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Here are this week’s travel contests!

You can win trips & prizes such as $25,000; a tour of Vietnam; New Jersey; Disneyland in California; the MLB All-Star Game in Philadelphia, Pennsylvania; an all-inclusive Sandals resort stay; Bozeman, Montana; Big Sur, California; the 2026 World Cup Final and a stay at the stadium; a $10,000 custom trip; an RV; Chicago, Illinois; Switzerland; Barcelona, Spain; California; Japan, Disney World or Disneyland; Aspen, Colorado; Missouri; an NHL game; Las Vegas, Nevada; Iceland; the Bahamas; Bermuda; 500,000 AAdvantage miles and a cruise; the World Cup Final; Hawaii; Disney World; California; Louisville, Kentucky; a $2,500 trip; Madrid, Spain; South Dakota; 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 $25,000

  • $25,000 check for a garage makeover (but you can use it for anything)
  • Open to residents of the fifty (50) United States and DC, 18+
  • Enter by May 31, 2026

Win a tour of Vietnam (airfare not included)

  • Win an Astonishing Vietnam In 11 Days tour
  • Itinerary
    Day 1 Ho Chi Minh
    Day 2 Ho Chi Minh – My Tho – Mekong River
    Day 3 Ho Chi Minh to Hoi An
    Day 4 Hoi An
    Day 5 Hoi An
    Day 6 Hoi An to Hue
    Day 7 Hue to Hanoi
    Day 8 Hanoi to Halong Bay
    Day 9 Halong Bay to Hanoi
    Day 10 Hanoi
    Day 11 Hanoi Departure
  • Open worldwide
  • Enter by May 31, 2026

Win a trip to New Jersey

  • five (5) day, four (4) night trip for the winner and one (1) guest to Cape May, New Jersey from July 20–24, 2026, including:
  • round-trip coach (economy) air transportation from a major commercial airport near the winner’s residence to Philadelphia, Pennsylvania
    ground transportation to and from the airport and Cape May, New Jersey
    four (4) nights hotel accommodation at The Virginia Hotel in The Southern Suite (double occupancy, suite and tax only)
    daily $50 resort credit
    dinner for two (2) at The Ebbitt Room
    two (2) day beach tent rental
    one (1) historic Cape May trolley ride for two (2)
    beach access
    $1,000 spending money awarded as a check
    one (1) Lenox Spice Village Golden House
    Lenox Spice Village accessories including:
    a covered butter dish
    sugar & creamer
    teapot
    paper towel holder
    set of four (4) mugs
    hors d’oeuvres tray
    recipe box
    spoon rest
    Printfresh On-the-Go Tote in Pink Kitchen
    a set of two (2) can cooler glasses
  • Open to residents of the fifty (50) United States and DC
  • Enter by May 31, 2026

Win a trip to Disneyland in California

  • trip for winner and up to five (5) guests to Disneyland and Disneyland California Adventure Parks in Anaheim, California, including:
  • round-trip coach airfare for up to six (6) people
    three (3) nights hotel accommodations in Anaheim (two rooms, triple occupancy)
    2-Day Park Hopper® tickets for up to six (6) people
    one (1) VIP guided tour experience for up to six (6) people
    ABCmouse gift bag with assorted items
    $4,000 check for spending money
  • Open to residents of the fifty (50) United States and DC, 18+
  • Enter by May 31, 2026

Win a trip to the MLB All-Star Game in Philadelphia, Pennsylvania

  • two (2) tickets for winner and one (1) guest to the 2026 T-Mobile Home Run Derby in Philadelphia, PA
  • two (2) tickets for winner and one (1) guest to the 2026 MLB All-Star Game presented by Mastercard in Philadelphia, PA
  • $2,000 in the form of a check to be used toward transportation and lodging
  • Open to residents of the fifty (50) United States, DC, and Canada (excluding Quebec), 18+
  • Enter by June 30, 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 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 the 2026 World Cup Final and a stay at the stadium

  • Grand Prize (1 Winner)
    A once-in-a-lifetime FIFA World Cup 2026™ Final experience. Wake up inside the stadium and be among the first fans on match day, thanks to Visa and Marriott Bonvoy.
  • Winner and a guest will head to the FIFA World Cup 2026™ Final Match on July 19, 2026, with an experience that goes far beyond the match.
    Experience includes:
  • One-night stay inside the New York New Jersey Stadium, transformed into a Marriott Hotels room.
    Two tickets to the FIFA World Cup 2026™ Final Match.
    Official FIFA World Cup 2026™ merchandise.
    Three nights’ accommodation in the New York/New Jersey area at a Marriott Bonvoy property
    Round-trip flights for two.
    Transportation throughout the weekend
  • Weekly First Prizes (4 Winners)
    Get closer to the action.
  • Win a trip for two to the FIFA World Cup 2026™ Quarterfinal in Miami, Florida.
    Experience includes:
    Round-trip flights for two.
    Three nights at a Marriott Bonvoy property in the Miami area.
    Two tickets to attend one quarter-final match.
  • open only to legal residents of the 50 U.S. & DC & Puerto Rico, Canada, Austria, France, Germany, Netherlands, Spain, Switzerland, United Kingdom, South Africa, India, Japan, South Korea, Argentina (excluding Mendoza, Neuquén, Salta, Rio Negro, & Tierra del Fuego), & Brazil (the “Eligibility Area”) who are Marriott Bonvoy members at least 18 years of age
  • Enter by June 16, 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 Chicago, Illinois

