Oh, Valentine’s Day! Love is in the air, champagne is bubbling, and chocolate will be going on sale soon! Whether you’re in a relationship or single and ready to mingle Portland, Maine is a fantastic place to spend your Valentine’s Day. You could catch a performance or comedy show, treat yourself to a delicious specialty dinner, attend a s’mores night, or just shop the day away. The opportunities are endless! Grab your S.O. or your buddies and get out there!
We will be adding more as they come, so as always, come back soon!
Food + Drink
Is there any better way to celebrate your love than a night out drinking and dining at some of Portland’s finest?
Here’s the round-up of where to dine (or takeout!) for Valentine’s Day – includes special pre-fix menus and multi-course dinners!
ALTO Terrace Bar + Kitchen – With an upscale menu that has been thoughtfully curated to connect you to the surrounding Old Port scene, this year, Alto Terrace Kitchen + Bar will be serving a 5-course dinner accompanied by a complimentary glass of Prosecco.
Book a reservation online.
Boone’s Fish House & Oyster Bar – A landmark seafood restaurant on Portland’s waterfront, Boone’s will be open for Valentine’s Day with reservations available. Menu features Portland’s “original baked stuffed lobster”, oysters and other local favorites.
Book a reservation online.
Broken Arrow – They’ll bring the candlelight and the romance, if you bring your Valentine date! Broken Arrow is booking reservations specifically for Valentine’s Day. Menu features refined regional cuisine that highlights local ingredients and local farms.
Book a reservation online.
The Regency is offering both a Valentine’s Day Brunch and Valentine’s Day Dinner at their Eighteen95 Restaurant. Visit their site to book!
Crispy Gai – Usually walk-in basis only, this trendy Thai-inspired bar and restaurant is opening up reservations for Valentine’s Day on a limited basis.
Book by calling (207) 747 – 5666
Eventide Oyster Co. – Looking for a cozy spot to celebrate that special someone in your life? Eventide Oyster Co. opened up a bunch of reservations for all you lovebirds out there. Reservations are bound to go fast, but rest assured they’ll still have room for walk-ins
Book a reservation online.
Gross Confection Bar: Portland’s dessert haven is rolling out the red carpet for Valentine’s Day. They’re unveiling a more intimate menu for the occasion, featuring six delectable desserts and one generous treat for sharing between lovebirds. Please note that reservations are accepted for parties of six or more, but for smaller groups, it’s a walk-in affair.
To book please call (207) 956 – 7208
Harbor Bistro & Terrace – Nestle into an evening spent in the heart of the Old Port. Redefining “hotel restaurant and bar”, Harbor Bistro + Terrace will be celebrate the week of love with delicious specials all week long starting February 11th!
Reservations can be made online.
Luke’s Lobster, Portland Pier – On 2/14, Luke’s will be offering a special lobster dinner for two. It will feature 2 lighthouse salads, 2 cups of lobster bisque or clam chowder, a steamed 1.5lb lobster OR a 6oz lobster roll with a side of your choice. Finally, enjoy a red velvet whoopie pie called “Wicked Loby Love” from Cape Whoopies to share for dessert. You can enjoy all this with your date for only $80.
Prosecco, wine, or anything else from the regular menu available for order as well.
Reservations can be made online.
Helm Oyster Bar & Bistro – An ode to the coast and farmland, Helm is offering a special 3-course dinner for Valentine’s Day in their intimate dining room and bar. The menu consists of beets, a NY Strip and Chocolate bites.
Reservations can be made online.
The Independent Ice Co. – Date night on a whim, Independent Ice Co. doesn’t take reservations but will be open Valentine’s Day for those that forgo the planning. Cozy and intimate, this bourbon whiskey bar and restaurant is has a classic gastropub offering with full meals and small plates, plus a sizable selection of cocktails.
Isa Bistro – A cozy neighborhood bistro serving an eclectic, seasonally driven menu, Isa Bistro is offering a special 3-course Valentine’s Day menu.
Book a reservation online.
The Knotted Apron – This neighborhood bistro is looking to make your Valentine’s Day extra special with their 4-course dinner with champagne and optional wine pairings.
Book a reservation online.
Novare Res Bier Cafe – Will be open and offering a special Valentine’s Day Belgian Bolognese Dinner. A 3-course dinner, plus two Belgian beers. Limited seating!
