Best Date Ideas in Boston: Fun & Romantic Things to Do for Couples

Life in a big and vibrant city like Boston is full of advantages but goes on at a crazy pace. 

That’s why it’s crucial to take a break and enjoy the moment. The best of all to do it together with your beloved person. So, ask him or her on a romantic, relaxed, or inspiring date.

What about your dating experience? If your usual dates take place in a cafe or restaurant, try to spice them up with our fresh ideas. 

We, the Flisk team, prepared a list of amazing things to do in Boston for couples to show you how your date can be like behind the walls of your home and local eatery. Check our examples and сontinue this list with your discoveries.

1. Freedom Trail

Looking for fun things for couples to do in Boston? Take a stroll along the red Freedom Trail and feel the vibe of the history of landmarks and old picturesque buildings. This simple walk seems like a kind of meditation when you don’t have any goal or plan and enjoy the moment. 

The Trail, with its historical sites, is a popular place for guided tours, so you can see here guides and actors in Victorian costumes. So, grab your date and take a fresh look at your city. Don’t forget to visit Mike’s Pastry and make your stroll more sweet and pleasant with baked goods and fragrant drinks.

Good for: Couples, Strolling

Address: 139 Tremont St, Boston, MA 02111

Working hours: Daily

Phone: +1 617-357-8300

Website: https://www.thefreedomtrail.org/ 

2. Museum of Fine Arts

If you are looking for inspiration, spend one of the fun dates in Boston at the MFA. It has a lot of breathtaking art objects from various parts of the world to offer to its visitors. Here you can find permanent and rotating exhibits and a great number of collections:

• Art of Africa and Oceania
• Art of Ancient Greece and Rome
• Art of America
• Art of Europe
• Contemporary art
• Musical instruments
• Photography
• Jewelry
• Prints and drawings, etc.

Good for: Couples, Art lovers

Address: 465 Huntington Ave Avenue of the Arts, Boston, MA 02115-5597

Working hours: Wed – Sun 10:00 AM – 5:00 PM

Phone: +1 617-267-9300

Website: https://www.mfa.org/ 

3. Boston Public Garden

This beautiful Victorian-style garden with a plethora of trees, blooming flowers, fountains, quiet lagoon, swan boats, and wild birds seems like one of the most romantic places in Boston. 

It’s a perfect venue where you can refresh your mind, take a lazy stroll, watch squirrels, rent a boat, enjoy a sunny day and have a little picnic. The Garden is amazing at any season, so people try to spend their lunchtime or coffee break if their offices are near to this spot. So, you need to properly choose time for your romantic date to avoid crowds.

Good for: Couples, Strolling

Address: 4 Charles St, Boston, MA 02114-4602

Working hours: Daily

Phone: Not specified

Website: https://www.boston.gov/parks/public-garden 

4. Samuel Adams Brewery

If you plan a relaxed date, but want something more than a simple lunch, or a couple of drinks from the store, take a brewery tour through the Samuel Adams brewery. 

Here you can discover the brewery’s history, brewing process and taste fresh local drinks. Also, you can visit their beer garden and enjoy the beer with snacks. They are working all year round – in winter, they use heaters to keep their guests warm.

Good for: Couples, Tasting

Address: 30 Germania St Jamaica Plain, Boston, MA 02130-2315

Working hours: Sun 12:00 PM – 6:00 PM, Wed – Thu 4:00 PM – 8:00 PM, Fri 2:00 PM – 8:00 PM, Sat 12:00 PM – 8:00 PM

Phone: +1 617-368-5080

Website: https://www.samueladams.com/boston-brewery/brewery-tours 

5. Isabella Stewart Gardner Museum

You don’t need to travel to Italy to see great Venetian architecture, you can find it in Boston. Visit this spectacular Venetian-style mansion with a scenic courtyard and a great number of art objects. Here you can enjoy an exciting collection of American, European, and Asian art and gorgeous interior details. 

Planning your date here, notice that they offer free admission on the first Thursdays of a month. So, there can be more people than on other days. 

