Latest Online Travel Sweepstakes

March 27, 2026

Win a Run or Cycling Trip in the CLIF Run the World Sweepstakes

Dreaming of an active getaway with big adventure energy? CLIF Run the World is giving away three amazing travel prizes, and each winner gets to choose a running or cycling trip for two to Australia, Argentina, or Japan, plus flights, hotel, and spending money to help make the journey even sweeter. Entries are accepted daily, which makes this a great one to keep in your rotation, and there’s also an optional extra entry if you opt in for marketing emails or use the mail-in method. Open to legal residents of the U.S., D.C., and Puerto Rico ages 18+. Ends July 31, 2026.

March 20, 2026

Win a Family Trip to Myrtle Beach in the Play-Doh Sweepstakes

Looking for a fun family getaway? The Play-Doh and Visit Myrtle Beach Sweepstakes is giving two lucky winners a 5-day, 4-night oceanfront vacation for up to four people, including flights, resort accommodations, attraction passes, mini golf, and a dining gift card. With two grand prizes available and daily entries allowed, this travel sweepstakes gives you plenty of chances to land a beach escape packed with family-friendly activities. Open to U.S. residents 18+. Ends May 9, 2026.

March 12, 2026

Win a Trip to Iceland in the Tiptoe Reykjavík Challenge Sweepstakes

Ready for waterfalls, geothermal spas, and stunning Nordic scenery? Tiptoe Reykjavík Challenge – Win a Trip to Reykjavík is giving one lucky traveler a getaway for two to Iceland, including roundtrip flights with Icelandair, a two-night hotel stay with breakfast, spa access, a three-course dinner, and admission to popular attractions like Sky Lagoon, Perlan Museum, and the Lava Show. This travel sweepstakes is a simple one-time online entry, making it easy to throw your name in the hat if Iceland has been on your bucket list. Open worldwide to entrants 18+. Ends August 31, 2026.

February 20, 2026

Win a FIFA World Cup 26™ Trip in the Lay’s® Fan of the Match Promotion

Soccer fans, this one is massive. Lay’s® Fan of the Match Promotion is serving up daily instant win prizes plus a shot at epic FIFA World Cup 26™ experiences, including trips for two to U.S. tournament matches and even the Final. Entries are accepted daily and instant win prizes available, which means more chances to score. You can also grab a bonus entry each day by playing the quick trivia game, and answers do not even have to be right. If you’ve been dreaming about a World Cup trip sweepstakes with real travel, tickets, and once-in-a-lifetime moments, this is the one to jump on. Open to U.S. residents 18+. Ends May 2, 2026.

February 12, 2026

Win a Classical Greece Trip in the Road Scholar Campus of the Year Giveaway

Road Scholar’s Campus of the Year Giveaway is your chance to trade everyday routines for ancient ruins with a Grand Prize featuring the “Classical Greece: Islands of the Aegean” educational travel program for two, including airfare from a major gateway airport. If you’re 50 or better and dreaming of blue waters, historic temples and lifelong learning on the Mediterranean, this sweepstakes delivers a bucket list adventure in one unforgettable package. Single entry style, big reward energy. Open to U.S. residents 50+. Enter by June 30, 2026.

February 11, 2026

Win a Trip to Vegas to See Kenny Chesney at the Sphere

Blue Chair Bay Rum Kenny Chesney Sweepstakes is bringing full beach-to-Vegas energy, with prizes that range from fun instant wins to a full-on concert weekend. You can enter once, then come back daily to play the instant win scratch game for Blue Chair Bay Rum merch, and you’ll also be in the running for bigger prizes like Kenny Chesney autographed guitars and the grand prize trip for two to Las Vegas to catch Kenny Chesney at the Sphere. Open to U.S. and D.C. residents 21+, and yes, the daily play means more chances to win without doing anything complicated. Entries close June 28, 2026.

Browse Travel Sweepstakes by Type

Explore common prize categories and trip styles.

🚢 Cruise Sweepstakes
Ocean cruises, river cruises, and sail-away getaways.
🇪🇺 Win a Trip to Europe
City breaks, guided tours, and bucket-list destinations.
⛷️ Win a Ski Trip
Resort stays, lift tickets, and winter adventure prizes.

How Travel Sweepstakes Work

Quick answers to common questions before you enter.

Are travel sweepstakes legit?
Many are legitimate promotions run by brands, media outlets, or travel companies. Always check the official rules, sponsor information, and eligibility requirements.
Do the trips usually include airfare?
Sometimes. Some prizes include airfare and hotel, while others only include accommodations or a travel voucher. The official rules explain exactly what’s included.
How often can I enter?
Entry frequency varies by promotion. Some allow one-time entry, while others allow daily or weekly entries. Always confirm in the rules.
Are there taxes or extra costs?
In many cases, prizes are taxable. Winners may also be responsible for optional upgrades, resort fees, or incidentals.

Sweepstakes Tips & Guides

Beginner’s Guide

How sweepstakes work, where to find them, and how to enter safely.

Read the Guide

Understanding the Odds

What “good odds” actually means — and how to spend your time smarter.

Read the Guide

Taxes on Sweepstakes Winnings

With great prizes come significant liabilities

Read the Guide