marina, up the little hill to the National Park visitor center, then back through the Marketplace. Twenty minutes. Every bar and restaurant we'd recommend is on that loop.