Romantic weekend trips Like all you need is a blanket, some wine, and perfectly tousled hair. Meanwhile I’m over here in my Target sweatpants, still smelling like airport pretzels, praying the Airbnb actually has hot water this time. Anyway, hi, it’s me—your chaotic American girlfriend who’s attempted like seven of these “romantic” getaways in the last three years and lived to overshare about it.
Why I Keep Booking Romantic Weekend Trips for Couples Even Though I’m a Hot Mess
Look, I’m basic. I see “cabin in the woods” or “coastal sunrise” and my brain goes full heart-eyes emoji. My boyfriend (let’s call him J because he hates when I use his full name online) is more of a “do we really need to leave the couch” guy, but he loves me, so he agrees. Every. Single. Time. And every single time something gloriously unhinged happens.
Romantic Weekend Trips for Couples Gone Wrong (That Were Secretly Perfect)
Napa Valley – The One Where I Cried in a Vineyard Bathroom
We saved for months, booked this cute little inn, the whole thing. Day one: I spill red wine on a $300 tasting flight and then ugly-cry in the bathroom because “I ruin everything.” J finds me, hands me a fresh glass, and says, “Babe, we’re literally never gonna be those polished people. Let’s embrace it.” We ended up buying the cheap rosé, sitting on the curb, and rating the winery dogs. 10/10, still one of my favorite romantic weekend trips for couples, honestly.
Pro tip: Book a wine tour with Viator so you don’t have to drive after you inevitably get day-drunk.
Asheville, NC – We Almost Broke Up Weekend Over Biscuits
We fought because I wanted to hike and he wanted to smoke weed and play banjo on the porch (fair). Then we found this hole-in-the-wall biscuit place and suddenly everything was fine again. Food fixes 90% of couple fights, change my mind.
Sedona, Arizona – The Vortex Made Us Horny and Then Carsick
Everyone said the energy vortices would “align our chakras.” Instead we made out like teenagers in a red rock parking lot, then I threw up from the winding roads. Romantic? Debatable. Memorable? Absolutely.
My Actual Useful Tips for Romantic Weekend Trips
- Pack two kinds of pajamas: the cute ones for photos and the ratty ones you actually sleep in.
- Always Airbnb with a bathtub. Trust me on this.
- Bring a portable speaker and make a playlist beforehand—fighting over Spotify in the car kills the vibe.
- Lower your expectations to approximately floor level. The less you expect perfection, the more fun the chaos becomes.
- Snacks. Bring all the snacks.
Where I’m Dragging J Next Weekend
I’m currently obsessed with the idea of a romantic weekend trip for couples in Savannah, Georgia—ghost tours, pralines, Spanish moss, me drunkenly crying about old Southern ghosts, the usual.
Or maybe Door County, Wisconsin in the fall because I saw cherry pie on TikTok and now I’m feral.
Anyway, point is—romantic weekend trips for couples don’t have to look like the Pinterest board. Sometimes the best ones are the ones where you’re both hungover, lost, and laughing so hard you pee a little (just me? cool cool).
So yeah. Book the trip. Spill the wine. Let the seagull steal your blanket. Fall a little more in love in the middle of all of it.
