Where to Take Dad for an Epic Father’s Day Trip

father's day trip

You’ll be a shoo-in for “favorite child”

Stumped on a Father’s Day gift? You can prowl the mall or scroll through Amazon all day, but let’s face it: your dad already has everything. So give him the only thing he really wants… time with you. Because a Father’s Day trip is the perfect way to bond, create memories, and *cough* cement your “favorite child” status.

Ready to surprise (and spoil) Pops? Pick any one of these cities, and you guys’ll have an absolutely awesome Father’s Day!

  • Boston, MA

    Need a “wicked smaaaht” idea for a Father’s Day getaway? Then Beantown it is!

    Boston is loaded with historically significant sites, including the Old North Church of the “two if by sea” fame. If you want to make sure you see them all, take Dad for a walk along the Freedom Trail. In just 2.5 miles, you’ll hit 16 American Revolution churches, museums, historical markers… even a warship!

    When you’re done exploring the past, share a tasty Father’s Day dinner. From New England clam chowder by the water to hearty Italian cuisine in the North End, Boston’s known for its diverse (and delicious!) culinary offerings.

    Best Father’s Day Trip for: dads who would’ve ridden with Paul Revere

  • Chicago, IL

    Iconic baseball field? Check. Mouthwatering pizza? Check. Not gonna lie; Chicago’s sounding pretty good!

    Cubs fan or not, Wrigley Field—and its ivy-covered outfield walls—are at the top of most baseball bucket lists. Whether you watch from inside the ballpark or join the rowdy fans at one of the city’s infamous rooftop parties is up to Dad!

    Then treat Dad to a cruise along the Chicago River, with unbeatable views of the city’s architectural landmarks and distinct skyline.

    And don’t forget to visit Millenium Park! It’s not really a trip to Chi-town until you’ve posted a pic in front of The Bean.

    Best Father’s Day Trip for: catching a ball game with Dad

  • Key West, FL

    Is Dad more comfortable in the water than on land? Then Key West is the ideal spot for a Father’s Day tropical vacay he’ll absolutely love.

    “The Southernmost Point in the U.S.” is known for the warm, crystal-clear waters that make snorkeling, scuba diving, and even just swimming a sheer pleasure. Or hop on one of the deep-sea fishing charters, where you and Dad can reel in snapper, grouper, or even (gasp!) a shark.

    Even our favorite land activity in Key West is kinda water-based: the Mel Fisher Maritime Museum. You and Dad can marvel over the beautiful rare artifacts salvaged from ships such as the Spanish Empire’s Atocha, one of the most famous shipwrecks of all time.

    Best Father’s Day Trip for: treating Dad to a sunset margarita

  • Nashville, TN

    If your dad loves country music, then Nashville’s the place to be for a getaway that’ll make his heart… sing.

    Your first stop in Music City is the Country Music Hall of Fame, with exhibits that highlight the genre’s roots and evolution. Then head down the road to RCA Studio B, the go-to recording spot for musical legends such as Dolly Parton, Roy Orbison, Chet Atkins, and the King himself: Evis.

    Then take Dad to catch some live music. The Grand Ole Opry might be country music’s mecca, but you’ll find live performances at the local honky-tonks every night of the week.

    Best Father’s Day Trip for: dads who are cowboys at heart

Whether it’s a quick weekend trip or a longer vacay, taking a trip together will remind Dad of the only thing that really matters: sharing meaningful, memorable experiences. All planned by his favorite kid, of course!

But if you really want to earn your title of Official Family Trip Planner, ship your bags to your final destination with LugLess. No lines at the airport, no waiting at baggage claim. And best of all, your dad gets to brag that you get your smarts from him!