Sweepstakes You Can Enter to Win a Free Cruise (2024)

Table of Contents
Wyndham Vacation Resorts Key To Wyn Sweepstakes: Win a $10,000 voucher for a cruise vacation 🇺🇸 ONTA Travel Sweepstakes: Win a 7-night Royal Caribbean cruise for two 🇨🇦 Expedia Cruises Win a Dream Vacation 2024 Sweepstakes: Win a 7-night Caribbean cruise for two 🇺🇸 🇨🇦 🇲🇽 Brian Christopher Slots Sweepstakes: Win an 8-night Carnival cruise for two 🇺🇸 Stella Rosa Discover a World of Flavors Sweepstakes: Win a 7-day Europe cruise for two 🇺🇸 Recently ended cruise contests and sweepstakes COMPLETED: Vizzy Cruise Giveaway: Win a 7-day Holland America cruise for two 🇺🇸 COMPLETED: Carnival Celebration Key Sweepstakes: Win one of five 7-night Carnival cruises for two 🇺🇸 🇨🇦 COMPLETED: Coca-Cola The Heroes Sweepstakes: Win a 6-day Disney cruise for four 🇺🇸 COMPLETED: Viking Cruises 2025 8 Day Journey Sweepstakes: Win an 8- or 12-day cruise for two in 2025 🇺🇸 🇨🇦 COMPLETED: Norwegian Cruise Line Giving Joy Contest: 5 Teachers will win a cruise on NCL Aqua’s Christening Voyage 🇺🇸 🇨🇦 COMPLETED: Oceania Sweepstakes: Win a 10-day luxury cruise for two 🇺🇸 COMPLETED: Travel + Leisure Explore Alaska With Cunard Sweepstakes: Win a 7-night Alaska cruise for two on Queen Elizabeth 🇺🇸 COMPLETED: JTV 30 Year Anniversary Sweepstakes: Win a cruise for two to Alaska or the Caribbean 🇺🇸 COMPLETED: Viking Cruises Q1 2024 or 2025 8 Day Journey Sweepstakes: Win an 8- or 12-day river, ocean, or expedition cruise for two 🇺🇸 🇨🇦 COMPLETED: Peller Estates Family Vineyards and Marlin Travel River Cruise Sweepstakes: Win an all-inclusive 7-night river cruise for two 🇨🇦 COMPLETED: NCL Month of Tomorrows Sweepstakes: Win one of three 7-day Norwegian cruises for two 🇺🇸 COMPLETED: Travel + Leisure World’s Best Awards 2024 Giveaway: Win a Viking Expedition Cruise or one of several cash prizes 🇺🇸 COMPLETED: Hallmark Channel’s Loveuary Matching Moments Sweepstakes: Win a 4- to 7-day Princess cruise for two 🇺🇸 COMPLETED: ABC13’s Disney Cruise Line Homeports TV Sweepstakes: Win a 4- or 5-night Disney cruise for four 🇺🇸 *Texas only* COMPLETED: Chuao Chocolatier SEAson of Love Sweepstakes: Win a Princess cruise for two 🇺🇸 COMPLETED: Pepsi Rookie Cruise Sweepstakes: Win one of 15 $1500 Carnival Cruise Line gift cards 🇺🇸 COMPLETED: Disney’sWishTogether Sweepstakes: Win a 3-night stay at a Disney Deluxe Resort hotel and a 4-night DCL cruise for 4 🇺🇸 COMPLETED: CruiseOne Scenic Luxury Cruise for Two Sweepstakes: Win a $10,000 luxury cruise for two 🇺🇸 🇨🇦 COMPLETED: Sturgis Buffalo Chip Win a Free Cabin Contest: Win a cruise for two on High Seas Rally 2024 🇺🇸 COMPLETED: Viking Cruises 8-Day Journey Sweepstakes: Win an 8- or 12-day cruise for two in 2024 or 2025 🇺🇸 🇨🇦 COMPLETED: Cruise with Points by Marriott Bonvoy Sweepstakes: Win a Celebrity cruise for two and 10,000 Bonvoy points 🇺🇸 COMPLETED: New York Jets Choose Fun this Holiday Season Sweepstakes: Win a Carnival cruise and a $500 JetShop gift card 🇺🇸 COMPLETED: Expedia Cruises Win a Dream Vacation 2023: Win a 7-night Caribbean cruise for two 🇺🇸 🇨🇦 🇲🇽 COMPLETED: Atlas Ocean Voyages: Win one of 10 luxury cruises for two in the $250,000 Luxe-Adventure Sweepstakes 🇺🇸 COMPLETED: Norwegian Cruise Line Marlins Sweepstakes: Win a 7-day NCL cruise for two 🇺🇸 COMPLETED: CELSIUS 100 Days of Summer Sweepstakes: Win one of 16 3-night cruises for two plus $2000 spending money 🇺🇸 COMPLETED: Sunbelt Bakery Sun and Sea Giveaway: Win a Princess cruise for 4 🇺🇸 COMPLETED: PPA Pickleball Cruise Sweepstakes: Win a 7-day Holland America cruise for two 🇺🇸 COMPLETED: Holland America Summer for the City Honeymoon Sweepstakes: Win a 7-day cruise to Alaska for two 🇺🇸 COMPLETED: Condé Nast Traveler Readers’ Choice Awards Sweepstakes: Win a 65-day Viking cruise from Buenos Aires to Milwaukee 🇺🇸 COMPLETED: Cleveland Browns Fan Cruise for Two Sweepstakes: Win a 5-Night Royal Caribbean cruise 🇺🇸 COMPLETED: Viking Cruises 2024 or 2025 8 Day Journey Sweepstakes: Win an 8-day cruise for two 🇺🇸 🇨🇦 COMPLETED: Dream Vacations $10,000 Vacation Getaway: Win $10,000 for a cruise or other vacation 🇺🇸 🇨🇦 COMPLETED: Holland America Line 150th Anniversary Sweepstakes: Win a Holland America cruise for two in a Vista or Signature Suite 🇺🇸 🇨🇦 COMPLETED: Viking: Enter for a Chance to Win Any 8-day 2023 or 2024 Viking Journey for Two 🇺🇸 🇨🇦 COMPLETED: Holland America Line 150thAnniversary Contest: Enter to win a 7-day Alaska cruise for 2 🇺🇸 🇨🇦 COMPLETED: Travel & Leisure World’s Best Awards: Enter to win a 2023 Viking Longitudinal World Cruise II for 2 🇺🇸 COMPLETED: Texas Roadhouse Love Is In The Air And On The Seas Sweepstakes: Enter to win a Princess cruise for two to the Caribbean or Mexico 🇺🇸 COMPLETED: Princess Cruises’ Love at First Sail Sweepstakes: Enter to win one of 12 cruises for two plus a $1000 shopping spree at Ashley 🇺🇸 Related posts: References

Would you like to win a free cruise? Here are the sweepstakes in 2024 offering a free cruise to a lucky entrant picked at random.

