Vacation Sweepstakes and Giveaways 2026
Vacation Giveaways
Found 66 total
Enter the Emily Kaufman The Travel Mom Vacation Giveaway for a chance to win a stunning San Diego getaway. This exciting sweepstakes offers a 2-night stay at the iconic Lodge Torrey Pines, plus a romantic dinner for two at Arvalentien La Jolla, valued at $1,400. The giveaway kicks off on Monday and wraps up on Friday at 3PM PST, so be sure to enter to win this incredible prize.
Win $1,400 in value – Emily Kaufman The Travel Mom Vacation Giveaway - Enter Now
Enter the 717 Supply Toyota 4Runner TRD PRO #48 Sweepstakes for a chance to win an incredible grand prize. The lucky winner will be awarded one of two amazing options: a 2026 Toyota 4Runner TRD PRO valued at $85,000, a $10,000 check, and a dream vacation for the winner and guests up to $10,000, or a $60,000 check. Don't miss this opportunity to win big - enter the 717 Supply Toyota 4Runner TRD PRO #48 Sweepstakes today for a free chance to take home an unforgettable prize.
Win $1,000,000 in value – 717 Supply Toyota 4Runner TRD PRO Sweepstakes - Enter Now
Enter the Pet Supplies Plus Gift Card Giveaway for a chance to win the ultimate pool day package for you and your pet. This exciting sweepstakes offers a prize pack featuring a $100 Pet Supplies Plus gift card, outdoor splash pad, cooling pad, floating toys, Baggu towel, Vacation Inc Classic Whip sunscreen, and an L.L.Bean tote bag. To win, simply enter by 11:59 pm EST on 6/25 for a free chance to make a splash with your furry friend.
Win $300 in value – Pet Supplies Plus Gift Card Giveaway - Enter Now
Enter the Cruisin' With Nathan – Q2 Complimentary Getaway Giveaway - 7 Winners sweepstakes for a chance to win an incredible prize. We're giving away a Complimentary Getaway for 2, with options including a 3 Days / 2 Nights All-Inclusive Resort Stay in Mexico or the Dominican Republic, a 7 Night Resort/Condo Stay worldwide, or a 3 Day / 2 Night Hotel Stay with Airfare Included. Enter to win one of these amazing vacation experiences, with multiple options available. All entries must be received by 06/30/2026 to be eligible for the free entry giveaway.
Enter the Simplified Vacation Contest for a chance to win big. This exciting sweepstakes giveaway offers three travel credits, each valued at approximately $5,000. To win a prize, simply enter by August 6, 2026. Don't miss your free entry opportunity to score a fantastic travel credit and make your vacation dreams a reality.
Win $5,000 in value – Simplified Vacation Contest - Enter Now
Enter the Amtrak Vacations and Railbookers' Route 66 by Rail Giveaway Sweepstakes for a chance to win a complimentary 14-day rail journey vacation package for two, valued at $5,800 USD. The sweepstakes begins on June 15, 2026, and ends on July 4, 2026. To enter, visit the Giveaway page on Amtrak Vacations and Railbookers' website, complete the entry form, and follow @amtrakvacations and @railbookers on Facebook and Instagram. Earn an additional entry by sharing the contest on social media and tagging @amtrakvacations and @railbookers. One winner will be selected at random and notified via email and social media. Enter now for a free chance to win this incredible prize, courtesy of Amtrak Vacations and Railbookers.
Enter Whitney’s 4th of July Giveaway to win one of three USA Bracelet Stacks, each valued at $42. Perfect for summer vacations, lake days, and backyard BBQs, these waterproof accessories are made for everyday wear. With tons of styles in stock, you'll love these bracelets. Three winners will be drawn in this exciting giveaway, offering a free entry for a chance to win a fantastic prize. Join now and celebrate with Whitney's 4th of July Giveaway.
Win $126 in value – Whitney’s 4th of July Giveaway - Enter Now
True Botanicals is giving away the ultimate summer essentials in this exciting sweepstakes. One winner will receive a perfect vacation go-bag filled with skincare, sandals, sunnies, and swimwear, including True Botanicals Lipid Lip Hydrating Glossy Oil, Bronze Well Regenerative Glow Drops, Skin Barrier Sun Shield SPF 30, Chebula Multi-Corrective Eye Patches, Freda Salvador Selena Cloud Mule Sandal Vanilla Nappa, Sardine Stevie sunglasses, and Nasara Swim Lucia top and Playa bottom. To enter, follow your favorite travel partner and share this post for an extra entry. The giveaway ends on 06-23-2026 at 11:59PM PST and is open to 18+ US residents. Void where prohibited.
Win $530 in value – True Botanicals Summer Essentials Giveaway - Enter Now
Enter the Perfectaltitude Anniversary Giveaway for a chance to win an unforgettable tropical vacation for 2, valued at up to $3,500 USD. Perfect Altitude will plan the ultimate getaway to dream destinations like St. Barths, Anguilla, the Dominican Republic, or Virgin Gorda. Join the sweepstakes for free and take a shot at winning this incredible prize.
Win $3,500 in value – Perfectaltitude Anniversary Giveaway - Enter Now
Enter the Scotland Vacation Giveaway Sweepstakes for a chance to win a $4600 trip for two to Edinburgh, Scotland, courtesy of DH Enterprise & Associates. This incredible prize includes roundtrip economy class airfare, a 3-night stay in a 4-star hotel, and daily breakfast. The winner can choose between two exciting tours: the Secrets of the Royal Mile walking tour or the Scotch Whisky Experience: Silver Tour. To redeem the prize, travel must be booked between September 2026 and March 2027. Sign up for this free entry sweepstakes and take the first step towards an amazing Scottish adventure. With DH Enterprise & Associates, you can enter to win this unforgettable getaway and make your travel dreams come true with DH Enterprise & Associates.
Win $4,600 in value – Scotland Vacation Giveaway Sweepstakes - Enter Now
