35 Fun & Best Boston Date Ideas to Impress Your Other Half

Updated 12 min read
A city skyline with water and boats in front under a clear blue sky
You and your partner will find many things to do in Boston on a date

Boston is a well-known city in the New England area of the US. The destination notably has many things for couples to do together. Whether you live in the city with your partner or are visiting, there's certainly no shortage of fun things to do!

Some of the best Boston date ideas include taking cooking classes, going on a sunset cruise in Boston Harbor, and checking out trendy bars, coffee shops, and restaurants. Keep reading for 35 of the best things for couples to do in Boston.

  • 35 Boston date ideas

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35 Romantic Things to Do in Boston for Couples

Boston Date Ideas Map

A map of Boston. Use the map to explore all the date ideas.

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A courtyard with greenery, palm trees, and colorful flowers
The Isabella Stewart Gardner Museum has unique artworks and a pretty courtyard

Admire artworks at the Isabella Stewart Gardner Museum

A must-visit spot for couples that love art is the Isabella Stewart Gardner Museum. Founded in 1903, the gallery houses a vast collection, including paintings, sculptures, and even rare books. After viewing the artworks, you can visit the pretty courtyard filled with plants and flowers.

Watch a movie at Coolidge Corner Theatre

A movie date is a classic idea, but to make it a little more unique, take your partner to the Coolidge Corner Theatre. Opened in 1933, today, the vintage movie theater shows independent films, plus some classic movies and a few newer releases.

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A modern building with a harbor and boats in front of it
The Institute of Contemporary Art has fantastic modern art exhibits

Visit The Institute of Contemporary Art

Another art gallery to visit with your date is The Institute of Contemporary Art. The gallery has a variety of modern art exhibitions, including lots of temporary exhibits, meaning you'll see new works even if you've visited before! The venue also hosts events and offers free admission on Thursday evenings.

Explore Boston Public Market

Boston Market is an indoor market that hosts a variety of vendors. One of the most fun Boston date ideas is exploring the market with your date. You'll be able to get a variety of dishes and baked goods, as well as shop for produce and drinks, like coffee, fresh juice, and even cocktails.

Water with boats on it and houses and trees on the shore
Salem is a fascinating destination that's just an hour from Boston

Plan a day trip to Salem

A unique day trip to plan with your other half is going to Salem. The city, known by most for its witch trials in the 1600s, is located just 45 minutes from Boston when driving. You can also take a boat from Boston to Salem and back, which takes about an hour each way.

Once in this fascinating town, you'll discover many things to do in Salem, MA. Activities include learning more about the witch trials, shopping at supernatural-themed stores, and wandering along the waterfront. There are also a variety of interesting tours to book in Salem.

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A stone building with columns next to other buildings illuminated at night
You and your date can relax and read at the Boston Public Library

Go to the Boston Public Library

The Boston Public Library has multiple locations across the city, but the most famous is the Central Library. This Renaissance-style building is stunning to see and is a fun place to explore with your date.

Once inside, you can view a range of books and publications and admire the grand reading room. You and your date could also each pick a book and hang out in the impressive library while you read.

See the Boston Symphony Orchestra

The Boston Symphony Orchestra is the second-oldest of the five major symphony orchestras in the United States. If you and your partner like classical music, spending an evening watching the Boston Symphony Orchestra is a perfect date idea. The orchestra performs at Symphony Hall, which also hosts other musical acts throughout the year.

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One of the best Boston date ideas for sports fans is seeing a Red Sox game
Seeing a Red Sox game is one of the best Boston date ideas for sports fans

Cheer for the Red Sox at Fenway Park

The Boston Red Sox is one of the most well-known teams in MLB. So if you and your partner are sports fans, a fun Boston date idea is watching the Red Sox play at Fenway Park.

You can see the team during the regular season between the end of March to the start of October. Boston locals really love this team, so the atmosphere at games is very exciting and memorable!

A New England town with a white church next to the water with boats on it
Cape Cod is a fun getaway location that has beaches, breweries, and more

Check out the breweries in Cape Cod

Cape Cod is a peninsula in Massachusetts known as a coastal getaway destination. Located just under two hours from Boston, it's a tranquil place to go with your partner for a day trip or weekend getaway.

One of the best things to do in the area is visiting the many breweries on Cape Cod. You'll find a variety of breweries, serving local craft beers and ciders and offering tastings. After visiting breweries, be sure to go to some of Cape Cod's beaches and seafood restaurants.

Experience a cocktails and cannoli tour

If you and your date like sweet treats and good drinks, book a cocktails and cannoli tour. On this excursion, you'll explore Little Italy, visiting bakeries and bars. Before tasting some delicious signature cocktails, you'll get to try dessert samples, including cannoli and gelato.

A red brick building with lots of windows with white frames next to a statue
You and your date can eat and shop from local vendors in Faneuil Hall Marketplace

Shop at Faneuil Hall Marketplace

Another marketplace in Boston to visit with your date is Faneuil Hall Marketplace. The marketplace building was constructed in 1742 and today hosts a range of vendors. Things on offer range from crafts and souvenirs to produce and gourmet food items.

