Whether you’re celebrating this Valentine’s Day in Boston with a significant other or friends, there’s many options for celebrating and having fun on this lovely holiday. From classic dates like a nice Italian dinner for two, to more unconventional ideas like curling and arcade bars, you can find the best things to do in Boston on Valentine’s Day!
1. Enjoy a ‘Romeo and Juliet’ spin on a classic Candlelight Concert
What’s more romantic than classical music and candlelights? We honestly don’t think anything can beat the Candlelight Concerts’ relaxing and romantic atmosphere for Valentine’s Day. Calm your mind and experience classical music in a whole new light with this sensational concert featuring a wide variety of heartwarming musical melodies.
With historic venues illuminated by thousands of flameless candles, you’ll experience an unforgettable ambiance. Some favorite tunes playing at the concert include:
- Fantasy Overture from Romeo and Juliet – Tchaikovsky
- Clair de Lune, L.32 – Debussy
- Intermezzo from Cavalleria Rusticana – Mascagni
If you can’t make it to the concert, a Candlelight gift card is another great way of saying “I love you” this Valentine’s Day in Boston. Afterall, there are 365 days a year to say so.
Find it at Simons Theatre get your tickets here before they sell out
2. Romanticize Boston and take a walking tour of the city’s loveliest spots
Explore Boston with yourself, a friend, or your partner and explore the spellbinding charm Boston has to offer with your personal local romantic tour guide! This is a great one for the history buffs and old romantics. Plus, the date will finish with a specially curated mystery picnic!
Tours begin at 45 School St, Boston, MA, 02108
3. Spend the evening delivering justice at The Jury Experience
If you and your Valentine love a little drama, step into the courtroom with The Jury Experience in Boston, where you get to participate in riveting trials that challenge your moral compass. As you navigate through evidence and testimonies, your verdict will shape the outcome. With high ratings and favorable reviews, it’s an immersive experience you won’t want to miss!
Find The Jury Experience at Regent Theatre 7 Medford Street
4. Enjoy an unforgettable Valentine’s weekend at this courthouse turned boutique Michelin Guide hotel
Think Gilmore Girls meets quiet luxury, The Abner is a 137-year-old courthouse transformed into a plush boutique hotel. They’re hosting a special weekend for the couples or the gals.
With Valentine’s falling on a Saturday this year, it’s the perfect excuse to make a full weekend out of the occasion. The weekend means preferred rates for Sunday, so stay the night on Saturday, and a delicious prix fixe meal at the hotel’s on-site restaurant, The Courthouse, plus a Galantine’s Day brunch on Sunday. Learn more and reserve your stay.
5. Gift a box of chocolates from a local business
Valentine’s Day is the perfect excuse to stop by a local gourmet chocolate shop and get something special! Whether you’re looking for something simple and sweet or decadent and rich, these local chocolatiers have the finest selections of bon-bons, truffles, and chocolates that you can find in Boston. Some of our all-time favorite local Boston chocolates are from:
- Petrova Chocolate– whimsicle flavors for the curious
- Choc Allure– elegantly crafted for the refined palate
6. Savor a romantic chef-crafted menu from the warming comfort of home
Sometimes staying in and cooking can be just as romantic as a night out. If you want the yummy home cooked meal without all the extra labor of prep and cleanup, Boston local meal delivery service, Shef, has you covered.
Shef delivers home chef-crafted dinners made from wholesome ingredients straight to you made by local Bostonians!
Reserve your Shef meal online
7. Plan a weekend getaway to Maine’s most romantic town
The second-best Christmas town in America is not surprisingly also one of the most romantic.
Valentine’s Day falls on a Friday this year, so turn the weekend into a winter getaway! We recommend Kennebunkport, a tiny town in Maine that literally paints the town red for the month of February and has all kinds of festive celebrations planned for the weekend.
8. Turn up the heat with a fireplace dinner
Shhh… just between us, these restaurants are the city’s best kept secret for fireplace dinner! If you’re looking for a sweet spot with a fireplace to dine by, these should be on your radar. Make sure to reserve early and request a table with the most romantic view!
9. Go ice skating!
If you’re looking for fun outdoorsy activity on V-Day, look no further than the ice rink. This is an especially good option if you’re a talented skater, but even if you and your date are both trying it out for the first time, it’s a fun (and humbling!) learning experience. Check out our favorite indoor and outdoor rinks to get skating.
