Latest Online Travel Sweepstakes

May 29, 2026

Win a NASCAR Championship Weekend Trip in the CRAFTSMAN Race With CRAFTSMAN Sweepstakes

If NASCAR and tools are your kind of combo, CRAFTSMAN Race With CRAFTSMAN Sweepstakes is giving one Entry Period 1 winner a 5-day, 4-night trip for two to the 2026 NASCAR Cup Series Championship Weekend at Homestead-Miami Speedway, plus up to $700 in CRAFTSMAN tools. Two additional entry periods will award CRAFTSMAN tool prizes valued at up to $1,468.92 and $794. You can enter once per day during each applicable entry period. Open to legal U.S. residents 18+ who have reached the age of majority in their state. Ends November 8, 2026.

May 27, 2026

Win a South Seas Beach Getaway in the Sports Illustrated Swimsuit x South Seas Beach Getaway Sweepstakes

If a Florida beach escape sounds appealing, Sports Illustrated Swimsuit x South Seas Beach Getaway Sweepstakes is giving one winner a 4-night stay for up to four people at South Seas Resort on Captiva Island. The prize includes a two-bedroom beach villa, golf cart rental, WaveRunner tour, water park passes, beach chair and umbrella service, and a $2,000 prepaid Visa gift card for travel and expenses. Open to legal U.S. residents 18+. Ends May 31, 2026.

May 26, 2026

Win a Cherry Blossom Festival Parade Trip in the Century of Celebration Sweepstakes

If a spring getaway to Washington, D.C. sounds appealing, Century of Celebration Sweepstakes is giving one winner a trip for up to four people to attend the 2027 National Cherry Blossom Festival Parade. The prize includes airfare reimbursement up to $4,500, two nights of hotel accommodations, ground transportation, up to four Telecast Grandstand parade tickets, and a festival swag bag. Open to U.S. citizens or legal residents 18+, excluding Tennessee residents. Ends June 30, 2026.

May 23, 2026

Win a Trip to The Open Championship in the Mercedes-Benz The Open Sweepstakes

If a luxury golf getaway sounds like your kind of prize, Mercedes-Benz The Open Sweepstakes is sending one winner and a guest to Southport, England to attend The 154th Open at Royal Birkdale. The prize includes round-trip airfare, five nights of hotel accommodations, 4-day tickets to The Open, access to the Mercedes-Benz hospitality area, breakfast and lunch at the event, evening dinners and activities, and ground transfers. This is a simple one-time online entry, with optional survey questions for bonus entries. Open to legal U.S. residents who are 18+ and the age of majority in their state. Ends June 7, 2026.

May 21, 2026

Win a Universal Orlando Trip in the Jersey Shore Sweepstakes

If a theme park getaway sounds like your kind of prize, Jersey Shore Sweepstakes 2026 is sending one winner and up to three guests on a 5-day, 4-night trip to Universal Orlando Resort. The prize includes round-trip airfare, hotel accommodations, airport transfers, and 4-day Park-to-Park admission to Universal Studios Florida, Islands of Adventure, Epic Universe, and Volcano Bay. You can enter once per day, making this a nice travel giveaway to keep in rotation. Open to legal residents of the contiguous U.S. and D.C. who are 18+. Ends June 4, 2026.

May 19, 2026

Win a $2,500 Carnival Cruise Gift Card in the Unfiltered Soccer Podcast Sweepstakes

If a cruise getaway sounds like your kind of prize, Carnival Unfiltered Soccer Podcast Sweepstakes is giving one winner a $2,500 Carnival Cruise Line gift card that can be used toward a future cruise. This travel giveaway is a simple one-time online entry, making it an easy one to add if you love vacations at sea and flexible trip prizes. Open to legal residents of the U.S., D.C., and Canada, excluding Quebec, who are 21+. Ends June 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