Italy Sweepstakes 2026
Italy Giveaways
Found 9 total
Enter the Barilla Canada Pastaport Contest for a chance to win an incredible Grand Prize. This amazing giveaway offers a $6,000 CAD cash prize to cover the cost of 2 flight tickets to Italy and a hotel for 2, plus a thrilling Grand Prix experience in Monza, Italy, valued at $10,000 CAD. The total prize value is $16,000, CAD. Don't miss your chance to win, enter now until July 31, 2026, at 11:59:59 PM ET.
Win $16,000 in value – Barilla Canada Pastaport Contest - Enter Now
Enter to win the GoodReads (eBook) Murder at Lake Como Book Giveaway, a thrilling sweepstakes for a free eBook copy of Lee Strauss' latest novel. Set in 1929, the story follows Ginger and Basil Reed as they unravel a mysterious drowning at a grand villa on Lake Como, Italy. As Ginger digs deeper, she uncovers secrets and intrigue amidst the Italian nobility, feuding artists, and Fascist politics. Will you win a copy of this captivating whodunit? Enter the Goodreads giveaway for a chance to find out, courtesy of Goodreads.
Win $600 in value – GoodReads (eBook) Murder at Lake Como Book Giveaway - Enter Now
Enter the Findkeeplove Trip For 2 To Italy Sweepstakes for a chance to win an unforgettable prize. One lucky winner will receive a trip for 2 to Italy, including up to $2,000 towards round-trip airfare and up to $2,500 towards hotel and transportation. Don't miss your opportunity to win this incredible getaway - enter to win by July 31, 2027, at 11:59 PM Pacific Time.
Win $4,500 in value – Findkeep.love Trip For 2 To Italy Sweepstakes - Enter Now
Get ready for the ultimate Italian adventure with the Travel to Italy with Trevi Contest. Enter to win one of five incredible trips to Italy, each valued at $5,000, in this exciting sweepstakes giveaway. Trevi is offering a free entry for a chance to win a prize of a lifetime. Don't miss your chance to explore Italy - enter the Travel to Italy with Trevi Contest before the deadline on August 31, 2026, at 11:59 p.m. (EST) for your chance to win with Trevi.
Win $5,000 in value – Travel to Italy with Trevi Contest - 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
Ecco Domani Italian Getaway Sweepstakes is now open for entries. Enter to win a luxurious trip for two to Italy, valued at $10,000. The sweepstakes, presented by Ecco Domani, starts on March 1, 2026, and ends on December 31, 2026. One lucky grand prize winner will be selected by random drawing on or about January 2, 2027. The prize includes roundtrip airfare, ground transportation, and five nights of standard accommodations in a destination of choice, including Florence, Milan, Rome, or Venice. To be eligible, participants must be 21 years or older. The winner will be notified via email and must respond within two days to claim their prize. Ecco Domani's Ecco Domani Italian Getaway Sweepstakes offers a free entry for a chance to win this incredible Italian getaway, with all details and rules available for review.
Win $10,000 in value – Ecco Domani Italian Getaway 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.
