Vacation Sweepstakes and Giveaways 2026 - Page 6
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( 2 Winners ) Enter the MetroFamily Magazine Ultimate Summer Fun Contest for a chance to win amazing prizes. The Summer Giveaway Prize Package #1 includes an Ultimate Branson Family Vacation, tickets to Tanganyika Wildlife Park, OKC Zoo, Main Event Family Fun pass, Science Museum Oklahoma, and more, with a total ARV. Alternatively, win the Summer Giveaway Prize Package #2, featuring a 2-night stay at OKANA Resort and Indoor Water Park, tickets to Tanganyika Wildlife Park, Main Event Family Fun pass, Science Museum Oklahoma, and other exciting experiences. Enter daily from May 21 to June 27 for a free chance to win one of two incredible prize packages in the MetroFamily Magazine Ultimate Summer Fun Contest, courtesy of MetroFamily Magazine.
Win $235,245 in value – MetroFamily Magazine Ultimate Summer Fun Contest - Enter Now
Enter the VisitOrlando Family Vacation Sweepstakes for a chance to win an unforgettable 5-day, 4-night trip to Universal Orlando Resort. The Grand Prize, valued at $4,425.36, includes air transportation vouchers from Frontier Airlines, hotel accommodations, non-exclusive ground transportation, and Universal Orlando 4-Day Park-to-Park Tickets. To enter, visit www.VisitOrlando.com/win-a-trip and follow the on-screen instructions. Open to legal US residents, 21+, in the 48 contiguous states and Washington D.C. No purchase necessary. Sweepstakes runs from April 15, 2026, to July 14, 2026. Winner will be selected via random drawing and notified by email. Trip must be completed by July 14, 2027. VisitOrlando, the sponsor, reserves the right to modify or cancel the sweepstakes at any time.
Win $4,425 in value – VisitOrlando Family Vacation Sweepstakes - Enter Now
Enter the Maryland Lottery St. Petersburg Luxury Resort Vacation Second Chance Giveaway for a chance to win an unforgettable 4-night luxury stay at The Vinoy Resort & Golf Club in downtown St. Petersburg, Florida. This incredible prize package for two includes hotel accommodations with daily breakfast, roundtrip airfare, spa or golf experiences, and $1,000 in spending money. With an estimated prize value of $17,362.45, this is an opportunity you won't want to miss. Simply enter to win and you could be randomly drawn as the lucky winner. Don't wait - enter the Maryland Lottery St. Petersburg Luxury Resort Vacation Second Chance Giveaway before the contest ends on Tuesday, July 6, 2026.
Enter the Viking Q2 2026 2027 8-Day Journey Sweepstakes for a chance to win an incredible 8-day cruise for two, complete with airfare. This free entry sweepstakes is open to residents of the 50 U.S. states, D.C., and Canada, excluding Quebec. To enter, simply submit your entry online, by mail, through a webinar, or on Facebook/Instagram. One lucky winner will be selected in a random drawing on August 7, 2026, to receive a grand prize valued up to $40,588 CAD. The prize includes a choice of cruises, such as the Paris Heart of Normandy or Nordic Wonders, with all expenses covered. Don't miss this opportunity to win a dream vacation with Viking River Cruises. Enter now through June 30, 2026.
Win $26,988 in value – Viking Q2 2026 2027 8-Day Journey Sweepstakes - Enter Now
Enter to win the ultimate getaway in The Sandals and Beaches Giveaway Q2, 2026 Sweepstakes. One lucky Grand Prize Winner will receive a 4-day/3-night "All-Inclusive" vacation package for two to a Sandals Resort or Beaches Resort of their choice, with a prize value of $3,054 - $3,538USD. The prize includes a Deluxe Suite, "All-Inclusive" amenities like food, beverages, and activities, and local airport transfers. Note that airfare is not included and the winner must redeem the prize within the specified time period. The winner and their travel companion must obey local laws and are responsible for expenses not expressly stated in the package. Enter now for a chance to win this incredible prize, courtesy of Sandals and Beaches.
