Eat Your Way Across Brooklyn: A Progressive Dining Experience

Each Brooklyn neighborhood has its own unique feel and culinary specialties. Instead of choosing just one restaurant for dinner, why not sample what each has to offer through progressive dining.

Brooklyn is arguably the trendiest borough in New York City. It’s a hotspot for food and beverage, fashion, art, and recreation. Each neighborhood has its own unique feel and culinary specialties.

Discover a Tast of Brooklyn

Instead of choosing just 1 restaurant for dinner, why not sample more of what Brooklyn has to offer through progressive dining. Here are some favorite local spots to grab a bite and a beverage.


Known for its waterfront views, fashionable residents, and invigorating food and beverage scene, Williamsburg is a superb place to go for an evening of progressive dining in Brooklyn. Start your evening at Little Choc Apothecary, a 100% vegan and gluten-free cafe that serves wine in addition to tea, coffee, smoothies, and fresh juices. Since Little Choc is known for its sizeable crepe menu, it’s no surprise that its appetizer menu utilizes crepes as well. Try the roasted red pepper hummus platter (serves 2) with crepe chips, sliced cucumber, apple, carrots, and celery. 

The little chocadilla (their take on a quesadilla) is a crispy crepe filled with pulled jackfruit, seasoned corn, tofu ricotta, and cashew cheese. Around the corner, enjoy your next course at Caracas Arepa Bar. Arepas are a South American food staple that is can be described as a cross between a pancake and a tortilla. They can be filled, turned into sandwiches, or served with sweet, dessert toppings. Caracas serves 11 different kinds of arepas filled with everything from roasted pork shoulder to baked tofu with rainbow slaw. Pair your chosen arepa with happy hour cocktails (noon-7 p.m.) such as a dark ‘n stormy or margarita (available in individual portions or by the pitcher). 

Only 10-minutes away, Sunday in Brooklyn is a great spot to finish the night with an exotic cocktail and a sundae. The Sunday sundae is chocolate and vanilla swirl soft serve with banana brûlée, all the toppings, and a cherry on top. 

Blueprint is Park Slope’s premier cocktail bar | WhereTraveler
(Courtesy Blueprint)

Park Slope

Progressive dining is simple in Park Slope; 5th Avenue is home to 15+ local eateries. Start the evening with a cocktail and appetizers at Blueprint, Park Slope’s premier cocktail bar. The beverage menu boasts 15 house cocktails and 9 classic cocktails made with a variety of spirits from around the world. The Crane Kick is made with shochu, cachaca, fino sherry, coconut, and cinnamon, while the Patio Daze blends bourbon, Amaro Montenegro, watermelon, black tea syrup, and mint. Pair your libation with mix and match cheese and charcuterie boards or try one of their house small plates. 

Continuing down 5th Avenue, Park Slope mainstay Al Di La Trattoria is the perfect place for a second course. This go-to Italian spot serves the best homemade pasta in the neighborhood and hearty mains like a braised rabbit with polenta. The wine list is full of new and old-world favorites, but why not pair the Northern Italian cuisine with a crowd-pleasing Barbera? 

Rounding out the night, Benchmark is the best spot for dessert along Park Slope’s main thoroughfare. They are famous for their cookie dough egg roll made with miso caramel, espresso gelato, and walnuts. However, the ultra decadent chocolate trio or the strawberry and white chocolate bread pudding give the cookie dough a run for its money. 

In Greenpoint, The Springs has an ample back patio, a great place to start the evening | WhereTraveler


Greenpoint has exploded with bars and restaurants over the last few years and is stiff competition for Williamsburg in the “trendiest neighborhood” battle. The Springs has an ample back patio, a great place to start the evening. Their house food truck is parked out back offering white truffle fries and cauliflower tacos, among other things. The stylish cocktail menu offers late-summer sippers and even an autumnal slushy made with bourbon, pumpkin, lemon, coconut, topped with fall-spiced cider. 

Esme, a five-minute walk from The Springs, serves a delicious half chicken with eggplant, yogurt, and a harissa and herb salad. Another delightful entree option is the salmon with Panzanella salad and whipped feta. The cocktail menu walks the line between hanging on to summer with a vodka and snap pea cocktail and diving into fall with a cherry-infused bourbon Manhattan riff. 

Just around the corner, Madre has dessert covered. The rich pot de crème with Maldon sea salt is rich and silky. They also have a daily selection of sorbets and an affogato option.