This blog post was updated on April 9, 2020.

Decades apart in age, Boomers and Millennials are often pitted against each other on either side of an imaginary spectrum of attitude and lifestyle. Of course, differences exist between a generation born between 1945 and 1965 and one born between 1980 and 2000. But whether someone in her mid-60s is sitting down with a travel agent to book a cruise to the Mediterranean or someone about to turn 30 is using an app to search for cheap round trip flights to Italy; both individuals are after much of the same: a great time in a great place.

From bucket list bullet points to less likely getaways that garner an intergenerational thumbs up, we’ve taken a look at some of the most preferred destinations for Boomers and Millennials and found that there’s actually plenty of overlap in interest. Places that appeal to both a 70-year-old and a 25-year-old are definitely worth considering for your next journey no matter your age or travel style. To help you narrow your choice of where best to visit here’s a look at six destinations that Boomers and Millennials can agree are amazing.


person taking a photo of ice floe in Antarctica

Some Boomers may see the southern continent as literally the last place on earth to check off after a lifetime of travel, while many Millennials might consider a chance to see Antarctica as somewhere to experience before it is altered forever by climate change. Both can agree it’s one of the world’s most photogenic destinations with eerie landscapes and surreal icebergs, penguins, whales and all sorts of other marine wildlife. A trip here is always an adventure for any age.

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San Francisco, California

Millennials might prefer to shoot a few photos before dining while Boomers might be more focused on experiencing prompt and courteous service, but both would nod approvingly to hear that San Francisco has become the de facto destination for America’s most finicky foodies. Neither generation would argue against the fact that within a short drive of the city are some of the most scenic roads in the US, not to mention miles of vineyards across Napa and Sonoma and more awe-inspiring sights spread throughout the Golden State.

Cairo, Egypt

River Nile

With a population of more than 20 million, Cairo is among the largest cities in the world and has been a crossroads of cultures since antiquity. Travelers who love a mix of people watching on busy streets and viewing exhibitions in world-class museums should find Cairo an intoxicating urban wonderland. Speaking of wonders, the city is a smart base for expeditions to the Pyramids and Great Sphinx of Giza, desert odysseys and trips along the River Nile.

Northern Italy

Cinque Terra

Young and old alike know that Milan is a global hub of all things sartorial as well as one of the best cities for enjoying a range of Italian restaurants. But the impeccably well-heeled Milan is just a small part of what the top half of Italy has to offer. The highest peaks of the Alps, the colorful seaside villages of Cinque Terra and the incredibly Instagrammable canals and piazzas of Venice are a few more options to add to the itinerary. Fashion influencers, food bloggers and outdoor enthusiasts are hip to the pleasures spread thick throughout Northern Italy, so why not join them!

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Austin, Texas

The budget-friendly and laidback capital of Texas welcomes everybody with warm hospitality. The historic sites and upscale hotels in Austin should be big draws for Boomers; street food and easy access to outdoor activities ought to do it for Millennials. Both generations will fall hard for the wealth of live music venues, and great weather. Returning alumni and current students will sing praises of the lively University of Texas campus and activities centered around college life.


Machu Picchu

The allure of Machu Picchu, the celebrated dining scene of Lima, the headwaters of the Amazon, lovable fuzzy long-necked llamas and alpacas and so much more make Peru an in-demand place to experience. No matter if you’re in a small group with a local guide or flying solo and blazing your own trail, this South American country has something astounding for everyone to see.

Are you a Boomer or a Millennial (or even perhaps of another generation)? Where do your cheap round trip flights take you and how does it compare to where those older or younger than you like to go?

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About The Author

Chris Osburn is a freelance writer, photographer, consultant, curator, and the driving force behind the long running and award winning blog, Originally from the American Deep South, Chris has lived and worked all over the world. He's called London home since 2001.