Visit Pensacola Love Letter to Pensacola Sweepstakes

Posted Date: May 28, 2026

Win a Pensacola getaway package with hotel nights, dining gift cards, attraction passes, and local merchandise, ARV $2,500.

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Prize Description:

Win a Pensacola getaway package with hotel at Hilton Pensacola Beach, dining gift cards, attraction and activity passes, and local merchandise, worth $2,500.

Does not include travel

Entry Frequency: Single Entry

Total Prizes: 1

Grand Prize ARV: $2,500

All Prizes ARV: $2,500

Start Date: May 13, 2026

End Date: June 30, 2026

Eligible States:
excludes AK, HI

excludes AK, HI

Quick Take!

Oh how lovely, a Pensacola getaway sounds perfect for a family mini-break. The entry asks for a short heartfelt essay, so it’s not a quick click-and-go, but it’s a simple one-and-done entry. Great for moms who love sharing memories, skip it if you don’t have time to write.

How to Enter:

To enter, say why you love Pensacola.

Entries aren’t judged, the winner is picked randomly.

All Prizes

Grand Prize:

Lodging provided by Hilton Pensacola Beach
Dining gift cards and experiences from participating Pensacola area restaurants and businesses
Attraction and activity passes including cruises, charters, museums, and tours
Gift basket and merchandise items

ARV: $2,500

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Good to Know:

Limit one entry per person and essays are capped at 500 words; travel to Pensacola is not included.

Frequently Asked Questions:

Is this sweepstakes free to enter?

Yes it is. Entry is completely free and done online with no purchase required.

How and when will the winner be notified?

The potential winner will be contacted via the email address provided at entry and must respond within five days or the prize may be forfeited.

Not sure what a real winner notification looks like? See real examples of actual sweepstakes winner emails on our How to Know If You Won page.

Is this sweepstakes legitimate?

Yes, this sweepstakes is run by Visit Pensacola and is governed by the official rules provided by the sponsor.

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