Cruise Sweepstakes & Vacation Giveaways
Win Free Cruises and Luxury Ocean Voyages
Found 40 total
Victory Cruise Lines Discover the Great Lakes Giveaway. - A Certificate for an all‑inclusive Great Lakes cruise for four people on select 2027/2028 Victory Cruise Lines departures, including accommodations for up to four guests across two oceanview staterooms, all‑inclusive onboard dining with regionally inspired cuisine and unlimited beverages, complimentary onboard Wi‑Fi, and a curated shore excursion in every port led by expert local guides. The cruise sweepstakes entry period ends on Friday, December 11, 2026, at 11:59 PM.
Win $40,000 in value – Victory Cruise Lines Discover the Great Lakes Giveaway - Enter Now
Cruise Planners Where2Next Survey Online Contest offers the following prize: - A 3‑ or 4‑night Caribbean cruise for two on MSC Cruises in a balcony accommodation, with the winner choosing departure from PortMiami, FL, or Port Canaveral, FL. There is one winner. The approximate retail value of the prize is $1,110 USD. The cruise contest ends on September 30, 2026, at 11:59 PM EST.
Win $1,110 in value – Cruise Planners Where2Next Survey Online Contest - Enter Now
Enter the PNW Treehouse Giveaway.
Prizes - Grand Prize includes: 2-night stay at Treehouse Point, Weekend brunch cruise for 2 with Waterway Cruises, Private floating sauna experience for up to 9 people, North Drinkware Mountain Glass Set, 2 pairs of Bogs boots of winner’s choice, Fremont Brewing non-alcoholic beer case + merch bundle, Oberto Grass-Fed Beef Bundle Number of Winners: 1 Winner Estimated Value: $2,500 USD Ending Date: October 2, 2026 at 11:59 AM
Win $2,500 in value – PNW Treehouse Giveaway - Enter Now
Southwest® Cruises Million Points Giveaway ends on September 30, 2026 at 11:59 PM ET. The giveaway will award a total of six winners: one Grand Prize and five First Prizes. - Grand Prize: 500,000 Rapid Rewards points, up to a 7‑night Norwegian Cruise Line balcony cruise for two, and round‑trip Southwest airfare for two (estimated retail value $15,800 USD). - First Prize: 100,000 Rapid Rewards points for each of five winners (estimated retail value $2,000 USD each, total $25,800 USD for all prizes).
Win $25,800 in value – Southwest Cruises Million Points Giveaway - 6 Winners - Enter Now
Emily Kaufman The Travel Mom Vacation Giveaway offers a chance to win a $500 Disney gift card. The gift card can be used for Disney theme park tickets, a Disney hotel, a Disney cruise, merchandise and more. The giveaway starts on Monday and ends on Friday at 3 PM PST.
Win $500 in value – Emily Kaufman The Travel Mom Vacation Giveaway - Enter Now
McDonald’s Monopoly Game at McDonald’s 2026 Sweepstakes offers a $1,000,000 cash prize and a variety of additional awards. The sweepstakes ends on 11-01-2026 at 11:59:59 PM.
- 2027 Jeep Cherokee vehicles.
- Carnival Cruise vacations.
- Kennedy Space Center VIP trips.
- Polaris vehicles.
- McDonald’s for a Year.
- Grubhub, Ulta, or Uber Eats gift cards.
- College debt or home down‑payment prizes.
- Additional cash prizes.
- Free food and MyMcDonald’s Rewards Points.
Win $1,000,000 in value – Monopoly Game - McDonald’s 2026 Sweepstakes - Enter Now
The Sip and Seek Adventure Road Trip Getaway Sweepstakes offers three Grand Prizes.
- The Palm Beaches Grand Prize: one winner receives a two‑night, three‑day stay at The Singer Oceanfront Resort for up to four guests (valued at $1,250), a Visit Palm Beach paddling excursion or catamaran cruise for four guests (valued at $575), a guided tour at Loggerhead Marinelife Center for four guests (valued at $100), a $200 BruMate gift card, and four pairs of Hobie Eyewear sunglasses, four mini‑towels, and four hats (valued at $200). The Approximate Retail Value is $2,325.
