- Samsung Bespoke AI Appliance Reservation Sweepstakes: Win $5000 Free Shopping Credit!
- Knorr Deliver Better Sweepstakes: Win $50 Gift Card! (100 Winners)
- Lay’s All Dressed Sweepstakes: Win a Dream Hawaiian Getaway! (3 Winners)
- Coca-Cola NCAA March Madness 2025 Sweepstakes: Win a Free Trip to 2026 NCAA Final Four!
- Win the Ultimate Race Weekend Experience at the Cook Out 400 or 500!
- Wendy’s Thin Mints Frosty Adventure Giveaway: Win $10,000 Cash or 1 of 21,000+ Instant Prizes!
- March Frozen Food Month $10,000 Sweepstakes
- Valpak HGTV Sweepstakes: Win $10000 Cash!
Bourbon Dreaming of the Tropics Contest: Win a Free Trip to Costa Rica

Escape to the tropical paradise of Costa Rica with Jefferson's Bourbon Dreaming of the Tropics Contest! Imagine a getaway where lush rainforests, stunning beaches, and vibrant wildlife await you.
Jefferson's Bourbon is giving you the chance to win a dream vacation for four to Costa Rica. From the moment you arrive, you'll be surrounded by the beauty and serenity of this Central American gem.
Picture yourself exploring the diverse landscapes, experiencing the rich culture, and creating memories with your loved ones. Don't miss out on this opportunity to turn your tropical dreams into reality. Enter now for a chance to win a trip that promises relaxation, adventure, and unforgettable moments in Costa Rica!
Limit: Only one entry is allowed per eligible person. The minimum age limit to enter the sweepstakes is 21.
How to Enter in Jefferson’s Bourbon Dreaming of the Tropics Contest:
Visit JeffersonsBourbon.com/tropicstrip during the designated "Registration Period. Complete the online registration with your all necessary information including your full name, valid email address, phone number, state of residence, and date of birth. Create and submit your own unique essay of up to 300 words sharing the “Best Experience they ever had while enjoying Jefferson’s Bourbon.
Jefferson’s Bourbon Dreaming of the Tropics Contest Judging:
One potential winner will be selected on or about 3/25/2024 on the basis of following judging criteria:
- Overall quality of essay submission including its overall content, description, originality, uniqueness, humor, and/or inspiration in describing the “Best Experience they ever had while enjoying Jefferson’s Bourbon” (50% of score);
- Essay that relays or conveys the entrant’s enjoyment of Jefferson’s Bourbon (25% of score);
- Essay submission that Judges deem to best represent the Sponsor, the Sponsor’s brand image and the Jefferson’s Dreaming of the Tropics theme (25% of score).
Jefferson’s Bourbon Tropics Trip Contest Prizes:
One grand prize winner will win a free trip for four to Costa Rica. (ARV: $23400)
Trip includes:
- Round-trip coach class airfare for four
- Round-trip charter flights for four from San Jose, Costa Rica to Fortuna, Costa Rica.
- Four (4)-nights luxury accommodations for four