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Here are this week’s travel contests!

You can win trips & prizes such as an all-inclusive Sandals resort stay; the Little League World Series; Napa Valley, California; Bozeman, Montana; Big Sur, California; every MLB ballpark; Iowa; Colorado; New York City; a $10,000 custom trip; Los Angeles, California; an RV; Barcelona, Spain; a cruise; New York City or Miami, Florida; San Francisco, California; Canton, Ohio; Daytona Beach, Florida; a Sandals resort stay; Las Vegas, Nevada; Oxnard, California; 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 Sandals resort stay (new for Q3, 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 September 30, 2026

Win a trip to the Little League World Series

  • two (2) tickets for the winner and one (1) guest to the 2026 Little League World Series
    two (2) tickets for the winner and one (1) guest to the 2026 MLB Little League Classic on August 23, 2026
    one (1) $2,000 check for transportation and lodging expenses
  • Open to residents of the fifty (50) United States, DC, and Canada (excluding Quebec), 18+
  • Enter by July 15, 2026

Win a Napa Valley camping trip (does not include transportation)

  • one (1) four (4)-night campsite stay at Bothe-Napa Valley State Park in Napa Valley, California
  • one (1) Stout Tent
  • two (2) Cotopaxi Day Packs
  • two (2) Rumpl Blankets
  • two (2) High Camp Flasks
  • one (1) S’mores Kit
  • one (1) farm-to-table lunch for winner and one (1) guest
  • one (1) guided tasting for winner and one (1) guest
  • one (1) personalized Insider’s Guide to Napa Valley tourist spots
  • Open to residents of the fifty (50) United States and DC, 21+
  • Enter by August 31, 2026

Win a trip to Bozeman, Montana

  • a trip for one (1) to participate in the Field & Stream Yellowstone Fish Camp featuring Field & Stream Lodge in Bozeman, Montana, including:
  • three (3) nights’ single-occupancy accommodation at the Field & Stream Lodge in Bozeman, Montana (resort taxes and fees included)
    $800 prepaid Mastercard for airfare and/or transportation
    all food and beverages at the Lodge and during fishing excursions
    multi-day guided and self-guided fishing excursions (subject to weather conditions)
    $500 Sportsman’s Warehouse gift card for fishing gear and equipment
    one (1) year Field & Stream Premium Membership
  • Open to residents of the fifty (50) United States and DC (excludes RI), 21+
  • Enter by August 31, 2026

Win a trip to Big Sur, California

  • $4,000 gift card for Alila Ventana Big Sur
    $3,000 in spending funds
  • Open to residents of the fifty (50) United States and DC, 18+
  • Enter by August 31, 2026

Win a trip to every MLB ballpark

  • thirty (30) separate trips for winner and one (1) guest to attend MLB games at each of the 30 MLB ballparks (including Athletics’ 2028 Opening Day as one trip)
    round-trip coach airfare for each trip (winner and guest)
    up to two (2) nights hotel accommodations per trip (double occupancy)
    two (2) tickets per game
    all trips must be completed by September 30, 2029
  • Open to residents of the fifty (50) United States, DC, and Canada (excluding Quebec), 18+
  • Enter by September 7, 2026

Win a trip to the Hinterland festival in Iowa (no donation required)

  • Two VIP Weekend Passes to Hinterland Festival in Iowa on July 30 – August 2
    Meet and Greet with Audrey Nuna
    Round-trip airfare for winner and a guest
    Hotel accommodations for 5 nights
  • Open worldwide
  • Enter by July 12, 2026

Win a trip to Colorado (no donation required)

  • Two tickets to see Melissa Etheridge at Red Rocks with the Colorado Symphony on August 2nd
    Meet and greet and photo op with Melissa Etheridge
    Merch package
    Round-trip airfare for you and a guest
    Hotel accommodations for two nights
  • Open worldwide
  • Enter by July 12, 2026

Win a trip to New York City (no donation required)

  • Two tickets to the “ F*ck Failure” book event at Webster Hall in New York City with Selena Gomez on September 18
    30-minute meet and greet with benny before the book event
    A signed copy of the book
    Photo opportunity
    Round-trip airfare for you and a guest
    Hotel accommodations for two nights
  • Open worldwide
  • Enter by August 2, 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 a trip to Los Angeles, California (no donation required)

  • Four tickets to the global premiere of “Avengers: Doomsday” with red carpet access
    A 1-night stay in hotel accommodations near the premiere venue
    Private glam squad services for up to four guests before the premiere
    Private ground transportation to and from the premiere
    Roundtrip airfare for up to four guests
    Up to four 2-Day Disneyland Resort Park Hopper® Tickets
    A 2-night stay in The Pirates of the Caribbean Suite at the Disneyland Hotel® for up to four guests
    An official VIP tour of the Disneyland Resort® with a private tour guide, including a special visit to Walt’s Apartment for up to four guests
    Dinner for four at Napa Rose at Disney’s Grand Californian Hotel & Spa®
    $600 Disney Dining Card
    $10,000 cash
  • only open to legal residents of the fifty (50) United States and the District of Columbia, and U.S. territories, including Puerto Rico, the U.S. Virgin Islands, Guam, and American Samoa, who are at least eighteen (18) years of age
  • Enter by November 15, 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 Barcelona, Spain (no donation required)