To book call (207) 761 – 2437
Maine Oyster Co. – Celebrate Valentine’s Day a little later this year, with Maine Oyster Co.’s Prix Fixe Menu on Friday, February 16th and Saturday, February 17th. Enjoy an intimate and cozy 4 course meal which includes oysters, tuna tostado, lobster risotto and more.
Book a reservation online.
Paper Tiger – Add a little warm-weather fun into your evening of romance with reservations at Paper Tiger. Cocktails and Asian-influenced Maine Seafood, Paper Tiger’s menu include small plates from Japanese Eggplant and Tuna Crudo, to large mains like Whole Roast Fish and Tom Kha Gai Rice. Ramp up the romance with their dish for two, Monkfish Ssam.
Book a reservation online.
Rigby Yard – Offering up warm hospitality and menus rooted in the seasonal bounty of New England, Rigby Yard will be open Valentine’s Day and is taking reservations.
Book a reservation online.
RiRa – This Irish pub will be offering Valentine’s Day specials in addition to their full All Day Menu. Enjoy seared scallops, a beet salad, seared tuna, ribeye and more for the ocassion.
Book a reservation online.
Thistle & Grouse – A new gastropub in Portland, Thistle & Grouse is bringing fine dining roots into a more relaxed atmosphere this Valentine’s Day. Offering a 3-course dinner that includes a menu of Yellowfin Tuna Tartare, Vietnamese Shrimp “Noodles”, Maine Lobster Carbonara, Hudson Valley Duck Breast ,Dark Chocolate Budino, and more. Optional wine pairings available.
Book a reservation online.
Woodford Food & Beverage – Off the beaten path of the typical Old Port destination, Woodford Food & Beverage, an American restaurant that draws inspiration from Maine’s natural bounty, Steak House and Brasserie classics, quality American roadside dining and bygone hospitality, will be open serving their regular menu with a few Valentine’s Day special surprises.
Make a reservation online.
Wayside Tavern – A warm and convivial space that invites guests to nestle in, relish good food, and renew their spirits, Wayside Tavern is setting the scene for romance with their Roman-inspired dinner. Stracciatella soup, anchovies, artichokes, braised meat, gnocchi alla romana are just a few teasers. Optional wine pairings available!
Book a reservation online.
For date night at home...
Events
Comedy shows, burlesque, sip and shops, oh my! Here are 7 cannot miss Valentine’s Day-themed events happening in Portland, Maine this year!
Celebrate PALetine’s Day – coworkHERS
Join coworkHERS for a night filled with fun, laughter, and friendship at the 2nd Annual Palentine’s Day Event! Get ready to celebrate the joy of friendship on Tue, Feb 13, 2024 at coworkHERS. This amazing event is the perfect opportunity to spend quality time with your pals and create lasting memories.
At the Palentine’s Day Event, you can expect a lively atmosphere with music, games, and delicious treats. Whether you’re single or in a relationship, this event is all about celebrating the love we have for our friends. So, grab your besties and come enjoy a night filled with laughter and good vibes.
- February 13th // 5:00PM – 8:00PM
- Purchase Tickets
Poison Arrow Valentines Burlesque – Geno’s Rock Club
Celebrate the season of love at Vivian Vice’s annual Valentine’s Tease at Geno’s Rock Club!
It’s that time of year to get your heart ripped out by a bevy of burlesque babes! Poison Arrow Burlesque is a night of heart piercing performances. There is no escape from that wicked cupid on February 10th at Geno’s! Hosted by the legendary Reverend Legs Malone with heart melting acts by Luna Lee, Creme Dela Phlegm, Cinnamon Maxine, Fantasia Knight, La Petite Mystique, Vivian Vice, and GoGo dancing with Ms. Scotland Mae.
- February 10th // 8PM Doors
- Purchase Tickets
Fall in Love – Portland Culinary Experience with Maine Day Ventures
All you need is love, but a little chocolate now and then doesn’t hurt! Join Maine Day Ventures for a special culinary experience this Valentine’s Day as they will take you across the Old Port in this leisurely-paced, yet incredibly lively, foodie walking tour.
