Activities Hobbies Valentine's Day Sweepstakes and Contests Surprise Your Special Someone with Valentine's Day Sweepstakes Share PINTEREST Email Print Win romantic prizes from the Valentine's Sweepstakes List. Image © Lauren Nicole / Getty Images. Hobbies Contests Types of Contests Basics Tips and Tricks Dream Vacations Win Money Win Electronics Home and Garden Lotteries Win Vehicles Jewelry and Clothing Creative Contests Scams Couponing Freebies Frugal Living Fine Arts & Crafts Astrology Card Games & Gambling Cars & Motorcycles Playing Music Learn More By Sandra Grauschopf Sandra Grauschopf Facebook Twitter Writer University of Maryland Sandra Grauschopf has been working in the contests industry since 2002. She is a passionate sweeper, with tens of thousands of dollars worth of prize wins to her name, and she has been sharing advice about how to be a winner for over a decade. Learn about our Editorial Process Updated on 06/29/22 How would you like to surprise your sweetheart this Valentine's Day with dozens of long-stemmed roses, diamond jewelry, or a romantic getaway? If that sounds like a great way to express your love on the most romantic day of the year, enter these Valentine's Day Sweepstakes and keep your fingers crossed for a big win! 1. Sandals Resorts - Sandals and Beaches Q2 2022 SweepstakesThis could be your chance to win a free vacation at a luxury resort, a prize worth up to $2,043.Entry Frequency: One time per person/emailEnd Date: June 30th, 2022Eligibility: Open to the U.S. and Canada (void in PQ)More Information about this SweepstakesEnter Sweepstakes Directly Want even more chances to win? Sign up for my free sweepstakes newsletter, which delivers the latest sweepstakes to enter, straight to your inbox. You can also follow my page, About Sweepstakes, on Facebook.