Vacation Sweepstakes and Giveaways 2026 - Page 7
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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
The Word KFIA is sending one winner on an unforgettable journey, an Italy Unfiltered trip for two, running September 29 to October 8, 2026. The prize includes 4‑star accommodations, guided tours, entrance fees, daily breakfasts, four dinners with wine or beer, and all hotel taxes and service charges, valued at $9,990 USD. The Word KFIA The Italy Unfiltered Dream Vacation Sweepstakes entries close August 31, 2026, at 9:59 PM PDT.
Win $9,990 in value – The Word KFIA The Italy Unfiltered Dream Vacation Sweepstakes - Enter Now
The Word Miami is offering an unforgettable adventure. One grand prize winner will enjoy the Italy Unfiltered trip for two, running September 29 – October 8, 2026. The prize package includes 4‑star accommodations, expert local guides, daily breakfasts, select dinners with wine or beer, entrance fees, and all the extras that make travel seamless from baggage handling to hotel tips. The Word Miami The Italy Unfiltered Dream Vacation Sweepstakes entries close September 1, 2026, at 12:59 AM EDT.
Win $9,990 in value – The Word Miami The Italy Unfiltered Dream Vacation Sweepstakes - Enter Now
Philadelphia’s AM 990 The Answer is giving one lucky winner the Italy Unfiltered trip for two, set for September 29 – October 8, 2026. The prize features four‑star accommodations, expert‑led tours, daily breakfasts, four dinners with wine or soft drinks, and all the extras from entrance fees to hotel tips, a package valued at $9,990 USD. Airfare to Rome is not included, and entries close September 1, 2026, at 12:59 AM EDT.
Grand Prize includes 1,000,000 Wyndham Rewards Points and a seven-night vacation for four at a Wyndham Resort selected by the winner, with options in Virginia, South Carolina, Florida, the U.S. Virgin Islands, Hawaii, or Nevada. The prize also features a $2,500 airline credit via Reward Link. Points must be deposited within 90 days and are subject to expiration and forfeiture rules. Travel must be completed by October 28, 2027, and all arrangements will be made by the Sponsor. Approximate Retail Value: up to $18,823.
Monthly Prizes include 120,000 Wyndham Rewards Points and a $150 Amazon Gift Card. Points must be deposited within 90 days and are subject to Wyndham Rewards terms. Approximate Retail Value: $1,710 each. Limit one Monthly Prize per person.
Weekly Prizes include 30,000 Wyndham Rewards Points and a $50 Amazon Gift Card. Points are subject to expiration and forfeiture rules. Approximate Retail Value: $440 each. Limit one Weekly Prize per person.
Win $62,223 in value – Wyndham Vacation Resorts 4 Million Wyndham Rewards Point Giveaway - Enter Now
Margaritaville Vacation Club Giveaway. Grand Prize: A 7-night resort stay for four people, a 7-night Margaritaville at Sea Islander cruise for two people, and a $2,000 airfare voucher from Reward Link. The resort stay includes consecutive accommodations in a Studio or One-Bedroom unit (max occupancy: four), at the winner’s choice of Margaritaville Vacation Club Resorts in Atlanta, Desert Blue Las Vegas, or St. Thomas. The resort stay must be used by June 12, 2027, or will be forfeited. Once booked, all travel dates are final.
Twelve Monthly Rewards (one per Monthly Entry Period): Each winner will receive a 4-night Margaritaville at Sea Islander Cruise, awarded via an e-voucher redeemable for a four-night cruise fare for two passengers in one interior stateroom aboard the Margaritaville at Sea Islander. The e-voucher cannot be applied to single stateroom bookings, and any third or fourth guests in the stateroom must pay the full applicable retail rate for the cruise fare. The guest completing the booking must be 18 or older at the time of sailing.
Fifty-Two Weekly Rewards (one per Weekly Entry Period): Each winner will receive a $100 Margaritaville digital voucher, valid at participating Margaritaville and Landshark locations, along with a 2-night Margaritaville at Sea Islander Cruise. The cruise is awarded via an e-voucher, redeemable for a two-night cruise fare in an interior stateroom for two guests, traveling from Port of Palm Beach to Grand Bahama aboard Margaritaville at Sea Paradise.
