Young couple in love outdoor

In a city as beautiful and historic as Boston, there are countless romantic locations and activities for lovebirds to choose from on Valentine’s Day. Plan a perfect date with these suggestions—some customary and others a little more adventurous.

Ice Skating on Frog Pond

A staple of winter romance, ice-skating is an exhilarating choice for couples. Located on the edge of the Boston Common, the Frog Pond attracts skaters of all ages and skill levels. Visitors can rent skates or bring their own. Catch a chill? Surprise your date with a hot cocoa or snack from the Frog Pond Café and you’ll look as smooth as the ice after the Zamboni.  

38 Beacon St.

Painting and Drinks at The Paint Bar

Feeling creative? Bring your date to The Paint Bar on Newbury Street. Though not an actual bar, wine and beer are available for purchase and music creates a pleasant atmosphere as you channel your inner Bob Ross. It’s okay if you aren’t an artist; instructors guide you step-by-step to help you create a personal masterpiece. Impress your date with creative wit as you paint a Valentine’s Day-inspired magnum opus.

248 Newbury St.

Dessert at Max Brenner’s Chocolate Bar

Nothing says Valentine’s Day like chocolate, and no place does it quite like Max Brenner’s. A chocolate-lover’s dream, this iconic proprietor offers everything from chocolate cocktails to chocolate fondue to chocolate pizza! This cozy establishment offers a full menu for those pursuing more than a sweet treat, but there’s no also no shame in having dessert for dinner. If you can’t get enough while you’re there, the chocolate shop at Max Brenner’s is filled with delicacies of all kinds, perfect to enjoy later.

745 Boylston St.

Dining in the Dark

Catered to the slightly more adventurous couple, “Dining in the Dark” is an unforgettable culinary experience. Visitors enjoy a four-course meal while blindfolded, a technique that significantly heightens the other four senses. Soothing music and a narrated story complete this one-of-a-kind meal. A sure-fire way to prevent your significant other from texting at the table, travelers can revel in this unique, though admittedly pricey, gastronomic journey on Saturday the 13th or on Valentine’s Day itself.

84 Beacon St.