Portland, Oregon Β· June 17–21, 2026 Β· 8 Friends

Portland
for Juneteenth.

Four days. Big rides, good food, Bike Play, and Eem Thai. The PNW in June.

Arrive Wed Jun 17
Big Night Sat Jun 20
Fly Home Sun Jun 21
Group Size 8 people
Airbnb
3917 NE 12th Ave
Portland, OR 97212 Β· NE Portland
Cars
2 Minivans
AVIS Β· $323 each Β· booked by Stanley & Daylen
Planning Doc
Open Doc β†’
Full itinerary and notes
Why Portland, Why Now

Roads dry, Mt. Hood in view, city fully alive. Big rides, food cart lunches mid-route, Bike Play on Friday, Eem Thai on Saturday.


The Airbnb is in NE Portland β€” walkable to Alberta Arts, Mississippi, and Williams. Two minivans for easy transport. Three big rides mapped and ready, all starting and ending at the house. Here's how it goes.

Day by Day

The itinerary.

Jun 17Wed
Arrive

Land, Pick Up Cars, Settle In

  • Flight: United UA 344 Β· departs SFO 2:55 PM, arrives PDX 4:47 PM. Pick up AVIS minivans at the airport.
  • Airbnb: 3917 NE 12th Ave, Portland OR 97212 β€” check in, drop bags, decompress. 5 beds, 3 bath, NE Portland.
  • Groceries: Whole Foods is walkable. Grab breakfast groceries for Thursday and Saturday mornings.
  • Evening: Mt. Tabor Hill Climb β€” head over and watch racers go up the hill. Great way to shake off the flight and get into Portland mode.
Jun 18Thu
80 Miles

Ant Farm Ride with Rayco

  • Leave Airbnb 8:45 AM Β· Meet Rayco at Grant Park 9:00 AM Β· ~4:00 PM return
  • After ride: Snow Peak flagship store in downtown Portland β€” Japanese outdoor gear, worth a stop after the ride.
Jun 19Fri
30 Miles Beach? Bike Play

City Tour + Rooster Rock + Bike Play

  • Breakfast: Pine State Biscuits on Alberta β€” 7 minute ride from the Airbnb. Biscuit sandwiches, gravy, honey butter. This is Portland breakfast.
  • Morning ride: Rayco's 30-mile tour of Portland β€” starts and ends at the Airbnb. The city version: neighborhoods, bridges, river paths.
  • Afternoon: Rooster Rock Beach β€” a clothing-optional beach on the Columbia River, 30 min by car. Easy afternoon if legs need a rest.
  • Quick early dinner: Food cart pods β€” get in and out fast, you need to be on bikes by 6:30.
  • 6:30 PM β€” Bike Play: Oregon Park (NE Oregon St & NE 30th Ave). Half original theater, half bike ride. 3–8 miles, period-inspired costumes encouraged. Bring your bike and helmet. This is a Portland original.
Jun 20Sat
70 Miles Eem Thai

Zombie Ride + Eem Thai Dinner

  • Morning: Cook breakfast at home with Saturday groceries before rolling out.
  • Route: Zombie v2 β€” 70 miles, drops you downtown at the end. You'll ride right past a food cart collection just as the green bike paths begin β€” impossible to miss.
  • Notes from Rayco: There's ~500ft of gravel from a construction section on the way home β€” no big deal on weekends, just ride through. One dirt singletrack in Lake Oswego is easy to miss; you'll backtrack briefly, then see the opening β€” it's only 100 feet.
  • 6:00 PM β€” Eem Thai: Reservation for 10 at Eem Thai Portland. 15-minute walk from the Airbnb. Booked on OpenTable under Sophia β€” 24-hour cancellation policy, $50/pp charge.
Jun 21Sun
Fly Home

Morning Bagels + Head to Airport

  • Morning: One last coffee run. Hit whatever you missed earlier in the trip.
  • Flight: United UA 1596 Β· departs PDX 8:35 AM, arrives SFO 10:25 AM. Early start β€” set alarms.
The Routes

Three rides. All start and end at the Airbnb.

Routes courtesy of Rayco, modified by Sophia. All begin and end at 3917 NE 12th Ave. More routes at buckyrides.com.

Thursday Β· Jun 18

Ant Farm

Distance~80 mi

The big one. Meet at Grant Park at 9 AM. Grilled cheese in Sandy at mile 37, Sellwood food carts at mile 64.

View on Strava β†’
Friday Β· Jun 19

Portland City Tour

Distance~30 mi

Rayco's Portland tour β€” neighborhoods, bridges, the river. Legs-friendly before Rooster Rock and Bike Play.

View on Strava β†’
Saturday Β· Jun 20

Zombie v2

Distance~70 mi

Drops you downtown near the food carts. Brief gravel section + short singletrack in Lake Oswego β€” both easy.

⚠️ Route needs to be updated to v2

Friday Night

Bike Play. Half theater, half bike ride.

This is a Portland original. Show up on your bike, ride together through the city, with live performance happening around you and along the route. Costumes encouraged β€” period-inspired is the brief. 3 to 8 miles depending on the route.


It's organized by Shift2Bikes β€” Portland's community cycling collective. This kind of thing only happens here.

Bike Play
DateFriday, Jun 19
Time6:30 PM
LocationNE Oregon St & NE 30th Ave
Ride length3–8 miles
BringBike + helmet
CostumesPeriod-inspired encouraged
Eat Well

Portland's food scene rewards curiosity.

The city's food cart culture means great meals can happen mid-ride. These are the sit-down spots worth planning around, plus the essentials you shouldn't miss.

Must-Do
Worth Adding
Coffee
Before You Go

Logistics.

🏠

The Airbnb

  • Address: 3917 NE 12th Avenue, Portland OR 97212
  • Sleeps: 8 β€” 5 beds, 3 bath
  • Location: NE Portland β€” walkable to Alberta Arts, Mississippi Ave, and Williams. Whole Foods within walking distance.
  • Cost: $5,191.92 total Β· $649 per person for 4 nights
🚐

Rental Cars

  • 2 AVIS minivans reserved β€” $323 each
  • Booked by Stanley and Daylen
  • Pick up at PDX airport on arrival Wednesday
  • Fits bikes with rear seats folded β€” confirm with AVIS on pickup
✈️

Flights

  • Outbound: United UA 344 Β· Wed Jun 17 Β· SFO 2:55 PM β†’ PDX 4:47 PM
  • Return: United UA 1596 Β· Sun Jun 21 Β· PDX 8:35 AM β†’ SFO 10:25 AM
  • Price: $367/person round trip
  • Early Sunday departure β€” plan to leave the Airbnb by 7 AM