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Here are this week’s travel contests. You can win trips to Los Angeles, California, Atlanta, Georgia, or Orlando, Florida; Montana; Tennessee; Walt Disney World; South Africa; Greece; Italy; Alaska; Breckenridge, Colorado; New Zealand; Costa Rica; Miami, Florida; and more.

Good luck & be sure to subscribe to my 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 Los Angeles, California, Orlando, Florida, or Atlanta, Georgia

  • Grand Prize (1): A 5-day/4-night trip for winner and one (1) travel companion to winner’s choice of the following destinations:Los Angeles, CA; Orlando, FL; Atlanta, GA. Trip includes round trip economy class air transportation from the major airport nearest the winner’s home to destination city; four (4) nights’ hotel accommodations (based on double occupancy); a $300 Sponsor specified transportation gift card and $500, awarded to the winner as a check.
  • Open to legal residents of the 50 United States and the District of Columbia, 21 years of age or older
  • Enter by September 25, 2023

Win a trip to Montana

  • ONE (1) GRAND PRIZE: The Grand Prize is a trip for winner and one (1) guest (18 or older) to Montana (“Grand Prize”). Trip includes round-trip coach class air transportation from a major commercial airport near winner’s residence to Missoula, MT (determined by Sponsor in its sole discretion) for winner and one (1) guest, two (2) nights hotel standard accommodations (single room/double occupancy), round trip ground transportation between airport and hotel and hotel and event; dinner one night; a day-trip and tour of the Yellowstone Ranch in Darby, MT; a horseback riding experience, a spa experience, and a gift bag for winner and winner’s guest. Tour subject to venue availability and production schedules.
  • Enter by September 28, 2023

Win a trip to Dollywood in Tennessee

  • Grand Prize: One (1) Grand Prize consisting of (i) four (4) two-day admission tickets to
    Dollywood Theme Park and Dollywood’s Splash Country; (ii) one (1) Two Hundred and
    00/100 Dollar ($200) meal certificate valid on food and beverage at Dollywood Theme
    Park and Dollywood’s Splash Country; (iii) three (3) nights’ hotel accommodations in a
    Standard Room for four (4) people at Dollywood’s DreamMore Resort and Spa; (iv) a
    gift bag of Dollywood-themed merchandise; (v) roundtrip airfare for four (4) people (not
    to exceed a value of $500 per person); and (vi) one (1) case of Little Debbie® Butterfly
    Cakes, Honey Buns, Swiss Rolls or Oatmeal Creme Pies, as selected by Sponsor
  • open to all legal residents of the contiguous United States and the District of Columbia who are at least eighteen (18) years or older (nineteen (19) years or older for Alabama and Nebraska residents)
  • Enter by September 29, 2023

Win a trip to Walt Disney World in Orlando, Florida

  • The winner(s) of the Sweepstakes (the “Prize Winner”) will receive one (1) vacation package for up to four (4) persons (the “Group”) for 2 nights (2) nights and three (3) days at the Walt Disney World® Resort to be awarded to the Prize Winner, each of which vacation package (the “Vacation Package”) shall consist of the following:
  • Up to four (4) round trip coach airfare tickets between the major gateway airport closest to winner’s residence and the Orlando International Airport; provided, however, if winner resides within 250 miles of the Walt Disney World® Resort, such airfare will not be provided;
  • Ground transportation for Prize Winner and up to three (3) guests between the Orlando International Airport and the Walt Disney World® Resort, with ground transportation vendor to be selected by Disney operating in its sole discretion; provided, however, if winner resides within 250 miles of the Premises, such ground transportation will not be provided;
  • Room accommodations consisting of one (1) standard room (with a maximum of four (4) persons per room) for three (3) nights at a hotel at the Premises as selected by Disney in its sole discretion and based on availability; and
  • Four (4) 3-Day Theme Park Tickets with Park Hopper® Option with an expiration date of 11/30/2024.
  • open in the forty-eight (48) contiguous United States and Washington D.C. only, 18+
  • Enter by September 29, 2023

Win a trip to South Africa

  • The prize on offer is a 10-day /9-night luxury safari for two people, including:
  • Exceptional accommodation in Cape Town, the Cape Winelands and Kruger National Park.
    Five-star cuisine and service.
    Exclusive, private locations.
    Classic Big 5 game viewing during twice-daily game drives.
    Guided safari walks.
  • Itinerary is subject to availability and may be subject to change. Blackout dates will apply at time of fulfillment.
  • Inclusions:
  • International flights to Cape Town International Airport.
    9 nights accommodation.
    Return flights from Cape Town International Airport to Hoedspruit Airport.
    Return road transfers from Hoedspruit Airport to Kruger National Park lodgings.
    Road transfers from Cape Town International Airport to Cape Town lodgings, Cape Town lodgings to Cape Winelands lodgings, and Cape Winelands lodgings to Cape Town International Airport.
  • Exclusions:
  • All meals and drinks not specified.
    Tips and gratuities.
    Items of a personal nature.
  • Open worldwide, Entrants must be 18 years or older
  • Enter by September 30, 2023

Win a trip to Greece

  • * Win 5 nights in a 4 star hotel, your choice of Athens or Mykonos
  • * Round trip airfare credit up to $3000
  • 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 September 30, 2023

