The Weekly Win Travel Sweepstakes Clearinghouse

Because the only thing better than taking a trip, is winning one!

Travel Sweepstakes ~ How to Add a Sweepstakes ~ How to Bookmark This Page ~ How to Share the Winning

Noun [kleer-ing-hous]
A central institution or agency for the collection, maintenance, and distribution of materials or information.
Travel Sweepstakes
Noun Plural [trav-uhl sweep-stayks]
Giveaways featuring trips, tours, gear, etc., related to traveling. Something you should be winning!

Welcome to The Weekly Win!

No, we’re not giving away free trips, but lots of other people are. Since someone has to win these prizes, we figure it should be either you or us. Agreed?

That’s why we created this Travel Sweepstakes Clearinghouse! When we learn about opportunities to win a trip, travel-related gear, or good ol’ cash, we’ll tell you all about it here.

Naturally, you’ll want to bookmark this page and come back often!

The Travel Sweepstakes Clearinghouse!

The idea behind the Clearinghouse is simple: We wanted one page with a list of shortcuts to enter any/all of the sweepstakes we find. No searching for names you can’t remember, and no surfing all over the web trying to find your way back to that one web page. You’ll find basic info here, and links to enter and to the rules. (You do read the rules, right? Yeah, us too.)

We try to keep the travel sweepstakes arranged in order of entry deadline, soonest to latest. If you have seen a travel sweepstakes not listed here, please let us know! (Details below.) Best of luck!

Let’s win our way around the world!

Enter a Travel Sweepstakes

Southwest 50 Days of Disney Giveaways Travel Sweepstakes – Ends 16 November 2021

Southwest's 50 Days of Disney Giveaways - Travel Sweepstakes on TravelLatte

We like to say that the only thing better than taking a trip is winning one. That goes double when it comes to Walt Disney World! Nothing beats a visit to the Magic Kingdom except for winning said visit.

This year, Walt Disney World is even more magical as it celebrates its 50th Anniversary! They’re not the only one celebrating a golden jubilee. Southwest Airline turns 50 too, and they’re celebrating by sending travelers to Walt Disney World!

50 winners, in fact, will win a trip during the 50 Days of Giveaways! Each winner gets a magical getaway to Walt Disney World, which includes:

  • Roudtrip air travel to Orlando International Airport
  • Roundtrip ground transportation between the airport and their Walt Disney World Resort.
  • Accommodations for up to four for four nights at a Walt Disney World Resort hotel (chosen by the sponsor)
  • Four 5-day Park Tickets with the Park Hopper Option
  • One $200 Disney Gift Card

Don’t forget, even though you may be a winner, you still need to have both a Park Ticket and a separate Theme Park reservation for the same park on the same date for park entry. Reservations must be made in advance.

Vacation packages are valid 15 March 2022 through 15 March 2023.

Entry Type
Daily plus Bonus Entries

How to Enter
Visit the travel sweepstakes page and enter your email address to get started, and receive one Daily Entry. (Limit one Daily Entry per day.)

After entering, click on the Tweet button to send a prepulated message on Twitter, which contains a unique sweepstakes link. Receive one Bonus Entry when a friend registers for the travel sweepstakes through your unique link. You may only tweet once per day, and there is a limit of one Bonus Entry per day. Tweets must include the hashtag #Sweepstakes for the entry to be valid.
See complete rules for details.

Who’s Eligible?
Sweepstakes is open to legal residents of the United States (excluding Alaska) and the District of Columbia who are at least 19 years of age at the time of entry.
Sweepstakes Ends
16 November 2021
Southwest Airlines Co.

Win Luxe Vacation in Lake Como with Omaze Travel Sweepstakes – Ends 19 November

Win a Lake Cuomo Luxe Vacation - Travel Sweepstakes on TravelLatte

We don’t often feature travel sweepstakes from Omaze. That is because there is a donation involved. We don’t object to donating to our favorite charities, we just don’t think it fits well in our theme of winning your way around the world at the great price of free. But here we are featuring an Omaze giveaway again, because it’s a great prize, and an equally great charity. And who knows? Maybe the extra good karma from donating to a worthy cause will net someone an awesome vacation!

In this case, the good karma comes from your donation to one of our favorite charities, the Make-a-Wish Foundation. Your donation goes to the fundraising group Charities Aid Foundation America, which grants the funds to Make-a-Wish. As a bonus, you get an entry (or thousands of them) into the travel sweepstakes.

