Ready to bite into a Philly cheesesteak or cycle from brewery to brewery in Alaska? We’ve researched some of the best trips to take in your twenties in the USA, developing this stellar list of getaways each with their own special allure.
Terrific Trips For 20-Somethings
Bungalow bar crawling in Austin, dog sledding in Anchorage, shoreline speed boating in Miami, and motor scooting around Denver. If any of that appeals to you, read on for our shortlist of fantastic trips for 20-somethings. The following destinations have big personalities and plenty of flavor. Discover their unique dining and music scenes, cultural institutions, and outdoor pursuits, and you’ll certainly want to come back for more.
Along with incredible attractions and activities, these places host some superb vacation rentals, too. Booking a rental is often an affordable lodging option, and you’ll enjoy extra space, private outdoor areas, and amenities like a full kitchen and laundry. Not to mention you can stay in the heart of your destination, getting a more authentic local experience. You’ll be free to follow your own schedule, cook your own meals (more money savings!), but still be perfectly located to explore.
From Sin City to the Steel City, here’s our roundup of some of the best vacation spots for 20-somethings in America. And once you decide on a destination, you can book all your tours, activities, and attraction tickets right on TripAdvisor. Plus, our new 24-hour cancellation policy means you can pre-book before arriving, but still have the flexibility to cancel if your itinerary changes.
If you’re a music lover, then Nashville is no doubt one of the best trips to take in your twenties. Don’t leave Music City without catching a show at the Grand Ole Opry. There are so many great things to do in Nashville that it’ll be hard to narrow down—but you might consider this adult-only comedy singalong tour, a two-wheeled guided cycle route—including tips on where to eat, drink, and play—or this open-topped party bus tour. Spend some time hanging out in hip East Nashville for its arty feel, fantastic eateries and, of course, more live music.
“We returned to this lovely cabin in the woods to see if it was as magical as it was when we visited last November. We were not disappointed!” — TripAdvisor Reviewer
Glittering glaciers, stunning parks, jaw-dropping wildlife: Anchorage is a stunning place to visit with a plethora of amazing activities for 20-something travelers. While you’re here, check out the Alaska Native Heritage Center, dine on king crab or reindeer sausage, go dog-sledding, or, if you’ve timed your trip right, catch those Northern Lights. You can get the lowdown from a local on a biking and brewery tour, complete with complimentary beer tasting and appetizers. Alternatively, have your camera ready for this Insta-worthy full-day tour of Turnagain Arm and Portage Valley, including a tram ride, cruise, and in-the-know city tips.
Charleston, South Carolina
No stranger to travel awards, Charleston is certainly worthy among the best trips to take in your twenties. Explore this impossibly pretty place on a downtown culinary tour, unlock its sordid past on a dark side walking tour, or spook yourself out on the popular Ghost and Graveyard tour. Surfers can test out the waves at Folly Beach and art enthusiasts should investigate the exhibitions at the Halsey Institute of Contemporary Art. However you choose to spend your day, wind it up with some satisfying southern cooking.
Welcome to the live music capital of the world! There are several quirky tours to help you see the city your way—by Segway, paddleboard, bike, and more. On a hot day, take a dip in Barton Springs Pool or Jacobs Well spring. In the evening, experience the food trucks and bungalow bars of Rainey Street or the street art and music venues of East Austin.
Las Vegas, Nevada
The ultimate party town, Las Vegas is a firm favorite with 20-something travelers, who flock here to witness the lights of the Strip, catch a wild Vegas-style show, and take advantage of the nightlife that goes on until the sun comes up. You can save money and skip some queues with a Las Vegas Explorer Pass, or escape the bright lights and see the stunning scenery of Red Rock Canyon on a scooter car tour.
“This condo was perfect. It was exactly like the pictures and actually exceeded our expectations. It was close to everything and the view was amazing. The rooftop pool was breathtaking.” — TripAdvisor Reviewer
Good times abound in super-sunny Miami. You can zip along the coastline on a speedboat tour to spy on the island homes of the rich and famous, discover the city’s Cuban heritage on a Little Havana food and walking tour, or simply grab some blades and see South Beach the Miami way. At night, swerve the swanky high-end clubs and go for one of the relaxed beachside lounges with killer views. From March to September, check out the Pérez Art Museum’s Third Thursday event, with DJs, art exhibits, food and drink.
