The Five On It • Portland Guide

Five Portland guide plans, already made.

Stop comparing options and building your own itinerary. We have already done it, every pick includes the full plan, insider tips, reservation advice, maps, backups, and the exact order to do it in.

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What's inside

Five guides, planned down to the minute

Every one runs start to finish, the spots, the timing, the order to do them in, plus reservations, maps, budgets, and a backup for each.

01
The Chef's CounterPortland's most famous kitchen, up close.
02
The RooftopSunset cocktails above the downtown skyline.
03
The Romantic EastsideA cozy, seasonal neighborhood gem.
04
The Roman TrattoriaHandmade pasta and great wine on Division.
05
The Wine BarNatural wine and small plates, low-key and lovely.
The first of five · a first taste
7:00 PM
Le Pigeon

Chef Gabriel Rucker's tiny, buzzy East Burnside room is Portland's most celebrated restaurant, inventive, bombastic tasting-menu cooking that put the city on the culinary map.

9:30 PM
Revealed inside

Rucker's adjoining wine-and-snacks bar, Canard, is the perfect after, a stylish, low-lit spot for a nightcap and a duck-stack pancake if you're still peckish.

Revealed inside

It's small and popular, so book ahead and request counter seats for the full show. Time dinner to leave room for a drink at Canard after.

+ 1 more
Revealed inside

It's the most beautiful, no-cost end to a Portland night.

Planning a guide like this yourself can take 4–6 hours. Here, it's already done, yours to download in seconds.

5 complete guides, every one chosen and mapped, yours for $5.

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A note from us

From us to you

We've done every one of these guides ourselves.

Some are where we celebrate birthdays. Some are where we take friends visiting Portland. Some have just become our favorite “we don't even need to think about it” go-tos.

These are the guides we recommend to the people we care about most.

Now go enjoy it,

The Five On It
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