Good for: Couples, Art lovers

Address: 25 Evans Way, Boston, MA 02115-5538

Working hours: Wed 11:00 AM – 5:00 PM, Thu 11:00 AM – 9:00 PM, Fri – Mon 11:00 AM – 5:00 PM

Phone: +1 617-566-1401

Website: https://www.gardnermuseum.org/ 

6. New England Aquarium

If you are looking for things for couples to do in Boston on a rainy day, pay your attention to this amazing aquarium. A wide range of sea inhabitants, various exhibits, giant ocean, and touch tanks seem mind-blowing and help you to make a surprise for your better half.

Here you can find:

• Atlantic Harbor seals exhibit
• Penguin exhibit
• Shark and ray touch tank
• New Balance Foundation Marine Mammal Center
• Indo-Pacific coral reef
• Amazon rainforest
• The Gulf of Maine, etc.

Good for: Couples, Wildlife

Address: 1 Central Wharf, Boston, MA 02110-3309

Working hours: Sun – Sat 9:00 AM – 6:00 PM

Phone: +1 617-973-5200

Website: https://www.neaq.org/ 

7. North End

Romantic walks along the waterfront are one of the most popular things to do in Boston for couples. So, if you are looking for a place that combines fascinating views and the charm of history, spend your date in the North End neighborhood. 

Old cobblestone streets, white ships on blue waves, quaint Italian restaurants, small pastry shops make you feel like on an Italian vacation. Choose a spot to your taste to have an exciting lunch. Here you can find authentic cannoli or gelato, enjoy Italian vine or espresso, and, of course, an endless number of gems of Italian cuisine.

Good for: Couples, Strolling

Address: Boston, MA 02109

Working hours: Daily

Phone: Not specified

Website: https://www.boston.gov/neighborhood/north-end 

8. Castle Island

Castle Island, with an old fort and gorgeous city views, can offer a lot of romantic things to do in Boston. Take a Fort Independence tour, walk along the hills and paths, then have a picnic or visit Sullivan’s for lunch. There are benches where you can sit and enjoy the boats, airplanes, and birds, or you can bring your blanket if it’s a warm summer day. 

Also, the Island is good for biking or fishing if you two guys are fans of such kinds of activities.

Good for: Couples, Strolling

Address: 2010 William J Day Blvd end of Carson Beach, on Pleasure Bay, Boston, MA 02127

Working hours: Daily

Phone: +1 617-268-5744

Website: https://www.facebook.com/Castle-Island-226990313988305/ 

9. Old State House

Old State House impresses with its gorgeous architecture and great history. It’s not just the oldest colonial house in the US, but also a Revolutionary Museum. So, you can add the visiting of this amazing place to your fun dates in Boston.

It’s like finding yourself inside one of Tom Hanks’s movies: His “John Adams” begins in front of the building. In the museum, you can find a lot of memorabilia, so take a tour if you want to refresh your knowledge.

Good for: Couples, History lovers

Address: 206 Washington St, Boston, MA 02109-1702

Working hours: Sun – Sat 9:00 AM – 5:00 PM

Phone: +1 617-720-1713

Website: https://www.revolutionaryspaces.org/ 

10. Arnold Arboretum

Sometimes all people need to take a rest from urban life, so you can do it at this lovely and large arboretum. It’s like making a round-the-world trip. There are plants from Asia and Europe, evergreen and blooming trees, gathered in collections:

• Conifer collection
• Leventritt shrub and vine garden
• Bonsai and Penjing collection
• Lilac collection
• Azalea border, etc.

So, ask your sweetheart for a walk and enjoy the beauty of flora and fauna of this spectacular place.

Good for: Couples, Strolling, Wildlife

Address: 125 Arborway Jamaica Plain, Boston, MA 02130-3500

Working hours: Sun – Sat 6:30 AM – 4:30 PM

Phone: +1 617-524-1717

Website: https://arboretum.harvard.edu/ 

If you are part of the Boston singles scene and interested in relationships that last, try your chances on Flisk. Join us right now and meet wonderful Boston singles online!