Valentine's Day | Icebreaker Spot

As someone who loves bringing people together through fun icebreaker activities, I’m always looking for new ideas that are relevant to upcoming holidays or events. Valentine’s Day is a great opportunity to create a warm, playful atmosphere and encourage guests to share their thoughts and feelings about love, relationships, and romance. One way to do this is by incorporating Valentine’s Day themed “This or That” icebreaker questions into your event.

How to incorporate Valentine’s Day themed This or That questions

To incorporate Valentine’s Day themed “This or That” questions into your event, follow these steps:

Prepare a list of questions beforehand that are related to love, relationships, and romance in the context of Valentine’s Day. You can find inspiration from browsing online forums, social media posts, or popular culture references.
Print out the questions on cards or display them on a screen or a poster board. Encourage your guests to form small groups of 3-5 people and take turns asking each other the questions. You can also create a rotation system where each group moves on to the next question after a set amount of time (e.g., 2-3 minutes).
Make sure everyone has a chance to answer each question and listen actively to their responses. Encourage follow-up questions, comments, and discussions that build on the initial answers. You can also share your own insights and opinions about love and relationships to keep the conversation flowing.
After everyone has had a chance to answer all the questions, gather your guests in a larger group and ask them to share their favorite or most surprising answers. You can also use this opportunity to highlight any commonalities or connections that emerged during the activity.
Consider using some of the insights or stories that came up during the “This or That” icebreaker as a springboard for further conversations and activities throughout the day. For example, you could organize a Valentine’s Day trivia game or create a DIY craft station where guests can make their own valentines.

Ideas on different themes of questions

To keep your Valentine’s Day themed icebreaker questions fresh and engaging, you can explore different themes and categories that are relevant to the holiday. Here are some ideas:

Love languages: Ask questions about how people prefer to give and receive love (e.g., “Do you prefer receiving gifts or quality time on Valentine’s Day?” or “What is your favorite way to express love to someone else?”).
Relationship stages: Ask questions that reflect different stages of relationships, from first dates to long-term commitments (e.g., “What was the most memorable first date you’ve ever had?” or “What is one thing you would change about your current relationship if you could?”).
Romantic gestures: Ask questions about romantic gestures and traditions (e.g., “What is the best Valentine’s Day gift you’ve ever received?” or “Do you prefer a fancy dinner or a cozy night in for Valentine’s Day?”).
Friendship: Ask questions that explore the role of friendship in love and relationships (e.g., “What is your favorite thing about being in a romantic relationship with someone?” or “How do your friends influence your romantic choices?”).
Pop culture: Ask questions that reference popular movies, TV shows, or songs related to Valentine’s Day (e.g., “Which romantic movie character do you identify with the most?” or “What is your favorite love song of all time?”).

By incorporating these different themes of questions into your Valentine’s Day themed icebreaker activity, you can create a fun and inclusive atmosphere that encourages guests to share their thoughts and feelings about love, relationships, and romance. So why not give it a try and see how it can enhance your next event!

My favorite Valentine’s Day themed This or That questions

Love songs or love poems?
Teddy bear or other stuffed animal?
Romantic dinner at home or fancy restaurant?
Cupid or heart decorations?
Movie night or game night?
Champagne or wine?
Classic love song or modern love song?
A surprise trip to a new city or a surprise visit to a familiar place?
Candlelit bath or couples massage?
Make a scrapbook or create a photo album?
Breakfast in bed or brunch at a restaurant?
A walk on the beach or a hike in the mountains?
Romantic dinner at a restaurant or homemade dinner?
Heart-shaped candies or heart-shaped cookies?
Celebrating on Valentine’s Day or a different day?
Heart-shaped pizza or regular pizza?
Surprise getaway or staycation?
Romantic comedy or drama movie?
Red or pink?
Traditional card or handmade card?
Red wine or white wine?
Chocolate or flowers?
Heart-shaped candy or regular candy?
Breakfast in bed or brunch out?
Single or taken?
Serious relationship or casual dating?
Chocolate-covered strawberries or champagne?
Flowers or balloons?
Spa day or adventure activity?
Teddy bear or chocolates?
Heart-shaped candies or chocolates?
Netflix and chill or fancy night out?
Surprise proposal or planned proposal?
Indoor or outdoor picnic?
Handwritten love letter or surprise gift?
Traditional marriage or elopement?
Handmade gifts or store-bought gifts?
Boxers or briefs?
Movie night in or night out dancing?
Love letters or love poems?
Heart-shaped or regular-shaped box of chocolates?
Breakfast in bed or dinner in bed?
Heart-shaped jewelry or traditional jewelry?
A surprise date night or a surprise weekend getaway?
Fancy lingerie or comfy pajamas?
Big teddy bear or small teddy bear?
Box of assorted chocolates or one type of chocolate?
A single rose or a bouquet of roses?
Write a love letter or create a homemade gift?
Surprise date or planned outing?
Surprise proposal or surprise renewal of vows?
Surprise serenade or surprise dance routine?
Homemade dinner or reservation at a fancy restaurant?
Candlelight or fairy lights?
Red roses or pink roses?
Long-stemmed roses or bouquet of small roses?
Chocolate or Roses?
Surprise date or planned date?
Heart-shaped cake or traditional cake?
Surprise breakfast in bed or surprise dinner?
Couples massage or spa day alone?
Box of conversation hearts or sweethearts?
Watching the sunset or sunrise together?
Perfume or cologne?
Sweet or savory treats?
Flowers or chocolates?
Cards or love letters?
Roses or tulips?
Romantic comedy or action movie?
A dozen roses or a box of chocolates?
Matching couple outfits or coordinating colors?
A romantic poem or a love song dedication?
Cuddling on the couch or dancing?
A romantic picnic or a fancy brunch?
Diamond or pearl jewelry?
Teddy bear or personalized gift?
Classic love songs or modern pop?
Romantic comedy or thriller movie?
Technological gifts or traditional gifts?
A candlelit bath or a bubble bath?
Gifts or quality time together?
Heart-shaped waffles or pancakes for breakfast?
Handwritten love coupons or a pre-planned date?
Candlelit bubble bath or shower for two?
Netflix and chill or night on the town?
Jewelry or watch?
A romantic getaway or a staycation?
Cupid or heart-shaped decorations?
Surprise trip or staycation?
Surprise gift or planned gift?
A love letter or a poem?
Valentine’s Day This or That:
Valentine’s Day card or handmade craft?
Heart-shaped pizza or heart-shaped cake?
Heart-shaped pizza or traditional pizza?
Romantic dinner or home-cooked meal?
Box of chocolates or box of heart-shaped cookies?
Red or pink decorations?
Boxer shorts or briefs?
A surprise gift or a planned gift?
Jewelry or flowers?
Romantic walk on the beach or in the park?
Wine or champagne?
Public proposal or private proposal?
Heart-shaped balloons or regular balloons?
Handmade card or store-bought card?
Bouquet of roses or mixed bouquet?
Cupid or Dove?

About the author

Jon Zajac

Founder & Chief Icebreaker

I started Icebreaker Spot because I truly believe that strong connections are the foundation of successful teams. I wanted to create a platform that would make it easy for people to find and share icebreakers and team building activities, empowering them to build trust, foster collaboration, and ultimately, achieve greatness together.