Valentine’s Day

A Celebration of Love, Friendship, and Fascinating History

When we think of Valentine’s Day, images of candlelit dinners and red roses might come to mind, but the roots of this beloved holiday tell a much broader story. Valentine’s Day has always been about celebrating love in all its forms—not just romance, but also friendship, family, and meaningful connections. 

Let’s take a moment to explore the rich history of Valentine’s Day and why it has always been a celebration of inclusivity and connection.

roman festival

The Origins of Valentine’s Day: From Pagan Rituals to Saints and Poets

Valentine’s Day has its roots in ancient Rome, where mid-February marked the celebration of Lupercalia, a festival dedicated to fertility, purification, and the coming of spring. During Lupercalia, Roman priests called “Luperci” would sacrifice animals and use the hides to bless the people, hoping to ensure good fortune and fertility. It wasn’t a particularly romantic occasion by today’s standards—there was more pagan revelry than poetry—but it planted the seeds for a day focused on connection.

st valentine

The leap from pagan ritual to romantic tradition began when the Christian Church established February 14th as St. Valentine’s Day in the 5th century. But who exactly was Valentine? The truth is, there were multiple Valentines martyred during the early days of Christianity, and their stories have blended into legend.

One of the most popular tales is about Valentine of Rome, a priest who defied Emperor Claudius II’s orders by secretly performing marriages for soldiers forbidden to wed. Claudius believed that unmarried men made better warriors, but Valentine believed in the sanctity of love and risked his life to bring couples together. As the story goes, he was executed on February 14th, and his acts of defiance and love made him a symbol of devotion.

Another legend claims that Valentine, while imprisoned, fell in love with the jailer’s blind daughter. Before his death, he sent her a note signed “From your Valentine”, supposedly restoring her sight through his faith. This romantic and miraculous tale may explain why Valentine became synonymous with love letters and expressions of affection.

Famous Figures and Valentine’s Traditions in History

Imagine a time of knights, castles, and grand feasts—a world where love was whispered in secret letters and sung in poetic ballads. It was the Middle Ages, and Valentine’s Day was about to transform from a simple feast day into a celebration of romance, all thanks to one man: Geoffrey Chaucer.

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In 1382, Chaucer—already famous for his brilliant storytelling—penned a poem called Parliament of Fowls, where he painted a magical scene: on February 14th, birds from all over the land gathered to choose their mates. This enchanting idea—that Valentine’s Day was a day of love—spread like wildfire through medieval courts, igniting a new tradition. Suddenly, noblemen and poets were inspired to woo their beloveds with heartfelt verses, delicate love notes, and small tokens of affection.

From secret messages passed in candlelit halls to grand declarations of devotion, the idea of love on Valentine’s Day took flight—just like the birds in Chaucer’s poem. And so, a holiday that had once been just another date on the calendar became the most romantic day of the year, a tradition that has lasted for centuries.

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Did You Know?

  • The oldest surviving Valentine was sent in 1415 by Charles, Duke of Orleans, to his wife while he was imprisoned in the Tower of London. His heartfelt poem reads:
    “I am already sick of love, My very gentle Valentine.”
  • King Henry VIII, famous for his many wives, declared February 14th an official holiday in England in 1537, cementing its place in popular culture.
  • In the Victorian era, Valentine’s Day cards became wildly popular, thanks to advances in printing technology. By the mid-19th century, these cards weren’t just for lovers—they were also exchanged between friends, family members, and even coworkers, proving that the holiday was always about more than just romance.
chocolate

Stories Behind the Traditions We Know

The Victorian era (1837–1901) wasn’t just about romance—it was the birth of modern Valentine’s Day marketing. This was when sending Valentine’s cards became a full-blown trend, thanks to advances in printing that made mass-produced, decorative cards affordable for everyone. But the real genius move? Richard Cadbury’s idea in the 1860s to package chocolates in beautifully decorated, heart-shaped boxes—not just as a treat, but as a keepsake for love letters and mementos.

It was an instant success, cementing Valentine’s Day cards and chocolates as must-haves for the holiday. So the next time you’re picking out a card or indulging in chocolate, remember—you’re part of a Victorian-era marketing masterpiece that’s still going strong!

Valentine’s Day Today: Love in Every Form

Today, Valentine’s Day has expanded to honor all types of love. Whether it’s romantic, platonic, familial, or even self-love, February 14th is a day to appreciate the people who make our lives richer. From the rise of Galentine’s Day, a celebration of female friendships, to the school tradition of kids exchanging valentines with classmates, the holiday remains as inclusive as it was centuries ago.

Love, Adventure, and Over-the-Top Celebrations

Valentine’s Day has evolved into a full-blown spectacle, with people finding wild and unforgettable ways to celebrate love in all its forms. In recent years, we’ve seen everything from mass wedding ceremonies in Times Square to daredevil couples getting married while skydiving at 10,000 feet. Some even take their love to extremes, like the couple who spent Valentine’s Day submerged in a shark cage—because nothing says commitment like facing razor-sharp teeth together!

Galentine’s & Wild Valentine’s: How Friends Are Redefining the Holiday

Who says Valentine’s Day is just for couples? In recent years, people have been ditching the traditional candlelit dinners and finding bigger, bolder, and wilder ways to celebrate love—especially with friends. From extravagant Galentine’s gatherings to adrenaline-pumping adventures, here are some of the most unforgettable ways people have turned Valentine’s Day into a friendship-filled, no-rules celebration.

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sky dive
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scavenger hunt

1. Renting an Entire Island for a “Singles-Only” Party 🌴🎉

Why stay home when you can have an entire island to yourself? A group of friends in Australia did just that, booking a private tropical getaway where they spent the day jet-skiing, sipping cocktails on the beach, and celebrating friendship under the stars. No couples, no pressure—just pure fun and adventure.

3. Skydiving in Heart-Shaped Formations 🪂❤️

For a group of thrill-seekers in California, the ultimate friendship celebration involved jumping out of a plane—together. They coordinated their skydives to form a heart shape mid-air, capturing the moment on GoPros before landing to a champagne toast on the ground. Talk about taking friendship to new heights!

2. Hosting a “Breakup Funeral” Party ⚰️🔥

Some friends take Valentine’s Day as a chance to say goodbye to the past—literally. A group in New York threw a breakup funeral, where they dressed in black, wrote farewell letters to their exes, and burned them in a bonfire while toasting to their independence. A little dramatic? Maybe. The perfect way to move on? Definitely.

4. A 24-Hour Valentine’s-Themed City Scavenger Hunt 🏙️💖

A group of friends in London created the ultimate love-themed scavenger hunt, leading them all over the city. Their missions? Get a stranger to write them a love poem, recreate famous romantic movie scenes in public, and track down the best heart-shaped desserts in town. The result? A non-stop, laughter-filled Valentine’s adventure.

Make Your Own Valentine’s, Galentine’s or Palentine’s Day Unforgettable—On the Water

But let’s be real—not everyone wants to risk their life for romance, but many people are trading tradition for experience, choosing to celebrate love in ways that are thrilling, unique, and totally unforgettable. And what better way to do that than aboard a luxury private yacht on the stunning San Francisco Bay? Whether you’re planning an intimate cruise for two, a lively party with friends, or a new kind of Galentine’s adventure, our Everything We Love Experiences offer the perfect way to celebrate love—your way. So why settle for ordinary when you can set sail on something extraordinary?

Our Everything We Love Experiences offer a one-of-a-kind way to make memories on the water.