Memorial Day Weekend Travel: Or How I Struggled Picking a Destination


I have Memorial Day Monday off, since my SO is away working, I decided a mini-weekend vacation is in order. Easier said than done when you're indecisive.

At first, I thought Quebec. I've never been, it has beautiful Old World charm, good food...and unfortunately no good plane itinerary from Bay Area that would work for me to get there and have actual time to do things, and it meant 6am or around there in way too early in morning flights. No. Sadly, pass for now. 

Then I thought New Orleans. I have 30k Virgin Elevates points in my account, I could use points and fly SFO to Dallas and then Southwest to New Orleans, right? Well, same problem with itineraries and the cost just wasn't where I needed it to be. 

So after mulling it over, one of my friends and elite grade travel hacker Tuan suggested Portland. I have wanted to visit, I know a few people who live there, it's a short haul, my Virgin points could get me there, it's really walkable...

So I will be going to Portland, OR over Memorial Day for some food, booze, and taking it the local sights. It's also a good excuse to test drive out the Tortuga Air backpack I've just bought.  And because I'm a planning nerd, I have itemized out loosely what I want to do in TripIt, which is a very useful travel app for storing itineraries and travel info, and you can share itineraries with other users. 

Here is my game plan of places to check out:

Clyde Common

Courier Coffee Roasters

Powell's City of Books

Pearl District

Tabor Food Cart

Washington City Park

Salt & Straw


Tom Mccall Waterfront Park


Hale Pele


Raven and Rose

Ground Kontrol

Lan Su Chinese Gardens


Coming up next on blog with Portland on the agenda- Hilton Portland & Executive Towers review, Tortuga Air review, and 36 Hours in Portland travelogue.