10. Spark up the romance at a glittering ballet show
If you’re looking for something a bit more glitzy and artsy, Ballet of Lights is a luminous show that makes your celebration extra romantic. Graceful choreography meets glow-in-the-dark costumes in a reinterpretation of the classic Cinderella ballet. Pair it with drinks or dessert after so you can truly connect.
11. Take a romantic cooking class together
If you crave an interactive date but still want a nice meal, a romantic cooking class is where the pasta meets the sauce (our fancy metaphor to mean you get the best of both worlds)! Learn how to make pasta from scratch and maybe even dust some flour on your lover’s nose and recreate a scene from your favorite Hallmark film.
Find it at 19 Kingston Street Suite 1, 02111
12. Have a fancy Italian Valentine’s dinner
Even if you’re not the ones cooking it, Italian food is still perhaps the most romantic cuisine out there in the world. If you’re looking to share a Lady and the Tramp-inspired moment with a special someone this Valentine’s Day, look no further than these ideal Italian restaurants in Boston!
13. Dine outdoors in a private igloo
New Englanders don’t shy away from the cold weather—we embrace it! Which is why you should consider hanging out in an upscale igloo or greenhouse for Valentine’s Day. Restaurants like the Lookout Rooftop (which was also named one of the best date night spots in the country)! Although they’re in high demand right now, it’s well worth the reservation!
14. Enjoy a solo date at a wholesome spa in a cute New England town
Just a 45-minute train ride from the city is Hopkinton, Massachusetts, the start of the Boston Marathon. This town is pretty similar to Stars Hollow for the Gilmore Girls fans out there and it is also home to a “Best of Boston” award-winning organic spa, Haven Beauty.
Book a facial, massage, sauna, or hair transformation for an incredible day of self-love. After, treat yourself to one of our all-time favorite ramen spots, Doragon Ramen which is just a ten-minute drive away.
15. Take a romantic getaway vacation at a tranquil treehouse or cozy cabin
Concentrate on your love away from the bustle of the city. These tranquil romantic winter weekend getaway destinations will let you slow down and connect. No matter how you’re celebrating, a local New England trip is the optimal way to recharge.
16. Celebrate with a dinner at one of Boston’s prettiest restaurants
Boston is full of breathtaking restaurants from the rooftop at Contessa to the chic coastal French-inspired brasserie setting at Coquette. We’ve curated a list of restaurants great for date night and included some favorites below:
- Coquette, Seaport
- Contessa, Back Bay
- Deuxave, Back Bay
- Talulla, Cambridge
17. …and a movie?
Dinner and a movie is a classic date for a reason. Especially on those chilly February nights, a cinema is the perfect place to cozy up with your lovebird. Find discounted AMC tickets here to help sweeten the deal! The Alamo Drafthouse Cinema in Seaport is perfect for date night.
18. Brighten a patient’s day at Boston Children’s Hospital with a virtual Valentine
In three easy steps you can send a virtual Valentine to a patient at Boston Children’s Hospital. These patients have it especially hard since they are separated from their friends and family for prolonged periods of time while receiving treatments. Each message will be personally delivered to each patient’s screen for them to read and feel the love!
19. Get a massage at the exquisite The Wellness Floor at One Dalton
There is no better way to show someone you love them, than a day at the Four Seasons Boston One Dalton. Start with a day full of relaxing body treatments and finish with a 5-star meal at Trifecta or Zuma. You’ll be yapping about this day for years to come. This year, the spa offers Dalton Duo Couples’ Massage, Crystalus Stone Couples Massage, and T Ó G O B O G É Sensorial Journey Couples’ Massage to celebrate the occasion.
20. Seal your friendship with forever jewelry
Whether a friendship, relationship, or other “ship,” Brave Daughters is the perfect spot for Valentine’s Day jewelry in Boston. Make an experience out of jewelry gifting by taking that special someone for an electrifying moment of getting dazzling gold and diamonds zapped to their body!
21. Don’t forget the flowers!
Valentine’s Day wouldn’t be complete without a beautiful bouquet! Boston’s best flower shops have been working hard curating stunning assortments for months, so all you have to do is pick a favorite! Check out the best flower shops in Boston here!
22. Try a blindfolded dinner date
If you are looking for a memorable dinner, we suggest this romantic blindfolded dinner in Boston. Try a secret 3-course menu and work your way through exciting flavors and textures and get to know your date on another level.
