Dream Trip Sweepstakes - Page 2
Found 26 total
Enter the Voodoo Ranger Mystery Vacation Giveaway for a chance to win a $10,000 gift card to plan an unforgettable "mystery" vacation. The Grand Prize includes round-trip flights, accommodations, local experiences tailored to your taste, and travel between destinations. Choose from a hotel or Airbnb-style place, with the option to upgrade to 4+ star accommodations. The travel service currently offers trips from select US airports, including ATL, BOS, ORD, DFW, DEN, DTW, IAH, LAX, MIA, MSP, JFK, SFO, SEA, and IAD. With an Approximate Retail Value of $10,000, this sweepstakes is a must-enter. The giveaway ends at 11:59:59 pm MT on 8/31/26, so enter to win your dream vacation today with the Voodoo Ranger Mystery Vacation Giveaway.
Win $10,000 in value – Voodoo Ranger Mystery Vacation Giveaway - Enter Now
Enter the Topps The Magical Grand Prize Sweepstakes for a chance to win an unforgettable prize package valued at approximately $9,410.00, courtesy of Disney. This amazing giveaway includes a 3-night, 4-day vacation to the Disneyland Resort, complete with roundtrip airfares, ground transfers, and a Concierge level room for you and up to 3 guests. You'll also receive 4-Day Disneyland Resort Park Hopper Tickets, an $800 Disney Gift Card, and reserved viewing for a World of Color show. To enter, look for a scratch-off redemption card in 2025 Topps Disneyland 70th Anniversary packs, or send a self-addressed stamped envelope to the specified address in the rules by March 27, 2026. The sweepstakes starts on February 26, 2026, and ends on June 30, 2026. Don't miss this opportunity to win big with Topps and Disney - enter the Topps The Magical Grand Prize Sweepstakes today for a free entry and a chance to make your dreams come true, courtesy of Topps.
Win $9,410 in value – Topps The Magical Grand Prize Sweepstakes - Enter Now
Get ready to win big with Our Usual Beach Travel 7-night Celebrity Cruise For 2 Giveaway, a thrilling sweepstakes that could send you on an unforgettable 7-night Caribbean cruise. This incredible prize, courtesy of Our Usual Beach Travel, includes a luxurious Veranda stateroom for two on any Celebrity ship sailing in the Caribbean, plus round-trip economy class airfare for two from Canada, courtesy of Air Canada. Enter to win this amazing $[prize value not mentioned] prize package for free before the deadline on December 14, 2026, and make your dream getaway a reality with Our Usual Beach Travel.
Win $5,000 in value – Our Usual Beach Travel 7-night Celebrity Cruise For 2 Giveaway - Enter Now
Enter the 2026 King's Hawaiian Taste of Aloha Sweepstakes for a chance to win a grand prize of $20,000 to cover a trip to Hawaii for you and up to 3 guests. The grand prize, valued at $20,000, will be awarded as a check, giving you the freedom to book your dream trip. King's Hawaiian is offering this exciting opportunity, with a winner selected in a random drawing on or about May 8, 2026. Don't miss out on this free entry sweepstakes to win a prize that could make your Hawaiian getaway a reality, courtesy of King's Hawaiian.
Win $20,000 in value – 2026 King's Hawaiian Taste of Aloha Sweepstakes - Enter Now
Get ready to make unforgettable memories with the 2026 USAA Miles Of Memories Sweepstakes! Enter to win an incredible trip package valued up to $10,000, courtesy of USAA. One grand prize winner will receive a dream getaway for up to four people to a US destination of their choice, complete with flights, car rental, hotels, and more. The prize also includes tickets to activities and events, plus a $1,000 cash allowance. Submit your free entry now and take a chance to win big! Don't wait - enter the 2026 USAA Miles Of Memories Sweepstakes before the deadline of April 5, 2026, at 11:59 PM CST, and make your travel dreams come true with USAA. The potential Winner will be selected in a random drawing on or about Tuesday, April 7, 2026 from among all eligible Entries received during the USAA Sweepstakes.
Win $10,000 in value – 2026 USAA Miles Of Memories Sweepstakes - Enter Now
Enter the Publishers Clearing House An All-American Road Trip Sweepstakes for a chance to win $15,000.00 and embark on the ultimate adventure. This exciting giveaway offers a prize that can make your road trip dreams come true. To participate, submit your free entry by the deadline: 11:59 P.M., ET, 5/28/26. Don't miss this opportunity to win big with Publishers Clearing House.
Win $15,000 in value – Publishers Clearing House An All-american Road Trip Sweepstakes - Enter Now
Enter to win The North of Ordinary California’s Ultimate Road Trip Winter 2026 Sweepstakes for a chance to take home one of four incredible prizes. The sweepstakes features packages for Lake, Del Norte, Mendocino, and Humboldt counties, each offering unique experiences. Prizes include stays at top hotels like the Tallman Hotel, Historic Requa Inn, SCP Mendocino Coast Lodge, and Victorian Inn, along with exciting activities and dining credits. Restrictions may apply. The contest, produced by the North Coast Tourism Council, closes on April 30, 2026, at 11:50 PM PST. Get your free entry in now for a chance to win a dream road trip package worth exploring California's north coast.
Get ready for the ultimate escape! Enter the Travel and Leisure Best Vacation Ever Sweepstakes for a chance to win a staggering $25,000 prize to fund your dream trip! With this incredible giveaway, you can turn your vacation fantasies into reality. Enter to win now and make your travel dreams come true. Hurry, the sweepstakes ends at 11:59 p.m. ET on 7/31/26, so don't miss your chance to win big with Travel and Leisure!
Win $25,000 in value – Travel and Leisure Best Vacation Ever Sweepstakes - Enter Now
Enter to win The Mahana Fresh Huli Huli Trip to Hawaii Giveaway for a chance to score an unforgettable prize! One lucky winner will receive a grand prize trip for two to Hawaii, complete with round-trip airfare, six nights of hotel accommodations, and transfers, courtesy of Mahana. The total prize value is approximately $5,000. Don't miss this opportunity to win big with Mahana and make your Hawaiian getaway dreams a reality! AMOE in rules.
Win $5,000 in value – Mahana Fresh Huli Huli Trip to Hawaii Giveaway - Enter Now
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
