Vacation Sweepstakes and Giveaways 2026 - Page 3
Found 48 total
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 Hawaii.com Oʻahu Family Vacation Sweepstakes for a chance to win an unforgettable prize package for up to four travelers. This incredible giveaway includes a 4-night stay at ʻAlohilani Resort Waikīkī Beach, private SUV airport transportation, and exciting activities like a Polynesian Cultural Center Aliʻi Lūʻau Package, Dolphin Snorkel Tour, UTV Raptor Adventure Tour, and a "Distiller for a Day" Deep Dive Tour. Plus, enjoy a $200 dinner gift card. The total prize value is approximately $5,700. Don't miss this opportunity to win a free family vacation in Oʻahu - enter the Hawaii.com Oʻahu Family Vacation Sweepstakes today.
Win $5,700 in value – Hawaii Oahu Family Vacation 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 the KrollTravel Explore the World Giveaway to win an exciting 'Explore the World' Prize Pack. This fantastic sweepstakes offers a chance to win a collection of four culinary and travel books, valued at $200, to inspire your next adventure. The prize pack includes a Dining Guide to Paris, France, Best Getaways in North America, Asian Cooking, and World's Best Eco-Lodges & Hotels. Get free entry to win this amazing prize and start planning your dream vacation with KrollTravel.
Win $200 in value – KrollTravel Explore the World Giveaway - 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
Enter the Disney Vacation Club Stay Your Way Instant Win Game & Sweepstakes for a chance to win a magical Disney vacation. Celebrating 35 years of Disney Vacation Club, this sweepstakes offers a grand prize of a 6-night Disney Theme Park vacation, where the winner and up to 3 guests can choose between a Walt Disney World Resort or Disneyland Resort getaway. The prize includes a stay in a spacious One-Bedroom Villa, Theme Park tickets, and airfare and ground transportation. Plus, 35 lucky winners will instantly win a $150 Disney Gift Card eGift upon entering. Terms apply. Enter now for a free chance to win with Disney Vacation Club.
Win $18,498 in value – Disney Vacation Club Stay Your Way Instant Win Game & Sweepstakes - Enter Now
Enter the FedEx Vacay Your Way Sweepstakes for a chance to win an unforgettable trip. Choose from four incredible grand prize options, each valued at $12,000: a trip to Paris and Nice, France; Lisbon, Portugal and Barcelona, Spain; Maui and Oahu, Hawaii; or the Turks and Caicos Islands. Each grand prize includes round-trip air transportation, hotel accommodations, and $1,000 in spending money. Additionally, win $5,000, $2,500, or a 3-day/2-night weekend getaway for two to anywhere in the U.S. or Canada, up to $3,200. With FedEx, you could be one step closer to your dream vacation. Enter now for a free chance to win with FedEx.
Win $32,000 in value – FedEx Vacay Your Way 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