23. Visit a scree-free dessert bar in Cambridge
No phones allowed at this intimate dessert bar in Cambridge which only offers sweet bites and cheeseboards. Cap the night here, and enjoy a fully present treat together sans screens.
24. Take a romantic cruise along the Boston Harbor
Boston Harbor City Cruises hosts a special Valentine’s edition of its beloved Boston cruises. Aboard The Odyssey for its the Valentine’s Day Signature Dinner Cruise on February 13-14! The special cruise features chef-prepped dinner, a live DJ, and stunning skyline views!
25. Enjoy dinner at one of Boston’s most romantic restaurants
From the ambiance to the food, these are some of the most romantic restaurants in the city. Whether you’re craving Italian or a classic steakhouse, there’s something for every crowd.
26. Have a memorable meal at the Boston area’s only Relais & Châteaux property
Relais & Châteaux is the epitome of luxury, and a clear indication that you love someone—whether yourself, friends, family, or that special someone. Located in historic Lexington, Massachusetts, The Inn at Hastings Park hosts several Valentine’s options with exquisite cuisine and elegant surroundings. Learn more below and find more information on the Inn’s website.
- February 11: Valentine’s Edition Supper Club at Town Meeting Bistro: a fabulous foodie-approved supper
- February 13 and 14: 4-course Valentine’s Dinner: find the menu here
27. Get your Valentine’s bling from a local woman-owned brand
Cove Jewelry, the New England-native fine jewelry brand, dropped a new collection in time for Valentine’s Day. Cove uses solid gold and ethically made diamonds, sourcing all the gold locally from New York City. Cove was founded by designer Alyson Iarrusso in October 2023, drawing inspiration from the coastal beauty of Cape Cod, New Hampshire, and Kailua, Hawai‘i. Find everything from showstopping diamonds to vibrant Pink Tourmaline stones at Cove Jewelry.
28. Enjoy an elegant afternoon tea in and around Boston
Whether Galentine’s or Valentine’s or both, teatime is an elegant way to celebrate love! Check out some of the most beautiful tea rooms in Boston and beyond.
29. Spend the night at this French Manor house just 45 minutes from Boston
This countryside manor house oozes romance—with cozy fireplaces, elegant paintings, a quaint bistro, and luxurious spa. It’s the perfect spot for a solo, couple, or friends date and the closest thing to a trip to France—but Mirbeau Inn & Spa is sneakily just a stone’s throw from the city. Complete the stay with a deluxe spa treatment like a massage or facial for the most romantic getaway.
30. Reserve a private Artic Alcove for a romantic winter date
Located inside a 30-foot-tall ice castle, is a private alcove closed off for a winter picnic, date or even over-the-top proposal! The LED lit cove is perfect for those who love nature and privacy.
Find the Ice Castles at 24 Clark Farm Road North Woodstock, NH 03262
31. Attend a beloved fashion show in a former jail turned boutique hotel
The Liberty Hotel invites guests to its annual Valentine’s Day Fashionably LATE Fashion Show, spotlighting Boston-based designer Lidiya Romanchuk, with looks styled by Liya Kay Productions. Romanchuk will show 12 looks in total. The show kicks off with a live DJ at 8:30 PM! The Liberty Hotel will also host a pop-up spa and more to celebrate the season of love.
32. Get a glam Valentine’s mani in minutes
Paintbox, the sister company of beloved locally-born nail salon, Miniluxe, just launched its first Valentine’s press on collection. If you purchase a pack of press-ons, you’ll receive a complimentary 10-minute application. Get your perfect Valentine’s mani in a flash, for free!
The pop-up is adjacent to MiniLuxe Prudential Center and features a dazzling collection of Velvet hearts, Textured glass nails, Floating diamond details, and Lace-inspired accents now through February 14!
Find MiniLuxe Prudential at 776 Boylston St
33. Create a signature scent at this fragrance lab on Newbury
Scent hold so much memory and power. Capture your love in an essence by developing a custom fragrance at Olfactory NYC. Go solo, with friends, or with your partner! It’s the perfect activity to do with a special someone and create a scent that speaks volumes.
34. Indulge in a fabulous tasting menu in the city
There is no better celebration than Valentine’s Day to go all out on dinner! If you’re craving a memorable meal and a paced tasting menu, check out some of our top picks below: