Valentine's Day Trivia Night Theme Pack

Valentine's Day trivia questions built for the easiest sold-out date night of the year. 75+ romantic questions covering iconic on-screen couples, classic love songs, every era of romantic comedies, candy heart phrases, Cupid mythology, and the real Saint Valentine. Designed for couples on February 14, Galentine's groups on the 13th, and singles' anti-Valentine bar nights — a built-in two-person team format that turns first dates into weekly regulars.

Perfect for: Valentine's Day couples trivia, date-night pub trivia, Galentine's parties, and anti-Valentine singles nights.

February 14 is the single highest-spend date night on the calendar — Valentine's trivia is how you fill every two-top in the room. 75+ questions on famous couples, love songs, rom-coms, and Valentine's history, designed for two-person teams and built to make first-time visitors come back the next Tuesday.

What's Inside

• 4 rounds of mixed-difficulty Valentine's Day trivia — 75+ total questions
• Themed picture round with iconic on-screen couples and Valentine's imagery
• Host script — read and run, no experience needed
• PDF + PowerPoint formats included
• Commercial license for your venue built-in
• Instant download — host tonight

About Valentine's Day Trivia

Valentine's Day trivia is the highest-converting date-night format in bar trivia because it pulls couples and groups who would never sit through a generic Tuesday quiz. Valentine's Day falls every February 14 and traces its origins to two early Christian martyrs both named Saint Valentine, formalized as a feast day by Pope Gelasius in 496 AD. The romantic tradition we know today comes from Geoffrey Chaucer's 1382 poem "Parlement of Foules," which linked February 14 to bird-courting season, and exploded with mass-produced paper Valentines in the 1840s thanks to Esther Howland in Worcester, Massachusetts. Today Americans spend more than $25 billion on Valentine's Day each year on cards, candy, jewelry, dinners, and flowers — the National Retail Federation reports about 145 million cards exchanged and 250 million roses produced for the holiday annually.

A great Valentine's trivia pack mixes that history with the romantic-comedy canon and pop-music love-song catalog every couple shares. Pull from on-screen couples (Jack and Rose in Titanic, Noah and Allie in The Notebook, Harry and Sally, Westley and Buttercup, Lloyd Dobler and Diane Court, Carrie Bradshaw and Mr. Big, Edward and Vivian in Pretty Woman); rom-coms by era (When Harry Met Sally, Sleepless in Seattle, You've Got Mail, 10 Things I Hate About You, Love Actually, 27 Dresses, Crazy Rich Asians); the Sweethearts conversation hearts that have been printed by NECCO since 1866; classic love songs (Etta James "At Last," Whitney Houston "I Will Always Love You," Elvis "Can't Help Falling in Love," Frank Sinatra "L-O-V-E," Marvin Gaye "Let's Get It On"); Cupid as the Roman counterpart of the Greek god Eros; and the bigger debates — chocolates vs flowers, dinner vs experience, store-bought card vs handwritten note.

Sample Valentine's Day Trivia Questions & Answers

On what date is Valentine's Day celebrated each year?

February 14. Pope Gelasius established the feast of Saint Valentine on this date in 496 AD, and it has been romantically associated since Chaucer's 1382 poem "Parlement of Foules."

Who is the Greek god of love, and what is his Roman counterpart — the figure most often associated with Valentine's Day?

Eros (Greek) and Cupid (Roman). Cupid is depicted as a winged child with a bow and arrow whose strikes cause people to fall in love.

What 1997 James Cameron film features a love story aboard a doomed ocean liner and includes the line "I'll never let go, Jack"?

Titanic. Leonardo DiCaprio and Kate Winslet starred as Jack Dawson and Rose DeWitt Bukater — the film won 11 Oscars including Best Picture.

Which Whitney Houston song from the 1992 film The Bodyguard became one of the best-selling singles of all time?

"I Will Always Love You," originally written and recorded by Dolly Parton in 1973. Houston's version spent 14 weeks at #1 on the Billboard Hot 100.

In Nicholas Sparks's novel and the 2004 film The Notebook, what are the names of the two main lovers?

Noah Calhoun and Allie Hamilton, played by Ryan Gosling and Rachel McAdams in the film adaptation.

What candy company has produced "Sweethearts" conversation hearts with messages like "Be Mine" and "Kiss Me" since 1866?

NECCO (the New England Confectionery Company). Spangler Candy Company acquired the brand in 2018 after NECCO went out of business.

What 1989 Rob Reiner romantic comedy features Billy Crystal and Meg Ryan and the famous restaurant scene at Katz's Deli?

When Harry Met Sally. Nora Ephron wrote the screenplay; the line "I'll have what she's having" was delivered by Estelle Reiner, the director's mother.

Which Beatles song begins with the lyric "Oh yeah, I'll tell you something, I think you'll understand"?

"I Want to Hold Your Hand," released in 1963 — the band's first U.S. #1 hit and a foundational Valentine's-era love song.

What Roman holiday celebrating fertility and pairing-up was held February 13-15 and is considered an ancestor of Valentine's Day?

Lupercalia. The pagan festival was eventually displaced by the Christian feast of Saint Valentine in the late 5th century.

What 1990 Garry Marshall film stars Julia Roberts as Vivian Ward and Richard Gere as a wealthy businessman who fall in love over a week in Beverly Hills?

Pretty Woman. The film grossed $463 million worldwide and made Julia Roberts a major movie star.

What term is used in modern dating culture for spending Valentine's Day with your female friends — popularized by an episode of Parks and Recreation?

Galentine's Day, celebrated February 13. Leslie Knope's 2010 episode coined and cemented the holiday in pop culture.

What Etta James song, originally released in 1960, is one of the most-performed first-dance wedding songs in U.S. history?

"At Last." The song was inducted into the Grammy Hall of Fame in 1999 and has been a Valentine's Day staple for over 60 years.

In the 1987 film The Princess Bride, what phrase does Westley repeatedly say to Buttercup that actually means "I love you"?

"As you wish." The film, written by William Goldman, has become one of the most quoted romance films in pop culture.

What is the name of Charlie Brown's unrequited Valentine's crush in the Peanuts comics and TV specials?

The Little Red-Haired Girl. Charles Schulz based her on Donna Mae Johnson, a real Minneapolis accountant Schulz proposed to in 1950.

Approximately how much do Americans spend in total on Valentine's Day each year, according to the National Retail Federation?

About $25 billion annually, including cards, candy, flowers, jewelry, dinners, and gifts. Per-person average has trended above $185 in recent years.

How to Host a Valentine's Day Trivia Night

Valentine's trivia draws a packed mixed audience: 25-45 couples for the main event, 21-35 women for Galentine's, and 28-45 singles for anti-Valentine nights. Run the main couples night on February 14 if it lands midweek, or on the closest Saturday if it lands on a weekend; pair it with a $39-$59 prix-fixe two-top dinner package and require a reservation deposit. Promote three weeks out across Instagram, Facebook, and your email list with a couples-trivia graphic and a clear two-person team format. Reservations under "Romeo and Juliet" sell out faster than "Team Trivia."

Run four rounds of roughly 10 questions: a friendly opener (rom-com couples), a love-songs audio round (Whitney, Etta, Elvis, Marvin Gaye, Beatles), a rom-coms-by-decade round (80s/90s/00s/10s), and a hard final round mixing Valentine's history (Saint Valentine, Lupercalia, Esther Howland, Geoffrey Chaucer) and modern Valentine's pop-culture deep cuts (Galentine's, Sweethearts retired phrases, the most expensive Valentine's gift on record). The picture round should feature iconic on-screen couples and famous on-screen kisses. Cap teams at two people — it forces a date format and doubles your cover count.

Prizes that fit the theme: a free dinner-for-two on a future date for first place, a bottle of champagne or chocolates for second, and a single rose with a handwritten card for last (the joke prize is half the fun). Pair the night with a romantic drink menu — French 75s, espresso martinis, pomegranate champagne cocktails, dirty Shirleys, and chocolate-covered strawberry old fashioneds — and a Galentine's package the night before for groups of women. End by 10 PM so couples can transition to dessert or a nightcap elsewhere.

Frequently Asked Questions

How many Valentine's Day trivia questions are in this pack?

The pack contains 75+ Valentine's Day trivia questions split across four rounds, plus a themed picture round with high-res romantic imagery — enough material for a full 90-minute date-night trivia.

Is this Valentine's Day trivia pack designed for couples or larger teams?

The pack is built around two-person team play to fit a date-night format, but works equally well for groups of 4-6 at Galentine's parties, anti-Valentine singles nights, or family game nights.

What format does the Valentine's Day trivia pack come in?

You receive both a printable PDF and a PowerPoint file. Print the PDF for team answer sheets and project the PowerPoint on a TV or screen for the picture round. Both files are sent to your inbox within minutes of checkout.

Can I use this Valentine's Day trivia pack at my bar or restaurant?

Yes. A commercial license is built into every Cheap Trivia pack. You can run it at your bar, restaurant, brewery, country club, hotel, or any private venue you operate, as many times as you want.

When is the best night to run Valentine's Day trivia?

February 14 if it falls on a weeknight; the closest Saturday if it falls on a weekend. February 13 (Galentine's Day) and the Friday or Saturday before are also strong nights for women's groups and singles' nights.

Run Valentine's Trivia Every Week

One Valentine's pack runs once. The Cheap Trivia Weekly Subscription sends a fresh, professionally-written trivia pack — four themed rounds — to your inbox every Sunday, perfect for venues running weekly trivia year-round. First month is $1.

Delivery

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