I’m also including free cruise contests, where entrants are judged on a skill (such as writing an essay or creating a design) to win a cruise.

If you’re dreaming about a luxurious vacation getaway, why not enter some of these cruise sweepstakes and contests? All it takes is a few minutes to enter each one online.

Most of these cruise sweepstakes and contests are open to legal residents of the US (although some sweepstakes may be open to residents of other countries). I’ve included flag icons next to each cruise contest listing so you can easily see which cruise sweepstakes you’re eligible to enter.

Enter to wincruise sweepstakes! You’ll find cruise contests from Royal Caribbean, Carnival, Princess, Norwegian, Disney, Viking, and more!

Good luck, and I hope you win a free cruise!

Please refer to the Official Rules link for each sweepstakes or contest before entering. Should Be Cruising will not be held liable for typographic or other errors.

In this article hide

Wyndham Vacation Resorts Key To Wyn Sweepstakes: Win a $10,000 voucher for a cruise vacation 🇺🇸

ONTA Travel Sweepstakes: Win a 7-night Royal Caribbean cruise for two 🇨🇦

Expedia Cruises Win a Dream Vacation 2024 Sweepstakes: Win a 7-night Caribbean cruise for two 🇺🇸 🇨🇦 🇲🇽

Brian Christopher Slots Sweepstakes: Win an 8-night Carnival cruise for two 🇺🇸

Stella Rosa Discover a World of Flavors Sweepstakes: Win a 7-day Europe cruise for two 🇺🇸

Recently ended cruise contests and sweepstakes

Wyndham Vacation Resorts Key To Wyn Sweepstakes: Win a $10,000 voucher for a cruise vacation 🇺🇸

One winner will receive a $10,000 Club Wyndham Travel voucher, eligible toward a cruise reservation along with flights, car rentals, and/or hotel reservations associated with the cruise booking. All travel reservations must be made with Club Wyndham Travel and be pre-paid at the time of booking.

Voucher must be redeemed by Nov. 1, 2025.

The prize also includes a 7-night vacation in a one-bedroom suite from one of the below locations:

  • Margaritaville Vacation Club by Wyndham – St. Thomas
  • Club Wyndham Bali Hai Villas
  • Club Wyndham Resort at Avon
  • Club Wyndham Midtown 45
  • Club Wyndham Bonnet Creek
  • Club Wyndham Desert Blue
  • The Moab Resort, WorldMark Associate
  • Club Wyndham Palm Aire

Maximum occupancy is 2-4 guests, depending on availability. Estimated value of suite portion of the prize is $2,683.00 – $6,293.00 USD.

How often can you enter?Limit one website entry per participant per day (except for the day a participant earns 100 bonus entries for completing the profile).

Contest ends: December 31, 2024 at 11:59 PM ET

Eligibility: Open to legal residents of the 50 United States, District of Columbia, and Puerto Rico (Puerto Rico residents may only enter the sweepstakes portion of the Promotion) who are 25 years of age or older.

Official Rules

Enter sweepstakes

ONTA Travel Sweepstakes: Win a 7-night Royal Caribbean cruise for two 🇨🇦

One winner will receive a 7-day cruise to the Caribbean and/or Bahamas and/or Bermuda on Royal Caribbean International from a North American port of embarkation, in a balcony stateroom. The prize also includes a pair of round-trip economy class tickets for travel between Canada and the embarkation port.

How often can you enter?Not specified

Contest ends: December 21, 2024

Eligibility: Open only to Canadian residents over the age of 21 who are legally eligible for travel to the United States and nations of the Caribbean.

Official Rules

Enter sweepstakes

Expedia Cruises Win a Dream Vacation 2024 Sweepstakes: Win a 7-night Caribbean cruise for two 🇺🇸 🇨🇦 🇲🇽

One winner will receive a seven-night cruise to the Caribbean for two. The prize includes a standard outside stateroom for two people with most onboard meals, activities, and entertainment included. This prize also includes roundtrip economy airfare for two, departing from a major American, Canadian, or Mexican gateway city closest to the entrant’s residence.

The estimated retail value of the prize is up to $5,000 USD. All travel related to the prize must be completed by December 31, 2025.

How often can you enter?One entry per person

Contest ends: November 14, 2024 at 11:59 PM PST

Eligibility: Open only to legal residents of the United States (including Puerto Rico), Canada (including Québec), and Mexico who are 21 years old or older at the time of entry.

Official Rules

Enter sweepstakes

Brian Christopher Slots Sweepstakes: Win an 8-night Carnival cruise for two 🇺🇸

Four grand prize winners will receive a Carnival cruise for two of up to eight nights, embarking from a US port. Each prize includes a balcony stateroom for two people, $1000 in casino FunPlay, and up to $1000 in total airfare credit.

The estimated retail value of each prize is up to $6,557 USD. Cruises must be booked within three months of the date on which the winner is notified and set sail by June 30, 2025.

How often can you enter?One entry per person

Contest ends: October 31, 2024 at 11:59 PM ET

Eligibility: Open only to legal residents of the 50 United States and the District of Columbia who are at least 21 years old or older at the time of entry.

Official Rules

Enter sweepstakes

Stella Rosa Discover a World of Flavors Sweepstakes: Win a 7-day Europe cruise for two 🇺🇸

One Grand Prize winner will receive a sponsor-selected up to 7-day European cruise sailing on a select ship for winner and one guest. Prize includes round trip economy class air transportation from the major airport nearest the winner’s home to Barcelona, Spain;ground transportation to and from the cruise terminal and airport and a $1,000 check made payable to the winner for a spending allowance.

Estimated value of the Grand Prize is $6,000 USD.

How often can you enter?One entry per person

Contest ends: September 30, 2024 at 11:59 PM ET

Eligibility: Open only to legal residents of the 50 United States and the District of Columbia who are at least 21 years old or older at the time of entry.

Official Rules

Enter sweepstakes

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Sweepstakes You Can Enter to Win a Free Cruise (1)
Sweepstakes You Can Enter to Win a Free Cruise (2)

Did you enter to win a free cruise (or all of them)? Which prize is your favorite? Let me know in the comments below!

Recently ended cruise contests and sweepstakes

Are you looking for info on cruise sweepstakes that have recently ended? Often, you can find a list of contest winners via the sweepstakes links.

I’ll keep completed cruise sweepstakes listings below for at least a year after the contest has ended.

COMPLETED: Vizzy Cruise Giveaway: Win a 7-day Holland America cruise for two 🇺🇸

One Grand Prize winner will receive the winner’s choice of one 7-day Holland America Line cruise to Alaska, the Caribbean, Canada/New England, or Mexico for the winner and a guest in an ocean view stateroom.

The prize will be fulfilled as $3,500 USD in e-gift certificates which are valid for two years from issuance date. The prize package includes round-trip air travel on Southwest Airlines for two from the closest major airport to the winner’s home and $3,000 spending money (fulfilled as a check). Guest must be at least twenty-one (21) years of age at the time of travel booking.

