12 Valentine's Day Entertainment Ideas for an Unforgettable Celebration

Get ready for a fun and romantic Valentine's Day.

Lauren Miolene

Editor

Photo credit: Thomas Barwick

With Valentine’s Day right around the corner, you might be wondering how you can make the occasion extra-special. Sure, flowers and heart-shaped candies are charming and all (don't worry, we are not telling you to skip out on the classics), but figuring out some fun Valentine's Day entertainment? Now, that's where things can get interesting. 

Whether you are in a relationship, hosting a party with friends or planning a Valentine's Day party for the kids, February 14th is about celebrating all types of love and relationships. When you think of entertainment for Valentine’s Day, you may draw a blank. But that’s where we come in! We put together 12 fun and cute Valentine's Day entertainment ideas so you can celebrate Valentine’s Day with all of your loved ones this year. Read on for our recommendations.

1. Catch some live music together

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Picture this: a romantic candlelit dinner with ambient music from an acoustic guitar—a literal scene from a movie! Put you and your valentine in this rom-com setting when you book live music.

Search from acoustic guitars, string quartets, jazz bands, and more to add live music to your perfect Valentine's Day festivities! 

Pro Tip: Here are our favorite romantic songs that are perfect for your private concert.

FIND LIVE MUSIC

2. Hire a photographer to capture the romance

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Make this Valentine’s Day extra memorable with a photoshoot by a professional photographer. Gather the whole family in your favorite red and pink outfits, commemorate a recent engagement with a photo session, or gather the girls for iconic group shots that will be totally Instagram worthy. No matter who you are with or what kind of photos you take, this is a memory you’re going to want to have.

Pro Tip: make the occasion even more special by having a full glam team! Book a hair stylist and makeup artist for the ultimate photoshoot experience.

FIND A PHOTOGRAPHER

3. Surprise your valentine with a serenade

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Celebrate Valentine’s Day old school by sending your valentine a barbershop quartet serenade. Not only will this express your feelings to them, but who doesn’t love a personal musical performance? Between the traditional outfits and one-of-a-kind songs, a barbershop quartet will put a smile on everyone’s face this Valentine’s Day.

FIND A BARBERSHOP QUARTET

4. Invite a caterer to plan a romantic meal

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If you want to surprise your loved ones with a special meal at home, book a caterer to whip up something amazing for everyone to enjoy. This is the perfect option if cooking isn’t your strong suit, or you just want a night off from kitchen duty. Have the caterer curate the menu to feature Valentine’s Day themed treats for an extra special touch.

FIND A CATERER

5. And a bartender to spice up the drinks list 

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Of course a special dinner will need a special cocktail or mocktail paired alongside! Find a mobile bartender that can recreate you and your partner’s favorite drink, teach a mixology class, or even go through wine pairings.

FIND A BARTENDER

6. Hire a comedian to perform at your Valentine's Day party

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Sometimes there is nothing more special than laughing with the ones you love. Sit down with your funny valentine, the kids, or a group of friends to enjoy a private comedy show from a hilarious comedian. Book clean comedians, stand-up comedians, and more for a very special and memorable day.

FIND A COMEDIAN

7. Or a storyteller, especially if children will be in attendance

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Spend quality time with the little ones this Valentine’s Day and book a storyteller to read all of their favorite bedtime stories. From Love Your Forever to Llama Llama I Love You, there are a ton of children’s books all about the importance of love.

FIND A STORYTELLER

8. Get wild with a karaoke DJ

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Plan the ultimate Valentine’s Day party with a karaoke DJ that will get everyone on their feet and having a good time. Perform crowd favorites including “Dancing Queen,” “Shallow,” and “Love Shack” to get into the holiday spirit. If a regular DJ is more your thing, get ready for a dance party to all your favorite love songs.

FIND A KARAOKE DJ

9. Contemplate your love life with a psychic reading

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Whether you’re celebrating with a special someone or a group of friends, it’s always exciting to see what the future has in store. Find a psychic or tarot card reader to share your fortune and make predictions for love in the upcoming year.

FIND A PSYCHIC

10. Hire a magician for a truly magical Valentine's Day 

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Add an extra touch of magic to Valentine’s Day with the help from a magician. Magicians are a staple form of entertainment that audiences of all ages are sure to enjoy. Planning a proposal this Valentine's Day? Incorporate the ring into a magic show that is sure to surprise your partner and guarantee a “yes!”

FIND A MAGICIAN

11. Organize a caricaturist station for Valentine's Day keepsakes

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Caricatures aren’t only for kids! Get the whole family in on the fun with a personalized drawing as a fun Valentine’s Day activity. Sit down with your partner, friends, or the kids for a cute and memorable keepsake this year. You can also hire a caricature artist in advance and have them prepare a drawing ahead of time.

FIND A CARICATURIST

12. Rent a photo booth to commemorate the occasion 

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Remember this Valentine's Day by renting a photo booth and taking fun, silly or romantic photos together. Prepare some props ahead of time, like cute heart-shaped cutouts and cupid's bows. Don't forget to dress up for the occasion—go ahead and lean into pink, red and white if you're feeling extra festive. 

FIND A PHOTO BOOTH

Find more Valentine’s Day party ideas and inspiration here on The Bash.