City Cast Portland logo

Side Quest: Charting History’s Course

Posted on September 13
Ben McBee

Ben McBee

An aerial photo from 1935 shows the Swan Island airstrip, built on a peninsula that juts out into Portland’s Willamette River.

It’s not known why Willow Island was renamed Swan Island, but it certainly grew into the moniker, becoming a gateway to early air travel. (Portland City Archives)

While most of the Overlook neighborhood sits above the bluffs, the industrial area of Swan Island down below does actually fall within its borders, too.

As its name suggests, the peninsula that juts out into the Willamette River once had water flowing on all sides, although continual dredging was necessary to maintain channels deep enough for ships to navigate. It wasn’t until 1927 that the Port of Portland received approval from Congress to fill in the northern end while widening the southern passage.

Material from the riverbed tripled the size of Swan Island, and for the next 13 years (until 1940), it served as Portland’s first airport. Famous aviator Charles Lindbergh paid a visit for its dedication in the Spirit of St. Louis, not long after his historic solo nonstop transatlantic flight.

During World War II, the site became a Kaiser shipyard, providing housing and jobs for workers who built 146 tanker ships, vital for refueling the U.S. Navy’s fleet.

At the PT658 Heritage Museum, you can experience a preserved patrol boat from this era (although it was originally built in New Orleans). Tours are offered Monday, Thursday, and Saturday, and advance notice is required.

see more:history

Share article

Hey Portland

Stay connected to City Cast Portland and get ready to join the local conversation. Sign up for the newsletter and follow us on social.

Can't subscribe? Turn off your ad blocker and try again.

The Weekly Wander by City Cast Portland

See All
The Weekly Wander by City Cast PortlandNovember 8

Your Guide to the Dundee Hills

There’s much more than wine to be found over the Dundee Hills — the pinot noir is world-class though too.

A bottle of Lange wine is poured into a glass sitting on a counter at the tasting room. The background is blurred, emphasizing the red wine in the foreground.
The Weekly Wander by City Cast PortlandNovember 8

Side Quest: Wool You Look At That

Where there’s a wool, there’s a way. Add some alpaca to your life by touring Alpacas of Oregon near Sherwood.

A bride wearing a white dress and wide-brimmed hat holds flowers in the snow. She is reaching out to pet one of the several alpacas standing beside her in a paddock.
The Weekly Wander by City Cast PortlandNovember 1

Side Quest: Basement Bevvies

You don’t need a password to enjoy a drink in these subterranean speakeasies.

Four different orange-hued cocktails sit on a surface, starkly illuminated against a dark background.
The Weekly Wander by City Cast PortlandNovember 1

Your Guide to Old Town Chinatown

There’s always something blooming in Old Town Chinatown. In November, mum’s the word.

The ornate Chinese gate marking the entrance to Portland’s Old Town Chinatown rises above a street lined by red lampposts and parked cars.
The Weekly Wander by City Cast PortlandOctober 25

Side Quest: A Bubbly Backstory

Which backstory of downtown Portland’s Benson bubblers do you choose to believe?

A four-armed drinking fountain pedestal, known in Portland as Benson Bubblers, squirts water. Yellow leaves cover the bricks and some leaves have even landed in the bowls of the bubbler.
The Weekly Wander by City Cast PortlandOctober 22

Your Guide to Downtown Portland

Last caw! Don’t miss out on “Follow the Crows,” an interactive art trail in downtown Portland celebrating Laika’s upcoming film, “Wildwood.”

Downtown Portland’s skyline sparkles during blue hour. The perspective shows the view from Pittock Mansion, facing eastward.
The Weekly Wander by City Cast PortlandOctober 18

Side Quest: Drawing Nature into the City

Every award-winning park starts with a sketch. See the history behind one of Portland’s most famous green spaces.

Landscape design sketches from architect Lawrence Halprin show the vision for a tree-lined promenade in downtown Portland’s Open Space Sequence.
The Weekly Wander by City Cast PortlandOctober 18

Your Guide to Portland State University

There’s always something to do around the South Park Blocks, from the PSU Farmers Market to cultural celebrations like Catrinas en la Calle.

Two passengers walk onto the yellow and green Portland Streetcar beneath a leafy green canopy at the South Park Blocks stop on Portland State University’s campus.

The latest in Portland

Food & DrinkNovember 9

Flying Fish’s Tent Battle

Restaurants and bars added to the city’s outdoor dining options with makeshift tents and structures during the early days of the COVID-19...

Two dozen oysters on a blue picnic table.
Portland's BestOctober 30

What To Do in November

Embrace November in Portland with our guide to Election Day, opera performances, Thanksgiving feasts, and holiday turkey trots.

A hand dropping a ballot into a ballot box
Local CivicsOctober 29

Your Guide to the Fall 2026 Election in Portland

We’re closing in on Election Day 2026, so here's your guide to the key races and how to vote in the Portland area.

hand putting ballot into mailbox
Food & DrinkOctober 5

The Best Fall Foods in Portland

A fall festival at Bauman's Farm apples at a Hood River orchard (Kiyokawa Family Orchards, ideally), and a Sauvie Island pumpkin patch (B...

A pulled pork sandwich, soup, and apple cider slushy at Sugarpine Drive-In.
Neighborhood GuidesOctober 4

Your Guide to Parkrose

Petting zoo, line dancing, and live music: Portland Fall Fest hits Rossi Farms on Oct. 4. Here’s how to make a day of it in Parkrose, plu...

A mural at 10721 NE Sandy Blvd. in Portland’s Parkrose neighborhood depicts farmers working in fields colored orange, red, and green. The blue-hued figures load yellow crates onto a blue truck.
Portland Life HacksOctober 2

Tips for a Better October 2026 in Portland

You know what’s coming: The next six months in Portland involve a lot of rain and colder weather, so let's get ready for it.

River with the steal bridge in the background, I-5 on the right side, downtown showing on right
Portland's BestOctober 1

What To Do in Portland in October 2026

Check out these classic October outings in Portland, including corn mazes, fall foliage viewing, and Halloween celebrations.

Tree leaves turning red.
Neighborhood GuidesSeptember 27

Your Guide to Kerns

When members of the Holy Trinity Greek Orthodox Cathedral moved into the large church at the corner of Northeast Glisan Street and 32nd A...

A street view from the corner of Northeast Glisan Street and Northeast 28th Avenue of the Apambichao Building, a cream and white colored Victorian apartment building that sits above Pambiche, a Cuban restaurant painted a deep blue.