Win a trip to Italy

  • Grand Prize (1): A 7-day/6-night trip for winner and one (1) travel companion to Milan and Asti, Italy. Trip includes round trip economy class air transportation from the major airport nearest the winner’s home to Milan, Italy and return from Torino, Italy ; four (4) nights’ hotel accommodations (based on double occupancy) in Milan, Italy; two (2) nights’ hotel accommodations in Asti, Italy; train service from Milan, Italy to Asti, Italy; and a $1,500 check made payable to the winner to be used to help offset taxes and other travel expenses
  • Open to legal residents of the 50 United States and the District of Columbia, 21 years of age or older
  • Enter by September 30, 2023

Win a trip to Alaska

  • One of the most scenic and thrilling cities in Alaska, this 7-day Juneau itinerary includes 2 roundtrip tickets from anywhere Alaska Airlines flies, raw wilderness experiences with luxury accommodation and gourmet dining. Explore the best Juneau has to offer with a helicopter glacier trek, ride on a seaplane to view brown bears and enjoy a day cruise that features the historic Sentinel Lighthouse. You will relish meals at the base of a glacier and voyage the inside passage on a whale-watching tour. The trip also includes a welcome package provided by Alaskan Brewing Company and other local businesses.
  • Enjoy a flightseeing tour of the Juneau Icefield and land at the Taku Glacier Lodge for a delicious Alaskan meal.
    Explore Pack Creek Bear Sanctuary, hiking through the rainforest and observing brown bears.
    Learn about the 37-year history of Alaskan Brewing Company through a private guided tour and beer tasting.
  • open to residents of the United States who are at least twenty-one (21) years of age or older
  • Enter by September 30, 2023

Win a trip to Breckenridge, Colorado

  • One (1) Grand Prize winner will receive seven (7) nights of lodging in a one-bedroom Breckenridge residence at the Grand Colorado on Peak 8 in Breckenridge, CO, $5,000 cash in the form of a check, two (2) rounds of golf at Keystone Golf that includes club rentals, cart and practice balls, and four (4) half day e-bike rentals with Craniologie
  • Must be 21 years of age or older at time of entry to be eligible for this contest and a legal resident of the fifty United States and Washington, D.C
  • Enter by September 30, 2023

Win a trip to New Zealand

  • Grand Prize: There is one (1) Grand Prize available to be won. One (1) Grand Prize winner will receive a trip package for two (2) people, Grand Prize winner and one (1) guest (the “Guest”), to New Zealand. Grand Prize trip package includes:
  • –          Round-trip, premium economy airfare for two (2) to Tauranga, New Zealand from a major airport within the 48 contiguous US;
  • –          Seven (7) nights hotel accommodations based on a single room with double occupancy at a hotel of Sponsor’s choice;
  • –          Visit to the Zespri Kiwi Farm, consisting of private tour of the Zespri orchards, lunch with a grower, private tour of the packhouse, visit to the kiwifruit breeding center and private tour of Zespri HQ ;
  • –          Winner’s choice of three (3) of the following activities during the Grand Prize trip:
  • o   Multicultural tour Te Puia;
  • o   Visit to Hobberton;
  • o   Ziplining;
  • o   1-day tour in Rotorua;
  • o   Glow Worm Kayak tour in Tauranga; and
  • o   Half Day Dolphin Cruise from Tauranga;
  • –          Round trip transfers to/from destinations airport and hotel; and
  • –          $1,500 Travel Allowance (to be awarded in the form of a check)
  • –          Trip must be taken between March 1-April 30, 2024
  • Read about craft beer in Auckland, New Zealand
  • Read about New Year’s Eve in Auckland, New Zealand
  • Read about visiting museums in Auckland, New Zealand
  • Read about a wine tour in Nelson, New Zealand
  • Read about craft beer in Queenstown, New Zealand
  • Read about taking a Lord of the Rings tour in Queenstown, New Zealand
  • Read about eating at Fergburger in Queenstown, New Zealand
  • Read about taking a day trip to Milford Sound from Queenstown, New Zealand
  • open to legal residents of the 48 contiguous United States, including the District of Columbia, who are age 21 or older
  • Enter by October 1, 2023

Win a trip to Costa Rica

  • There is one (1) grand prize (the “Prize”) available to be won with a retail value of approximately $6,900.
  • The Prize consists of:
  • Two (2) round-trip business class tickets to Costa Rica, courtesy of Air Canada (approx. $3,000 value)
    A five (5) night stay for two (2) at Casa Chameleon Mal Pais, courtesy of Casa Chameleon (approx. $3,000 value)
    One (1) stand-up paddle (SUP) board (approx. $500)
    One (1) Kind Traveler gift box (approx. $300)
    Buddha Brands products & swag (approx. $100)
  • VALID ONLY IN CANADA AND THE UNITED STATES (US). TO ENTER AND BE ELIGIBLE TO WIN, A PERSON MUST (AT THE TIME OF ENTRY) BE (21) TWENTY-ONE YEARS AND OLDER, A LEGAL RESIDENT OF CANADA OR THE US
  • Enter by October 1, 2023

Win a trip to Miami, Florida (no donation required)

  • 2 premium tickets to see Jonas Brothers in Miami, FL on October 14, 2023
    Roundtrip airfare for you and a guest to Miami
    Hotel accommodations for 2 nights
    This fundraiser is not affiliated with or endorsed by the Jonas Brothers, Republic Records, or Universal Music Group
  • Open worldwide
  • Enter by October 1, 2023

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!

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