Trips to Book with Friends in 2022

Plan your getaway with our recommendations for the best travel destinations with friends

The best travel destinations with friends include the Super Bowl and Lollapalooza.

 “In life, it’s not where you go – it’s who you travel with.” -Charles M. Schulz

Between the pandemic and family obligations and everything in between, it’s likely been far too long since you spent some quality time with friends — especially if those friends live in a different city or state. Travel is safer than ever now, so let’s look at some of the best travel destinations with friends to visit in the coming year.


There’s nothing that can quite describe the magic of live sports, and after a long hiatus, people are excited to cheer on their teams live in person! The 2022 Super Bowl in sunny Los Angeles is as much about football as it is the spectacle and the undoubtedly amazing half-time performance. The 2022 show will feature hip hop legends Dr. Dre, Eminem, Mary J. Blige, and Snoop Dog.  

After a long month of competitive games, upsets, and bracket busters, come watch the action unfold at the 2022 NCAA Final Four in New Orleans. With the Big Easy as your backdrop, enjoy the rowdy fun on Bourbon Street and the world-famous Cafe du Monde beignets.  

The Kentucky Derby is a sporting event unlike any other, and there’s no better way to enjoy it than with friends. Don your most dapper seersucker suit or find a fancy fastener and place a few bets, if you’re feeling lucky!


Music has the power to evoke memories and bring us back to our youth! Reconnect with friends and relive the old days at a music festival. The 2022 Stagecoach Festival, California’s biggest country music festival, will feature artists like Carrie Underwood, Thomas Rhett, Luke Combs, and Maren Morris. Likewise, the 2022 CMA Festival in Nashville is a country music fan’s dream right in the heart of Music City.

Fly down to the southernmost point in the continental United States and enjoy some country tunes at the 2022 Key West Songwriters Festival — past festivals have included country music heavyweights like Brad Paisley, Florida Georgia Line, and Walker Hayes. After a long day of concert-going, kick your feet up on the beautiful beaches with a slice of key lime pie and a well-deserved pina colada. 

If you consider yourself a little more pop or rock ‘n’ roll than country, you and your crew will want to head to the 2022 Lollapalooza Music Festival in Chicago. Originally a touring music festival, Lollapalooza now calls Chicago’s Grant Park home for four days each summer. The 2021 show featured Miley Cyrus, Post Malone, and the Foo Fighters, and the 2022 performers will be announced in the coming months.  


Looking for something a little more low-key than a big sporting or music event? No problem, we’ve got you covered! Bring your best friends and, of course, your appetite to the 2022 Catalina Wine Mixer on Catalina Island or the 2022 Food & Wine Classic in Aspen (or both!). Nothing goes together like great friends, great food, and great wine.  

It’s been too long since you’ve gotten away with friends; let Superior Executive Services help you plan an unforgettable trip in 2022! Contact us today at (608) 665-9070 or through our website to start planning your one-of-a-kind travel experience.

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