For those visiting the city, a trip to Faneuil Hall Marketplace definitely has to be on your Boston itinerary.

Try delicious dishes on a Boston food tour

If you and your date are foodies, one of the fun Boston dates you have to try is going on a Little Italy food tour. This excursion will take you to the best eateries in the area, where you can sample pizza at three top pizzerias and try a variety of other Italian dishes and snacks, including cannoli.

As you walk between each spot, you'll see some Boston landmarks and learn some Boston facts from your guide.

Water next to a city skyline and trees under a clear blue sky
Providence, Rhode Island, is another New England destination to visit with your date

Road trip to Providence, Rhode Island

A fun place to go on a mini road trip with your date is Providence, Rhode Island. This New England city is located about an hour from Boston and features beaches, scenic parks, and many other attractions.

You and your date will also be able to visit an array of Rhode Island landmarks like the Rhode Island State House, and you can book some unique Providence excursions.

Dine at the Fairmont Copley Plaza

The Fairmont Copley Plaza is a luxury hotel in Boston that's a great place to stay with your partner when visiting the city. If you live in Boston or have other accommodation, you can still experience the hotel by dining at its restaurant, the Oak Long Bar + Kitchen.

This stylish eatery serves breakfast, brunch, and dinner and offers classic American dishes with a contemporary twist. You can accompany your meal with craft cocktails or order from an extensive wine and liquor list.

A modern city skyline next to a harbor and a cobblestone path at sunset
Admiring the Boston skyline at sunset is highly romantic!

Sail through Boston Harbor at sunset

Sailing through Boston Harbor at sunset is one of the most romantic things to do in Boston for couples. It's also one of the best things to do at night in Boston!

Once aboard the vintage-style sailboat, you'll cruise through the harbor, admiring the sunset and the Boston skyline. There's also a cash bar on board, and you'll be able to view the starry night sky as you sail back towards land.

Cook new dishes at an Italian cooking class

Do you and your other half love Italian food? Instead of going to an Italian restaurant, why not learn to cook fantastic dishes yourself?

When taking an Italian cooking class, you'll be given step-by-step instructions on how to make favorites like handmade pasta, chicken marsala, and tiramisu. This course offers a great way to bond with your date, learn new skills, and enjoy delicious dishes!

A waterway with some boats on it next to trees and buildings
The Charles River Esplanade is a scenic spot to go for a walk with your partner

Wander around the Charles River Esplanade

The Charles River Esplanade is a waterfront park with trails, gardens, and more. It's the ideal place to go for a romantic walk with your date. Other things to do in the park include boating, jogging, and attending events together, like outdoor yoga sessions.

Experience a performance at the American Repertory Theater

Located on the campus of Harvard University, the American Repertory Theater is an iconic theater company in Massachusetts. If you and your partner are interested in seeing a show here, you'll have many genres to choose from. Performances include iconic plays, shows based on literature, and those that cover significant events and societal issues.

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A pond surrounded by trees and city buildings on a sunny day
Boston Public Garden is another ideal place to spend time outdoors with your date

Stroll through Boston Public Garden

Another beautiful place to go for a walk with your date is Boston Public Garden. Located adjacent to Boston Common, the 24-acre space features a lagoon, colorful flower gardens, and lots of greenery. Along with going for a walk, you can hang out on the lawns or rent swan boats to sail on the lagoon.

Discover the best donuts in Boston!

Going on a donut tour is one of the most fun things to do in Boston for couples that have a sweet tooth! This tasty tour will take you to multiple donut shops where you can taste samples and buy boxes of your favorites. As you explore, you'll find shops and taste flavors that you likely wouldn't have discovered alone.

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A stone museum building with a statue and grass in front of it
The Museum of Fine Arts is one of the largest art galleries in the world

Look around the Museum of Fine Arts

The Museum of Fine Arts is a renowned art gallery founded in 1870. It's the 20th largest art gallery in the world, covering over 600,00 square feet, and has a collection of 450,000 pieces. As you explore, you'll find a range of art mediums on display. You'll also be able to see many iconic artworks by world-renowned artists.

Tour the Samuel Adams Boston Brewery

The Samuel Adams Beer Company is well known in the US and has its headquarters in Boston as part of the Boston Brewing Company. The city also houses a brewery that's open for tours.

On a Samuel Adams Boston Brewery tour, you and your date can learn more about the brewing process and taste samples. You can then head to the patio to enjoy a pint or two of your favorite brew.

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A red building that says "Boston Tea Party & Ships Museum" next to water and a boat
The Boston Tea Party & Ships Museum is a unique attraction to visit with your partner

Learn something new at the Boston Tea Party & Ships Museum

One of the most unique attractions to visit with your date is the Boston Tea Party & Ships Museum. The museum is housed in a replica of an 18th-century ship and covers the famous Boston Tea Party.

When visiting this Boston landmark, you may also see historical reenactments. Buying admission tickets for the Boston Tea Party & Ships Museum in advance is recommended.

