Cutty Sark Gear All Year Sweepstakes (Monster Prize Pack + Outdoor Gear) – Ends 12/31/25

Enter this sweepstakes for your chance to win outdoor gear, Airbnb gift cards, or the ultimate Monster Prize Pack with everything included!

Win Outdoor Adventure Gear in the Cutty Sark Gear All Year Sweepstakes

Whether you’re hitting the slopes, trails, or water, the Cutty Sark Gear All Year Sweepstakes has you covered. With over 200 prizes up for grabs — from snowboards and paddleboards to $300 Airbnb gift cards — this is your chance to gear up for adventure in every season. One lucky grand prize winner will score the Monster Prize Pack, featuring one of everything. Ready to load up your gear closet? Here’s how to enter.

READ MORE: HERE’S OUR LIST OF THE BEST CONTESTS AND SWEEPSTAKES

Details About Cutty Sark Gear All Year Sweepstakes

Open to U.S. residents 21 and older with a valid ID, this giveaway runs through December 31, 2025. Whether you’re into hiking, snowboarding, paddling, or just relaxing outdoors, there’s a prize that fits your vibe. Entry is simple, and the prizes are worth the scroll.

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How To Enter The Contest/Sweepstakes

• Visit cuttysarkgearallyear.com
• Fill out the online registration form
• One entry per person
• Enter by 11:59 p.m. ET on December 31, 2025

Win These Prizes

• Monster Prize Pack (1 winner)
  • Includes one of every prize listed below
• Other Prizes
  • 20 Snowboards
  • 20 Snow Tubes
  • 20 Dry Bags
  • 5 Inflatable Stand-Up Paddleboards
  • 5 Mountain Bikes
  • 10 U.S. Annual Parks Passes
  • 20 Inflatable Pool Floats
  • 10 Wakeboards
  • 10 $300 Airbnb Gift Cards
  • 50 Tin Camping Cups
  • 20 Backpacks
• Total Prizes: Over 200 winners

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