The winner will also receive a check for $2,000 UDS to assist with tax obligations related to the prize.

How often can you enter?One entry per person per day

Contest ended: July 31, 2024 at 11:59 PM CT

Eligibility: Open only to legal residents of the 50 United States (excluding Alaska) and the District of Columbia who are at least 21 years old or older at the time of entry.

Official Rules

COMPLETED: Carnival Celebration Key Sweepstakes: Win one of five 7-night Carnival cruises for two 🇺🇸 🇨🇦

Five grand prize winners will receive a Carnival cruise for two of up to seven nights in an Ocean View cabin, embarking from a North American port. Taxes, fees, and port expenses are included in the prize.

The estimated retail value of each prize is up to $1,399 USD. Cruises must be booked within three months of the date on which the winner is notified and set sail by June 30, 2025.

How often can you enter?There is a limit of one entry per person per Entry Period for a maximum of five entries throughout the Sweepstakes Period (see Official Rules below for details).

Contest ended: June 30, 2024 at 11:59 PM ET

Eligibility: Open only to legal residents of the 50 United States, the District of Columbia, Puerto Rico, and Canada (excluding Québec) who are at least 21 years old or older at the time of entry.

Official Rules

COMPLETED: Coca-Cola The Heroes Sweepstakes: Win a 6-day Disney cruise for four 🇺🇸

One winner will receive a 6-day/5-night Western Caribbean Cruise onboard the Disney Dream departing from Fort Lauderdale, FL for winner and up to three travel companions. Trip includes round-trip economy airfare for winner and up to three travel companions from a major airport near winner’s home to Fort Lauderdale, FL; one night hotel accommodations (if needed), and $500 for spending money for the winner, awarded in the form of a check.

The cruise will include accommodation in a balcony stateroom aboard the Disney Dream with a maximum occupancy of four people; all meals aboard the Disney Dream (excluding specialty and fine dining); one meal for each adult in the group at Palo (including gratuities); pre-paid onboard gratuities for the stateroom host/hostess, dining room server, assistant server and head server; taxes, fees, and port expenses (as defined on the Disney Cruise Line website).

Cruise must be booked at least 45 days prior to the intended travel dates and the cruise must occur from January 27, 2025 to March 15, 2025.

If the winner is a Minor, they must be accompanied by a parent/legal guardian who must be 21 years of age or older.

There are two ways to enter:

  1. During the Promotion Period, look for special Promotion cans and bottles with a special character on it (while supplies last). For single scans of specially marked cans and bottles, you will receive a Character to add to your dashboard on the Website. You will then receive one Sweepstakes entry for the Cruise Sweepstakes Prize per eligible Character added to your dashboard. Limit one entry per scanned can or bottle throughout the Promotion Period.
  2. To enter for the Cruise Sweepstakes drawing without making a purchase, hand-print your complete name, street address, city, state, ZIP code, date of birth and daytime and evening telephone numbers (including area code), and valid email address, on a plain piece of 3″ x 5″ paper, and mail it in a business-size envelope with sufficient postage affixed, to: “Coca‑Cola The Heroes Sweepstakes – Cruise Entry”, P.O. Box 7734, Melville, NY 11775-7734. Mailed entries must be postmarked from April 8, 2024 through June 30, 2024 and received by July 8, 2024 in order to be included in the Cruise Sweepstakes drawing. Each mailed Entry will count as one entry into the Cruise Sweepstakes drawing and must be mailed in a separate, postmarked-and-stamped envelope.

How often can you enter?Limit of 28 entries throughout the Sweepstakes Period (see Official Rules below for details).

Contest ended: June 30, 2024 at 11:59 PM ET

Eligibility: Open only to legal residents of the 50 United States and the District of Columbia who are at least 13 years old or older at the time of entry. Parental permission is required for minors to enter.

Official Rules

COMPLETED: Viking Cruises 2025 8 Day Journey Sweepstakes: Win an 8- or 12-day cruise for two in 2025 🇺🇸 🇨🇦

One winner will receive an 8- or 12-day Viking cruise for two in 2025. The lucky winner can choose from the following options, on a space-available basis:

  • River Cruise Choices:
    • Paris Heart of Normandy: Estimated value of $15,596 USD per cabin ($21,396 CAD per cabin). Based on category B, double occupancy
    • Mississippi: Heart of the Delta (The only 12-day journey): Estimated value of $19,596 USD per cabin ($27,996 CAD per cabin). Based on PS2 category, double occupancy
  • Ocean Cruise Choices:
    • Med based on select May 2025 Ancient Med Treasures, Iconic Western Med & Italian Sojourn. Any 8-day cruise itinerary. Estimated value of $18,996 USD per cabin ($27,996 CAD per cabin). Based on PS3 category, double occupancy
  • Expedition Cruise Choices:
    • Niagara & the Great Lakes. Any 8-day cruise itinerary. Estimated value of $20,788 USD per cabin ($29,388 CAD per cabin). Based on NS category, double occupancy

All prizes include roundtrip airfare. Winner must make reservations no more than 120 days prior to departure date. Cruise must be completed within the Viking Cruises 2025 season.

How often can you enter?One entry per person

Contest ended: June 30, 2024 at 11:59 PM PT

Eligibility: Open only to permanent legal residents of the 50 states of the United States, Washington DC, and Canada (excluding Québec, Guam, Puerto Rico, and all other US territories and possessions) aged 21 years or older.

Official Rules

COMPLETED: Norwegian Cruise Line Giving Joy Contest: 5 Teachers will win a cruise on NCL Aqua’s Christening Voyage 🇺🇸 🇨🇦

Write a short essay nominating your favorite teacher to win a vacation on Norwegian Cruise Line!

Five grand prize winners will receive an invite for two to an exclusive two-day event aboard Norwegian Aqua while the ship is docked in Boston, Massachusetts, from April 4, 2025 to April 6, 2025. Includes round-trip coach airfare for two to Boston, one night’s hotel accommodation on April 3, and roundtrip ground transfers.

The grand prize winners will also receive a three-day cruise for two aboard Norwegian Aqua‘s Christening Voyage sailing from Miami, Florida from April 13, 2025 to April 16, 2025. Includes round-trip coach airfare for two to Miami, one night’s hotel accommodation before the cruise, and roundtrip ground transfers.

The estimated retail value of each prize is $2,800.00 USD.

Additionally, 15 finalists will win an invite for two to an exclusive two-day event aboard Norwegian Aqua while the ship is docked in Boston, Massachusetts, from April 4, 2025 to April 6, 2025. Includes round-trip coach airfare for two to Boston, one night’s hotel accommodation on April 3, and roundtrip ground transfers.

The estimated retail value of each prize is $1,650.00 USD.