Listen to live music at Scullers Jazz Club

If you're planning a date night and you and your partner want to listen to live music, going to Scullers Jazz Club is a must. Known as "Boston's #1 Jazz Club," the bar hosts shows by well-known and up-and-coming jazz musicians. As you enjoy the performance, you can order drinks, including signature cocktails and mocktails, plus a variety of appetizers, main meals, and decadent desserts.

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A modern-looking building with blue banners and an American flag on it
You can see over 600 species of marine animals at the New England Aquarium

Spot marine life at the New England Aquarium

Going to the New England Aquarium is one of the laid-back and fun dates in Boston, MA, for those planning to hang out during the day. The aquarium is home to 15,000 marine animals of 600 species.

Creatures to see range from tropical fish and jellyfish to sea turtles, penguins, and sea lions. As this attraction is popular, buy New England Aquarium tickets before you arrive to avoid waiting in line.

Get ice cream at Taiyaki NYC

Treating yourselves to some ice cream is a date idea that's sure to please! A popular place to get frozen treats in Boston is Taiyaki NYC.

This Japanese-inspired ice cream shop sells a variety of flavors, from classics like chocolate and strawberry to red bean and roasted matcha. No matter what flavor you choose, you can opt for a cute fish-shaped cone, or an ice cream tub with teddy bear faces on it!

A sailboat on the water with a lighthouse on the shore
Martha's Vineyard has lots of attractions to visit with your other half

Spend a day in Martha's Vineyard

Another of many amazing destinations close to Boston for a day trip is Martha's Vineyard. Situated about two and a half hours from Boston, the island features stunning beaches, coastal trails, and classic New England seaside architecture.

You and your date can drive yourselves or opt to join a Boston to Martha's Vineyard day trip tour.

Bar hop on a history pub crawl

Boston has a rich history and lots of fantastic pubs and breweries. A fun way to combine these two things is by going on a Boston history pub crawl.

Your guide will take you along the Boston Freedom Trail, stopping at historic sites and offering more information on their significance. You'll stop at popular pubs between historical landmarks where you can get some drinks.

A whale's tail coming out of the water
Going on a whale-watching cruise is a highly unique date idea

Search for whales on a whale-watching cruise

Experiencing a whale-watching cruise together is one of the best dates in Boston, MA, especially if you want to do something very memorable. The cruise will take you to areas within the Stellwagen Bank National Marine Sanctuary that's known to be home to fin and humpback whales. You'll likely also see white-sided dolphins.

Have a coffee date

Simply getting coffee together is one of the cute dates in Boston, MA, to add to your date ideas list. A cool spot to check out is Ogawa Coffee. This Japanese coffee chain serves a variety of hot and cold drinks, including those with fantastic latte art.

A statue of a man on a horse in an urban park at night
You and your date can visit spooky sights on a ghost tour, like Boston Commons

Dare to explore Boston after dark on a ghost tour

A unique date night idea is joining a Boston ghost tour. You and your partner will visit a range of haunted sites, including Copp's Hill Burying Ground and Boston Common. You'll hear spooky tales of eerie events and paranormal sightings at each stop.

Relax at the Mandarin Oriental spa

Going to the spa is the ideal way to unwind, and it's also one of the most romantic things to do in Boston, MA, with your partner. To really treat yourselves, book some treatments at the Mandarin Oriental spa. Treatments include facials, massages, and body treatments like scrubs. Spa guests also have access to saunas and pools.

A city skyline with water in front of it under a clear blue sky
You can admire the Boston skyline from Boston Harbor on a brunch cruise

Luxuriate on a brunch cruise

A fun way to have brunch with your date is by going out on the water on a brunch cruise. This two-hour scenic boat ride will take you through Boston Harbor and past landmarks like the Bunker Hill Monument and Castle Island. As you sightsee, you can enjoy a three-course brunch, and drinks, like mimosas, are available for an additional cost.

Enjoy cocktails at a trendy bar

Boston has many bars to choose from when planning to get drinks together. If you and your date like cocktails, there's also no shortage of excellent cocktail bars.

Backbar is one spot that you have to visit. This popular and stylish bar serves a variety of unique drinks, like a gin, strawberry, an almond mix, and a drink called "Big Bird" that includes sesame oil! Yvonne's is another cool spot with a fantastic interior, delicious beverages, including sharing cocktails, and a full dinner menu.

A park with a path, grass, and at trees, and a statue of a man on a horse
Boston Common in downtown Boston is a fun place to spend time with your date

Hang out at Boston Common

Boston Common is a park in downtown Boston that's the oldest city park in the United States. It's the ideal place to spend some time in the fresh air with your date, going for a walk, chatting on the grass, or having a picnic. In the winter, you can also visit the Boston Common Frog Pond ice skating rink.

In Conclusion

This list covers all the most romantic things to do in Boston, Massachusetts, and more unique and quirky date ideas. No matter what you and your other half enjoy doing, you'll find an activity for you in Boston!

This article was first published on Aug 24, 2022 17:54 UTC.

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Written by Alli Sewell

allisewell WRITER Currently based in Canada, I've also lived and worked in the UK and Brazil and travelled in North and South America, Europe, Australia, and Asia. I love finding the best photo-ops and food and drink locations wherever I go!


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