Great charity, and a great prize! One winner (and their guest) will enjoy a deluxe vacation in Lake Como, Italy, at the luxurious Grand Hotel Tremezzo! The prize package includes five nights’ lodging, round-trip flights, and a $3,000USD stipend for expenses.

Just imagine: You and your loved one on the Grand Tremezzo’s balcony, maybe having dinner with George and Amal Clooney (definitely not included!), while the sun sinks slowly behind San Benedetto (included, courtesy of Mother Nature), and a fizzy Aperol Spritz tickles your tongue, on the shores of Italy’s most iconic playground for the rich, famous, and lucky.

Because of the unpredictable nature of the COVID-19 Pandemic, the winner will have two years, until 18 November 2023, to book the trip.

Entry Type
With donation. See the travel sweepstakes page for directions to enter without donation.
How to Enter
To enter, visit the travel sweepstakes entry page at Omaze. You will have several options to donate with a contribution: from 20 entries with a $10 donation, to 2,000 entries for $150.
Below the donation options, there is a link to enter without making a donation.
There is a limit of 6,000 entries per person, regardless of type of entry. See complete rules for details.
Who’s Eligible?
This travel sweepstakes is open worldwide, but there is a long list of “prohibited jurisdictions” listed in the official rules, which includes the UK, many EU nations, several Central and South American nations, Australia, and Quebec, Canada. Entrants must be at least 18, and have not won an Omaze grand prize experience in the past 18 months.
Sweepstakes Ends
19 September 2021
Omaze, Inc.

12-Night VIP Alaskan Cruise Giveaway Travel Sweepstakes – Ends 30 November 2021

12-Night VIP Alaskan Cruise Giveaway Travel Sweepstakes - Travel Sweepstakes on TravelLatte

Ready for adventure? The legendary IRONMAN Triathalon is heading to Alaska! What better way to relax after conquering a marathon, 112 miles on a bike, and 2.4 miles in chilly Alaskan waters, than taking an unCruise back to the Lower 48?

Sounds fantastic, doesn’t it? Here’s the good news: You don’t have to be an iron man or woman yourself to enjoy the cruise. In fact, you might not even have to pay for it, either! All you really need to do is enter and win the IRONMAN Juneau Post-Race VIP Adventure!

One winner – of the giveaway, not the race – will enjoy an UnCruise Adventures 12-Night Inside Passage Cruise, from Juneau to Seattle. The cruise will follow the IRONMAN Triathalon, sailing August 9th through 21st 2022. Better get training now!

Entry Type
One time plus daily Bonus Entries

How to Enter
It couldn’t be easier to enter! Just visit the travel sweepstakes page and log in with your Twitter, Facebook, or Google account, or by email. Then, complete the social media tasks to earn up to nine entries..

After completing all of the activities, you’ll unlock 10 Bonus Entries. (Be sure to click on the tile to claim those entries!) Then come back daily for more Bonus Entries!

Click on Terms & Conditions at the bottom of the form to see complete rules.

Who’s Eligible?
The Sweepstakes is open worldwide, except where prohibited by law. Must be at least 18 years of age at time of entry.
Sweepstakes Ends
30 November 2021
UnCruise Adventures

Holland America Line’s Choose Your Cruise Travel Sweepstakes – Ends 30 November 2021

Win a Holland America Lines Cruise - Travel Sweepstakes on TravelLatte

Although we haven’t won (yet!), Holland America Line’s annual Choose Your Cruise travel sweepstakes is among our favorites. We just love the idea of browsing their itineraries and getting to pick whichever cruise speaks to us! And after the Pandemic year-plus of cruise line shutdowns, we are happier than ever to see this sweepstakes return!

One winner gets to literally choose their cruise from Holland America Line’s 2022 Alaska, Caribbean, Europe, Mexico, or Canada & New England cruises, ranging from one to seven days. That includes stateroom accommodations for the winner and a guest, and most shipboard meals.

Entry Type
One time plus up to five referral entries; five bonus entries with purchase.
How to Enter
Complete the registration form on the travel sweepstakes page for one entry. Get one bonus entry by following the onscreen instructions to share the sweepstakes on Twitter or Facebook. Limit one entry and one bonus entry per person.

See complete rules for details.

Who’s Eligible?
This travel sweepstakes is open to legal residents of the fifty United States, including the District of Columbia, and Canada, excluding Quebec Province, who are 21 years of age or older at the time of entry.
Sweepstakes Ends
30 November 2021
Holland America Line N.V.

Bring Your Soul Travel Sweepstakes – Ends 1 January 2022

Win a Bring Your Soul Memphis Experience - Travel Sweepstakes on TravelLatte

“Then I’m walking in Memphis. Was walking with my feet ten feet off of Beale.”

