Latest Online Travel Sweepstakes

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.

February 9, 2026

Win a Las Vegas Getaway with Flights, Hotel, and VIP Experiences

Las Vegas Getaway Sweepstakes is bringing serious Vegas energy with an epic prize package for two that covers flights, luxury lodging, and unforgettable experiences across the city, including Frontier flight vouchers, a three-night spa suite stay at the Golden Nugget, immersive fun at AREA15 with Omega Mart, a Colorado River kayak adventure, and VIP tickets to the Marriage Can Be Murder comedy dinner show. This Las Vegas getaway is perfect for couples or friends who want to do Vegas right, mixing relaxation, adventure, and nightlife into one stacked trip. Open to U.S. residents 21+, entries close on February 26, 2026.

February 6, 2026

Win an Ultimate Mountain Getaway in the Deschutes Brewery Instant Win Sweepstakes

Deschutes Ultimate Mountain Getaway Instant Win Promotion is serving up daily excitement with instant win prizes and a shot at a full-blown mountain escape, making this a standout instant win sweepstakes for adventure lovers. You can play once per day for instant wins while also being entered for the grand prize: a ski-filled trip for two to Bend, Oregon, complete with airfare, hotel stay, lift tickets, brewery tour, and spending money, so there are plenty of chances to walk away a winner even if you don’t hit the big trip. Open to U.S. residents 21+, entries close February 28, 2026.

February 5, 2026

Win a Romantic Wine Country Getaway for Valentine’s Day

If Valentine’s Day calls for something a little more elevated, the Harvey & Harriet 2026 Valentine’s Day Sweepstakes is serving up a wine-country escape for two to Paso Robles, complete with flights, a hotel stay, a vineyard experience at Booker Vineyard, and $500 to spend however you like — think rolling hills, cozy tastings, and a weekend that feels straight out of a romance movie. No purchase is needed, you can enter once per day, and this one’s open to U.S. residents 21+, so if you’re dreaming of a getaway that actually feels special, don’t sleep on it — entries close February 15, 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