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Here are this week’s travel contests!

You can win trips & prizes such as a $30,000 dream adventure; a trip to Scotland; an all-inclusive Sandals resort stay; Pennsylvania; an Alaskan cruise; the Indy 500 in Indianapolis, Indiana; a $10,000 custom trip; an RV; Orlando, Florida; Madrid, Spain; a motorcycle; Barcelona, Spain; Philadelphia, Pennsylvania; New York City; and more. See all sweepstakes sites for specific terms and conditions.

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!

Do you find my weekly travel contest emails useful & have upcoming travel that you need to book? Use my travel resources page to make your bookings! There’s no cost to you, and you’ll be supporting my site. Thanks!

Win a $30,000 dream adventure

  • One (1) grand prize (the “Grand Prize”) will be awarded, consisting of one (1) travel credit valued at up to $20,000 USD and one (1) flight credit valued at up to $10,000 USD, or the equivalent amount in the winner’s local currency, as set out below:
  • Such an amount can be applied towards a single or multiple G Adventures tour bookings for the Winner plus an additional 1-3 guests on any single booking. Flights are to be booked from the major international airport closest to the Winner’s residence, subject solely to G Adventures’ discretion
  • open to members of the public who are 18 years or older and are residents in one of the following regions: Canada (excluding: Quebec), USA, UK, Ireland, Germany, Switzerland, Austria, Norway, Denmark, Sweden, the Netherlands, France, Spain, Finland, and Luxembourg, Australia, and New Zealand
  • Enter by May 6, 2026

Win a trip to Scotland

  • round-trip coach-class air transportation for winner and 3 guest(s) to edinburgh airport
    three (3) nights hotel accommodations
    one (1) round of golf for winner and guest(s)
    one (1) $500 Callaway Golf e-gift card
    head-to-toe TravisMathew outfits
    Callaway Quantum Drivers
    premium OGIO luggage
  • Open to residents of the fifty (50) United States, DC, the United Kingdom, and Canada (excluding Quebec), 18+
  • Enter by May 17, 2026

Win a Sandals resort stay (new for Q2, previous entrants can enter again!)

  • There will be one (1) Grand Prize awarded following the conclusion of the Promotion Period. The Grand Prize Winner (“Winner”), upon confirmation of eligibility, will receive a 4-day/3-night “All-Inclusive” vacation package for two (2) adults (for travel a year from the printed prize certificate) to a Sandals Resort or Beaches Resort of Winner’s choice (excluding Sandals Royal Plantation, Sandals Barbados, Sandals LaSource and Sandals Emerald Bay) (“Prize” or “Grand Prize”). The Prize includes one room (double occupancy) Deluxe Suite and “All-Inclusive” amenities offered at the selected or designated resort, including local airport transfers, unlimited food and beverages (including premium brand drinks), an array of land and water sport activities (scuba diving for certified divers), daily and nightly entertainment, Wi-Fi in all rooms and public areas, resort gratuities and resort taxes. “All-Inclusive” amenities are subject to change and are to be determined by Sponsor in its sole discretion. The Grand Prize will be issued in the form of a prize certificate redeemable by filling in requested information and mailing back to the address indicated. The Grand Prize Winner must call the given telephone extension on the prize letter to arrange trip details. Note: Airfare is not included
  • open and offered only to legal residents of the USA and Canada, who are at least eighteen (18) years of age
  • Enter by June 30, 2026

Win a trip to Pennsylvania

  • One (1) winner will receive Championship+ tickets for the winner and one (1) guest to attend each day of the 2026 PGA Championship at the Aronimink Golf Club in Newtown Square, Pennsylvania (Monday, May 11 through Sunday, May 17, 2026) (“PGA Championship Prize”). PGA Championship Prize includes tickets to access the public grandstand seating area and the PGA Shops on the grounds of Aronimink Golf Club. Prize also includes the Championship+ Inclusive Food & Non-Alcoholic Beverage Program. Championship+ ticket holders can redeem one (1) entree, snack and non-alcoholic drink each time they visit a concession venue and return as many times as they like at any concessions market.
  • Private hospitality areas are not included. ARV of PGA Championship Prize: $2,865 plus $5,000 cash* to cover all other expenses for winner and guest to attend the PGA Championship.
  • open only to permanent legal residents in the 48 contiguous United States and the District of Columbia, 21+
  • Enter by April 15, 2026

Win an Alaskan cruise

  • One (1) verified winner will receive a HAL promotional cruise voucher (“Cruise Voucher”) redeemable for one (1) verandah stateroom for winner and a guest (double occupancy) on a seven (7) day Holland America Line Alaska cruise sailing by fall 2026
  • Open only to legal residents of the 50 united states and the District of Columbia, age 21 or older
  • Enter by April 30, 2026

