Drive your rental car from the airport to NE Alberta, where you'll find Caravan, the Tiny House Hotel. Portland is just small enough to have natural beauty accessible by public transit, but for a real taste of outdoor adventure you'll want a car. Find your unique tiny house in the six-house caravan, and spend a little time meeting other guests in the shared central gathering area.
The first step in Portland is always brunch. Energize yourself at nearby Fuel Café, then hit up the Alberta Co-op Grocery for an array of ethical produce, bulk snacks, and other essential travel food.
From there, it's time to fill up the gas tank and roll down the windows. If you're feeling really adventurous, head out to the Oregon coast for a walk along classically beautiful Cannon Beach, or a visit to the less-crowded Nehalem State Park beach with it's beautiful hiking trails winding up into the forested hills.
If staying closer (and queerer) is your goal, head out through the Columbia Gorge to Multnomah Falls. Once you've taken a look at the popular tourist destination, you'll be free to explore the many other area trails leading to more secluded waterfalls, or enjoy the gay male hangout spot that is the Rooster Rock State Park nude beach.
For a public transit-friendly alternative, rent a bike and take it with you on the TriMet bus to Sauvie Island. From the base of the bridge where you'll be dropped, it's a moderate ride to the many hiking trails, pick-your-own berry farms, and Collins LGBTQ-friendly nude beach.
Head back to NE Portland to enjoy a vegan dinner at Vita Café on Alberta, followed by a rich vegan and gluten-free dessert at Back to Eden Bakery.
For the ultimate in sober relaxation, wander down Alberta to Common Ground Wellness Co-operative, and spend the late night hours in their luxurious, clothing optional, healing-inspired soaking pool (not a good idea after drinks, but a perfect idea sober). Then walk back to your tiny house to plot the next day's adventures.