Choose your location

usa

Europe

Venice

Wed / Sep 26

Boston
Things to Do
Date Ideas

Date Ideas in Boston

Classic Harbor Line

Outdoor Activity

Info The Classic Harbor Line is dedicated to providing the most impeccably luxurious and hospitable sailing experience in Boston. Guests can look forward to the privilege of being escorted on a breathtaking excursion aboard the most elegant sailing vessel in Boston Harbor, the schooner Adirondack III. If you’re a first ... more

60 Rowes Wharf
Boston, MA 02110

Liked By:

The Butcher Shop

Restaurant / Wine Bar

Party Earth Review A tribute to the sausage-slung shops of old-world Europe, The Butcher Shop is a warm and stylish wine bar and eatery that attracts a diverse and amiable clientele of oenophiles, music school hipsters, and in-the-know tourists looking for upscale fare and a relaxed vibe. Patrons peering into the large front windows of the ... more

552 Tremont Street
Boston, MA 02118

Liked By:

Les Zygomates

Jazz Bar / Restaurant / Wine Bar

Party Earth Review Boasting an outstanding wine selection and an intimate bistro atmosphere, Les Zygomates is a prime date night destination for those looking for a taste of Paris near downtown Boston. The business people and artsy types who settle in at the candlelit tables shouldn’t be fooled by the delicious bistro fair and perfectly prepared ... more

129 South Street
Boston, MA 02111

Liked By:

Upstairs on the Square

Bar / Restaurant

Party Earth Review Although Upstairs on the Square is only a few steps above Winthrop Square, its cupcake pink walls, gold chandeliers, and endless fresh flowers transport patrons far from the college town below. After ascending the leopard-striped staircase, preppy grad students and sophisticated professionals unwind with a fancy cocktail ... more

91 Winthrop Street
Boston, MA 02138

Liked By:

North End

Outdoor Activity

Party Earth Review Home to Boston’s vibrant Italian district and many historic landmarks, the North End and its narrow cobblestone streets draw everyone from pasta lovers and tourists to wine-drinking partiers. Though gentrification has attracted a growing number of young professionals, the small neighborhood is still home to a high concentration ... more

I-93 and Commercial Street
form the rough boundaries of the North End

Liked By:

Bond

Cocktail Bar / Hotel Bar

Party Earth Review Located inside the Langham Hotel and once the Member’s Court of Boston’s Federal Reserve Bank, Bond is now where the smart money goes to invest in a night of sophisticated carousing. High ceilings, marble columns, and crystal chandeliers recall the venue’s former life, while modern touches like plush gold sofas and a mirrored ... more

The Langham Hotel
250 Franklin Street
Boston, MA 02110

Liked By:

Boston Common

Landmark / Outdoor Activity

Party Earth Review The oldest public park in the country, Boston Common is a year-round gathering point for Bostonians of every stripe. Founded in 1634, the fifty-acre expanse of green is a favorite hangout in warm weather, when students, young professionals, and lovers show up to stroll through the picturesque Public Gardens, picnic on the ... more

151 Tremont Street
Boston, MA 02108

Liked By:

The Brahmin

Bar / Lounge / Restaurant

Party Earth Review Maybe the only place in town with both crystal chandeliers and tater tots, The Brahmin is an elegant 20s-style speakeasy with one foot firmly planted in modern day. Named for the wealthy, politically prominent families of neighboring Beacon Hill – the illustrious “Boston Brahmins” – this shabby chic bar is a jumble of high ... more

33 Stanhope Street
Boston, MA 02116

Liked By:

Canary Square

Bar / Gastropub

Party Earth Review Even the most tattooed of Jamaica Plain’s routinely plaid-clad denizens can tire of swilling PBR, and that’s where Canary Square comes in. This cozy gastropub attracts much the same crowd of hipsters, artists, and laid-back pals as the authentic and popular Brendan Behan's Pub up the street, but pumps up the food and alcohol ... more

435 South Huntington Avenue
Jamaica Plain, MA 02130

Liked By:

Green Street

Cocktail Bar / Restaurant

Party Earth Review If anything, homey Green Street proves cocktail snobs don’t have to go to a swanky bar to enjoy a wide selection of artisan drinks. With a plain brick exterior, bare mint green walls, and only a handful of windows, the casual venue puts the emphasis squarely on prohibition-era beverages. Hipsters in vintage duds vie for ... more

280 Green Street
Cambridge, MA 02139

Liked By:

Max Brenner

Café / American Restaurant

Reviewed by Tammy M.

"Awesome place to take a friend- everytime I introduce a friend to Max Brenner they always end up thanking me after! I love this place because it's th ..." more

745 Boylston Street
Boston, MA 02116

Liked By:

minibar

Cocktail Bar / Hotel Bar

Party Earth Review Despite the prevalent stereotype that hotel bars are soulless affairs only intended for temporary guests, the historic Copley Square Hotel’s minibar has become a go-to for plenty of chic locals looking for a chill spot to start the night. In the post-work hours, trendy Back Bay professionals claim the dark ... more

Copley Square Hotel
51 Huntington Avenue
Boston, MA 02116

Liked By:

All date ideas in Boston →

Boston Date Ideas Overview

Often considered to be one of the more “European” style cities in the U.S., Boston abounds with romantic options that make it perfect for date ideas.

The Boston Public Garden, an arboretum that contains dozens of species of trees, also is home to the generations-old swan boats, which are paddled around the small pond inside the park during the warmer months of the year. The paddle boats have wooden benches for seating, perfect for cuddling up next to the object of one's affection as the gorgeous scenery is revealed all around.

Post Office Square Park, in the Financial District, contains fountains, brick walkways, benches, a gorgeous vine-covered pergola, and dozens of species of plants and trees. Since the area is so quiet on the weekends, it is also on the route of the horse-drawn carriages that give rides to folks leaving from the Quincy Market area.

Boston even has its own gondola rides on a small inlet channel of the Charles River. The boats dock not far from the Back Bay and Charles Street of the Beacon Hill neighborhood, where some of the city's most ambiance-rich restaurants are contained. Those in search of great Boston date ideas would be smart to stick towards these neighborhoods when in search of dinner plans.