Contest ended: June 7, 2024 at 11:59 PM ET

Eligibility: Open to current legal residents of the 50 United States (including the District of Columbia and Puerto Rico) and Canada (excluding Québec) at least 21 years of age or older. Must be an accredited teacher currently employed at a public or private elementary school, middle school, high school, or an accredited university or college in the 50 United States (including the District of Columbia and Puerto Rico) or Canada (excluding Québec).

Official Rules

Learn more: Norwegian Cruise Line’s Giving Joy Contest Will Award 5 Teachers A Free Cruise On NCL Aqua

COMPLETED: Oceania Sweepstakes: Win a 10-day luxury cruise for two 🇺🇸

One Grand Prize winner will receive an Oceania cruise for two in a level B4 (Veranda) stateroom. The prize includes a $500 airfare voucher and a cruise certificate for two people for any Oceania cruise up to 10 days in length (Europe, Caribbean, and Alaska cruises only) with standard cruise inclusions.

Cruise certificate must be booked by May 31, 2025, and blackout dates may apply. Prize does not include transfers, pre/post land packages, beverage packages, shore excursions, gratuities, or any government fees or taxes. Estimated value of Grand Prize is $7,500 USD.

Additionally, one First Prize winner will receive a $2,500.00 Golfbreaks by PGA Tour certificate that can be used towards a GolfBreaks golf trip. Trip must be booked by May 31, 2025. Estimated value of First Prize is $2,500 USD.

How often can you enter?One entry per person

Contest ended: May 31, 2024 at 11:59 PM ET

Eligibility: Open to legal residents of the 50 United States and District of Columbia who are at least 18 years of age or older as of the date of entry (or 19 if resident of AL or NE).

Official Rules

COMPLETED: Travel + Leisure Explore Alaska With Cunard Sweepstakes: Win a 7-night Alaska cruise for two on Queen Elizabeth 🇺🇸

One Grand Prize winner will receive a promotional certificate for a seven-night Alaska voyage aboard Cunard’s Queen Elizabeth for the winner and a guest on one of the three available cruises below, all roundtrip from Seattle, WA:

  • July 3-10, 2025: Q519
  • August 21-28, 2025: Q524
  • September 18-25, 2025: Q527

Cruise accommodations will be in a double-occupancy balcony stateroom (Category BC).

The Grand Prize also includes:

  • Round-trip, coach airfare for winner and guest from a major, international airport within the 50 United States nearest the Winner’s residence to Seattle
  • One night hotel accommodations in Seattle the night before departure
  • Ground transportation from Seattle International Airport to the hotel
  • Ground transportation from hotel to the cruise port in Seattle
  • Ground transportation from cruise port in Seattle to Seattle International Airport

Estimated value of Grand Prize is $4,988 USD.

How often can you enter?One entry per person

Contest ended: May 20, 2024 at 11:59 PM ET

Eligibility: Open to legal residents of the 50 United States, including the District of Columbia, who are age 21 or older at the time of entry.

Official Rules

Related: Cunard Ships by Age, Size, and Class

COMPLETED: JTV 30 Year Anniversary Sweepstakes: Win a cruise for two to Alaska or the Caribbean 🇺🇸

During each of the sweepstakes’ two entry periods, a grand prize winner will receive a cruise for two.

Entry Period 1 (October 16, 2023 – December 31, 2023): One grand prize winner will receive a 7-night Alaskan cruise for two, including round trip airfare from a major airport near winner’s home to Vancouver, Canada; ground transportation to and from destination airport and hotel and hotel and port; and one night’s hotel accommodations.

Prize includes taxes, port fees, and $1,000 spending money. Approximate Retail Value is $9,050.00 USD.

Entry Period 2 (January 1, 2024 – March 31, 2024): One grand prize winner will receive an 11-night Caribbean cruise for two, including round trip airfare from a major airport near winner’s home to Fort Lauderdale; ground transportation to and from destination airport and hotel and hotel and port; and one night’s hotel accommodations.

Prize includes taxes, port fees, and $500 spending money. Approximate Retail Value is $9,605.00 USD.

How often can you enter?One entry per person per day. Additional entries may be earned by sharing on social media and/or participating in activities (see link to Official Rules below for details).

Contest ended: March 31, 2024 at 11:59 PM ET

Eligibility: Open only to legal residents of the 50 United States and the District of Columbia who are at least 21 years old or older at the time of entry.

Official Rules

COMPLETED: Viking Cruises Q1 2024 or 2025 8 Day Journey Sweepstakes: Win an 8- or 12-day river, ocean, or expedition cruise for two 🇺🇸 🇨🇦

One grand prize winner will receive an eight- or twelve-day Viking cruise for two. Cruise must be completed within the Viking Cruises 2024 or 2025 seasons as published on their website.

River Cruise Choices:

  • Any 8-day cruise itinerary with the exception of Mississippi. Estimated value of $16,596 USD ($22,796 CAD). Based on category B, double occupancy, inclusive of airfare.
  • Mississippi: Heart of the Delta (The only twelve-day journey). Estimated value of $21,596 USD ($29,796 CAD). Based on PS2 category, double occupancy, inclusive of airfare.

Ocean Cruise Choices:

  • Any 8-day cruise itinerary. Estimated value of $18,996 USD ($21,596 CAD). Based on PS3 category, double occupancy, inclusive of airfare.

Expedition Cruise Choices:

  • Any 8-day cruise itinerary. Estimated value of $22,988 USD ($32,588 CAD). Based on NS category, double occupancy, inclusive of airfare.

How often can you enter?One entry per person

Contest ended: March 31, 2024 at 11:59 PM PT

Eligibility: Open only to persons 21 years of age or older who are permanent legal residents of the fifty states of the United States, Washington DC, Canada (excluding Québec, Guam, Puerto Rico, and all other US territories and possessions).

Official Rules

COMPLETED: Peller Estates Family Vineyards and Marlin Travel River Cruise Sweepstakes: Win an all-inclusive 7-night river cruise for two 🇨🇦

One grand prize winner will receive a 7-night European Christmas river cruise for the winner and a guest aboard the AMA Prima.

The prize includes two roundtrip airline tickets from the major airport closest to the winner’s home to Europe in economy class; a category E cabin aboard the AMA Prima sailing from Basel, Switzerland to Nuremburg, Germany from November 27, 2024 to December 5, 2024; and one night’s accommodation on December 5, 2024 in Nuremburg, Germany.

All onboard dining and an unlimited premium all-inclusive drink package aboard the ship are included for the winner and guest. The prize does not include transportation to or from departure and destination airports.

The approximate retail value of the prize is $16,000 CAD.

How often can you enter?One entry per person

Contest ended: March 31, 2024 at 11:59 PM PT

Eligibility: Open only to residents of Canada (excluding Québec), over 19 years of age at the time of entry.

Official Rules

COMPLETED: NCL Month of Tomorrows Sweepstakes: Win one of three 7-day Norwegian cruises for two 🇺🇸

Three winners will each receive a 7-day Norwegian Cruise Line cruise for two in a balcony stateroom, plus a $2,000 USD stipend to cover travel expenses.