The spectacular island of Kauai is dotted with waterfalls, blanketed in rainforest, and fringed with coconut palms. What’s not to like? It’s an incredible trip in your twenties with some of America’s most stunning scenery—why not take it all in by zipline, by kayak, or by airvan? Hikers will love the trails through Koke’e State Park and the island’s arty hub of Hanapepe is well worth a visit to pick up a souvenir. Be sure to swing by the Dolphin in Hanalei for fresh seafood with your sunset views.
Set in the Jackson Hole Valley, this spot is one of the best vacation spots for 20-somethings who want an active getaway. Skiing in winter, exciting white-water adventures in summer, plus a great range of eco tours and guided fishing trips. Stop by the National Museum of Wildlife Art to witness its incredible collection, including works by O’Keeffe and Warhol. Or, don your cowboy boots for beers and some western dancing at the Cowboy Bar.
Start with your Liberty Bell selfie, then move on to all the other wonderful things Philadelphia has to offer. Choose the atmospheric Philly By Night tour, a fine art walking tour or even a pub crawl. This place is alive with festivals and events, especially in spring and summer; you can grab a bite to eat while swinging in a hammock at Spruce Street Harbor Park or follow Parks on Tap, a movable beer event that takes over green spaces around the city. For the ultimate taste of Philadelphia, grab a Philly cheesesteak from Geno’s Steaks.
Denver is a super-fun destination for 20-somethings, home to all sorts of happenings celebrating theater, music, food and drink. It’s also close to the Rocky Mountains for outdoor exploration of all kinds. You could choose to see the city on a motor scooter city tour, taking in sights like LoDo (Lower Downtown), the Coors Field baseball park, and the Denver Art Museum. Or you might prefer this craft beer crawl with a local expert. The River North Art District is worth a look for its free events and installations.
A good way to begin exploring this mountain city is a scenic cycle along the Riverfront Trail. You can also get to grips with the Northern Rockies on a mountain bike, play a game of disc golf, or explore the backcountry on horseback. Beer fan? You’re spoiled for choice when it comes to craft breweries, so make sure you stop to sample the local creations. And don’t leave town without snapping Missoula’s beloved vintage carousel.
“This studio was very artistically appointed with all the little touches to make it welcoming. Hosts were especially accommodating” — TripAdvisor Reviewer
This sports-loving city is home to the Boise River Greenbelt (a lovely place to linger), the Art Deco Boise Art Museum, and an exceptional dining scene. Join the queue at Big City Coffee for delicious baked goods, and then book a table at Fork for tasty, locally sourced food and drink. You can turn your city tour into a game with this smartphone-based scavenger hunt, which takes in major landmarks and outdoor art. Cover all the top brunch spots on this Sunday tour, followed by a scenic hot-air balloon ride at sunset.
The Steel City welcomes you in with its impressive city skyline, far-spanning bridges, and leafy parks. They’re sports mad here—hockey, football, baseball—so you can catch a game whenever you visit. Then there’s the unmissable Andy Warhol Museum in the North Shore neighborhood, home to the largest Warhol collection in the world. You can dine on top-quality Asian food in Squirrel Hill, or forage in the Strip district for fresh produce to enjoy back at your rental.
New Orleans, Louisiana
“One does not visit NOLA and not hit up Bourbon Street.” “Bourbon street is the Times Square of NOLA…a sensory overload and a smorgasbord of lasciviousness. Lots of energy and excitement.” “If you like the weird, wild and wacky this is the place for you.” — TripAdvisor Reviewers
Old-world charm, live music playing into the night, incredible cocktails, and as many po-boys, beignets, and oysters as you can eat—NOLA may very well be the best trip to take in your twenties. You can get your bearings on a scavenger adventure or a Segway experience, or go bar to bar on a drunk history tour. Drop in on the city’s excellent summer festivals and be sure to explore the hipster stretch of Magazine Street, with its coffee stops, craft brews, and vintage finds. Of course, leave yourself at least a few hours (or more) to take in famous Bourbon Street.
Greenville, South Carolina
Greenville is another top recommendation for travel in your twenties. You’ll find all the artisan coffee and craft beer you could wish for, plus regular live music that’s free to enjoy. Also free of charge is the Greenville County Museum of Art, which houses American art from the colonial era to the present day. A wander across the suspension bridge in Falls Park on the Reedy is a must. If you want the local lowdown, try a guided tour.