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Here are this week’s travel contests. You can win trips to Daytona Beach, Florida; Maui, Hawaii; Palm Beach, Florida; Costa Rica; New York City; Napa, California; Las Vegas, Nevada; Ireland; and more.

Good luck & be sure to subscribe to the weekly newsletter so you don’t miss any sweepstakes, and please share this post with friends who might take you along if they win!

Win a trip to Daytona Beach, Florida

  • Win a pair of Four-Day Weekend VIP passes to Welcome To Rockville in Daytona Beach, FL to catch sets from Metallica (x2), Disturbed, Deftones, Rob Zombie, Staind, Cypress Hill, The Offspring, Lamb of God, Fever 333 and more!
    Enjoy exclusive VIP access, dedicated entrance lanes, and other VIP perks!
    Roundtrip travel and hotel accommodations are included
  • You must be at least 18 years old to win, a U.S. resident, and follow all current health protocols
  • Enter by October 13, 2021

Win a trip to Maui, Hawaii

Book your hotel in Travel Contests - Win A Free Trip! now!

  • Your prize includes:
  • -4-days/3-nights at the Aston Mahana at Kaanapali, a 4-star hotel in Maui*
  • -$800 towards travel
  • open to anyone who is at least eighteen (18) years of age and has reached the age of majority in their jurisdiction of residence at the time of opt-in (19 in Alabama and Nebraska; 21 in Mississippi) and lives within the continental United States
  • Enter by October 15, 2021

Win a trip to Palm Beach, Florida

  • One lucky winner will receive a grand-prize girlfriends getaway for two to The Original, The One, The Only, The Palm Beaches, known as America’s First Resort Destination, in Southeast Florida. The trip includes three-day, two-night accommodations at The Seagate Hotel & Spa, featuring access to the otherwise members-only Seagate Beach Club and Seagate Country Club, in addition to breakfast, spa treatments and roundtrip airfare to/from Palm Beach International Airport.
  • A $500 gift card to be used on site for spa treatment(s) and breakfast meal(s) as funds allow.
    A $250 gift box set compliments of Microbiome Plus
    A $240 Panda Sunglasses gift card
    A $150 Laya Swim gift card
  • open to anyone who is at least eighteen (18) years of age and has reached the age of majority in their jurisdiction of residence at the time of opt-in (19 in Alabama and Nebraska; 21 in Mississippi) and lives within the continental United States
  • Enter by October 16, 2021

Win a trip to Costa Rica

  • Grand Prizes: There is one (1) Grand Prize available to be won. Grand Prize includes a trip for two, winner and one (1) guest, to San Jose, Costa Rica. Trip package consists of:
    Round trip coach air for winner and one (1) guest to San Jose, Costa Rica from a major airport in the 48 contiguous states;
    Five (5) Days/Four (4) nights first class hotel accommodations 1 room double occupancy in (1 nights in San Jose, 3 nights near Manuel Antonio);
    2-Hour Coffee and Chocolate Tour in Manuel Antonio;
    Hike to 3 waterfalls and a natural swimming hole at Manuel Antonio with a tour guide;
    Hike near the Poas Volcano;
    $2,000 Spending Money for Meals and transportation; and
    Airport Transfers in Costa Rica.
  • open to legal residents of the 50 United States/D.C. (excluding West Virginia) who are age 21 or older at the time of entry. Void in West Virginia, Puerto Rico, Guam, the U.S. Virgin Islands, outside the United States, and wherever else prohibited by law
  • Enter by October 17, 2021

Win a trip to New York City

Win a trip to Napa, California

  • Win a flight to Napa Valley and a stay in a 4-star hotel
  • Join Chef Thomas Keller for a private tour of his Michelin three-star restaurant, The French Laundry
  • Enjoy an unforgettable dinner at the restaurant and experience fresh ingredients from The French Laundry Culinary Garden
  • Open worldwide
  • Read about craft beer in Santa Rosa
  • Read about craft beer in Rohnert Park
  • Read about craft beer in Cotati
  • Enter by October 19, 2021

Win a Caribbean cruise

  • 6-night round trip cruise in a balcony stateroom, November 12-18, departing from Port of Miami to Great Stirrup Cay, Bahamas, Ocho Rios, Jamaica & Nassau, Bahamas
    Exclusive cocktail party where you and a guest will meet Melissa Etheridge
    Admission to all performances in the lineup
    Access to the ship’s health and fitness center, full-size sports court, casino, pools, hot tubs and more!
    All meals and basic beverages
    Round trip airfare to Miami for you and a guest
    Hotel accommodations in Miami the day before and after the cruise
  • only open to individuals who are at least thirteen (13) years of age, open worldwide
  • Enter by October 24, 2021

Win a trip to Las Vegas, Nevada & more

  • One (1) Grand Prize:
    A trip for two (2) to attend the 2021 PBR World Finals (the “World Finals”) in Las Vegas, NV, from 11/3/21 – 11/8/21 and a 2021 Ford F-150 Truck (Manufacturer’s Suggested Retail Price [“MSRP”] of up to $60,000; however, if vehicle is selected with an MSRP of less than $60,000, winner will NOT receive the difference in prize value). Choice of model of 2021 Ford F-150 Truck is subject to approval of Sponsor in its sole discretion. Trip Prize: consists of roundtrip coach air travel from a major airport near winner’s home (determined by Sponsor in its sole discretion) to Las Vegas, NV; five (5) nights’ hotel accommodations (standard room, double occupancy); local ground transportation in Las Vegas; two (2) tickets to the 2021 PBR World Finals on 11/3, 11/4, 11/5, 11/6, and 11/7 (ticket type and seat location are of Sponsor’s sole choosing; seat location may not be the same on all days of 2021 PBR World Finals); various Sponsor-selected events and activities; and a $500 Gift Card. ARV of Trip Prize is $4,000.
  • Open only to legal residents of the United States, 21 years of age or older with a valid U.S. driver’s license
  • Enter by October 26, 2021

Win a trip to Ireland

Which travel giveaway are you most excited about winning this week?

Why not share this post with your friends? If they win, maybe they’ll take you!

Want to see the newest travel contests? Go here!

Note: I realize that right now is not a good time to be traveling. However, as long as there are still contests available, I will continue to share them.  Hopefully, once this all passes, we’ll be able to enjoy traveling again, but for now we can dream. In the meantime, please practice social distancing & keep safe. Thanks!

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