Travel Sweepstakes

Thank you for your interest in our travel sweepstakes and contests. Come back often to see what's new. Or, join our newsletter mailing list to learn about new contests when we launch them. They are always free to enter!
Current Travel Sweepstakes
There are no travel sweepstakes currently running. Please check back soon.
Past Winners
Generali Anniversary Sweepstakes to Paris or Hawaii
Prize Package:
- A five-night hotel stay (in either Paris or Honolulu) for the winner plus one guest
- Up to $3,000 flight credit for two
- One Away Carry-On luggage, complete with USB Charger
Rome Travel Sweepstakes
We gave away a trip for two to Italy, the birthplace of Generali. The prizes included a stay at a smart hotel and smart-luggage for the trip.
Congratulations to our winner Patrick A. from LaGrange, NC! Look below for photos from the trip.
Social Media Contest Winners
500 Fan Giveaway
- Kiera M. from Newark, New Jersey, won a $50 Lyft credit
#TuesdayTrivia
- Annelle D. from Houston, Texas, won a $25 Restaurant.com Gift Card
- Diane R. won a $25 Starbucks Gift Card
Customer Survey
- Ila R. from Santa Barbara, California, won a $250 Amazon Gift Card
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