Hobbies Contests 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. 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 Learn More By Sandra Grauschopf 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. our editorial process Facebook Facebook Twitter Twitter Sandra Grauschopf Updated October 18, 2021 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. Rock and Romance Cruise - 2022 Cabin GiveawayEnter for your chance to win a seven-night Rock and Romance Cruise for two people.Entry Frequency: 1 x daily per personEnd Date: November 26th, 2021Eligibility: Open to residents of the United States (void in Alaska, Hawaii, and Rhode Island)More Information about this SweepstakesEnter Sweepstakes Directly 2. Sandals Resorts - Sandals and Beaches Q4 2021 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: December 31st, 2021Eligibility: 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.