Latest Online Travel Sweepstakes

June 16, 2026

Win a Muskoka, NYC, or Puerto Vallarta Getaway in the Daily Harvest Host Nation Getaway Sweepstakes

If a getaway sounds good, Daily Harvest Host Nation Getaway Sweepstakes is giving away 24 prizes across three prize pools. Grand prizes include a week-long Muskoka cottage stay with a $2,000 Visa gift card, a New York City weekend getaway with a $2,000 Visa gift card, and a Puerto Vallarta beach getaway with a $2,000 Visa gift card. There are also $500 Visa gift card prizes and Daily Harvest gift cards available. Open to legal residents of the contiguous U.S. who are 21+. Ends July 8, 2026.

June 15, 2026

Win a $5,000 Travel Gift Card in the Dramamine Your Why. Your Way. Sweepstakes

If a flexible travel prize sounds good, Dramamine Your Why. Your Way. Sweepstakes is giving one grand prize winner a $5,000 travel gift card from a sponsor-designated list of hotel or airline gift card providers. Additional prizes include Bose QuietComfort headphones and Dramamine product prize packs. You can enter once per day, with optional bonus entries available by spinning the vacation wheel after entering. Open to legal U.S. residents 18+. Ends September 7, 2026.

June 12, 2026

Win a New York City Holiday Trip in the Snapple Americana QR Code Sweepstakes

If a holiday trip to New York City sounds exciting, Snapple Americana QR Code Sweepstakes is giving one winner a trip for two to NYC during the 2026 holiday season. The prize includes a 3-night stay, two tickets to an event at Madison Square Garden, and either a guided MET Museum tour or a private holiday history tour depending on travel dates. You can enter once per day during the promotion. Open to legal residents of the contiguous U.S. and D.C. who are 21+. Ends August 11, 2026.

June 2, 2026

Win a Sanibel Island Beach Getaway in the You Deserve a Shell-cation Giveaway

If a relaxing Florida beach trip sounds good, You Deserve a Shell-cation Giveaway is giving one winner a 3-night stay for up to four people at Sundial Beach Resort & Spa on Sanibel Island. The prize includes a two-bedroom Garden View unit, resort recreation such as bikes, kayaks, paddleboards, tennis, pickleball, beach volleyball, shell walk activities, and a $2,000 prepaid Visa gift card for travel and expenses. This is a simple one-time online entry. Open to legal U.S. residents 18+. Ends June 21, 2026.

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.

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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