Hollywood can feel like one giant checklist of must-sees, but let’s be real—it’s easy to get overwhelmed. Between the iconic attractions, the hidden gems, and the places that only locals whisper about, where do you even start? To make life easier (and your trip a lot more fun), I narrowed it all down to just five things. If a friend texted me, “I’m going to Hollywood tomorrow—what should I do?” this is exactly what I’d tell them.
Spoiler: it’s a mix of Instagram-worthy indulgences, sweaty-but-worth-it views, and laughs that will leave your cheeks sore.
1. Kick Off the Day With a Coconut Sea Salt Cold Brew at Rubies + Diamonds
Yes, it’s $9. Yes, it’s loaded with calories. And yes, it is 100% worth it. This isn’t just a coffee; it’s an experience. Imagine the perfect balance of creamy coconut and just the right touch of sea salt to keep it from being overly sweet. It’s decadent, it’s energizing, and it sets the tone for a very glamorous day in Hollywood.
And let’s be honest—it’s Instagram gold. The sleek vibe of Rubies + Diamonds plus that frothy, photogenic cold brew? Chef’s kiss. Not “classic Hollywood,” sure, but trust me—you’ll thank me later.
2. Hike Runyon Canyon
You can’t talk about Hollywood without mentioning Runyon Canyon. Everyone who visits LA seems to make the pilgrimage up this trail, and for good reason: the views are absolutely stunning. The Hollywood sign peeks out in the distance, the city stretches endlessly beneath you, and if you squint, you might even spot a celebrity walking their dog in athleisure.
My personal hack? Take the loop where you head left and climb gradually, then descend via the stairs. Somehow it feels easier on the brain (and the legs). Stop at the lookout points, catch your breath, and don’t forget those Instagram shots—you earned them after that coffee.
Parking, though? A nightmare. Save yourself the headache and grab an Uber or Lyft.
3. Refuel With a Classic In-N-Out Burger
Post-hike, there’s only one acceptable meal: In-N-Out. Luckily, the Sunset Blvd and Orange location is perfectly placed for your Hollywood wanderings. Order your burger, then stroll down Hollywood Blvd to see the Walk of Fame, the handprints at Grauman’s Chinese Theater, and all the glorious touristy chaos.
For the uninitiated, here’s a crash course in In-N-Out lingo:
- Double Double = two patties, two slices of cheese.
- Animal Style = grilled onions, cheese, and their signature spread piled onto your burger or fries.
My go-to? A Double Double with cheese, lettuce, pickles, and spread only. Add a chocolate shake, a few hot peppers from the condiment station (they’re spicy—don’t say I didn’t warn you), and ask for extra spread packets to dip your fries. Perfection.
4. Laugh Until It Hurts at the Upright Citizens Brigade
After a day of walking, hiking, and eating, cap it off with some belly laughs. The Upright Citizens Brigade (UCB) is one of the best comedy deals in Los Angeles. For as little as $5–$10, you’ll catch improv or stand-up shows that feature ridiculously talented performers—many of whom you’ve definitely seen on TV or in movies. And sometimes, a surprise celebrity will pop up on stage.
Here’s the thing, though: shows sell out fast. Buy your tickets online in advance, ideally a couple of weeks ahead if you’re aiming for a popular performance. I’ve been to a ton of shows here, and I swear—I’ve never seen a bad one.
5. Soak in the Hollywood Vibes
This one isn’t a specific place, but more of a reminder: Hollywood isn’t just about chasing the “big” attractions. It’s about soaking up the atmosphere. The mix of glitz, grit, history, and pop culture all colliding in one neighborhood is what makes it so unique.
Between your coconut cold brew, your hike, your burger feast, and your comedy show, take a moment to wander. Peek down side streets, people-watch, snap a photo with a cheesy souvenir, and let yourself lean into the cliché just a little bit. After all, it’s Hollywood.
Final Thoughts
If you want to do Hollywood right without drowning in endless recommendations, this little top 5 list is the sweet spot. It’s got the indulgence (coffee), the workout (Runyon), the food (In-N-Out), the entertainment (UCB), and the vibe (just being in Hollywood).
Think of it as a sampler platter—just enough to get a real taste of LA’s most famous neighborhood without the overwhelm. And trust me: whether you’re sipping, hiking, eating, laughing, or people-watching, you’ll leave with stories worth sharing.
