Boston Valentine's Day

Boston Valentine’s Day Date Ideas

We love celebrating Valentine’s Day! What a great excuse to show the people you love how much they mean to you. If you are looking for fun Boston Valentine’s Day date ideas, we have a few for you.

Lunch & Afternoon Walk

The pressure of getting a dinner reservation can be intense. Why not take the afternoon off with your loved one, eat lunch at a favorite restaurant and then stroll through the Public Garden hand in hand?

Photo Shoot

Surprise the one you love by hiring a professional photographer to take photos of the two of you on Valentine’s Day. Pick a location (or a few) that are meaningful to the two of you and you’ll be left with memories to last a lifetime.


Attend Eataly’s Valentine’s Day event and experience the day of Love the Italian way: with delicious food and drinks! While there will be Valentine’s events February 6th-14th, February 9th is the date to save for this particular treat. You’ll get the chance to enjoy over a dozen wines, artisanal cheeses (and goes without saying, some delectable sweets!) Buy tickets here.

Galentine’s Day sip & paint

If you’re sharing the love with friends this year, stop by another Eataly event on February 13th. Enjoy some wine while painting (and eating) the famous Italian favorite: cannoli! Don’t forget to reserve your spot.

Indoor Rock Climbing

Climbing Take an Intro To Climbing Course at Rock Spot Climbing. Learn how you can support each other in this fun sport.

Get A Psychic Reading

If you’re feeling up for a glimpse into your romantic future, visit The Original Tremont Tearoom for a psychic reading.

Strap On Your Snow Shoes

Snow shoe or stroll through the Arnold Arboretum’s winter wonderland and take in its diverse landscape.

If you need help planning your Boston Valentine’s Day, using Simplified’s personal admin services takes away the stress, leaving you and your loved one to enjoy the day.