Win $3,583 in value – Sandals and Beaches Giveaway Q2, 2026 Sweepstakes - Enter Now
Enter the Golf PEI Golf Vacation Giveaway Contest today for your chance to win an incredible PEI golf vacation valued at $10,000. This grand prize pack includes $7,500 in Golf PEI gift cards for golf rounds and accommodations, $1,000 in gift cards to Prince Edward Island restaurants, a $1,000 rental car voucher, $500 in Island activities, and 4 tickets to the 2027 Charlottetown Festival. Enter to win this amazing prize for free. Contest ends October 31, 2026.
Win $10,000 in value – Golf PEI Golf Vacation Giveaway Contest - Enter Now
Enter the Classic Anniversary Sweepstakes, a year-long celebration by Classic Vacations, where travel advisors can win exciting prizes to Europe, The Islands of Tahiti, and Costa Rica. To participate, advisors must be 18+ years old, legal residents of the 50 US states or DC, and have an active account with Classic Vacations. Employees of Classic Vacations and their families are not eligible. The sweepstakes features three Destination Spotlights, each with a quiz, and advisors can earn entries through eligible bookings or by mailing a handwritten entry ( AMOE in rules ). The Europe Spotlight Period runs from January 6 to May 31, 2026, while the Tahiti & Costa Rica Spotlight Period is from June 1 to September 30, 2026. Nine prizes will be awarded, including trips to Rome, Florence, Venice, Mykonos, Santorini, and more. Travel must be completed by December 15, 2027, and is subject to availability and blackout dates. Enter now for a chance to win with Classic Vacations.
Win $270,000 in value – Classic Anniversary Sweepstakes - Enter Now
Enter the USA Pickleball Association 2026 Golden Ticket Sweepstakes for a chance to win an incredible prize. One lucky winner will receive a four-day, three-night all-inclusive Caribbean vacation for two adults in a deluxe luxury room at any Sandals Resort, valued at $3,186.00. Don't miss this opportunity to win a dream getaway - enter to win the USA Pickleball Association 2026 Golden Ticket Sweepstakes today.
Win $3,186 in value – USA Pickleball Association 2026 Golden Ticket Sweepstakes - Enter Now
Enter to win the AM 570 - The Answer Dream Vacation for Two to Italy Sweepstakes and take home an unforgettable Italy Unfiltered trip for two. One lucky Grand Prize winner will receive a 10-day getaway from September 29 to October 8, 2026, complete with 4-star accommodations, guided tours, and more. The prize package, valued at $9,990, includes centrally located hotels, entrance fees, daily breakfast, and four dinners with drinks. However, winners are responsible for their own air travel to and from Rome, Italy. Don't miss your chance to win this incredible prize - enter the AM 570 - The Answer Dream Vacation for Two to Italy Sweepstakes before 12:59 am EDT on September 1, 2026.
Win $9,990 in value – AM 570 - The Answer Dream Vacation for Two to Italy Sweepstakes - Enter Now
Get ready to win big with E. & J. Gallo Winery's Barefoot’s Here Comes The Fun Sweepstakes. Enter for a chance to win a $5,000 Visa Gift Card, perfect for a dream vacation. The sweepstakes starts on March 1, 2026, and ends on June 30, 2026. To enter, simply scan the QR code on participating Barefoot Wine point of sale materials or visit https://www.barefootwine.com/dream-vacation-sweeps.html. Open to legal US residents (excluding Utah) 21+, one entry per person/email address. Winner will be selected by random drawing on July 1, 2026. Don't miss out on this amazing opportunity to win with Barefoot Wine's Here Comes The Fun Sweepstakes, sponsored by E. & J. Gallo Winery.
Win $5,000 in value – Barefoot’s Here Comes The Fun Sweepstakes - Enter Now
