Osa Rooftop embodies the charm of Pasadena by delivering a cozy rooftop setting that combines views of downtown Pasadena with the adjacent San Gabriel Mountains. Admire the Mission-style architecture along the Rose Bowl Parade route as you savor classics crafted with California ingredients, such as artichoke dip and stuffed olives. Take in an epic LA sunset with a cocktail infused with another local flavor, such as prickly pear amaro, or select from the well-curated wine and mocktail list.

Cara Cara is a stylish year-round favorite for cocktails and rooftop dining with unbeatable views of the LA skyline. Perched atop the Proper Hotel, the space is modern and chic, ideal for lingering from golden hour through sunset. The menu leans California-coastal with dishes like avocado toasts, fresh salads, and grilled mains like branzino. Pair it all with a house cocktail like the rum-based Purple Paradise and take in the city from one of LA’s most stylish perches.

Castaway is where you go for a luxe steakhouse experience with sweeping views of Los Angeles. The sleek, open-air setting has a floor-to-ceiling wine cellar, a charcuterie station, and plenty of outdoor seating to soak in the scenery. The menu delivers big on seafood and premium cuts—try a hot or cold seafood tower or the scorched table-side Wagyu tomahawk with black truffle butter for a theatrical dining experience.

Head to The Rooftop at Waldorf Astoria for refined American fare and sweeping city views from the chic wrap-around rooftop setting. Go classic with the fan-favorite double smash burger with cheese, or opt for a crisp Cobb salad. Alternatively, choose from mains like chicken schnitzel or black pepper beef stir-fry. Little ones are welcome too, with a kid-friendly menu serving favorites like chicken tenders and mac and cheese.

Head to Perch for French-inspired fare and killer views. Upon the 15th floor of the Pershing Square Building, the indoor-outdoor patio goes all in on bistro decor—think tiled floors, antique-style furniture, and potted plants adorned with string lights. Grab a seat by a fire pit to linger over made-for-sharing dishes like baked brie and steak frites, along with top-notch cocktails and rare cognacs, while listening to live jazz—all the makings of a memorable evening in DTLA.

With a glass-enclosed dining room and lush hanging greenery, Openaire is an all-day, greenhouse-like cafe located on the second floor of the trendy The Line hotel. Chef Josiah Citrin delivers his two-MICHELIN-Star pedigree to refined California dishes, such as ahi tuna tartare, tagliatelle with Sonoma duck ragout, and crispy duck confit with bacon-kimchi rice. Don’t miss the popular weekend brunch, a rollicking affair with bottomless mimosas and Bloody Marys.

Get stellar Italian cuisine and sweeping Hollywood Hills views at Terra, located on the third floor of Eataly Los Angeles. Decked with cozy sofas and fire pits, the open-air setting is ideal for sipping one of the restaurant’s botanical-forward cocktails, such as a refreshing hibiscus spritz. Or go all in on a feast of wood-fired Italian hits, including tender meat skewers, house-made sourdough, and high-end steaks, along with elegant pastas.

Perched atop Hotel Erwin, Kassi is a rooftop oasis with sweeping views of the ocean. The open-air lounge style atmosphere with comfy seating and sun umbrellas sets a serene scene for dining on Greek favorites like harissa honey chicken, lamb meatballs, and asparagus with avgolemono sauce. Don’t miss the signature Mediterranean gin and tonic with dill, thyme, and green olive.