Latest Online Travel Sweepstakes

February 24, 2026

Win a 6-Night South Padre Island Trip in the Visit South Padre Island Ultimate Spring Break Sweepstakes

Ready for sunshine, beach vibes, and a full reset? Ultimate Spring Break Sweepstakes is giving one lucky winner a six-night trip for two to South Padre Island, including roundtrip airfare, first-class hotel accommodations, and $3,000 in spending money. This spring break vacation sweepstakes delivers serious getaway energy with a prize package valued up to $10,000, perfect for relaxing by the water or exploring everything the island has to offer. It’s a simple one-time online entry and open to U.S. residents 18+. Ends April 30, 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.

February 10, 2026

Win an 8-Day Mediterranean Cruise with Viking

Viking Q1 2026 “8-Day Mediterranean Journey” Sweepstakes is basically a dream vacation on autopilot, sending one lucky winner and a guest on an unforgettable Mediterranean cruise complete with roundtrip business-class airfare and a gorgeous veranda stateroom. Think iconic coastal cities, endless ocean views, and that slow, luxurious Viking pace where everything feels elevated without feeling stuffy. It’s open to U.S. and Canadian residents 21+ (excluding Quebec), entry is free, and this is the kind of once-in-a-lifetime Mediterranean cruise that makes hitting “enter” feel very worth it. Entries close March 31, 2026.

October 20, 2025

Win A Trip For Two To Whistler, British Columbia!

Enter the Dare to Go Deeper Contest by May 5, 2026, for your chance to win an unforgettable winter vacation in Whistler, British Columbia! The grand prize includes round-trip airfare for two to Vancouver, six nights in a one-bedroom Mountain View suite at the Sundial Hotel, round-trip shuttle transportation, 3-day Whistler Blackcomb lift tickets, premium ski or snowboard rentals, a snowshoe and sauna experience, Vallea Lumina tickets, a thrilling bungee jump, and multiple gourmet dining experiences including The Raven Room, Earls Whistler, Hunter Gather, and Alta Bistro. Don’t miss this incredible opportunity to experience the magic of Whistler in luxury and style!

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