Win a cruise

  • one (1) $1,500 Royal Caribbean gift card redeemable toward a Royal Caribbean cruise
    one (1) $600 Kayak gift card intended for round-trip airfare for two (2) people
    one (1) $300 Royal Caribbean gift card for onboard dining and beverage expenses
  • Open to residents of the fifty (50) United States and DC, 21+
  • Enter by July 31, 2026

Win a trip to New York City or Miami, Florida

  • Round-trip coach airfare for two (2) people to the music experience destination
    hotel accommodations for two (2) people, one room, double occupancy, for two (2) nights
    two (2) tickets to attend a concert during the 2026 concert season at the Heineken-sponsored music venue selected by the winner
    $250.00 gift card for travel stipend
    one (1) $250.00 Uber.com gift card
  • open to all legal residents of the fifty (50) United States and the District of Columbia who are 21 years of age and older
  • Enter by July 1, 2026

Win a trip to Las Vegas, Nevada

  • one (1) fan flyaway package to see AC/DC Power Up Tour in Las Vegas, Nevada including:
  • two (2) tickets to the August 1, 2026 concert at Allegiant Stadium
    round-trip airfare to Las Vegas (Harry Reid International Airport) for winner and one (1) guest
    hotel accommodations (standard double-occupancy room; number of nights tbd)
  • Open to residents of the fifty (50) United States and DC, 21+
  • Enter by July 1, 2026

Win a trip to San Francisco, California

Win a trip to Canton, Ohio

  • five (5) day, four (4) night trip to Canton, OH for winner and up to one (1) guest on August 5, 2026, including:
  • up to two (2) round-trip coach air transportation from a major airport in the United States from one departure location and travel itinerary
    one (1) standard hotel room accommodation for four (4) nights
    transportation to and from the airport and hotel near Canton, OH
    two (2) tickets to enshrinement week events, including:
    Gold Jacket Dinner
    Pro Football Hall of Fame Game and pre-game hospitality
    Enshrinement and pre-event hospitality
    Hall of Fame Concert for Legends and pre-event hospitality (subject to scheduling, availability, or weather issues)
    transportation services from hotel to/from awarded events
    private guided tour of the Pro Football Hall of Fame
    professionally installed garage door opener of winner’s choice of models 6170H, G3120HLB, 3124H, or 4124H (scheduled at mutually convenient time between winner and local dealer at sole discretion of Genie)
    $1,000 in gift cards for use toward Pro Football Hall of Fame merchandise in-store or online at shop.profootballhof.com
  • Open to residents of the fifty (50) United States and DC, 21+
  • Enter by July 6, 2026

Win a trip to Daytona Beach, Florida

  • One (1) Grand Prize Winner will receive:
  • three (3) day, two (2) night trip for the winner and one (1) travel companion to the Coke Zero Sugar 400 race at Daytona International Speedway in Daytona Beach, FL on August 28, 2026
    round-trip economy air transportation for the winner and travel companion from major airport nearest winner’s home to Daytona Beach, FL
    two (2) nights hotel accommodations based on one (1) room, double occupancy
    two (2) tickets to the event
    VIP Raceday Experience including two (2) VIP access passes and a meet and greet with a Coca-Cola Racing family driver
    one (1) $350 Sponsor-specified transportation gift card for ground transfers
    one (1) $500 digital prepaid card
  • Open to residents of the fifty (50) United States and DC, 18+
  • Enter by July 12, 2026

Win a Sandals resort stay

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!

  • One (1) Grand Prize: The “Grand Prize” consists of a five (5) days/four (4) nights all-inclusive stay for two (2) adults in one (1) deluxe/luxury category room at a Sandals Resort excluding Sandals Royal Bahamian & Offshore Island
  • open only to legal residents of the fifty (50) United States and the District of Columbia, Canada (excluding Quebec), Puerto Rico, U.S. Virgin Islands, American Samoa, Guam, and Northern Mariana Islands, who are eighteen (18) years of age or older
  • Enter by July 13, 2026

Win a trip to Las Vegas, Nevada

  • two (2) nights at a sponsor-specified hotel for winner and three (3) guests (two standard-double occupancy rooms)
    four (4) round-trip airline tickets
    ground transportation to hotel and Topgolf Las Vegas
    Topgolf Bay Experience including food and beverage
    private transportation
    $1,000 gift card
  • Open to residents of the fifty (50) United States and DC, 21+
  • Enter by July 13, 2026

Win a trip to Oxnard, California (enter daily)

  • two (2) tickets for winner and one (1) guest to attend the Dallas Cowboys Training Camp in Oxnard, California
    two (2) nights hotel accommodations at a sponsor-specified hotel (two standard double-occupancy rooms)
    round-trip airfare for winner and one (1) guest
    one (1) $500 gift card
    if winner resides within 250 miles of the venue, winner will receive a $200 gift card in lieu of airfare
  • Open to residents of the forty-eight (48) contiguous United States and DC (excludes AK, HI), 21+
  • Enter by July 13, 2026

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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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 50 countries & territories 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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