Would you like to win a free cruise? Here are the sweepstakes in 2020 offering a free cruise to a lucky entrant picked at random.

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

These contests are open to residents of the US and/or Canada (some sweepstakes may also be open to residents of other countries). Are you a UK resident? Check out these UK cruise sweepstakes and get in on the fun!

Expedia Cruises: win a 7-night Caribbean cruise for 2

Enter to win a free seven-night Caribbean cruise for two. Prize includes roundtrip airfare from the major American, Canadian or Mexican gateway city closest to the entrant’s residence, fees, and taxes. Prize valued at up to $5,000.

How often can you enter? One entry per person (entrants can earn additional entries by referring up to ten others through the referral form on the sweepstakes entry page.)

Contest ends: November 5, 2020

Eligibility: Open to legal residents of the US and Canada age 21 or over

Official Rules

Enter Sweepstakes

Holland America: win a 7-day HAL cruise for two to your choice of destination

One lucky winner can choose a free seven-day cruise for two to their choice of Europe, the Caribbean, Alaska, Mexico or Canada & New England. Prize value is estimated at $3,598.

How often can you enter? One entry per person

Contest ends: November 30, 2020

Eligibility: Open to legal residents of the US (50 states and DC) and Canada (except residents of QC) age 21 or over

Official Rules

Enter Sweepstakes

River Travel Magazine’s Big Boat Sweepstakes: Win an 8-night Mississippi River Cruise

Grand prize includes an eight-night Mississippi River cruise on USA River Cruises (ship TBD). Also included are pre-cruise hotel, breakfast, and transfers to the ship. Prize is valued at $11,600.

How often can you enter? One entry per person (additional entries can be earned by referring friends)

Contest ends: April 01, 2021 at 7 PM CDT 

Eligibility: open to adults age 21 or older, except residents of Taiwan, South Korea, Portugal, Italy, Austria, China, Russia, Hong Kong, Greece, France, Japan, Spain, and Czech Republic.

Official Rules

Enter Sweepstakes

The Country Music Cruise: win a 7-day theme cruise for two

A lucky winner will get a trip for two on The Country Music Cruise between November 13, 2021 and November 20, 2021. This theme cruise (departure location and ship to be determined), features performances from country artists including Josh Turner, Mark Chesnutt, Lee Greenwood and The Oak Ridge Boys. Estimated value of the prize is $4,450.

How often can you enter? One entry per online entrant per day

Contest ends: August 1, 2021

Eligibility: Open to legal residents of the US (except RI, AK, HI and offshore territories and possessions) age 21 or over with a valid passport

Official Rules

Enter Sweepstakes

Sandy Beaches Cruise: win a 7-day theme cruise for two

The winner will get a trip for two on the Sandy Beaches Cruise between November 6, 2021 and November 13, 2021. This theme cruise, departing from a port TBD on Holland America’s Nieuw Amsterdam, features performances from Delbert McClintock and friends including The Mavericks, Marcia Ball, and The California Honeydrops. Estimated value of the prize is $4,500.

How often can you enter? One entry per online entrant per day

Contest ends: September 1, 2021

Eligibility: Open to legal residents of the US (except RI, AK, HI and offshore territories and possessions) age 21 or over with a valid passport expiring no earlier than May 6, 2022

Official Rules

Enter Sweepstakes

Soul Train Cruise: win a 7-day theme cruise for two

The winner receives a trip for two on board The Soul Train Cruise between January 22, 2022 and January 29, 2022. This theme cruise, departing from Fort Lauderdale on Holland America’s Nieuw Amsterdam, features performances from classic R&B artists including Patti LaBelle, Rose Royce, and the Original Soul Train Dancers. Estimated value of the prize is $4,450.

How often can you enter? One entry per online entrant per day

Contest ends: October 29, 2021

Eligibility: Open to legal residents of the US (except RI, AK, HI and offshore territories and possessions) age 21 or over with a valid passport

Official Rules

Enter Sweepstakes

Rock & Romance Cruise: win a 7-day theme cruise for two

A lucky winner will get a trip for two on The Rock & Romance Cruise between February 19, 2022 and February 26, 2022. This theme cruise, departing from Miami on one of Celebrity’s Millennium Class ships, features performances from classic rock artists including Foreigner, Air Supply, 10cc and The Guess Who. Estimated value of the prize is $5,108.

How often can you enter? One entry per online entrant per day

Contest ends: November 26, 2021

Eligibility: Open to legal residents of the US (except RI, AK, HI and offshore territories and possessions) age 21 or over with a valid passport

Official Rules

Enter Sweepstakes

The Ultimate Disco Cruise: win a 5-day cruise for two

One lucky entrant will win a cruise for two on The Ultimate Disco Cruise between February 26, 2022 and March 3, 2022. This theme cruise departs from Miami, FL aboard the Celebrity Infinity, and features performances from disco artists including KC and The Sunshine Band, Kool & The Gang, The Spinners, and Rose Royce. Estimated value of the prize is $3,798.

How often can you enter? One entry per online entrant per day

Contest ends: December 03, 2021 at 11:59 PM ET

Eligibility: Open to legal residents of the contiguous United States and DC, age 21 and over, excluding residents of RI and all off-shore US territories and possessions. Entrants must have a valid passport expiring no earlier than September 3, 2022.

Official Rules

Enter Sweepstakes

The Spring Flower Power Cruise Giveaway: win a 7-day cruise for two

One lucky entrant will win a 7-day cruise for two on The Spring Flower Power Cruise between March 28, 2022 and April 4, 2022. This theme cruise departs from Miami on Celebrity Cruises (ship TBD), and features performances from 60s artists including The Zombies, Procol Harum, The Guess Who, and The Yardbirds. Estimated value of the prize is $4,448.

How often can you enter? One entry per online entrant per day

Contest ends: February 1, 2022 at 11:59 PM EST

Eligibility: Open to legal residents of the contiguous United States and DC, age 21 and over, excluding residents of RI and all off-shore US territories and possessions. Entrants must have a passport valid for at least six months after the end of the cruise.

Official Rules

Enter Sweepstakes

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

If you liked this post, I’d love it if you’d share it on your social media channels. It really helps my blog to grow so I can keep bringing you free cruise tips, ideas, and reviews. Thanks so much for reading!

You can follow me on social media on PinterestFacebookInstagram, and Twitter.

About the Author

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

You might also enjoy:

Leave A Comment

Your email address will not be published. Required fields are marked *

Read more:
cruise ship on embarkation day at pier 35
How to Have the Best Embarkation Day on a Cruise

Embarkation day doesn't have to be stressful! You've been looking forward to your cruise for a while now, right? You...

Close