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Boston’s South End is ground zero for hip restaurants and cocktail lounges, but 28 Degrees stands out from the crowd. Sleek and sexy, with dark wood, leather banquettes and sheer curtains dividing the tables, the space feels like a bit of Miami brought north. Atmospheric low lighting (you can see your food, should you order, but just barely) and a cosmopolitan blend of patrons only add to the scene. During the summer, the party spills onto a lovely terrace, the perfect place to sip chilled cucumber mojitos or the bar’s specialty, frozen Bellinis. Although the lounge’s name would seem to refer to Boston’s weather, it’s actually the temperature at which a martini should properly be served.

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Located on Charles Street in Beacon Hill, Bin 26 is a chic, simple wine bar, a perfect place to cozy up with some friends over a great bottle of vino. Owned by the same family as Lala Rokh, the restaurant also serves a simple Italian menu, but I recommend you skip the unremarkable entrées. Instead, choose from a selection of charcuterie and cheese, then pair your choice with one of the more than sixty wines available by the glass or the two hundred options to be had by the bottle. Pours come in 100-, 250- and 500-milliliter sizes and are priced starting at five dollars.

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Baseball fans should not miss stopping at the Bleacher Bar, a watering hole built inside Fenway Park’s famed Green Monster. Part of the wall has been cut out so that patrons, who enter from Lansdowne Street rather than through the ballpark itself, can look directly onto the field. I am not a Sox devotee, but even for me, standing in center field couldn’t be more thrilling, and you’ll save yourself the cost of a ticket if you want to watch part of a game from here. Bleacher Bar is a bit of a dive, but that’s part of the draw.