Educating you on local food, drink and history, on this tour you’ll sample all sorts of original creations with a Valentine’s Day theme throughout. This may include fresh haddock tacos and local ale, piping hot clam chowders with sparkling pink mocktails, plus classic Maine lobster rolls with choice of beverages and a big, strawberry freshly dipped in chocolate. Finish with a chocolate tasting and a special, Valentine’s gift set of dark chocolate truffles to enjoy later!
- February 9th – 18th, 2024 // 10:30AM tours
- Purchase Tickets
Valentine’s Makers Market – Rising Tide Brewing Co.
Shop gifts for your Valentine! Join Rising Tide Brewing Co. for a heartwarming afternoon of Valentine’s Day shopping. Whether your sweetheart adores handcrafted jewelry, artisanal chocolates, or unique, locally-made treasures, Rising Tide’s talented lineup of artists and makers will have it all! Explore a wonderland of gifts, all while sipping on their finest brews. This event is family-friendly, so bring your loved ones and share the love.
- February 11th // 12PM – 4PM
Get ready for a Valentine’s Day extravaganza at Portland House of Music and Events that’s sure to make your heart soar! Gina & The Red Eye Flight Crew are here to ignite the romance with their irresistible blend of soul, pop, and R&B.
Led by the sensational vocalist Gina Alibrio, this nine-piece musical powerhouse boasts members from acclaimed bands like Rustic Overtones, Jaw Gems, and more. Gina’s bluesy vocals, often likened to Susan Tedeschi, will sweep you off your feet, while the band’s funky originals and classic favorites will keep you grooving all night long. Love is in the air, and they’re here to provide the soundtrack!
- February 12th, 2024 // 8PM Doors
- Purchase Tickets
Valentine’s Day Show with Katie Oberholtzer – One Longfellow Square
Be swept off your feet this Valentine’s Day at One Longfellow Square! OLS presents to you Katie Oberholtzer, a phenomenal jazz vocalist with roots in southern Maine and a heart that beats for music.
A true star in the making, Katie’s jazz journey began in southern Maine and has taken her to prestigious heights, including a Master of Music degree in jazz vocal performance from the University of Miami Frost School of Music. Her remarkable talent has earned her accolades like second place in the International Ella Fitzgerald Jazz Vocal Competition and Downbeat Awards for Best Jazz Vocal Soloist. Katie’s soulful voice and enchanting presence promise to make your Valentine’s Day special. Don’t miss this opportunity to be serenaded by a rising star in the world of jazz.
- February 14th, 2024 // 8PM – 10PM
- Purchase Tickets
Love Weekend – The Children’s Museum & Theatre of Maine
Make it a family affair this Valentine’s Day! Experience a day filled with L-O-V-E at The Children’s Museum & Theatre of Maine’s community-wide Love Weekend, which includes a variety of special events happening throughout the building.
In the museum’s MakerSpace, kids can craft their own Love Bug and design keepsake Valentine’s Day cards. Over in the aquarium, families can spread the love to the animals by creating a bespoke Valentine for each, using the special Love Day map to locate all the mailboxes in the Aquarium. Last but not least, dive into the fascinating world of turtles during Turtle Time. Learn about these incredible creatures and meet a turtle ambassador. Or, discover the secrets of soil happiness with the Wonderful Worms.
Help extend the love to children and families across Maine this Love Weekend with the Children’s Museum & Theatre of Maine and Maine Needs Donation Drive.
- February 10th – 13th, 2024 // 9 AM – 4 PM
- Admission
The Lonely Hearts Disco – Definitive Brewing Co.
Valentine’s Day rebel, it’s time to break the mold and celebrate your way this February! Definitive Brewing Co. is throwing the ultimate Anti-Valentine’s Day bash, an evening of dancing, disco, oyster shucking, snacking, and beer, where societal norms go out the window.
Singles, couples, and everyone in between, you’re all invited to this no-holds-barred celebration. Got a third wheel in your life? Bring them along! Couples looking to mingle? You’re welcome too! And if you’ve been hiding your real crush, this event is your chance to shine.
Enjoy a fantastic lineup of beers, including the Red Velvet Whoopie Pie Sour and Robin Imperial Stout, perfect for the occasion. Lady Shuckers will be on hand with oysters and shucking lessons, and Fat Kid Culinary Productions will offer up a delectable menu. DJ Diego will keep the vibe alive with music that’ll have you dancing all night long.
- February 10th, 2024 // 8PM – 11PM
- Purchase Tickets
