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Here are this week’s travel contests. You can win trips to Antigua; a $50,000 dream vacation; Los Angeles, California; St. Croix; New York; LEGOLAND Florida; Spain; 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 $50,000 dream vacation

  • Score $50,000 to spend on a curated dream vacation of your choosing.
    Enjoy 24/7 access to Quintessentially’s luxury concierge service and your very own Lifestyle Manager who will help plan your trip and turn your itinerary into a reality.
    Help Quintessentially Foundation UK support grassroots organizations that help young people reach their full potential.
  • Open worldwide
  • Enter by October 28, 2022

Win a trip to Antigua

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

  • Five (5) Nights for two (2) adults at the 5-star, All-Inclusive Hammock Cove Antigua. Deluxe villa accommodations at Hammock Cove Antigua; gourmet dining (breakfast, lunch, dinner); unlimited drinks by the glass (alcoholic and non-alcoholic); resort activities such as swimming, snorkeling, kayaking, paddle boarding, Hobie Cat sailing, Pickleball, fitness center and more; one 45-minute couple’s massage treatment at the resort’s spa; $500 airline credit; ground transportation to and from the VC Bird International Airport in Antigua; and a limited edition Moneybag Sodas Guitar hand-signed by Gene Simmons.
  • open to anyone who is at least twenty-one (21) years of age, a U.S. resident
  • Enter by October 28, 2022

Win a trip to see Elton John in Los Angeles, California

  • What You Can Win
    A VIP trip to attend Elton John’s FINAL EVER North American farewell tour performance at Dodger Stadium on November 20th 2022! Package includes:
    Two (2) VIP concert tickets and backstage tour
    Personalized video greeting from Elton
    Merchandise bundle with signed tour program
    Roundtrip business class airfare for you and a guest
    Luxury hotel accommodations for two (2) nights for you and a guest
  • only open to individuals who are at least thirteen (13) years of age, open to most countries
  • Enter by October 30, 2022

Win a trip to St. Croix

  • Prize will include 4-nights at The Buccaneer Beach and Golf Resort in St. Croix, U.S. Virgin Islands where you’ll stay in a Deluxe Oceanfront room for two with daily breakfast and choice of either golf or spa for two.
  • Other prizes include:
  • • $150 Visa gift card from Man of Many
  • • $150 Visa gift card from Your Tango
  • • $150 Visa gift card from Solis Wifi
  • • $150 Bookshop gift card from Shelf Savvy
  • • $136 in Honeycomb product
  • 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 a resident of the United States of America and the District of Columbia (excluding residents of Alaska, Hawaii, Rhode Island, overseas military installations, Puerto Rico, and other U.S. Territories)
  • Enter by October 31, 2022

Win a trip to upstate New York

  • – $500 AMEX Gift Card for travel
  • – 2 nights at the deluxe Hutton Brickyards hotel & spa
  • – $250 credit for spa treatments
  • – $250 gift card stock up on vino at Wine Awesomeness
  • – $150 gift card to shop books at Shelf Savvy
  • 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 a resident of the United States of America and the District of Columbia (excluding residents of Alaska, Hawaii, Rhode Island, overseas military installations, Puerto Rico, and other U.S. Territories)
  • Enter by October 31, 2022

Win a trip to LEGOLAND Florida

  • Trip to Florida to use over the next year
    3-Night Hotel Stay at LEGOLAND® Pirate Island Hotel, or LEGOLAND® Florida Hotel with breakfast included, free hotel parking, plus $150 dining credit
    Flights for 4 on Spirit with value up to $500 each, plus free checked bag, carry-on bag and assigned seats!
    Admission for 4 to LEGOLAND® Florida, and LEGOLAND® Water Park
    $250 voucher for gas/rental car
    Visit Central Florida swag bag, including a cooler backpack
  • open only to legal residents of the United States residing in the forty-eight (48) contiguous United States or Washington, D.C. who are at least twenty-one (21) years old
  • Enter by November 6, 2022

Win a trip to Spain

  • GRAND PRIZE
    The grand prize is a round trip for [2] from an airport in the U.S. to Madrid, ground transportation, five nights lodging, tours and meals while in Spain. Two opportunities await – one for the general wine loving community and another for those associated with the wine trade. Enter today!
  • open only to residents of the 50 United States of America or the District of Columbia who are 21 years of age or older
  • Enter by November 8, 2022

Go on an adventure at home or when you’re away with a tour or activity via Get Your Guide.

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!

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