Where to Find Love in Boston

7 spots guaranteed to inspire sparks in your personal life

Romantic places in this city may inspire sparks in your personal life, so when you head out to explore, prepare to fall in love.

Views That Inspire

Head to Skywalk at the Prudential Center for a view of the city known best to peregrine falcon colonies and the Pru’s window washers. To say this perspective is only inspiring doesn’t do it justice; on a crystal clear day the horizon stretches to the mountains of New Hampshire. Closer to home scan for Fenway Park, Harvard Square, the Charles, Logan airport, and Boston Harbor with its numerous islands. Then head two floors up for a cocktail and live music with your honey at Top of the Hub.
800 Boylston St., Boston, 617.536.1775

Boutique Temptation

Stroll arm-in-arm through Boston’s charming South End for an excursion that will show your lady extraordinaire that you love to spoil and spend time with her. Tucked among brownstones on small side streets, adorable boutiques proffering locally made goods, handcrafted jewelry, vintage cookbooks and more.
December Thieves, 524 Harrison Ave., Boston, 617375.7879
Flock, 274 Shawmut Ave., Boston, 617.391.0222
Olives & Grace, 81 Pembroke St., Boston, 617.236.4536
Farm & Fable, 251 Shawmut Ave., Boston, 617.451.1110

Bites & Nibbles

Love is always in the air at Tapeo, a cozy, two-level, candlelit rendezvous where authentic Spanish tapas are on the menu and plates are meant for sharing. Order some savories like goat cheese-stuffed, bacon-wrapped gorditas and the duck in berry sauce, but really get the meal sizzling with the piedra, a seasoned hot stone that cooks meats and seafood tableside. Enjoy a taste of cava and sit awhile.
266 Newbury St., Boston, 617.267.4799

The city viewed at twilight from Skywalk
(Courtesy Skywalk)

Smooth Jazz

What’s not romantic about looking across at your amour while buttery music melts into the atmosphere? Jazz has long been a staple in this city, so go enjoy it. Try out a tried-and-true club like Regattabar, or have dinner with the show at Scullers and The Beat Hôtel with its excellent food and eccentric mix of up-and-coming musicians.
Regattabar, 1 Bennett St., Cambridge, 617.395.7757
Scullers Jazz Club, 400 Soldiers Field Road, Boston, 617.562.4111

Beat Hôtel, 13 Brattle St., Cambridge, 617.499.0001

Flowers & More

At the heart of the Isabella Stewart Gardner Museum’s original palace building sits its courtyard, an imaginative space filled with flowers, trees, trickling fountains, and sculpture. Although its choreographed look varies with each season, it is nonetheless always a lush and romantic place to linger, or overlook from a balcony.
280 The Fenway, Boston, 617.566.1401

Chocolate Revels

Indulge in a cup of rich, gourmet hot chocolate at Hotel Chocolat’s darling flagship Cocoa Bar-Café. Or, better yet, sit and share a few cocoa-infused edibles, from The Bombe chocolate drink with vanilla ice cream and cocoa whipped cream to the more savory open-faced prosciutto crudo ham sandwich with cocoa nib butter and a cocoa-balsamic dressed green salad.
141 Newbury St., Boston, 617.391.0513

Fun on Skates

Hold each other steady on a spin or two around Boston Harbor Hotel's Rotunda Rink at Winter on the Wharf. With views of the towering Financial District and parts of Boston’s inner harbor, it might be the most scenic place to skate in this city. If the ocean breeze has you feeling chilly after time on the ice, Rowes Wharf Sea Grille features the specially themed and cozy (!) Frost Tea service.
70 Rowes Wharf, Boston

Skate on the Rotunda Rink at Rowes Wharf
(Courtesy Boston Harbor Hotel)