October 19, 2016: Lookout Rooftop + Bar at the Envoy Hotel
Lookout may be perched high above Boston’s hottest neighborhood for nightlife, but if you don’t line up by about 4PM in the afternoon the line may snake around the block for the stunning Seaport views at this trendy newcomer. Head bartender Michael Ray works together with Beantown brewery Harpoon and local spirit makers like GrandTen for WireWorks gin and Bully Boy for rum, vodka, and whiskey to craft artisanal cocktails. The latest seasonal hit — the Rum for Your Life, with pineapple, lime, and simple syrup — celebrates the last blast of Indian summer. Views through modern glass walls offer a prime panorama of the city skyline and Boston Harbor. Post-game with noshes like tuna poke, flatbreads, and locally caught scallops from chef du cuisine Tatiana Rosana at Outlook Kitchen and Bar, also at Envoy Hotel. Make a reservation at Outlook Kitchen and Bar.