valentines day in boston

Some people love Valentine’s Day, some people hate it! Either way, there are plenty of ways to celebrate how you truly feel. Don’t stay at home on the couch, check out some of these awesome events happening in Boston. We’ve looked for great events for singles, couples, and the whole family!

Here is our list of Things To Do on Valentine’s Day in Boston:



Til Death Do Us Part…You First at Regent Theatre
Add some humor to your Valentine’s weekend with this hilarious show from Peter Fogel. If you’ve ever been single and lonely, you’re sure to have non-stop laughs at this brilliant performance.

Ice Skating at Canal District Kendall
Celebrate Valentine’s Day with outdoor ice skating. Skaters of all skill levels are welcomed at this professionally-maintained outdoor ice rink in Cambridge. There’s a snack bar on-site serving hot chocolate, other drinks, and snacks. Get nearly 40% off admission with this Groupon deal.

Valentine’s Day Jazz & Champagne Tasting Cruise

Enjoy this day about love on the water! Aboard the Northern Lights, this 90 minute cruise is 21+ only and does not include dinner. Instead, the Blue Motion Quartet will be serenading you as you sip on bubbly. Tickets are $78 per person.

Valentine’s Tasting at Sam Adams

The Samuel Adams Boston Brewery is offering a special deal for a special day. Enjoy a tour , two half pours of beer, and chocolates especially paired for your brews. All of this is just $10 per person!

Unconditional Love: The Letters of John and Abigail Adams

Learn what love was like in Colonial America, shared between two of the nation’s most memorable historical figures. The reading takes place at Abigail’s Tea Room. Your ticket includes a complimentary cheese and fruit plate, plus one beverage of your choice. Tickets are $39 per person or $69 per couple.

Valentine’s Day Murder Mystery

Maggiano’s Little Italy Boston knows what you want for Valentine’s Day- a mystery! Enjoy dinner and a show complete with a buffet and one complimentary adult beverage! They will also have a cash bar. See whodunnit with your sweet heart! Tickets are $85 per person.

Valentine’s Day Wine & Chocolate Pairing

Enjoy a wine tasting, paired with the perfect chocolates at Back Bay Social. The tasting experience is just $20 per person. Both singles and couples are welcomed and encouraged. They will also have a pre-fixe menu available, a chocolate fondue tower, and themed cocktails.

Singles Mingle

Harvard Gardens is hosting a fun evening for singles with no cover! You’ll want to make reservations if you’re staying for dinner. Otherwise, just show up for a live band, photo booth, a decked out restaurant, and drink specials!

Anti Valentine’s Day Tour

Enjoy this special Salem Night Tour focused on love gone wrong! This event is perfect for both couples and singles, lovers and haters. Take a tour through Salem’s most infamous stories of unrequited love, and love stories gone wrong. Admission is $15 per person.

The Greatest Love of All

This event is perfect for singles and those who hate the holiday. Enjoy a free burlesque show at Arts at the Armory, “Putting The ‘I’ Back in Valentine’s Day”. There will be food and snacks available for purchase. Although the show is free, donations are much needed.

Valentine’s Day A Capella

Enjoy a Valentine’s Day A Capella concert and brunch at Lansdowne Pub! They will have mimosas, eggs Benedicte, and several A capella musical groups. There is no cover charge but you will definitely want to make reservations. The music runs from 12 noon to 3 pm.

Valentine’s Day with Little Women

Enjoy a live production of this famed novel with the Wheelock Family Theatre! This event is great for those 18+ and includes pre-show events such as card-making, festive non alcholic drinks, and a chance to win more theatre tickets!



Valentine’s Day Market 

Boston Landing is hosting this free artist and artisan market on Guest Street. Get your V-Day gifts or just go shopping with the family. Be sure to take the kids so they can get in on sharing the love! They’ll be at 123 Guest Street from 11 am – 2 pm.

Valentine’s Day Skate

Head over to The Rink at 401 Park to get your skates on! There will be a live DJ, playing all the best songs for those who love V-Day and those who hate it! Admission is $10 per adult and $6 for kids and college students. Skate rentals are $6 each.

Valentine’s Day Toddler Time

Sky Zone knows what toddlers want for Valentine’s Day- jumping time! This local fun zone has jumping spots, crafts, and more. This V-Day, the little ones can play without parents worrying about rambunctious older kids! For this event, admission is $12 for the first child and just $5 for the second.

Parent’s Night Out at Code Ninjas

Drop the kids off for an evening of video games, computer games, and kid-friendly activities. Don’t feel the least bit guilty- Valentine’s is for you! Admission is $35 per child for non member, just $15 for members of Code Ninjas.

V-Day Party at Jam Time

Jam Time in Norwood is hosting this awesome event for kids. Design, decorate, and eat your own Valentine’s cookies when you attend this local play zone. Admission is $13 per person and includes cookie decorating.

Valentine’s Day Party at Tadpole

This is an evening of balloons, donuts, and Insta-Print photos! Get some awesome keepsakes and enjoy the food at Tadpole. This event is great for grown-ups AND little ones!


Did we miss one? Tell us about more Valentine’s Day events going on in and around Boston by leaving a comment below: