Back to home
in Lifestyle, Lifestyle Tips, New England, Travel, United States of America

5 Unique and Fun Boston Date Ideas

  • January 29, 2019
  • By Stephanie, The Roving Fox
5 Unique and Fun Boston Date Ideas

Last Updated on

With Valentine’s Day approaching, now is the time to start planning a few fun date ideas in Boston! Hopefully these fun and unique Boston date ideas will spark an interest and get you in the date-planning mood. These ideas are great for both new and established couples.

Be sure to also take a look at my complete guide for things to do in Boston in winter, which covers Boston hotels, restaurants, and Boston museums.

And don’t forget to check out my list of Valentine’s Gifts For Men.

If this article is helpful, please leave a comment below. Now, have a good date with your special someone!

This article contains affiliate links which means I might make a small commission if you purchase something I recommend at no cost to you.


Boston Date Ideas: Fun Date Ideas in Boston

Photo shoot with a local photographer

Consider a winter photo shoot by one of the talented local photographers on AirBnB so you’ll have a photo keepsake of your date! This might not be the best idea for a first date, but maybe a few dates in would be super cute! I did this while in Paris and it was 100% worth it for amazing photos and memories. Plus Boston has some charming nooks for photos, especially in Beacon Hill.

Boston Date Ideas photo shoot

Is this even a real photographer or a Ken doll?

Cozy up with a hot chocolate or Taza chocolate tour

Cozy up with a hot chocolate in Boston; check out my guide to the top places for hot chocolate in Boston.

Since we’re on a chocolate kick, head over to the Taza Chocolate Factory in Somerville for a tour and tasting of their stone-ground chocolate.

taza chocolate hot chocolate in Boston

Taza Hot Chocolate

Take a food tour

Try a food tour of the North End with the “Politically Incorrect Food Tour” of Boston’s North End. You’ll sample lots of Italian foods and end the tour with an authentic home-prepared lunch!

If you’re more of a true romantic, try the “Chocolate and Wine Tour of Beacon Hill,” with lots of chocolate samples and a wine tasting.

Boston Date Ideas food tour

The couple that laughs together stays together

Check out Improv Asylum in the North End if you want to laugh off all the calories you just consumed at one of the North End’s legendary Italian eateries or on the “Politically Incorrect Food Tour.”

Laugh Boston, located in the Seaport District, also offers weekly comedy shows, and is convenient to all of the new eateries and shops in the Seaport.

Get cooking

Try a cooking class at the Boston Center for Adult Education (BCAE) in the Back Bay. They offer classes in preparing Italian, Indian, and Mexican cuisines, baking, and celebrity chef workshops. Go home with a new skill and build your teamwork as a couple at the same time!

Boston Date Ideas cooking class

Pin it

Boston date ideas pinterest

Other articles you might enjoy:

Things To Do in Boston in Winter: A Complete Boston Winter Guide

Best Hot Chocolate in Boston

Valentine’s Gifts For Men

Boston Instagrammers to Follow

By Stephanie, The Roving Fox, January 29, 2019
Leave a Reply

Your email address will not be published. Required fields are marked *

About Me
Hi, I'm Stephanie!
Welcome to The Roving Fox, a travel and lifestyle blog written and curated by travel blogger Stephanie Janes. The Roving Fox is my ramblings on the good life, including travel, beauty, and dining. Based in Boston, travels everywhere.
Email Newsletter

Airbnb Coupon
airbnb coupon
Find me on instagram