  • one (1) trip for winner and one (1) guest to Chicago, Illinois to attend a Chicago Cubs home game on July 4, 2026 at Wrigley Field, including:
  • round-trip coach airfare for two (2) from nearest major airport to Chicago, Illinois
    two (2) nights hotel accommodations (single room, double occupancy)
    two (2) tickets to the Chicago Cubs game
    two (2) Chicago Cubs jerseys
    one (1) $100 Uber gift card
    one (1) $100 prepaid bank gift card
    Omaha Steaks For a Year package (four shipments of Omaha Steaks Triple Crown Combo including ribeye filets, filet mignons, top sirloin filets, classic burgers, and seasoning)
  • Open to residents of the forty-eight (48) contiguous United States and DC (excludes AK, HI), 18+
  • Enter by June 7, 2026

Win a trip to Switzerland

  • roundtrip airfare for two (2) to Switzerland
  • one (1) premium SWISSGEAR luggage set
  • one (1) $1,500 USD travel stipend
  • Open to residents of the fifty (50) United States, DC and Canada, 18+
  • Enter by June 15, 2026

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

Win a trip to California

  • a 2-night, 3-day trip for winner and one (1) guest to Richvale, California, scheduled on mutually agreed dates in June, July, August, or September, including:
  • round-trip economy airfare (or ground transportation if within 100 miles of Lundberg Family Farms) to Sacramento International Airport (SMF)
    ground transportation between SMF, hotel, and Lundberg Family Farms
    three (3) days / two (2) nights hotel accommodations (standard room, double occupancy) within 25 miles of Richvale, California
    $600 total in meal vouchers ($300 per traveler)
    guided tour of Lundberg Family Farms
  • Open to residents of the fifty (50) United States and DC, 21+
  • Enter by May 21, 2026

Win a trip to Japan

Win a trip to Walt Disney World or Disneyland

  • Winners choice of a Magical Walt Disney World Vacation Package or a Magical Disneyland Resort Vacation Package for 4, including:
  • one (1) six (6)-night stay in a one-bedroom villa for the winner and up to three (3) guests at either Island Tower at Disney’s Polynesian Villas & Bungalows at Walt Disney World Resort or The Villas at Disneyland® Hotel at Disneyland Resort
    up to four (4) round-trip coach airfares between a major international commercial airport closest to the winner’s residence and a major commercial airport near the selected destination
    round-trip ground transportation between the arrival airport and the hotel
    four (4) seven (7)-day tickets with Park Hopper option for the group to Walt Disney World Theme Parks or Disneyland Theme Parks
    access for the group to member lounges while at the park
  • Open to residents of the fifty (50) United States and DC, 18+
  • Enter by May 25, 2026

Win a trip to Aspen, Colorado

  • trip for two (2) to Aspen, Colorado to attend the Aspen Food & Wine Classic, including:
  • round-trip coach airfare for two (2) between nearest major airport and Aspen, Colorado
    three (3) nights hotel accommodations (double occupancy) in or near Aspen
    two (2) tickets to the Aspen Food & Wine Classic
    dinner for two (2) at a Sponsor-selected restaurant
  • Open to residents of the fifty (50) United States and DC, 21+
  • Enter by May 25, 2026

Win a trip to Missouri

  • Two (2) reserved tickets to a 2026 Live Nation produced and promoted concert at Morton Amphitheater in Riverside, MO
    Round-trip, economy class air transportation for two (2) from the major airport nearest winner’s home within the U.S. to the major airport nearest the concert
    One (1) double occupancy standard hotel room for two (2) nights / three (3) days
    $200.00 pre-paid cash card for ground transportation
  • Open to residents of the fifty (50) United States and DC, 18+
  • Enter by May 25, 2026

Win a trip to a NHL game

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  • One (1) NHL event package for winner and one (1) guest, including:
  • two (2) tickets to a 2026–2027 NHL event of winner’s choice
    round-trip coach airfare for two (2) from nearest eligible airport to event destination
    two (2)–three (3) nights hotel accommodations (one (1) standard room, double occupancy)
  • Open to residents of the fifty (50) United States, DC, and Canada, 18+
  • Enter by May 27, 2026