Grand Prize cruise sailings must embark on or before December 14, 2024, and blackout dates apply (see Official Rules below for details). Approximate Retail Value of each prize is $6,000 USD.

To participate, you must have a valid Facebook account, a valid and public Instagram account or a valid and public TikTok account.

Each Tuesday and Thursday during the sweepstakes period, a challenge will be posted to Norwegian Cruise Line’s Facebook page, Instagram page, and TikTok page, for a total of eight challenges per social network.

The challenges will require entrants to create a submission by following the instructions on the post, taking a photo or recording a video of themselves completing the challenge and uploading the submission to Facebook, Instagram, or TikTok.

How often can you enter?One entry per person per challenge for each social network. Bonus entries will also be available for each challenge (see link to Official Rules below for details).

Contest ended: February 29, 2024 at 11:59 PM ET

Eligibility: Open only to legal residents of the continental United States who are at least 21 years old or older at the time of entry.

Official Rules

COMPLETED: Travel + Leisure World’s Best Awards 2024 Giveaway: Win a Viking Expedition Cruise or one of several cash prizes 🇺🇸

One winner will receive a Viking Expedition Voyage for two. The winner will select their preferred cruise from one of two 2024/2025 Expedition itineraries:

  • Option 1: a 13-day Antarctic Explorer Cruise visiting Argentina and Antarctica; or
  • Option 2: a 15-day Great Lakes Collection Cruise visiting Canada and the United States.

The prize includes anocean-view private Nordic Balcony (N2) stateroom, standard economy airfare for two, ground transfers to and from the ship or port of departure, onboard meals, and entertainment.Estimated retail value of the prize is $30,988.

Additionally, one winner will receive $15,000 cash, two winners will each receive $5,000 cash, and three winners will each receive $1,000 cash. All cash prizes will be awarded in the form of a corporate check. The total value of all prizes to be awarded is $58,988.

How often can you enter?One entry per person

Contest ended: February 26, 2024 at 11:59 PM ET

Eligibility: Open only to legal residents of the 50 United States and the District of Columbia who are 18 years old or older at the time of entry.

Official Rules

COMPLETED: Hallmark Channel’s Loveuary Matching Moments Sweepstakes: Win a 4- to 7-day Princess cruise for two 🇺🇸

One grand prize winner will receive a $3,100 USD Princess Cruises promotional card to be used toward a 4- to 7-day domestic cruise to Alaska, California Coast/Mexico, Caribbean, or Europe for up to two people on a Princess Cruise and $2,100 USD awarded in the form of a check winner may use toward transportation to and from the point of embarkation and disembarkation, lodging, or any other travel expenses.

How often can you enter?One entry per person per day. Eleven bonus entries can also be earned by playing the Matching Moments game (see Official Rules below for details).

Contest ended: February 25, 2024 at 11:59 PM ET

Eligibility: Open only to legal residents of the 50 United States and the District of Columbia who are age 21 or older at the time of entry.

Official Rules

COMPLETED: ABC13’s Disney Cruise Line Homeports TV Sweepstakes: Win a 4- or 5-night Disney cruise for four 🇺🇸 *Texas only*

One winner will receive a Disney Cruise prize package including the winner’s choice of a 4- or 5-night Disney Cruise Line vacation for the winner and up to three guests. The prize includes:

  • Parking for one vehicle at Port of Galveston cruise terminal or voucher(s) for local round-trip ground transportation to and from the Port of Galveston
  • A 4-or 5-night cruise on the Disney Magic for four
  • Pre-paid onboard gratuities, taxes, fees, and port expenses

    Approximate retail value of the 4-night cruise is $4,931.88. ARV of the 5-night cruise is $5,592.16. Travel must be booked at least 45 days prior to the intended travel dates and the cruise must be taken between March 6, 2024, and March 31, 2025.

How often can you enter?One entry per person, per day

Contest ended: February 19, 2024 at 11:59 PM CT

Eligibility: Entrants must be 18 years of age or older at time of entry and be legal residents of the United States who are physically located and residing in Sponsor’s viewing area, which is comprised of the counties: Harris, Fort Bend, Montgomery, Brazoria, Galveston, Liberty, Waller, Chambers, Austin, San Jacinto, Matagorda, Walker, Polk, Trinity, Grimes, Washington, Colorado, Wharton, Jackson, and Calhoun in Texas.

Official Rules

COMPLETED: Chuao Chocolatier SEAson of Love Sweepstakes: Win a Princess cruise for two 🇺🇸

One winner will receive an $1,800 USD Princess Cruises promotional voucher that may be used for the winner and a guest toward a Princess cruise. The voucher expires one year after its activation, and the cruise must be completed by that date.

The winner will also receive a $200 Chuao Chocolatiergift card.

How often can you enter?One entry per person

Contest ended: February 18, 2024 at 11:59 PM PT

Eligibility: Open only to legal residents of the 50 United States and the District of Columbia who are at least 21 years of age or older at the time of entry.

Official Rules

COMPLETED: Pepsi Rookie Cruise Sweepstakes: Win one of 15 $1500 Carnival Cruise Line gift cards 🇺🇸

Fifteen winners will receive a $1,500 USD Carnival Cruise Line promotional gift card to be used toward a Carnival cruise. Winner may choose from available cruises at the time of booking, and is responsible for any cruise booking costs, fees, expenses, or charges for bookings that exceed the value of the voucher.

Voucher expires one year from the issue date listed on the voucher, and must be used on a sailing that
departs and returns prior to the one year expiration date.

How often can you enter?One entry per person, per day

Contest ended: February 11, 2024 at 11:59 PM PT

Eligibility: Open only to legal residents of the 50 United States and the District of Columbia who are at least 21 years of age or older at the time of entry.

Official Rules

COMPLETED: Disney’sWishTogether Sweepstakes: Win a 3-night stay at a Disney Deluxe Resort hotel and a 4-night DCL cruise for 4 🇺🇸

One grand prize winner will receive the following vacation package for the winner and up to three guests:

  • Roundtrip airfare to Orlando (note: if the winner resides within a 250-mile radius of WDW, airfare will not be provided).
  • Local ground transportation from the airport to the resort if applicable
  • A Concierge level room at a Disney Resort hotel for three nights prior to the cruise
  • Up to four 4-Day theme park tickets withPark Hopperoption and a VIP Tour Guide for up to 8 consecutive hours at one of the theme parks
  • A Disney gift card with a value of $1,000.00
  • Ground transportation from the resort to Port Canaveral, FL, and from Port Canaveral, FL to the Orlando International Airport (if the Winner resides within a 200-mile radius of Port Canaveral, ground transportation will not be provided)
  • A 4-night cruise on theDisney Wishfor four in a Concierge 1-Bedroom Suite with Verandah; all meals onboard theship(excluding specialty dining); pre-paid onboard gratuities for the stateroom host/hostess, dining room server, assistant server, and head server; and taxes, fees, and port expenses.
  • Four Disney Product Packs with toys and accessories (ARV of each Product Pack: $557.83)

The winner will also receive a single cash payment in the form of a corporate check, intended to assist with any federal, state, or other tax obligations related to receipt of the grand prize (see Official Rules link below for details).

