Vacation Sweepstakes and Giveaways 2026

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Enter the GoodReads giveaway for Happy Ending by Chloe Liese. Thea and Alex share exactly three things: a love of good food, a dislike of where they live, and the fact that they’re both divorced. In every other way, they’re complete opposites.
Thea has never cooked anything in her life, while Alex is a renowned chef. Alex feels trapped in his hometown; Thea feels shut out by a town that never quite felt like hers. Thea and her ex are locked in a messy custody fight over their dog, while Alex and his ex peacefully coparent their daughter. Aside from a few mutual friends and the usual small-city coincidences, their worlds couldn’t be more different.
Jump ahead two years, and they’re inseparable—true best friends. No one would guess their friendship started with a lie.
When their exes got together right after both divorces, Thea and Alex impulsively invented a story about being childhood sweethearts and long-lost first loves. What began as petty revenge slowly turned into a real, steady friendship, strictly platonic, no matter what everyone around them insists.
But when their exes invite them on a two‑week “two-family” beach vacation, complete with daughter and dog, Thea and Alex start to question whether their little fiction has taken on a life of its own, and whether it’s leading them somewhere they never expected: toward a real happy ending.

Enter the 717 Supply 2025 Kia Telluride #38 Sweepstakes to win a grand prize worth up to $71,000! Choose from a 2025 Kia Telluride SX Prestige X-Line, $10,000 cash, and a dream vacation, or opt for a $50,000 cash prize.

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Enter the Sandals and Beaches Giveaway Q1, 2026 Sweepstakes for a free 4-day/3-night all-inclusive vacation for two to a Sandals or Beaches Resort. Win a grand prize valued at a luxurious getaway, excluding select locations, with travel to be completed within a year. Sweepstakes ends April 10, 2026. The Prize drawing will be conducted on or about April 10, 2026. The potential Sandals and Beaches winner will be contacted by the Sponsor via phone, email and/or USPS mail.

Yamas Greek Kitchen + Bar is giving a dream vacation for two to Rhodes, Greece, in June 2026, including round trip flights and a 7 night stay. Runs December 2, 2025, through February 2, 2026.

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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.

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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.

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.

You could win a three‑night, all‑inclusive stay for two in a Junior Ocean View Suite at Pueblo Bonito Sunset Beach Golf & Spa Resort, along with a spa treatment for two at the award‑winning Armonia Spa. Additional prizes include a PINCHme Vacation Box valued at $200, a $150 Scojo New York gift card, and two LifeStraw Go Series travel water filter bottles with Sip Filter Straws valued at $190.

Quebec Maritime is offering an unforgettable getaway: a snowmobile vacation for four through Bas‑Saint‑Laurent and Gaspésie. The prize includes stays at charming hotels and lodges, complete with dinners and breakfasts at each stop from Domaine Valga in Saint‑Gabriel‑de‑Rimouski to Riôtel Matane and more. With a total value of CAN$5,500 (US$3,950), entries close on March 31, 2026, at 11:59 PM EDT.

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The DreamVacations Princess Cruises Sweepstakes prize consists of a World Travel Holdings (Dream Vacations or CruiseOne) Princess Cruises 7‑night Caribbean cruise, with a maximum value of up to $5,000 USD. Airfare, insurance, airport transfers, additional nights, and optional excursions are not included and are the sole responsibility of the winner. The winner is also responsible for all costs related to passports, visas, gratuities, and personal expenses. The prize must be claimed and the vacation booked for travel by April 30, 2026, with sailing completed by February 28, 2027.