Plus! Get a free $20 e-gift card with entry!
Ready to sip an espresso while admiring the canals of Venice? Simply submit your auto and home insurance renewal dates for a chance to win one of three incredible vacations for two across Italy courtesy of CAA North & East Ontario!
Plus, everyone who enters will snag a $20 Giftogram e-gift card, redeemable through your choice of over 200 retailers!
Explore Italy's most iconic destinations
Picture this: You and a friend will arrive and depart from ancient Rome, where you can explore Vatican City, admire the Colosseum and more. Over a whole week, you'll enjoy a guided trip to four jaw-dropping Italian cities. Observe the intricate art of glassblowing in Venice, explore the home of Shakespeare's Romeo and Juliet in Verona, climb the Leaning Tower in Pisa and cross the Ponte Vecchio –– the only bridge in Florence spared from destruction during the Second World War.
The three grand prizes include flights, accommodations, select meals and guided tours of four Italian cities. The contest closes on Sept. 30, 2025. Winners of the three grand prizes will be announced on June 16, Aug. 11 and Oct. 1, 2025.

CAA Members

For a chance to win, enter through your My Account and submit your auto and home insurance renewal dates.
Current CAA Insurance policy holders and CAA Members who have previously shared their auto and home renewal dates are not eligible to participate in this contest.
Not a CAA Member?
No problem. You can still enter it here.
Non-Members who have previously shared their auto and home renewal dates are not eligible to participate in this contest.
Don't delay, enter today!
Entering is easy! Submit your auto and home insurance renewal dates with us for a chance to win one of three week-long, guided vacations for two to Italy! Plus, you'll receive a $20 e-gift card through Giftogram, delivered right to your inbox within 10 days. Choose from over 200 retailers and treat yourself!
Current CAA Insurance Policyholders are not eligible to enter the contest
Those who have provided auto and/or home insurance renewal dates to CAA North & East Ontario in the past are not eligible to enter the contest
*No Purchase required. For entry options and complete rules visit https://caaneo.ca/insurance/renewal-date-ts-and-cs/
Contest closes at 11:59 p.m. EST on September 30th 2025. Terms and Conditions apply.
Auto and Property Insurance are underwritten by CAA Insurance Company.
®/™ CAA trademarks are owned by, and use is authorized by, the Canadian Automobile Association.