Win a trip to the F1 race in Las Vegas, Nevada (Enter daily)

  • Round-trip coach class airfare for Winner and two (2) guests (each age 21 or older) from the nearest major metro airport to Winner’s home to Las Vegas, NV
    Three (3) nights hotel accommodations for three (3) people—one room, triple occupancy at a Sponsor-designated hotel in Las Vegas, NV metro area
    Three (3) general admission tickets to the Formula 1 Heineken Las Vegas Grand Prix 2026 race scheduled for Saturday, 11/21/2026
  • Open to residents of the fifty (50) United States and DC, 21+
  • Enter by May 30, 2026

Win a trip to Iceland

  • Round-trip coach air travel for two (2) from the international airport near winner’s residence to Reykjavik, Iceland, with airports and routing determined by sponsor
    five (5) day / four (4) night standard hotel accommodations in Reykjavik, Iceland or surrounding area, double occupancy
    one (1) excursion
    $1,000.00 in e-gift cards from a bank/financial institution
  • Open to residents of the fifty (50) United States and DC, 21+
  • Enter by May 31, 2026

Win a trip to the Bahamas

  • One (1) Grand Prize consisting of a six (6) day, five (5) night stay for two (2) in a Deluxe Ocean View Suite at The Cove at Atlantis, Bahamas (Approximate Retail Value “ARV”: $4,250), including:
  • One (1) welcome amenity (ARV: $300)
  • One (1) choice of either a Dolphin Cay experience or snorkel experience for two (2) (ARV: $500)
  • One (1) Cove Beach Day Bed experience for one (1) day (ARV: $350)
  • Daily food and beverage credit of $300 per day for up to six (6) days (total ARV: $1,800)
  • Roundtrip, coach-class airfare for two (2) to Nassau, Bahamas (ARV: $1,000)
  • One (1) roundtrip ground airport transfer for two (2) between Nassau Airport and The Cove (ARV: $275)
  • Additional prizes:
  • Two (2) matching luggage sets from July (ARV: $690)
  • One (1) gift card to Ring Concierge (ARV: $600)
  • One (1) gift card to Tanya Taylor (ARV: $600)
  • One (1) gift card to If Only If (ARV: $600)
  • One (1) curated collection of plant-dyed styling textiles from Silk & Willow (ARV: $600)
  • One (1) gift card to Something Borrowed Blooms (ARV: $500)
  • One (1) gift card to Korres (ARV: $300)
  • One (1) Visa gift card provided by Gazette Gal (ARV: $300)
  • One (1) gift card to Spa Week (ARV: $300)
  • 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 May 31, 2026

Win a trip to Bermuda

  • three (3) night stay in a mini suite room at Royal Palms Hotel with buffet continental breakfast and evening wine hour
    economy airfare for up to two (2) adults aged 17+ from any major US or Canadian airport on BermudAir with direct airlift to Bermuda
  • Open to residents of the fifty (50) United States and DC, 18+
  • Enter by May 31, 2026

Win 500,000 AAdvantage miles and a cruise

  • One (1) Grand Prize winner will receive 500,000 AAdvantage® miles and a Norwegian Cruise Line cruise for two in a balcony stateroom — valued at up to $5,000
    Five (5) First Prize winners will receive 100,000 AAdvantage® miles each
  • open only to legal residents of the fifty (50) United States and the District of Columbia, who are twenty-one (21) years of age or older
  • Enter by May 31, 2026

Win a trip to the World Cup Final in East Rutherford, New Jersey

  • There are two (2) Grand Prizes (each a “Grand Prize”) available to be won. There will be one (1) Grand Prize Winner from 50 United States/D.C./Puerto Rico/U.S. Virgin Islands and one (1) Grand Prize Winner from the 10 Provinces of Canada.
  • GRAND PRIZE: A three (3) day/two (2) night trip for up to two (2) persons (i.e., Grand Prize Winner and one [1] Guest), to the final match of the 2026 FIFA WORLD CUP™ scheduled to take place on July 19, 2026 in East Rutherford, NJ. Trip consists of: roundtrip coach air transportation for up to two (2), from a major commercial airport (for 50 United States/D.C./Puerto Rico/U.S. Virgin Islands Grand Prize winner)/international airport (for Canadian Grand Prize winner) designated by Sponsor near winner’s residence (“Departure Airport”) to airport designated by Sponsor near East Rutherford, New Jersey (“Destination City”)**; two (2) nights hotel accommodations (one standard room, double occupancy, room and tax only); up to two (2) tickets to 2026 FIFA WORLD CUP™ final match (seat selection to be determined by Sponsor in its sole discretion); and ground transportation to/from Destination City airport and hotel, awarded as $500 (USD) cash or cash equivalent to Grand Prize Winner.
  • open only to individuals who, at the time of entry are: (a) a permanent legal resident of the fifty (50) United States, the District of Columbia, Puerto Rico, U.S. Virgin Islands, or the ten (10) Provinces of Canada (collectively, the “Territory”); and (b) at least 18 years of age (or the age of majority in their jurisdiction of residence, whichever is older)
  • Enter by May 31, 2026

