Visit Pensacola is inviting locals and visitors to share the moments, memories, and experiences that make Pensacola special through its new “Love Letter to Pensacola” giveaway campaign.
As part of the destination’s ongoing From the 1500s, With Love initiative, participants are encouraged to submit a love letter to Pensacola in 500 words or less for a chance to win a Pensacola vacation for four valued at more than $2,500.
The campaign celebrates the emotional connection visitors and residents have with Pensacola, Pensacola Beach, and Perdido Key, from unforgettable beach sunsets and family traditions to favorite restaurants, historic experiences, and meaningful milestones.
Submissions are now open through June 30, 2026, at visitpensacola.com/write-your-love-letter-to-pensacola/. The winner will be announced July 4, 2026, during America’s 250th birthday year celebration.
Select submissions may also be featured across Visit Pensacola’s marketing channels as part of the campaign.
The From the 1500s, With Love campaign originally launched in January as part of Visit Pensacola’s broader America 250 initiative celebrating Pensacola’s history dating back to 1559.
Additional ways visitors and residents can engage with the campaign and America 250 celebrations include:
- Exploring Visit Pensacola’s America 250 information hub featuring events, exhibits, lectures, and community programming: https://www.visitpensacola.com/things-to-do/history-heritage/america-250-birthday/
- Visiting historic sites, museums, forts, and heritage attractions across Pensacola and Pensacola Beach
- Experiencing educational exhibits and storytelling initiatives tied to Pensacola’s role in early American history including the Road to Revolution Exhibit at the Pensacola Museum of History.
- Participating in local events and celebrations connected to America’s 250th birthday year
- Discovering curated itineraries and historic travel experiences through the From the 1500s, With Love campaign
Official giveaway terms and eligibility requirements are available online. Transportation is not included. Participants must be 21 years or older to enter.
For more information, to enter the giveaway, or to explore America 250 experiences in Pensacola, visit visitpensacola.com/write-your-love-letter-to-pensacola/ and visitpensacola.com/america250/.
About Visit Pensacola
Visit Pensacola is the official destination marketing organization for Escambia County, representing Pensacola, Pensacola Beach, and Perdido Key. As America’s First Settlement, founded in 1559, and home to the #1 beach in the U.S., as voted by Condé Nast Traveler readers, the Pensacola Bay Area blends more than 465 years of history with nearly 40 miles of sugar-white sand and emerald Gulf waters. Visit Pensacola is responsible for building tourism as a key economic driver for Escambia County through destination marketing, visitor inspiration, and supporting the local hospitality community.