For many, a trip to Memphis, Tennessee, is more pilgrimage than travel because, as Memphians will tell you, this is where Soul comes from. You can make that pilgrimage yourself, and you can do it for next to nothing if you win the Bring Your Soul travel sweepstakes!

The contest rules are very vague: the prize is only described as “an exclusive $1,000 Memphis Soul Experience for 2022.” That could be very open to interpretation, but we suspect it’s the same as last year’s We Are Memphis travel sweepstakes: $1,000 gift card which you can use for travel expenses. Entry is easy, but with a very long entry period and unlimited entries, chances of winning are bound to be slim.

Entry Type
Daily plus unlimited bonus entries for completing social media tasks and referral entries.
How to Enter
To enter, visit the Bring Your Soul travel sweepstakes entry page (our link), and enter your email address, or enter via Facebook.

Once entered, you can complete up to four social interactions for a total of 8 Bonus Entries. Referring friends via email or social media earns three entries for each friend who enters the sweepstakes. You can visit daily for two more entries each day.

See complete rules for details.

Who’s Eligible?
This travel sweepstakes is open globally to anyone 21 or older, except residents of Taiwan, South Korea, Portugal, Italy, Austria, China, Russia, Hong Kong, Greece, France, Japan, Spain, and the Czech Republic.
Sweepstakes Ends
1 January 2022
We Are Memphis

How to Add a Travel Sweepstakes

Have you entered a travel-related sweepstakes that we haven’t included? Found a travel sweepstakes you want to share? Let us know and we’ll share it with the world! Just Tweet us (@TravelLatte), stop by our Facebook page, or leave a comment here to let us know about it. You don’t need to include all of the details – we’ll find that stuff. Just let us know what it’s called, and the web page URL to enter, or get more information. Thanks in advance for sharing!

How to Bookmark This Page

  • On Android: More > Star
  • On iPhone: More > Add Bookmark
  • In Chrome, Firefox, Internet Explorer: Ctrl-D
  • In Safari: Cmd-D

How to Share the Winning

It’s super simple to share the good news: Just use the social sharing buttons on this page to share on Twitter, Facebook, Pinterest, email, or whatever app you choose!

FYI: Some travel sweepstakes invite you to share the sweepstakes to earn additional entries. Sharing this page won’t work – you need to share from their pages in order to earn those entries.

Caveat Emptor: Why You Should Always Read the Rules

For one thing, they could change between the time we find the sweepstakes and the time you enter. The chances are slim, but it could happen. There may be black-out dates or other limitations to the prize that may affect you. Be sure you’re aware of “gateway airport” requirements for international travel sweepstakes, too.

More importantly, many companies use travel sweepstakes to entice us to give them our contact information for marketing purposes. It’s not uncommon for your entry to be an opt-in for emails, snail-mails, and even phone solicitation from sponsoring companies and their partners. If you don’t like that stuff, don’t enter that sweepstakes.

Note: Sweepstakes featured in The Weekly Win are not affiliated with, administered by, or endorsed by TravelLatte. The Weekly Win is neither solicited nor compensated*. In the belief that it’s better to win a trip than to scrimp and save for one, we just thought you’d appreciate hearing about some of the travel sweepstakes we find.

Remember: Prize, entry, and drawing information in the official rules always supersedes information found here.

*Some entry links may give TravelLatte additional sweepstakes entries.

Some Common Sweepstakes Terms

If you’ve ever read through the rules that we keep saying you should, you will encounter some terms that you are not likely to hear or use in every day conversation. Let’s try to demystify some of that legaleze.

Age of Majority
In most cases, this is the age at which the state where you live considers you an adult, for legal purposes. If you have encountered this, it has most likely been in connection with finances (e.g.: That trust fund Gramps left you) or legal issues (e.g.: That one time when the police came). For most states, it is 18, but a few have different rules: Alabama and Nebraska set it at 19, and in Mississippi it is 21.
Jurisdiction of Residence
This is a double whammy. First there is your residence vs location. If you live in an Airstream for half the year, what counts is where you call home. Generally, the state on your driver’s license will suffice as proof of your residence. Your jurisdiction of residence is a little more technical, but basically it is where you pay taxes. For most of us, those places are the same.

Note: Wherever indicated (“our link”), you are following a customized entry link. When you enter though our links, we get additional sweepstakes entries. There is no compensation associated with including or promoting any of the travel sweepstakes featured in The Weekly Win.