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Victory Cruise Lines--Yucatan Cruise Sweepstakes
Enter for a chance to win an 11-night cruise and land adventure to Campeche, Quintana Roo and Yucatan in Mexico, including excursions, worth $4,000. Valid departure dates: the 23rd of January, 2019 or the 10th of February, 2019. Airfare is not included.
Restrictions:  18 or older--international
End Date: November 1, 2018posted on August 4, 2018
Thanks to: PortholeCruise for telling me about this one
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Milwaukee Tools--Lighting Jobsite Takeover Sweepstakes (Facebook)
Enter for a chance to win one of three prizes of a $3,980 Milwaukee Lighting equipment packages.
Restrictions:  Age of Majority--no QC
End Date: October 31, 2018posted on October 20, 2018
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Whitehorse Music--Gretsch Billy-Bo Guitar Contest
Enter for a chance to win a Gretsch Billy-Bo electric guitar worth $3,800.
Restrictions:  Age of Majority--no QC
End Date: January 31, 2019posted on October 9, 2018
Thanks to: Parallel for telling me about this one
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Holland America Cruise Line--Chose Your Cruise Sweepstakes
Enter for a chance to win a seven day cruise of your choice worth up to $3,598.
Restrictions:  21 or older--no QC
End Date: March 31, 2019posted on April 5, 2018
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Veranda Magazine--Sea Island Getaway Sweepstakes
Enter for a chance to win a trip for two to Sea Island, Georgia, worth $3,580. The prize includes airfare, two nights accommodations and $600 resort credit. Make sure you select the "no free trial" link unless you want a subscription.
Restrictions:  21 or older--no QC
End Date: November 5, 2018posted on August 31, 2018
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World Triathlon Corporation--Ventum Bike Drawing Giveaway
Enter for a chance to win a Ventum bike and an Ironman hydration system worth $3,500.
Restrictions:  18 or older--no QC--also open to Europe and others
End Date: December 31, 2018posted on October 18, 2018
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Vancouver Fall Home Show--Urban Barn Sweepstakes
Enter for a chance to win a Ryerson sofa chaise, a Coventry swivel armchair and a Coventry ottoman, worth over $3,500.
Restrictions:  18 or older--Vancouver resident
End Date: October 21, 2018posted on October 10, 2018
Thanks to: Astrid for telling me about this one
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iDrinkCoffee.com--Autumn Sweepstakes
Enter for a chance to win a Quick Mill Monza espresso machine worth $3,500. There's a secondary prize of a $1,000 espresso machine and another one worth $600 as well.
Restrictions:  18 or older
End Date: November 14, 2018posted on October 5, 2018
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Stokes--Caribbean Cruise Contest
Enter for a chance to win a 7-night Caribbean cruise for two, including airfare, worth $3,500.
Restrictions:  Age of Majority
End Date: October 28, 2018posted on September 26, 2018
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Tourism Whistler--Fill Your Fall Contest
Enter for a chance to win airfare and ground transportation to Whistler, BC, worth up to $3,500. They will unlock a new prize for every 1,500 entries.
Restrictions:  Age of Majority--no NY, FL or QC--also open to the UK
End Date: October 31, 2018posted on September 5, 2018
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