Cruise Sweepstakes & Vacation Giveaways
Win Free Cruises and Luxury Ocean Voyages
Found 30 total
Enter to win the Royal Caribbean California Cruise Giveaway - 2 Winners.
Two winners each receive a 3-5 night cruise from California on sailings of their choice. The grand prize winner receives 3 staterooms for the winner and 5 guests; the runner-up receives 2 staterooms for the winner and 3 guests.
To enter, follow @royalcaribbean on Instagram and comment on the giveaway post tagging your travel squad and using #RoyalCaribbeanGiveaway.
See the Terms & Conditions linked in Royal Caribbean's Instagram bio. The giveaway ends October 18, 2026 at 11:59 PM ET.
Win $10,000 in value – Royal Caribbean California Cruise Giveaway - 2 Winners - Enter Now
Enter the Priceline Cruises $5,500 Giveaway.
- The Grand Prize consists of one $5,000 Norwegian Cruise Line voucher for two persons and one $500 Priceline coupon. The sailing must depart by December 31, 2027. The cruise sweepstakes approximate retail value is $5,500.
Win $5,500 in value – Priceline Cruises $5500 Giveaway - Enter Now
Enter to win the Cruise Planners Where2Next Survey Giveaway.
One winner receives a four-night stay for two adults in a junior suite at the Hyatt Vivid Playa del Carmen, valid January 2027 through January 2028 (ERV $1,350; transportation and gratuities not included).
To enter, complete the Where2Next survey registration form on a Cruise Planners travel advisor website and click Submit (limit one entry per person, household or email).
Open to entrants 21+. The giveaway ends December 31, 2026 at 11:59 PM ET; the drawing is on or about January 5, 2027.
Win $1,350 in value – Cruise Planners Where2Next Survey Giveaway - Enter Now
Enter to win the Celebrity Cruises Date Night Giveaway.
Prize (1 winner, total ARV $3,880): a certificate for a Veranda stateroom for two on a Celebrity Solstice sailing of 7 nights or less ($2,000; valid through 12/31/2027, holiday sailings, Galapagos and Alaska cruise tours excluded), a Caraway cookware set ($445), a Breville Barista Touch espresso machine ($1,000), a $250 Total Wine gift card, a Riedel Cabernet decanter ($70), a Crate and Barrel pasta maker ($40), a pasta drying rack ($15), Cafe al Bacio coffee beans ($30) and a 20 oz olive oil from Trattoria Rosa ($30).
How to enter: Tag your date night partner in the comments of the Celebrity Cruises Instagram post. The winner will be contacted by Instagram DM from @celebritycruises. Open to US residents 21+.
The cruise giveaway closes October 16, 2026 at 11:59 PM EDT.
Win $3,880 in value – Celebrity Cruises Date Night Giveaway - Enter Now
Enter to win the 2027 Edisto Bike & Golf Cart Rentals Giveaway - 3 Winners.
Prizes (3 winners, total ARV $1,600): Grand prize ($900) a one-week rental of a six-passenger street-legal LSV plus a one-week rental of 4 beach cruiser bikes; second place ($500) a one-week rental of a four-passenger golf cart plus 2 beach cruiser bikes; third place ($200) a one-week rental of 4 beach cruiser bikes.
How to enter: Complete the SweepWidget entry form (1 entry per person). Earn 1 bonus entry for each friend who enters with your referral link, up to 10, plus a newsletter bonus.
The giveaway ends October 31, 2026 at 11:59 PM EDT.
Win $1,600 in value – 2027 Edisto Bike & Golf Cart Rentals Giveaway - 3 Winners - Enter Now
Enter to win the Viking Q4 2026-2027 8-Day Journey Sweepstakes.
Grand prize (1 winner): an 8-day 2027 Viking river, ocean or expedition voyage for two, including roundtrip airfare. Estimated value per cabin: Paris Heart of Normandy river cruise $16,396, Mississippi Delta Explorer $19,396, 8-day ocean voyage such as Nordic Wonders $23,996, Niagara & the Great Lakes expedition $26,996 (USD).
How to enter: Complete the entry form at viking.com/sweepstakes (Canada: vc-ca.com/sweepstakes). Limit 1 entry per person. A mail-in reply card entry is also available. Open to legal residents of the US, DC and Canada (excluding Quebec), 21+.
The sweepstakes ends December 31, 2026 at 11:59 PM PT.
Win $26,996 in value – Viking Q4 2026-2027 8-Day Journey Sweepstakes - Enter Now
Virgin Voyages Cruise Giveaway offers three grand prizes, one per entry period. Each grand prize consists of a Virgin Voyages Certificate that can be used to book a voyage for the winner and one guest. The certificate is valid for a voyage only and is valued up to $2,000. Air transportation to and from the applicable port of departure is the sole responsibility of the winner. If the cost of the selected voyage exceeds the $2,000 certificate value, the winner must pay the difference and any other costs not expressly included in the prize. If the cost of the selected voyage is less than $2,000, the winner will not receive the difference in cash or any other compensation. The approximate retail value per grand prize is $2,000, and the total ARV for all prizes is $6,000. The contest ends at 11:59 PM ET on 12/31/26. - Grand Prize: One Virgin Voyages Certificate valued up to $2,000 for the winner and one guest. - Grand Prize: One Virgin Voyages Certificate valued up to $2,000 for the winner and one guest. - Grand Prize: One Virgin Voyages Certificate valued up to $2,000 for the winner and one guest.
Win $6,000 in value – Virgin Voyages Cruise Giveaway - Enter Now
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
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
