Win Trip Sweepstakes - Page 22
Found 251 total
Enter The Via Rail Voucher Giveaway for a chance to win a $500 VIA Rail travel voucher, courtesy of Via Rail. Three lucky winners will receive this amazing prize, perfect for planning an unforgettable Canadian rail adventure. To enter to win, submit your entry before the deadline on June 2, 2026, at 11:59 PM EST. With Via Rail, you can explore Canada's stunning landscapes, and this giveaway offers a free entry to win a fantastic prize. Via Rail is giving away a total of three vouchers, each valued at $500, so don't miss this opportunity to enter The Via Rail Voucher Giveaway and start planning your dream trip with Via Rail.
Win $1,500 in value – The Via Rail Voucher Giveaway - Enter Now
Enter the Cadillac V-Performance Academy Sweepstakes for a chance to win an unforgettable experience valued at $4,950. General Motors LLC is giving away a grand prize package that includes a 2-day driving school tuition, 2-night stay at Spring Mountain Motor Resort with chef-prepared meals, round-trip airfare for two, and a rental car in Las Vegas. To enter to win this incredible prize, submit your entry by October 11, 2026, at 11:59 PM EST. The Cadillac V-performance Academy Sweepstakes offers a unique opportunity to drive away with an amazing experience, courtesy of General Motors LLC.
Win $4,950 in value – Cadillac V-Performance Academy Sweepstakes - Enter Now
Enter to win the CruiseOne $10,000 Vacation Sweepstakes for a chance to score a $10,000 travel credit with World Travel Holdings. This incredible prize can be applied to a new cruise, tour, or resort vacation with CruiseOne or Dream Vacations, covering costs like cabin fare, taxes, and gratuities. Eligible trips include those with featured cruise lines or preferred partners like American Airlines Vacations and Sandals Resorts. With no cash value, this prize must be redeemed by December 15, 2026, and is subject to additional terms. Courtesy of CruiseOne, this free entry sweepstakes offers a thrilling opportunity to win a dream getaway valued up to $10,000 USD with World Travel Holdings, specifically through CruiseOne.
Win $10,000 in value – CruiseOne $10,000 Vacation Sweepstakes - Enter Now
Enter the DreamVacations $10,000 Vacation Sweepstakes for a chance to win a $10,000 travel credit with World Travel Holdings. This exciting prize can be applied to a new cruise, tour, or resort vacation booking with Dream Vacations or CruiseOne, covering costs like cabin fare, taxes, and gratuities. Eligible trips include those with featured cruise lines or preferred partners like American Airlines Vacations and Sandals Resorts. The credit, valid until December 15, 2026, has no cash value and is subject to additional terms. Join the sweepstakes with World Travel Holdings, including Dream Vacations, for a free entry to win this incredible $10,000 prize.
Win $10,000 in value – DreamVacations $10,000 Vacation Sweepstakes - Enter Now
Enter the Prizeo lunch with Tony Goldwyn in New York City Sweepstakes for a chance to win an unforgettable trip to the Big Apple. The prize package, valued at approximately $2,750, includes round-trip air transportation for you and a guest, two-night hotel accommodations, and lunch with Tony Goldwyn. To enter, scroll to the bottom of the Donation List for a free entry link, no donation required. Contest ends April 15, 2026, at 23:59:00 PST. Prizeo offers this exciting sweepstakes, giving you the opportunity to win a unique experience with Tony Goldwyn in New York City, courtesy of Prizeo.
Win $2,750 in value – Prizeo lunch with Tony Goldwyn in New York City Sweepstakes - Enter Now
Enter the Visit Orlando Family Vacation Sweepstakes for a chance to win an unforgettable getaway. The grand prize is a five-day, four-night trip to Orlando for you and up to three guests, valued at $4,359.92. This incredible prize package includes Frontier Airlines flight vouchers, a four-night stay at the DoubleTree by Hilton at SeaWorld, multi-day admission to SeaWorld Orlando and Aquatica, meal vouchers, and a full-size rental vehicle. Travel with ease, courtesy of Visit Orlando, and enjoy a stress-free family vacation. Don't miss out on this amazing opportunity to create lasting memories with your loved ones, courtesy of Visit Orlando.
Win $4,360 in value – Visit Orlando Family Vacation Sweepstakes - Enter Now
Enter the Heineken Coachella Sweepstakes for a chance to win an epic trip to the 2027 Coachella Valley Music & Arts Festival. One Grand Prize winner will receive a prize package valued at $10,000, including round-trip airfare, three nights of hotel accommodations, and three VIP tickets to Weekend 2 of the Festival. The winner and two guests, all 21+, will enjoy a thrilling experience, plus a $500 travel stipend and a $500 Uber gift card. If the winner lives within 150 miles of Indio, CA, they may receive a $500 gift card instead of airfare. Heineken is giving away this incredible prize, so enter to win and get ready for an unforgettable adventure at Coachella with Heineken.
Win $10,000 in value – Heineken Coachella Sweepstakes - Enter Now
Enter the JetBlue Vacations Win a Trip to Universal Orlando Resort Sweepstakes for a chance to win an unforgettable Orlando getaway. One lucky group of four will score an incredible prize package, courtesy of JetBlue Vacations and Universal, including round-trip flights on JetBlue, hotel accommodations at the Terra Luna Resort, ground transportation, and admission to Universal Studios Florida, Islands of Adventure, Epic Universe, and Volcano Bay. Don't miss your chance to win this amazing prize, valued at thousands, with a free entry. The sweepstakes closes on April 30, 2026, at 11:59 PM ET, so enter to win now with JetBlue Vacations.
Enter The Tissot Buzzer Beater Sweepstakes to win exciting prizes from Tissot. Two Grand Prizes are up for grabs, each featuring a trip for two to the 2026 NBA Championship Finals, complete with airfare, hotel stays, game tickets, a $500 voucher, and a Tissot SuperSport NBA Special Edition watch, valued at $10,000. A WNBA Finals Grand Prize is also available, offering a similar trip to the 2026 WNBA Championship Finals with a Seastar Wilson WNBA 40MM Quartz watch, worth $5,000. Twenty First Prizes, including Tissot watches and signed NBA memorabilia, will be awarded through "Buzzer Beater" drawings, with Tissot bringing the total prize value to $15,600.
Win $15,600 in value – The Tissot Buzzer Beater Sweepstakes - Enter Now
Enter the Carpenter Media Group Roundtrip Airfare Giveaway for a chance to win an incredible Hawaiian getaway. Carpenter Media Group is offering a prize package that includes round-trip airfare, a four-night stay at the OUTRIGGER Waikiki Beachcomber Hotel, and tickets to Cirque du Soleil 'Auana. You'll also enjoy private SUV airport transfers, a zipline adventure at Kualoa Ranch, a Friday night fireworks cruise, dinner at Ruth's Chris Steak House, and a traditional luau with Mauka Warriors. Don't miss this opportunity to win a free trip to Hawaii - enter to win before the deadline on July 5, 2026, with Carpenter Media Group.
Win $1,000 in value – Carpenter Media Group Roundtrip Airfare Giveaway - Enter Now
