Win a 5-Night Country Music Cruise for Two
Cruise into Country, Win a Musical Getaway at Sea
Boots, beachwear, and a whole lot of twang. The Boots on the Water Cruise Sweepstakes is your chance to score an epic five-night vacation for two on the ultimate floating country music festival. This is more than a cruise—it’s a sea-bound celebration of country music legends, sun-soaked fun, and unforgettable nights on the open water.
The lucky winner will enjoy a luxurious Ocean View cabin, travel assistance to Tampa, and full access to live shows, jam sessions, and the rhythm of the waves. With chart-topping country artists on board, you'll get to enjoy live performances, spontaneous singalongs, and exclusive onboard events—all surrounded by palm trees and ocean breeze.
Don't miss your shot to line-dance under the stars and cruise in true country style. Enter now to win a once-in-a-lifetime music vacation for two.
Who Can Enter
Legal residents of the 50 United States and DC who are at least 18 years old.
Giveaway Ends
July 7, 2025
Entry Frequency
Single entry per person
Giveaway Prizes
One Grand Prize:
Ocean View cabin for two on Boots on the Water cruise (February 13–18, 2026)
Travel stipend up to $1,400 for roundtrip flights and hotel to Tampa, FL
Admission to all onboard concerts (general admission)
All meals in open-seating dining areas
Access to ship amenities: pools, hot tubs, casino, disco, and fitness center
Prepaid port taxes and ticketing fees
(ARV: $4,948)
How to Enter
To participate, visit the website below and fill out the entry form with your name and email.
Mail-In Option:
Send a postcard with your full name, mailing address, phone number, and birthdate to:
Country Now x 2026 Boots on the Water Sweepstakes, PO BOX 280273, Nashville, TN 37228-9998
Rules and Regulations: Read the Official Rules & Regulations.