Win a trip to the Indy 500 in Indianapolis, Indiana

  • Roundtrip airfare for winner and three (3) guests
  • Three (3) nights at the Hyatt Regency Indianapolis
  • Ground transportation between the airport, hotel, and Indianapolis Motor Speedway
  • VIP experience at the Indianapolis Motor Speedway, including:
  • Race admission
  • Access to exclusive hospitality areas
  • Behind-the-scenes FOX Sports TV Compound tour
  • Pre-race access to the starting grid for an up-close look at the cars
  • $500 gift card for incidentals
  • Open to residents of the forty-eight (48) contiguous United States and DC (excludes AK, HI) ages 21+
  • Enter by April 30, 2026

Win a $10,000 custom trip

  • We’ve based the value of this trip ($10,000) on trip expenses for a family of four, allowing for generous coverage. You will be able to adjust the details of your trip (number of attendees, length of trip etc), which may impact cost. If the cost exceeds $10,000, you’ll pay the difference. The Travel Specialist can help you plan your trip based on your needs.
  • The winner must be a U.S resident, 18 years or older.
  • Enter by September 30, 2026

Win an RV

  • There are four (4) Grand Prize RVs ($10,399 each), with one (1) Grand Prize will be awarded for each of the four (4) Entry Periods, as outlined in the chart below in Section 4. The Grand Prize is a 2026 Keystone Coleman 13B travel trailer (the “Grand Prize RV”), with an MSRP of $10,399.00. Total ARV of all prizes: $41,596.00
  • open to all legal residents of the 48 contiguous United States and the District of Columbia (excluding Alaska, Hawaii, and Puerto Rico), who are eighteen (18) years of age or older
  • Enter by December 31, 2026

Win a trip to Orlando, Florida

  • You and 3 guests could be on your way to experience Universal Orlando Resort’s four amazing theme parks, including the new Universal Epic Universe, now open! From the action of favorite movies to legendary tales of excitement to incredible worlds of adventure to a tropical island paradise. Plus, push the limits of discovery and recharge between the fun when you stay at the all-new Universal Terra Luna Resort.
  • You could win a 4-night trip for 4 people, including:
  • Round trip airfare to Orlando, Florida provided by JetBlue
  • Ground transportation between the airport and hotel
  • Accommodations at Universal Terra Luna Resort
  • Admission to Universal Studios Florida, Universal Islands of Adventure, Universal Epic Universe and Universal Volcano Bay* water theme park.
  • Open to legal U.S. residents, residing in Arizona, California, Connecticut, Delaware, District of Columbia, Florida, Georgia, Maine, Maryland, Massachusetts, Michigan, Nevada, New Hampshire, New Jersey, New York, North Carolina, Ohio, Pennsylvania, Rhode Island, South Carolina, Texas, Vermont, Virginia, Utah, and Puerto Rico (“Eligibility Area”) who are 18 years of age or older
  • Enter by April 30, 2026

Win a trip to Madrid, Spain (no donation required)

  • There will be 1 Prize awarded (“Prize” and/or “Prizes”), consisting of all the following:
  • up to $3000 towards Roundtrip airfare and transportation
    Up to $1000 towards Hotel Accommodations
    2 Tickets to see Bad Bunny in Madrid, Spain on June 15, 2026
  • open only to legal residents of the United States of America who are 18 years old or older excluding residents of Rhode Island, Florida, and all United States Territories
  • Enter by May 11, 2026

Win a motorcycle (enter weekly)

  • Win a 2026 Yamaha YZ250F ClubMX Replica Racebike + Weekly Giveaways
  • Except residents of Florida, New York, and Rhode Island, Sweepstakes is open to legal residents of the United States and District of Columbia, age 18 or older
  • Enter by May 11, 2026

Win a trip to Barcelona, Spain (no donation required)

Win a trip to Philadelphia, Pennsylvania

  • One (1) Grand Prize Winner will receive:
  • round-trip coach air transportation in the main cabin for Winner and up to three (3) guests from a major airport servicing American Airlines flights nearest Winner’s home
    standard, single or double occupancy hotel accommodations, up to four (4) rooms, for four (4) nights
    four (4) Championship+ tickets each day, Friday through Sunday, including access to the grounds of Aronimink Golf Club and the Championship+ Inclusive Food and Non-Alcoholic Beverage Program
    one (1) foursome at a PTC-determined top 100 golf course in the Aronimink PGA Championship market during PGA Championship week
    $2,000.00 payable to Winner in the form of a check
  • Open to residents of the fifty (50) United States and DC, 21+
  • Enter by April 15, 2026

Win a trip to New York City

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!

Do you have upcoming travel that you need to book? Use my travel resources page to make your bookings! There's no cost to you, and you'll be supporting my site. Thanks!

Hi, I'm Jonathan, the traveler, writer, photographer, enthusiast, & terrible dancer of Everybody Hates A Tourist with decades of travel expertise. I've visited over 40 countries so far. Join me as I share my personal experiences finding the best food, craft beer, cocktails & spirits, wine, culture, & history around the world!

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