The Weekly Win Travel Sweepstakes Clearinghouse

Travel Sweepstakes

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

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

COVID-19 Update

When the global Coronavirus Pandemic brought travel to a virtual standstill, we made the decision to suspend updates to the Weekly Win. As of September, in light of domestic, and limited international travel opening slightly, we are restocking the Travel Sweepstakes Clearinghouse as well. We do not expect a rush of new opportunities to win travel, and we strongly encourage careful consideration before taking any trips, whether you win them or plan them on your own. Regardless, we wish you good luck because, even in the age of COVID-19, it’s always better to win a trip.

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 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:

Come to Mexican Caribbean Travel Sweepstakes

Win a Week on the Mexican Caribbean from Come2MexicanCaribbean - The Weekly Win on TravelLatte

Win an all-inclusive vacation on the Mexican Caribbean. Every year for 20 years!

This travel sweepstakes is a little different than most: it’s a contest rather than an outright sweepstakes. There will be winners, but you will need more than luck to be one of them.

Here’s how this works:

Come2MexicanCaribbean is a marketing organization for destinations on Mexico’s beautiful Caribbean coast. Think of Cozumel, Isla Mujeres, Cancun, Tulum…you get the idea. The group maintains social media platforms on Instagram and TikTok with the Come2MexicanCaribbean hashtag. Even if you don’t win – or even enter – the contest, it’s worth visiting their channels for some daydreaming!

To bring tourism back to the Mexican Caribbean, the group is sponsoring two contests – one on Instagram, one on TikTok – where winners will receive an all-inclusive, luxury week-long stay for two at a participating 4- or 5-star resort every year, for twenty years!

Ready to enter? Instructions are on the Entry Link below but, in a nutshell, you’ll need to post to either, or both platforms, using #Come2MexicanCaribbean, and tagging the @Come2MexicanCaribbean account. You will also need to follow them on whichever platform you enter. Then tell everyone and anyone to go like your post! The posts with the most interaction will be the winners; One on Instagram, one on TikTok.

Who’s Eligible?
Open to legal residents of Argentina, Brazil, Canada, Chile, Colombia, Guatemala, Mexico, Peru, and the United States, who are at least 18 years old.
Entry Type Deadline Links
Enter by posting on Instagram / TikTok 9 November 2020 Instructions & Rules
Sponsor: Come2MexicanCaribbean.

Win a Dream Sprinter Van

Win a Dream Sprinter Van Travel Sweepstakes - The Weekly Win on TravelLatte

Win a Sprinter van with $60,000 worth of customization from The Vansmith!

One Grand Prize winner will receive a 2020 Mercedes-Benze® Sprinter® Carge Van with up to $60,000 worth of customizations by The Vansmith (taxes included). Prize includes delivery or flight to the Vansmith shop in Colorado to pick up your new home on wheels.

This is an Omaze giveaway, which means the giveaway is a fundraiser. You can enter for free by following the instructions on the site (or going here); additional entries are available with donation. In this case, your donations go to Access Fund, a charity dedicated to protecting America’s outdoor climbing areas, and conserving the climbing environment.

Who’s Eligible?
Open to legal residents of the 50 United States and the District of Columbia, and most countries around the world.
Entry Type Deadline Links
One free entry; Unlimited entries with donations. 11 November 2020 Rules Entry Page
Sponsor: Omaze, Inc.

See Tampa Bay Your Way Travel Sweepstakes

See Tampa Bay Your Way Travel Sweepstakes - The Weekly Win on TravelLatte

A note from the sponsor: “In light of developing concerns surrounding the coronavirus (COVID‑19), Thrifty has decided to temporarily suspend the Tampa Bay Your Way Sweepstakes. We will reinstate this promotion and begin taking entries and selecting remaining weekly winners and a Grand Prize winner in the future.”

We’ll admit: we had no idea how much there is to see and do in Tampa Bay! This travel sweepstakes lets you pick what interests you, so you can See Tampa Bay Your Way! There will be six weekly winners; each will receive the use of a Thrifty loaned vehicle for seven days. One Grand Prize winner will receive a trip for four, including:

  • Coach-class air transportation to Tampa Bay
  • Seven nights hotel accommodations (one room/quad occupancy)
  • Seven day Thrifty car rental
  • $2,500 cash
  • Winner’s choice of three excursions (see entry page for options)
Who’s Eligible?
Open to legal United States residents residing in the 48 contiguous United States and the District of Columbia who are licensed and insured drivers and at least 20 years of age at the time of entry.
Entry Type Deadline Links
One Time plus Bonus Entries for each weekly entry period 27 March 2020 Rules Entry Page
Sponsor: Thrifty Car Rental

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.