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Hawaii, because I've never been. I've been to New Orleans, NYC, Los Angeles, San Francisco, Seattle, Salt Lake City, Nashville, Denver, Kansas City, Houston, Dallas, Grand Canyon, Cape Cod, Boston, just to name a few. Grand Canyon is definitely awesome, but after 30 minutes gazing at the vastness, it was time to go.
Edit: Cabo, Mexico City, Cancun, Jamaica, and the Bahamas are also options
Free flight in the US? What are we talking $400? That's not exactly "winning the lottery" type dreams here. You gotta upscale the dream even to get excited about this. Heck I got so many frequent flyer points I just take free flights for granted.
Maybe a free first class flight, to anywhere in the world, and then stay in a all expense paid 5 star hotel on arrival, and a couple thousand in spending cash. Oh and also a personal concert one night by the Rolling Stones or a band of your choice. And maybe during the flight have two very hot flight attendants at your beck and call - one massaging your back, the other your feet.
But if we are talking SWA destinations, I had $600 in gift cards from them last year, and we used them to fly into Las Vegas and do the Southwestern national parks loop and it was awesome.
Hawaii, because I've never been. I've been to New Orleans, NYC, Los Angeles, San Francisco, Seattle, Salt Lake City, Nashville, Denver, Kansas City, Houston, Dallas, Grand Canyon, Cape Cod, Boston, just to name a few. Grand Canyon is definitely awesome, but after 30 minutes gazing at the vastness, it was time to go.
Yes, that's what I'm thinking lol What else is there to do but explore the canyon? I saw that you can ride mules- adding that to the bucket list in Grand Canyon. I will make it out there maybe next year.
Since you are bound by flying Southwest, I would look at the places they fly and make note of where I would want to go out of the entire list. Then I would pick whatever city in that list is the most expensive from your home airport to maximize the savings.
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