Activities Hobbies Enter to Win Free Family Vacations from These Sweepstakes Chances to Win Amazing Getaways for the Whole Family Share PINTEREST Email Print Family Vacation Sweepstakes Give Away Trips for Your Whole Family. Image (c) Imgorthand / Getty Images Hobbies Contests Win Vehicles Basics Tips and Tricks Dream Vacations Win Money Win Electronics Home and Garden Lotteries Jewelry and Clothing Types of Contests 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 Family vacation sweepstakes are a fun way to get the chance to take your family on an unforgettable trip without breaking your budget. Bookmark this page and return daily to find the latest current giveaways with prizes like trips for more than two people, family reunions, and destinations that kids will love. Remember that there are some costs to winning a trip including vacation taxes and expenses like paying for meals and transportation while you are away. It's a good idea to be picky and only enter to win prizes that you'd really love to receive. If you'd like to try to win other types of vacation sweepstakes, check out these lists of Disney Sweepstakes, Free Trips to International Destinations, and Domestic Vacation Sweepstakes to get started. Good luck! 1. Visit Orlando - Family Vacation SweepstakesEnter to win a free vacation in Orlando, Florida for up to four people.Entry Frequency: 1 x daily per personEnd Date: June 29th, 2022Eligibility: Open to the U.S. (void in HI & AK)More Information about this SweepstakesEnter Sweepstakes Directly