Nautica Florida Keys Sweepstakes

Posted Date: June 10, 2026

Win a Florida Keys trip for two with flights, hotel, and a $500 travel stipend.

New to Sweepstakes? Start Here

If you’re new to online sweepstakes, this page walks you through exactly how it works, from entry limits and instant wins to avoiding scams and improving odds.

Prize Description:

Win a 3-trip for two to the Florida Keys!

Trip includes flights, hotel, and a $500 travel stipend!

4 winners will get a carry-on bag and a $1,000 gift card for clothing and accessories from Nautica!

Includes travel

Entry Frequency: Single Entry

Total Prizes: 5

Grand Prize ARV: $3,500

All Prizes ARV: $8,540

Start Date: May 15, 2026

End Date: September 7, 2026

Eligible States:
All states

All states

Quick Take!

Oh hey, a beach trip sounds dreamy for a family mini-break. I love that entry is quick and you can earn bonus entries, so it’s an easy add to your routine. It’s worth a shot if you like short, simple online entries and a chance at a travel prize. Skip it if you hate follow-up emails or managing opt-ins.

How to Enter:

Online entry form

All Prizes

Grand Prize:

Trip for winner and one (1) guest to the Florida Keys
Round-trip economy class airfare for two (2) people from a major airport nearest winner’s residence
Three (3) nights hotel accommodations, single room, double occupancy
$500.00 USD travel stipend awarded to the winner

ARV: $3,500.00 USD

Monthly Prize: (4 winners)

One (1) $1,000.00 USD Nautica gift card
One (1) carry-on suitcase

ARV: $1,260.00 USD

Browse Related Sweepstakes

More Trips Sweepstakes

More Single Entry Sweepstakes

Newest Sweepstakes

Good to Know:

One initial entry plus up to eight bonus entries, for a maximum of nine total entries per person; travel stipend awarded to winner only.

Frequently Asked Questions:

Is this sweepstakes free to enter?

Yes! There’s a free way to enter, including no-purchase options when available.

How and when will the winner be notified?

Potential winners are notified by email within 48 hours of the drawing and must respond within 72 hours to claim the prize and complete required paperwork.

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 is a legitimate sweepstakes sponsored by Nautica Retail USA LLC and governed by the official rules posted by the Sponsor and Administrator.

Lorem ipsum dolor sit amet, consectetur adipiscing elit. Ut elit tellus, luctus nec ullamcorper mattis, pulvinar dapibus leo.