Win a Hawaii getaway (airfare not included)

  • Here’s what you could win:
  • A relaxing family stay at ʻAlohilani Resort Waikīkī Beach, just steps from the ocean in the heart of Waikiki
  • -Private charter SUV airport transportation for a family of four with Robert’s Hawaii, so your trip starts and ends stress free
  • An off road adventure through the breathtaking landscapes of Kualoa Ranch, perfect for the whole family to explore together
  • An unforgettable ocean experience with Iruka Hawaii, including snorkeling and the chance to swim alongside wild dolphins
  • A vibrant evening at Polynesian Cultural Center, featuring your choice of experience with six authentic island villages, Alii Luau Package, all you can eat dining, and HA Breath of Life Evening Show
  • A Kō Hana Deep Dive Distillery Tour offering a full farm to bottle experience exploring sugarcane cultivation, distillation, and barrel aging
  • A $200 dining experience at Vintage Books for dinner and drinks, where modern innovation meets vintage charm with craft cocktails and a rotating seasonal menu
  • Open to residents of the fifty (50) United States, DC, and Canada (excluding Quebec), 21+
  • Enter by May 31, 2026

Win a trip to Walt Disney World

  • up to four (4) round trip coach airfares between the major gateway airport closest to Winner’s residence and the Orlando International Airport (if Winner resides within 250 miles of the Resort, airfare will not be provided)
    round trip ground transportation for up to four (4) persons from Orlando International Airport to the Resort (if Winner resides within 250 miles of the Resort, transportation will not be provided)
    room accommodations consisting of one (1) standard room (with a maximum of four (4)) for three (3) nights at a hotel at the Resort selected by Sponsor
    up to four (4) standard 4-Day Walt Disney World Theme Park Tickets with Park Hopper Option, each ticket with an expiration date of May 31, 2027
    one (1) Disney Gift Card with a value of Three Hundred ($300.00) USD
  • Open to residents of the fifty (50) United States and DC, 18+
  • Enter by May 31, 2026

Win a trip to Templeton, California

  • Two (2) Grand Prize Winners will receive:
  • an Ancient Peaks trip for two (2) people (winner and one (1) guest) to Templeton, California, including:
  • Accommodations at the Cambria hotel in Templeton, California (blackout dates apply)
    An Ancient Peaks vineyard tour
    Lunch at Ancient Peaks
    A private Ancient Peaks winery tour
    Ziplining
    Horseback riding
    One (1) $100 Ancient Peaks gift card to use at the Ranch Store
    A $2,400 stipend for travel, dining, and additional activities
  • Open to residents of the fifty (50) United States and DC (excludes CO, UT), 21+
  • Enter by May 31, 2026

Win a trip to Louisville, Kentucky

  • One (1) three (3)-night trip for two (2) to attend the Bourbon & Beyond music festival in Louisville, Kentucky
    Round-trip airfare for two (2)
    Hotel accommodations
    VIP festival passes
  • Open to residents of the forty-eight (48) contiguous United States and DC (excluding AK, HI), 21+
  • Enter by May 31, 2026

Win a $2,500 trip

  • Two (2) Prize Winners will each receive:
  • One (1) three (3) night, four (4) day United States travel vacation package for the winner and one (1) guest, booked with Trek Travel
  • Open to residents of the fifty (50) United States and DC, 21+
  • Enter by May 31, 2026

Win a trip to Madrid, Spain for the 2027 Champions League final

  • Round trip coach airfare for two (2) people from the sponsor-designated airport servicing winner’s residential home area to the sponsor-designated airport servicing Madrid, Spain
    hotel accommodations for two (2) people, one room, double occupancy, for four (4) nights at the sponsor-designated hotel in the Madrid, Spain metro area
    two (2) tickets to attend the 2027 UEFA Champions League Finals match in Madrid, Spain, seat locations determined by sponsor
    two (2) Heineken-branded scarves, brand, design, and color determined by sponsor
  • Open to residents of the fifty (50) United States and DC, 21+
  • Enter by June 1, 2026

Win a trip to South Dakota

  • One (1) Grand Prize: Winner to receive $4,000 credit to be applied to the costs of lodging, airfare, activities and attractions booked with Travel South Dakota and its partners. Elements included within the prize giveaway must be booked by December 31, 2026
  • You must be at least (eighteen) 18 years of age or older (or the age of majority in your state whichever is older), a legal resident of, and reside within, the 50 United States and the District of Columbia
  • Enter by June 1, 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?

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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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