‘5th and Sky’ Rooftop Gardens & Lounge Delights Atop Downtown San Diego

Often when I’m out-and-about in downtown San Diego’s famed Gaslamp Quarter, I’m indelibly drawn to Theatre Box—a 73,000-square-foot luxury theatre, dining and entertainment complex encompassing one full city block. This collab between TCL Chinese Theatre in Hollywood, California, and the Sugar Factory (with locations nationwide) has been epic. It not only launched TCL Chinese Theatre’s first luxury dine-in cinema, but also what’s become a hugely popular Sugar Factory confections, retail, gelato bar and café; the Sugar Factory American Brasserie eatery; and a sexy Chocolate Lounge where decadence reigns supreme. It’s no surprise that celebs like Val Kilmer, Pitbull, Nick Cannon, Scott Disick, Sofia Richie, Evan Ross, Ashlee Simpson and Faithe Herman have famously spent time at the locale. Now adding to the allure of this downtown playground is 5th and Sky Rooftop Gardens & Lounge, a stylish rooftop restaurant and bar that debuted in August 2019.

Offering elevated cocktails and crave-worthy cuisine in a lush, Japanese-style, open-air garden setting, at 5th and Sky you’ll be treated to spectacular views of downtown San Diego as well as the Coronado Bridge. It’s a fabulous place to eat, imbibe and socialize under the stars. Various firepits warming the patio-style seating, an ever-buzzing sushi bar and a hand-painted mural by artist Kahori Maki further sets the mood of this venue’s chic communal space, where you’re likely to leave having more friends in your social circle than when you arrived.

Given the Japanese orientation of the eatery, fresh sushi selections are the star of the show. Options unsurprisingly include the Gaslamp Roll, filled with crab, avocado and asparagus, topped with smoked filet mignon, avocado mousse, crispy shallots and unagi sauce. Other creative sushi selections include the Smoker Roll—a filling of cream cheese, avocado and smoked salmon topped with nori, smoked unagi and toasted sesame seeds; and the Gaudy Roll—a nori-filled delight with crab and cucumber, topped with ahi tuna, salmon, Hamachi and avocado.

‘5th and Sky’ Rooftop Gardens & Lounge Delights Atop Downtown San Diego
Image Courtesy of Theatre Box San Diego

The sharing-friendly menu also boasts a bevy of signature small plates from the kitchen, many of which I’ve also personally sampled and savored. My favorites include the pork belly and citrus-marinated yellow watermelon pops with jalapeño-maple syrup; and the Hawaiian Bigeye tuna poke with mango martini, cucumber, seaweed cracker and house shoyu sauce atop sushi rice. Both had a decent amount of pepper-driven heat for those who like to keep it spicy. Also a huge hit were the green shrimp ceviche mini tostadas topped with a generous portion of citrus-marinated shrimp, cucumber, cilantro, red onion, serrano pepper and a lime avocado mousse. From the land, my personal fav is the piquant BBQ short rib sliders with apple chipotle slaw—a plate of three savory sammies you’ll surely long for later on.  Had I any room to spare, I definitely would have indulged in the white cheddar lobster mac and cheese—a dish rife with fresh lobster ensconced in a blend of white cheddar and fontina cooked in a creamy sauce.

‘5th and Sky’ Rooftop Gardens & Lounge Delights Atop Downtown San Diego
Image Courtesy of Theatre Box San Diego drink

The food at 5th and Sky is certainly rivaled by its beverage program, which includes both traditional and some over-the-top cocktails all complemented by a curated wine list and local craft beer. Signature drinks to wet your whistle include the lychee martini, a combination of Belvedere vodka, yuzu, lychee and black cherry; spicy tamarind margarita, made with Don Julio Blanco tequila, tamarind vodka and lemon with Tajín rim; Oaxacan on Sunshine, a combination of Pierde Almas mezcal, Aperol, lemon and agave; and Double Black Smash, made with whisky, oranges, fresh berries and basil; among others.

The locale is open Thursday through Saturday from 4 p.m. to midnight and 11 a.m. to 5 p.m. on Sundays. Happy hour is offered from 4 to 6 p.m. daily, with half-priced cocktails and select appetizers. 5th and Sky also sets the mood for late-night energy, offering bottle service packages and often hosting various live DJs to keep the nightlife kicked into high gear.

In all, 5th and Sky is a lovely addition to downtown San Diego—an elevated alfresco restaurant and bar experience offering an intimate setting to relax, mix and mingle amid the picturesque San Diego skyline.

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As the Executive Editor and Producer of “The Luxe List,” Merilee Kern, MBA is an internationally-regarded brand analyst, strategist and futurist. As prolific consumer trends, lifestyle and leisure industry voice of authority and tastemaker, Merilee keeps her finger on the pulse of the marketplace in search of new and innovative must-haves and exemplary experiences at all price points, from the affordable to the extreme. The best-of-the-best across all product, service and travel categories—as well as noteworthy marketplace change makers, movers and shakers—are spotlighted in her exclusive cross-media platform that reaches multi-millions each month through several syndication channels: print and online publications as well as broadcast TV and terrestrial radio. Connect with her at www.TheLuxeList.com / Instagram www.Instagram.com/LuxeListReviews / Twitter www.Twitter.com/LuxeListEditor / Facebook www.Facebook.com/TheLuxeList / LinkedIN www.LinkedIn.com/in/MerileeKern.

Some or all of the accommodations(s), experience(s), item(s) and/or service(s) detailed above may have been provided or arranged at no cost to accommodate this review, but all opinions expressed are entirely those of Merilee Kern and have not been influenced in any way.