Italy Sweepstakes - Page 1
Italy Giveaways
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Frank Pepe’s & Tauck: A Century of Flavor & Discovery Sweepstakes. The Grand Prize includes a $3,600 gift card for 100 pizzas from Frank Pepe Pizzeria Napoletana, plus an eight-day, seven-night luxury trip for two on Tauck’s Tuscany, Cinque Terre & the Portofino Coast Tour. The winner can choose from available departure dates in October or November of 2025 or 2026, subject to availability. The tour covers hotel accommodations, guided experiences, airport transfers, meals, and various service fees, but airfare to Florence, Italy is not included. The total approximate retail value (ARV) is $19,600. Full itinerary details are available on the Tour Website.
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The Cupcake Vineyards 2025 Summer of Joy Sweepstakes. The grand prize is an all-expenses-paid trip for two to one of three destinations: the Central Coast of California, Queensland, New Zealand, or the Amalfi Coast of Italy. The package includes roundtrip economy airfare, an eight-day, seven-night hotel stay (single room, double occupancy), and $2,000 in spending money.
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Enter the Spindrift Sparkling Sicily Flyaway Contest for a chance to win a luxurious 4-day, 3-night trip for two to Sicily, Italy, valued at up to $7,500! The grand prize includes roundtrip coach airfare from the winner’s nearest major airport, three nights in a standard double-occupancy hotel in the Catania, Noto, or Syracuse metro area, and an unforgettable epicurean experience. Plus, the winner will receive a $1,000 prize check. Travel must be completed by April 30, 2026, and both travelers must have valid passports to claim the prize.
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SweetsandSavory Italy Sweepstakes, Enter to win a trip for 2 to tour Italy and enjoy its delicious cuisine. With a value of $10,000, this all-inclusive trip includes everything you could desire as you eat and drink through Italy! This amazing trip for 2 includes:
All hotel, land transportation, and meals
Overnight stay at a Chianti winery resort
Cooking class
Museum visits to the Uffizi Gallery and others in Florence
Winery tours including olive oil tastings
Trips to San Gimignano and Murano, home of famous glass-making
Gondola ride and cocktails in VeniceFood and wine tours in Florence and Venice and more! Italy sweepstakes ends October 8, 2025.
