Hobbies Contests Cruise Sweepstakes - Chances to Win Free Cruises Enter today for your chance to cruise for free Share PINTEREST Email Print Win free cruise vacations with these cruise sweepstakes. Image © David Sacks / Getty Images. Contests Dream Vacations Basics Tips and Tricks Win Money Win Electronics Home and Garden Lotteries Win Vehicles Jewelry and Clothing Types of Contests Creative Contests Scams 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 05/17/22 How would you like to win a cruise? Yes, you really can cruise free with major cruise lines like Disney Cruise Lines, Holland America, Celebrity, Royal Caribbean, and Princess, and all you need is a little bit of time and luck. Enter these cruise sweepstakes for your chance to win a relaxing getaway. If you'd like to win other types of free vacations as well as free cruises, check out these sweepstakes lists: 100 Great US Vacation Sweepstakes International Travel Sweepstakes Sweepstakes to Win Disney Vacations Win Free Las Vegas Vacations Win Free Hawaii Vacations 1. Expedia Cruises - Win a Dream Vacation 2022 SweepstakesEnter for your chance to win a seven-night Caribbean cruise for two people.Entry Frequency: One time per person/emailEnd Date: November 14th, 2022Eligibility: Open to residents of the United States, Canada, and MexicoMore Information about this SweepstakesEnter Sweepstakes Directly 2. Viking Cruises - Q1 River Voyage & Highclere Castle SweepstakesEnter for your chance to win an eight-day river cruise for two people, a prize worth over $22,000.Entry Frequency: One time per personEnd Date: April 30th, 2023Eligibility: Open to the U.S. and Canada (void in PQ)More Information about this SweepstakesEnter Sweepstakes Directly