Approximate Retail Value of the grand prize is $42,018.61 USD.

How often can you enter?One entry per person per day

Contest ended: January 31, 2024 at 11:59 PM PT

Eligibility: Open only to legal residents of the 50 United States and the District of Columbia who are 13 years old or older at the time of entry. Permission of a parent or legal guardian is necessary for minors to enter.

Official Rules

COMPLETED: CruiseOne Scenic Luxury Cruise for Two Sweepstakes: Win a $10,000 luxury cruise for two 🇺🇸 🇨🇦

One winner will receive $10,000 USD toward a cruise for two to any destination. The funds can be used to cover the cabin, taxes, fees, and gratuities.

The vacation must be booked by April 30, 2024 and redeemed by January 31, 2025.

How often can you enter?One entry per person

Contest ended: January 14, 2024 at 11:59 PM ET

Eligibility: Open only to legal residents of the 50 United States, the District of Columbia, Puerto Rico, or Canada (excluding Québec) who are 18 years old or older at the time of entry.

Official Rules

COMPLETED: Sturgis Buffalo Chip Win a Free Cabin Contest: Win a cruise for two on High Seas Rally 2024 🇺🇸

One winner will receive a cruise for two in an Ocean View cabin for the High Seas Rally 2024 themed sailing on Royal Caribbean’s Radiance of the Seas.

The cruise will sail from October 26 through November 2, 2024, roundtrip from Tampa. Scheduled ports of call include Bimini, Freeport, Nassau, and Perfect Day at CocoCay.

The prize does not include drink packages, port charges, taxes, gratuities, or ground transportation. Winner is responsible for all onboard purchases and excursions during the cruise. Prize is valued at $4100 USD.

How often can you enter?One entry per household

Contest ended: December 31, 2023 at 11:59 PM CST

Eligibility: Open only to legal residents of the 50 United States and the District of Columbia who are 21 years old or older at the time of entry.

Official Rules

COMPLETED: Viking Cruises 8-Day Journey Sweepstakes: Win an 8- or 12-day cruise for two in 2024 or 2025 🇺🇸 🇨🇦

One winner will receive an 8-day Viking cruise for two in 2024 or 2025. The lucky winner can choose from the following options, on a space-available basis:

  • River cruise: Any 8-day cruise itinerary with the exception of Mississippi River sailings. Estimated value of $15,596 USD ($21,396 CAD).
  • Mississippi River: Heart of the Delta 12-day itinerary. Estimated value of $21,596 USD ($29,796 CAD).
  • Ocean cruise: Any 8-day itinerary. Estimated value of $16,996 USD ($22,396 CAD).
  • Expedition cruise: Any 8-day itinerary. Estimated value of $20,788 USD ($27,188 CAD).

All prizes include roundtrip airfare. Winner must make reservations no more than 120 days prior to departure date. Cruise must be completed within the Viking Cruises 2024 or 2025 seasons.

How often can you enter?One entry per person

Contest ended: December 31, 2023 at 11:59 PM PT

Eligibility: Open only to permanent legal residents of the 50 states of the United States, Washington DC, and Canada (excluding Québec, Guam, Puerto Rico, and all other US territories and possessions) aged 21 years or older.

Official Rules

COMPLETED: Cruise with Points by Marriott Bonvoy Sweepstakes: Win a Celebrity cruise for two and 10,000 Bonvoy points 🇺🇸

One grand prize winner will receive a cruise voucher valued at $4,500 USD valid on any available Celebrity Cruise Line sailing sold through theCruise with Pointsprogram (blackout dates apply). The winner will also receive 100,000 Marriott Bonvoy points.

The winner must book the cruise by June 30, 2024 for travel to be completed by December 31, 2024. The retail value of the total prize is $5,750.

Two first prize winners will each receive 50,000 Bonvoy points, valued at $625.

How often can you enter?One entry per person or email address

Contest ended: December 31, 2023 at 11:59 PM ET

Eligibility: Open only to legal residents of the 50 states of the United States and Washington DC aged 21 years or older at the time of entry.

Official Rules (click and scroll down)

COMPLETED: New York Jets Choose Fun this Holiday Season Sweepstakes: Win a Carnival cruise and a $500 JetShop gift card 🇺🇸

One Grand Prize winner will receive a $2000 Carnival Cruise Line gift card, a $1000 Visa gift card for travel expenses, and a $500 JetShop.com gift card.

How often can you enter?One entry per person

Contest ended: December 24, 2023 at 11:59 PM ET

Eligibility: Open only to legal permanent residents of the 50 United States and the District of Columbia who are 18 years old or older at the time of entry.

Official Rules

COMPLETED: Expedia Cruises Win a Dream Vacation 2023: Win a 7-night Caribbean cruise for two 🇺🇸 🇨🇦 🇲🇽

One winner will receive a seven-night cruise to the Caribbean for two. The prize includes a standard outside stateroom for two people with most onboard meals, activities, and entertainment included. This prize also includes roundtrip economy airfare for two, departing from a major American, Canadian, or Mexican gateway city closest to the entrant’s residence.

The estimated retail value of the prize is up to $5,000 USD. All travel related to the prize must be completed by December 31, 2024.

How often can you enter?One entry per person

Contest ended: November 14, 2023 at 11:59 PM PST

Eligibility: Open only to legal residents of the United States (including Puerto Rico), Canada (including Québec), and Mexico who are 21 years old or older at the time of entry.

Official Rules

COMPLETED: Atlas Ocean Voyages: Win one of 10 luxury cruises for two in the $250,000 Luxe-Adventure Sweepstakes 🇺🇸

Enter for a chance to win one of ten all-inclusive All The Way cruises for two (sailing of winner’s choice) onAtlas Ocean Voyages’ World Navigator. Each Grand Prize cruise includes a category A1 stateroom and airfare, valued at $22,000.

How often can you enter?One entry per person per day. Entrants can receive bonus entries by sharing on Facebook, Instagram, or by referring friends.

Contest ended: November 10, 2023 at 11:59 PM

Eligibility: Open to legal residents of the 50 United States and the District of Columbia who are 21 years of age or older as of May 17, 2021.

Official Rules

Related: Atlas Ocean Voyages to Offer ‘Epicurean Expeditions’ in Europe

COMPLETED: Norwegian Cruise Line Marlins Sweepstakes: Win a 7-day NCL cruise for two 🇺🇸

One Grand Prize winner will receive a seven-day cruise certificate for the winner and one guest. The certificate is valid for a balcony stateroom on a Norwegian Cruise Line itinerary sailing from the US. The cruise must be booked by December 31, 2023 and sailing must be completed by no later than December 31, 2024.

The estimated retail value of the Grand Prize is $4,000 USD.

