Vacation Sweepstakes & Travel Giveaways 2026

Ready for a free vacation? Sweepstakes Radar curates the best travel sweepstakes and trip giveaways — from tropical cruises and Caribbean getaways to luxury hotel stays and all-inclusive resorts. All listings are free to enter from verified organizers. Your next adventure could be one entry away.

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Macy’s Golden Confetti Contest & Sweepstakes

Grand prize: $15,000 Macy's gift card plus $5,000 annually for five years. Additional prizes include travel experiences valued up to $15,000, concert and game tickets with travel, electronics, luggage sets, furniture, appliances, and gift cards.

Ends Oct 31, 2026

$100,000

223 entered this week

Stars Perks: Watch the Dallas Stars Play in Arlington Sweepstakes Courtesy of American Airlines

2 tickets to Stars game in Arlington, TX (Feb 20, 2027); if 150+ miles away, includes flights, 2-night hotel, $200 (ARV up to $2,400)

Stars Perks: Flyaway of Choice Sweepstakes Courtesy of American Airlines

Trip for two to a Stars away game of your choice — flights, 2-night hotel, 2 tickets, $200 (ARV up to $2,500)

Stars Perks: Florida Getaway Sweepstakes Courtesy of American Airlines

Tickets to 2 Stars away games in Florida; if 150+ miles away, includes flights, up to 3-night hotel, $500 (ARV up to $4,500)

Mavericks Perks: Philly Flyaway Sweepstakes Courtesy of American Airlines

Trip for two to Mavs vs. 76ers in Philadelphia — round-trip flights, 2-night hotel, 2 tickets, $200 (ARV $3,800)

Mavericks Perks: Summer League Sweepstakes Courtesy of American Airlines

Trip for two to Mavs Summer League in Las Vegas: round-trip AA main-cabin flights, 2-night hotel, two game tickets, and $200 spending money (ARV up to $3,500)

Mavericks Perks: Flyaway of Choice Sweepstakes Courtesy of American Airlines

Trip for two to a Mavs away game of choice: round-trip AA main-cabin flights, 2-night hotel, two game tickets, and $200 spending money (ARV up to $2,800)

Heat Perks: Player for a Day Sweepstakes Courtesy of American Airlines

Miami Heat "Player for a Day" experience: player walk-in photo, custom jersey, mock press conference, locker room tour, and meet & greet with a Heat Legend, plus round-trip AA flights, 2-night hotel, and $200 spending money for winners 150+ miles away (ARV $400-$2,900)

Heat Perks: First Class Flyaway Sweepstakes Courtesy of American Airlines

First-class round-trip AA flights for two, 2-night hotel, two Miami Heat away game tickets, and $200 spending money. Winner picks from 3 away game options (ARV up to $9,500)

Heat Perks: Welcome to the 305 Sweepstakes Courtesy of American Airlines

Two Miami Heat game tickets + choice of Wynwood Art Tour, SOBE Food & Wine Festival tickets, or premium dining experience ($600), plus round-trip AA flights, 3-night hotel, and $200 spending money for winners 150+ miles away (ARV $1,600-$4,000)

AA x U.S. Soccer Perks: U.S. Men's National Team Behind the Scenes Experience Sweepstakes

Two tickets to a 2026 USMNT game with behind-the-scenes experience (field access, game ball check-in, locker room door knock), plus round-trip AA flights, 2-night hotel, and $200 spending money for winners 150+ miles away (ARV $500-$2,900)

Longhorns Perks: Away Game Flyaway Sweepstakes Courtesy of American Airlines

Two tickets to Texas Longhorns vs. LSU football game, round-trip American Airlines flights, 2-night hotel stay, and $200 spending money (travel prizes for winners 150+ miles from venue; ARV $500-$2,300)

Fleet Farm Octoberfest Sweepstakes — Win Ice Fishing Trip or $1,000 Gift Card

Four grand prizes: one ice fishing trip with Gillespie Waters and Woods (ARV not stated), one 28-inch Poulan Pro snow blower (ARV not stated), one set of four tires (ARV not stated), and one $1,000 Fleet Farm gift card.

United States & Canada

DoStuff Media Fastball Comedy Festival Flyaway — 3-Night Trip for Two

One grand prize trip for two to Fastball Comedy Festival in Mesa, Arizona, including round-trip airfare to Phoenix, 3-night hotel stay at Courtyard Marriott Mesa, two 2-day premium festival passes, $200 restaurant gift card to Filthy Animal in Tempe, and festival merchandise, valued at approximately $4,000.

Larceny Bourbon Orlando Festival Sweepstakes — Win Warped Tour Trip

One grand prize trip for two to Vans Warped Tour in Orlando, Florida on November 14-15, 2026, including two 2-day VIP passes, round-trip economy airfare for two, three nights of hotel accommodations, and a $500 prepaid cash card for ground transportation, valued at $4,910.

United States & Canada

Travel Peru The Great Escape Sweepstakes — Win Trip for Two to Peru

One grand prize trip for two to Peru including Intrepid Travel booking on Inca Trail Express, round-trip economy airfare for two from U.S. or Canada to Lima and Cusco, camping gear (tents, sleeping bags, pads from Big Agnes), Cotopaxi packs and jackets, La Sportiva hiking boots, AFAR Magazine two-year subscriptions for both winners, $500 travel insurance gift card, valued at $10,648.

Ends Nov 6, 2026

$10,648

53 entered this week

Showing 1–16 of 197 listings

Frequently Asked Questions

Prizes vary but often include round-trip airfare, hotel accommodations, and spending money. Some include meals, excursions, and transportation. Always read the official rules for full prize details.

Yes. The fair market value of travel prizes is taxable in the U.S. Taxes are the winner's responsibility unless the rules state otherwise.

Most sweepstakes state that prizes are non-transferable — meaning the winner must take the trip. Some allow a guest to accompany the winner. Check the official rules.

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