Chicago

Golden Teardrops Out, Caribbean Culebra Slithers Into Logan Square Basement

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Published on April 13, 2026
Golden Teardrops Out, Caribbean Culebra Slithers Into Logan Square BasementSource: Google Street View

Logan Square’s former Golden Teardrops hideaway is about to feel a lot more Caribbean. Culebra, a Puerto Rican- and Caribbean-themed speakeasy, opens Tuesday in the basement below Logan Square’s Lonesome Rose, promising cocktails, late-night hours, and a tight menu of island dishes.

Owner Diego Garcia-Gonzalez built the concept around spirits, beers and nonalcoholic options from across Latin America and the Caribbean, with Puerto Rican flavors deliberately pushed to the front of the line. Food for the basement bar will come out of the Lonesome Rose kitchen upstairs and is geared toward sharing and late-night plates.

In an interview with Block Club Chicago, Garcia-Gonzalez described Culebra as a project that “represents Puerto Rico and the greater Caribbean.” The outlet reports the bar will pour cocktails alongside beers and spirits from the region and will keep service going deep into the night. Garcia-Gonzalez, who helped open Lonesome Rose and later partnered at Osito's Tap, is listed as the owner and operator of the new bar.

Where It Will Be

Culebra takes over the basement space at 2101 N. California Avenue, directly under Lonesome Rose, which lists that Logan Square address on its site. Land & Sea Dept., the hospitality group behind Lonesome Rose, still owns the downstairs bar space, a history laid out by Eater Chicago.

Menu And Hours

According to Block Club Chicago, the food menu at Culebra will stay intentionally small. Headliners include a Culebra sando, a ribeye-and-plantain hybrid, chicken-thigh pinchos and arroz con jueyes made with pegao rice and blue crab salmorejo.

Block Club Chicago also reports Culebra’s hours as 5 p.m. to 2 a.m. Tuesday through Thursday, 5 p.m. to 3 a.m. on Fridays, and afternoon-into-late service on weekends.

Why It Matters For Logan Square

The basement previously housed Golden Teardrops, which first opened at this address in 2017. Culebra’s arrival adds another late-night option to a Logan Square bar scene that has seen plenty of shake-ups in recent years as pop-ups, new openings, and rotating concepts continue to reshape the neighborhood.

Culebra opens Tuesday and will lean on island-forward cocktails and a compact, shareable menu as it stakes out a late-night spot in Logan Square. More details on opening nights and programming are expected to roll out through Lonesome Rose and the new bar’s own channels as service ramps up.