How often can you enter?One entry per person, per day

Contest ended:September 24, 2023 at 11:59 AM ET

Eligibility:Open only to legal residents of the 50 United States and the District of Columbia age 21 years or older as of the date of entry.

Official Rules

COMPLETED: CELSIUS 100 Days of Summer Sweepstakes: Win one of 16 3-night cruises for two plus $2000 spending money 🇺🇸

Sixteen winners will receive up to a four-day, three-night cruise for two in a standard interior cabin, including round-trip coach airfare. The grand prize also includes $2000 USD in spending money and one night in a hotel prior to the cruise.

The specific cruise line, date of trip, and departure and arrival times will be based on availability and will be determined by the contest administrator.

The estimated retail value of the prize is up to $8000 USD. All travel related to the prize must be completed by December 31, 2024.

How often can you enter?One entry per person, per day

Contest ended: September 9, 2023 at 11:59 PM ET

Eligibility: Open only to legal residents of the fifty United States* and the District of Columbia who are age 18 or older as of the date of entry, and have a valid US driver’s license or government-issued photo ID.

*Note: The sweepstakes entry page says only residents of the “48 contiguous United States” and DC can enter, but the official rules clearly state all 50 states and specify that both Alaska and Hawaii residents may enter!

Official Rules

COMPLETED: Sunbelt Bakery Sun and Sea Giveaway: Win a Princess cruise for 4 🇺🇸

One Grand Prize winner will receive a Princess cruise for the winner and three guests. The winner will also receive a case of Sunbelt Bakery Oats and Honey Chewy Granola Bars.

The prize will be awarded as a $3,900 USD Princess Cruises promotional card, and cruises are subject to availability. The cruise must be completed by August 17, 2024.

How often can you enter?One entry per person, per day (entrants can also share the entry link on social media to earn additional entries)

Contest ended:August 31, 2023 at 11:59 AM ET

Eligibility:Open only to legal residents of the contiguous United States and the District of Columbia age 21 years or older as of the date of entry.

Official Rules

COMPLETED: PPA Pickleball Cruise Sweepstakes: Win a 7-day Holland America cruise for two 🇺🇸

One Grand Prize winner will receive a seven-day HAL cruise for two (to Alaska, the Caribbean, Canada & New England, or Mexico) in an Oceanview stateroom. The winner will also receive two pickleball paddle kits.

The winner’s chosen cruise must depart by November 4, 2024.

The prize includes taxes, fees, port expenses, and crew appreciation. Approximate retail value of the prize is $2,261 USD.

How often can you enter?One entry per person (entrants can also share the entry link on social media to earn an additional entry)

Contest ended:August 1, 2023 at 11:59 PM PT

Eligibility:Open to legal residents of the 50 United States and D. C. who are 21 years of age or older

Official Rules

Related: Holland America Line Partners With Professional Pickleball Association

COMPLETED: Holland America Summer for the City Honeymoon Sweepstakes: Win a 7-day cruise to Alaska for two 🇺🇸

One winner and a guest will receive a 7-day Holland America cruise for two to Alaska.

The winner will receive the prize in the form of a Holland America promotional gift card with a value of $4645. Promotional gift cards will expire on September 28, 2024.

How often can you enter? One entry per person

Contest ended: July 10, 2023 at 11:59 PM PT

Eligibility: Open only to legal residents of the 50 United States and the District of Columbia age 21 years or older as of the date of entry.

Official Rules

COMPLETED: Condé Nast Traveler Readers’ Choice Awards Sweepstakes: Win a 65-day Viking cruise from Buenos Aires to Milwaukee 🇺🇸

One Grand Prize winner will receive a 2024 Viking Longitudinal World Cruise I in a Nordic Balcony stateroom plus standard airfare for two. The prize includes ground transfers to and from the ship.

In the event that the winner isn’t available for the world cruise segment, they can substitute any other River, Ocean, or Expedition itinerary sailing of equal or lesser value in 2023/2024.

The winner must redeem the prize and make a reservation at least 90 days prior to departure and before December 1, 2023.

The Grand Prize has an approximate retail value of $89,990 USD.

How often can you enter?One entry per person

Contest ended:June 30, 2023 at 11:59 AM ET

Eligibility:Open only to legal residents of the 50 United States and the District of Columbia age 18 years or older.

Official Rules

COMPLETED: Cleveland Browns Fan Cruise for Two Sweepstakes: Win a 5-Night Royal Caribbean cruise 🇺🇸

One winner and a guest will receive a cruise for two on Royal Caribbean’s Independence of the Seas Browns Fan Cruise sailing March 11 – 16, 2024 roundtrip from Miami, Florida. The prize includes five nights’ accommodation in an Oceanview Balcony cabin, two Deluxe Beverage Packages (if winner and guest are 21 or over), onboard Wi-Fi, two event shirts, and welcome gifts.

Airfare is not included, and the estimated retail value of the prize is $5,200 USD.

How often can you enter?One entry per person

Contest ended:June 30, 2023 at 11:59 AM ET

Eligibility:Open only to legal residents of the United States age 18 years or older.

Official Rules

COMPLETED: Viking Cruises 2024 or 2025 8 Day Journey Sweepstakes: Win an 8-day cruise for two 🇺🇸 🇨🇦

One winner and a guest will receive an 8-day Viking cruise for two, to be chosen from a selection of river, ocean, and expedition cruises. The winner and guest will sail in a Veranda Suite for river cruises, a Penthouse Junior Suite for ocean and Mississippi Cruises, or a Nordic Junior Suite for expedition cruises.

The Grand Prize includes roundtrip coach class airfare. Approximate prize value is $12,996 USD ($17,996 CAD) to $22,988 USD ($32,788 CAD).

How often can you enter?One entry per person

Contest ended: June 30, 2023 at 11:59 PM PT

Eligibility: Open only to permanent legal residents of the 50 states of the United States, Washington DC, Canada (excluding Québec, Guam, Puerto Rico, and all other US territories and possessions) 21 years or older.

Official Rules

COMPLETED: Dream Vacations $10,000 Vacation Getaway: Win $10,000 for a cruise or other vacation 🇺🇸 🇨🇦

One lucky winner will receive a $10,000 credit to take the cruise or other vacation of their choice. The Grand Prize winner will be given the credit with World Travel Holdings (Dream Vacations or CruiseOne) toward an eligible cruise, tour, or resort vacation.

The prize can only be redeemed for cruise lines showcased on the company’s websites, or for tour and resort vacations through GOGO Vacations, American Airlines Vacations, Playa Hotels & Resorts, Globus Family of Brands, Walt Disney World, and Sandals Resorts.

How often can you enter?One entry per person

Contest ended: April 16th, 2023 at 11:59 PM ET

Eligibility: Open only to legal residents of the 50 United States, the District of Columbia, Canada (excluding Québec), and Puerto Rico who are 18 (except Alabama and Nebraska age 19+ and 21+ in Mississippi).

