Write a Love Letter to Pensacola, Enter to Win a Pensacola Vacation!

Through our From the 1500s, With Love campaign, we’re celebrating more than 250 years of history and the moments that make Pensacola so special. Maybe it was a beach sunset you still think about, a family vacation that became a yearly tradition, or the destination you chose to call home. Whatever your story looks like, we want to hear it. We’re inviting you to write your love letter to Pensacola in 500 words or less for a chance to win a Pensacola vacation for four valued at $2,500!

LODGING
A three-night stay for four at The Hilton Pensacola Beach in a junior suite
DINING EXPERIENCES
PENSACOLA EXPERIENCES
$150 gift card to Restaurant IRONAn inshore fishing charter with Hot Spots Charters
$150 gift card to Flora-BamaA dolphin cruise with Frisky Mermaid Boat Tours
$150 gift card to The Wharf Fish & Oyster Co.Passes to Fast Eddie’s Fun Center
$150 gift card to Union Public HouseA daytime sailing cruise with Condor Sailing
$100 gift card to The Hideaway Beach BarPasses to Historic Pensacola
$100 gift card to O’Riley’s Irish PubA special gift basket from Renfroe Pecan Company valued at $80
$25 gift card to Bamboo Willie’s


Thank you for visiting. The Love Letter contest has now ended.

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From the 1500s with Love: Discover Pensacola, America’s First Settlement, During America’s 250th Anniversary

As the nation prepares to celebrate America’s 250th anniversary, Pensacola offers a chance to explore a story that began centuries before 1776. Founded in 1559 as America’s First Settlement, Pensacola’s history began more than two centuries before the nation declared independence. Today, the Pensacola Bay Area invites visitors to explore more than 465 years of culture, resilience, and discovery, including historic landmarks and museums to the beaches, waterways, and neighborhoods that define the destination.

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