Ride the rails along the coast in style with the Pacific Surfliner
While more adventurous than first or second date material, a day trip by train along the coast aboard the Pacific Surfliner is full of so much romantic California charm, it’s perfect for more advanced date plans. Hop on an early(ish) train on Saturday from Union Station, admire views of the Pacific as you breeze northward, and you’ll be in Santa Barbara by lunchtime, sipping local vintages at tasting rooms like Kunin Wines or artisanal booze at Cutler Spirits, and eating at Funk Zone staples like The Lucky Penny, The Nook, Les Marchands, Helena Avenue Bakery, or the patio at Shalhoob's for Tri Tip and burgers. After a leisurely stroll around town, you can hop back on the train, sip craft beer and wine on board, and catch the sunset on the way back home. (Unless things go really well, and you wind up staying the night.)
Hollywood and DTLA
Take your date to new heights with an al fresco screening from Rooftop Cinema Club’s latest season, which includes a mix of classics and recent award winners. Forget lugging your own gear and fending off crowds; they provide cozy deck chairs, blankets, and wireless headphones, plus it’s way less crowded than most other outdoor screenings. At the Hollywood location, the terrace rooftop of NeueHouse, you can also score booze and bar snacks on-site, and at the Downtown location on the rooftop of LEVEL, you’ll find a rotating lineup of food trucks, plus classic movie concessions at both locations. Best of all, you can opt for the standard seating with the option to upgrade to bottomless popcorn, or splurge a few bucks more and cozy up in a double deckchair love seat -- this is a date, after all.