- Twin Cities Gateway Grand Prize: one winner receives a two‑night, three‑day stay in the Twin Cities Gateway for up to four guests (valued at $1,000), curated local experiences for four guests (valued at $100), a $100 Jelly Bean & Julia’s BBQ gift card, a $250 Visa® gift card, a $200 BruMate gift card, and four pairs of Hobie Eyewear sunglasses, four mini‑towels, and four hats (valued at $200). The Approximate Retail Value is $1,850.
- Visit Pinehurst Southern Pines Aberdeen Grand Prize: one winner receives a two‑night, three‑day stay at Courtyard by Marriott Aberdeen for up to four guests (valued at $400), a golf experience for four guests at Talamore Golf Resort, The Cradle, or World Golf Hall of Fame (valued at $200), four tickets to Sandhills Garden of Lights (runs November 27, 2026 through January 10, 2027 on select nights, valued at $100), a $250 Visa® gift card, a $200 BruMate gift card, and four pairs of Hobie Eyewear sunglasses, four mini‑towels, and four hats (valued at $200). The Approximate Retail Value is $1,600.
Restrictions and blackout dates apply. Accommodations are provided by the Sponsor. Transportation is not included unless otherwise stated.
Win $4,175 in value – The Sip and Seek Adventure Road Trip Getaway Sweepstakes - Enter Now
Booby Bones Show Riley Green & Top Shelf Country Cruise Sweepstakes offers a 7‑night Top Shelf Country Cruise to The Bahamas for the winner and one eligible guest aboard the Celebrity Summit from March 7–14, 2027. The prize includes round‑trip coach airfare to Tampa, one hotel night, a Veranda Stateroom, onboard meals and non‑bottled beverages, a classic beverage package, daily breakfast in BLU, reserved seats for nightly main shows, two Bourbon Tasting passes, a meet‑and‑greet opportunity with Riley Green, and a $500 promotional card for ground transportation. - One winner will be selected. The approximate retail value of the prize is $14,500 USD. The sweepstakes ends on September 27, 2026 at 11:59:59 PM ET.
The 80s Cruise x Maui & Sons Sweepstakes offers one (1) winner a prize package that includes the following items.
- Maui & Sons Merchandise: one (1) two‑pack of beach chairs, one (1) beach towel, one (1) backpack, one (1) pouch, one (1) men’s sweatshirt size medium, one (1) men’s long‑sleeve top size large, and one (1) men’s T‑shirt size large.
- The 80s Cruise Merchandise: one (1) color‑changing coffee mug, one (1) windbreaker, one (1) tank top, two (2) visors, two (2) pairs of sunglasses, and one (1) fanny pack.
- The approximate retail value (“ARV”) of the complete prize package is $350.
Win $350 in value – The 80s Cruise x Maui & Sons Sweepstakes - Enter Now
CruiseOne Caribbean Cruise Giveaway - One Grand Prize: a 7‑night Celebrity Cruises Caribbean cruise for two people, booked through World Travel Holdings (Dream Vacations or CruiseOne), includes a Standard Veranda stateroom and has an approximate retail value of up to $4,500 USD. The prize does not cover air travel, insurance, airport transfers, extra nights, optional excursions, taxes, fees, passports, visas, gratuities, or personal items, all of which are the winner’s responsibility. Any costs exceeding the $4,500 value are also the winner’s responsibility. The winner must book the cruise by December 18, 2026 for travel no later than September 7, 2027; blackout dates and holiday sailing dates are excluded. The prize is non‑transferable, cannot be sold, and cannot be redeemed for cash. Booking will be made with the designated travel agent and is subject to availability. Additional terms and conditions may apply. The cruise sweepstakes entry period ends at 11:59 p.m. ET on October 12, 2026.
Win $4,500 in value – CruiseOne Celebrity Cruises Sweepstakes - Enter Now
