Who doesn’t love the chance to win a contest – especially when it has to do with travel? This page will be updated weekly to keep you in-the-know about great contest opportunities, so check back frequently. NOTE: If you find a link that’s not working, it most likely means the contest has ended.

Here are some great contests that are active:

Enter the sweepstakes for a chance to be the first to experience Holland America Line’s onboard Pinnacle Class luxury and win a cruise for two! (May 30)
Win a dream trip to ‘Your Villa One’ (June 13)
Win a free vacation at Sandals Resorts (June 30)
Cathay Pacific Giving Away 200,000 Asia Miles (July 14)
Win a 5-Night Moon Palace Resort Vacation (July 18)
Pilot Flying is giving $50,000 in fuel gift cards (Aug 29)
Win a seven-night Caribbean cruise for two (Nov 14)
Chance to win $5,000 in credit each year for life to use at any Evolve vacation rental. (November 30)
Win an eight-day Viking river cruise for two (April 30, 2023)

Have fun and good luck! I hope you win the trip of a lifetime!


Chase Sapphire Preferred® Card

  • Earn 80,000 bonus points after you spend $4,000 on purchases in the first 3 months from account opening. That's $1,000 when you redeem through Chase Ultimate Rewards®.
  • Enjoy benefits such as a $50 annual Ultimate Rewards Hotel Credit, 5x on travel purchased through Chase Ultimate Rewards®, 3x on dining and 2x on all other travel purchases, plus more.
  • Get 25% more value when you redeem for airfare, hotels, car rentals and cruises through Chase Ultimate Rewards®. For example, 80,000 points are worth $1,000 toward travel.
  • With Pay Yourself Back℠, your points are worth 25% more during the current offer when you redeem them for statement credits against existing purchases in select, rotating categories
  • Count on Trip Cancellation/Interruption Insurance, Auto Rental Collision Damage Waiver, Lost Luggage Insurance and more.

The comments on this page are not provided, reviewed, or otherwise approved by the bank advertiser. It is not the bank advertiser's responsibility to ensure all posts and/or questions are answered.

Editorial Note: The editorial content on this page is not provided by any bank, credit card issuer, airlines or hotel chain, and has not been reviewed, approved or otherwise endorsed by any of these entities.

5 Comments On "This Week’s Travel Contests"
  1. Jeffrey Cogan|


    Due to the cost, I got rid of my AMEX Platinum. I like Priority Pass and have 800 FICO. Is there a card that is less than $100 that has free priority pass?

    1. Johnny Jet Editorial|

      Unfortunately, there isn’t a credit card with Priority Pass that offers a low annual fee.

  2. Trudy Hodge|

    Never win anything before just bless.

  3. Sandy King|

    Hi Johnny Jet.. do you ever do any giveaway trips to South Africa ? I have a calling to go to South Africa I don’t know what it is it’s been going on for quite some time although going there is unaffordable to me. I cry almost everyday and I watch every single show I can Netflix prime time etc on South Africa and lions are my thing. I wish I could explain what this calling is but it’s been going on for quite a while.. I have nothing but love and respect for everything that is related to South Africa and the people and the animals.

    1. Johnny Jet|

      Yes. Once in a great while they have them

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