Official Rules

COMPLETED: Holland America Line 150th Anniversary Sweepstakes: Win a Holland America cruise for two in a Vista or Signature Suite 🇺🇸 🇨🇦

Enter for a chance to win a Holland America cruise in a Vista or Signature Suite stateroom. The winner, along with a guest, can choose the itinerary from a selection of 2023 Holland America Line sailings. The cruise must be completed by December 31, 2023.

Taxes, fees, and port expenses are included. The approximate retail value of the prize is $2,600 USD ($3,334 CAD).

How often can you enter?One entry per person

Contest ended: March 31, 2023 at 11:59 PM PT

Eligibility: Open only to legal residents of the 50 United States and the District of Colombia, and Canada (excluding Québec) age 21 or older at the time of entry.

Official Rules

Related: Holland America Line Announces Longer Alaska Cruises for 2024

COMPLETED: Viking: Enter for a Chance to Win Any 8-day 2023 or 2024 Viking Journey for Two 🇺🇸 🇨🇦

Enter for a chance to win an 8-day Viking Journeys cruise for two on a Viking river, ocean, or expedition cruise. One winner along with a guest can choose one of the following Viking cruises for 2023 or 2024:

  • River Cruises
    • Rhine Getaway
    • Danube Waltz
    • Romantic Danube
    • Paris & Heart of the Normandy
    • Lyon & Provence
    • Chateaux, Rivers & Wine
  • Ocean Cruises
    • Viking Shores & Fjords
    • Ancient Mediterranean Treasures
    • Journey to Antiquities
    • Venice, the Adriatic & Greece
    • Italian Sojourn
    • Iconic Western Mediterranean
    • Iberian Explorer
  • Expedition Cruises
    • Great Lakes Explorer
    • Undiscovered Great Lakes
    • Niagara & the Great Lakes
  • Mississippi Cruises
    • New Orleans & Southern Charms
    • Heart of the Delta
    • America’s Heartland

The prize includes roundtrip coach airfare from a published gateway. The stateroom for the prizewinner and guest will be a Veranda Suite (AA class) for river cruises, Penthouse Junior Suite (PS class) for ocean and Mississippi Cruises, and Nordic Junior Suite (NS class) for expedition cruises.

Approximate retail value is from $12,996 USD ($16,996 CAD) to $24,988 USD ($32,788 CAD).

How often can you enter? One entry per person

Contest ended: March 31, 2023 at 11:59 PM PT

Eligibility: Open only to persons 21 years of age or older who are permanent legal residents of the 50 states of the United States, Washington DC, or Canada (excluding Québec, Guam, Puerto Rico, and all other U.S. territories and possessions) and who are physically located therein.

Official Rules

COMPLETED: Holland America Line 150thAnniversary Contest: Enter to win a 7-day Alaska cruise for 2 🇺🇸 🇨🇦

Design and submit an original poster including the phrases “Holland America Line” and “150thAnniversary” for a chance to win a seven-day Alaska cruise for two in a balcony cabin.

The winning poster will be featured on Holland America’s social media channels, and will also be on display at the NYC cruise terminal on April 6 and 7 while MS Rotterdam overnights in the city before its 150th anniversary transatlantic crossing.

Approximate retail value of the grand prize is up to $2,556 USD. The cruise must be booked and completed by September 28, 2024.

How often can you enter? One entry per person

Contest ended: March 3, 2023 at 11:59 PM ET

Eligibility: Open only to individuals who are legal residents of the United States (including the District of Columbia) or Canada (excluding Québec) who are age 21 or older at the time of entry.

Official Rules

Learn more: How to Enter Holland America’s Poster Design Contest to Win a Free Cruise

COMPLETED: Travel & Leisure World’s Best Awards: Enter to win a 2023 Viking Longitudinal World Cruise II for 2 🇺🇸

Enter for a chance to win a 2023 Viking Longitudinal World Cruise II for two in a Nordic Balcony Stateroom. Prize includes 71 days of travel (September 12, 2023 to November 21, 2023) to 9 countries sailing from Duluth, Minnesota to Ushuaia, Argentina.

The Grand Prize winner will also receive round-trip coach air transportation for two from listed gateway cities and ground transfers to and from the ship or port of departure.

In the event that the winner cannot partake in any portion of this specific cruise prize, the winner may elect to partake in a different river, ocean, or expedition itinerary sailing of equal or lesser value in 2023. Approximate retail value of the grand prize is $99,990 USD.

The sweepstakes also has several runner-up prizes. One second-prize winner will receive $15,000 cash, two third-prize winners will receive $5,000, and three fourth-prize winners will receive $1000 each.

How often can you enter? One entry per person

Contest ended: February 27, 2023 at 11:59 PM ET

Eligibility: Open only to individuals who are legal residents of the 50 United States and the District of Columbia who are age 18 or older at the time of entry.

Official Rules

Related: Viking Announces 2024-2025 World Cruise Itineraries on Viking Sky

COMPLETED: Texas Roadhouse Love Is In The Air And On The Seas Sweepstakes: Enter to win a Princess cruise for two to the Caribbean or Mexico 🇺🇸

Enter for a chance to win a four- to seven-day Princess cruise for two from Galveston, Texas, or Fort Lauderdale, Florida to the winner’s choice of the Caribbean or Mexico. The prize also includes the Princess Plus package, roundtrip airfare for two, and ground transportation to and from the cruise port.

The winner must embark on the cruise within one year from the date they are notified of winning. The total approximate retail value of the prize is up to $6,040 USD.

How often can you enter? One entry per person

Contest ended: February 22, 2023 at 11:59 PM ET

Eligibility: Open to all legal residents of the United States who are 21 years of age or older at time of entry.

Official Rules

Terms + Conditions

COMPLETED: Princess Cruises’ Love at First Sail Sweepstakes: Enter to win one of 12 cruises for two plus a $1000 shopping spree at Ashley 🇺🇸

Enter for a chance to win a Princess cruise for two PLUS a $1000 shopping spree at furniture retailer Ashley. Twelve prize winners will receive a Princess Cruises$2,900 promotional card for the winner and one guest to use towards an eligible domestic 2023 Princess four- to seven-day cruise and a $1,000 credit for Ashley product.

How often can you enter? One entry per person

Contest ended: February 16, 2023 at 11:59 PM ET

Eligibility: Open only to legal residents of the 48 contiguous United States and Washington D.C.(excluding HI and AK) who are 21 years of age or older. Entrants must also live within 50 miles of an Ashley store.

Official Rules

Read more: Princess Cruises and Ashley to Give 12 Winners a Free Cruise and Shopping Spree

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Carrie Ann Karstunen

Carrie Ann is the founder of Should Be Cruising and a lifelong travel fanatic. A former flight attendant, she now prefers cruise ships over airplanes and spends several months each year cruising and exploring cruise ports. Facebook | Instagram | TikTok

Latest posts by Carrie Ann Karstunen (see all)

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