9 Best All-American Vacation to Take Now – Finding Americana

Look, we get it. You’re itching to embrace your inner American spirit animal (probably a bald eagle, let’s be real) and hit the road for some good old-fashioned adventuring. Whether you’re dreaming of hanging with Mickey (who, between us, probably needs an American vacation himself) or channeling your inner cowpoke in Tombstone, we’ve got the ultimate guide to living your best American life on the road.

The Nitty-Gritty Travel Logistics (Because Someone’s Gotta Be the Adult Here)

Before we dive into the fun stuff, let’s talk about how to actually make an American vacation happen without selling your favorite coffee maker.

Wheels That Won’t Break the Bank

• Discover Cars: Rent the perfect car for your adventure, whether you’re cruising in a compact or hitting the road in a convertible.
• RVshare: For when you want your hotel room to follow you around like a loyal puppy.
  • Pro tip: First-time RV renters get sweet discounts.
  • Many owners offer contactless pickup (perfect for awkward humans).

Places to Rest Your Adventure-Weary Head

• Booking.com: From roadside motels to five-star resorts, find the perfect spot to rest your head after a day of adventuring.
• VRBO: Book unique vacation homes, from secluded cottages to rustic getaways, perfect for a true escape.

Now, Onto The Good Stuff…

1. Route 66: The Mother of All Road Trips

Did you know that most people driving Route 66 these days are foreign tourists? Yep, it’s true! We’re proud to say we’ve driven the whole stretch—from Chicago to Santa Monica. This iconic route kicked off in 1926, hit its peak in the ’40s and ’50s, then fell off the map a bit. But don’t worry, folks—it’s back! Route 66 is experiencing a bit of a revival, and it’s calling all road-trippers to rediscover its charm.

Driving Route 66 is pure Americana. It’s got that nostalgic feeling of simpler times, but also a touch of hardship and resilience. You’ll roll through towns that time seems to have forgotten, making you appreciate the moments when life is good—because, let’s face it, it doesn’t last forever.

Favorite Stops Along the Way

Back in the day, Route 66 was famously known as “America’s Highway.” It was the road that millions traveled between Illinois and California. But after WWII, the national highway system came into play, and Route 66 fell into disrepair. These days, though, it’s attracting a new generation of road-trippers, and the once-forgotten road is slowly making a comeback.

Route 66 will forever remain an American icon. It’s something that should be explored, whether you have a week or just a weekend to spare. Trust us, it’s worth it.

Some of our favorite Route 66 stops in our home state of Illinois:

• Pontiac, IL: 25 massive Route 66 murals and enough Route 66 attractions to make you want to overnight here.
• Lincoln, IL: Home of the World’s Largest Covered Wagon and the famous 8th Judicial Circuit Courthouse.
• Taylorsville, IL: The world’s only statue of Abe Lincoln and a pig. Yep, you read that right.
• Springfield, IL: Lincoln Home National Historic Site—because, why not get a dose of history?
• Livingston, IL: Home to the legendary Pink Elephant Antique Mall. A quirky stop with a whole lot of character.

2. Florida Theme Parks: Where Adults Can Finally Admit They Still Love Mickey

Let’s be honest – you’re never too old for mouse ears. But now you can pair them with a sophisticated wine flight at Epcot (look at you, being all grown up).

Pro Tips for Theme Park Survival:

• Stay at Disney’s Fort Wilderness Campground or one of Orlando’s amazing theme homes – bring your RV or rent a cabin.
• Find discounted theme park tickets and skip the lines for more fun and less wallet stress.
• Check out nearby VRBOs with pools (because Florida).

3. Tombstone, Arizona: Embrace the Wild West

Tombstone is “The Town Too Tough to Die,” filled with old-timey saloons, period costume reenactments, and even ghost sightings! For Wild West enthusiasts, Tombstone offers a true throwback experience.

Stay & Experience:

• Stay at nearby western-themed inns like The Tombstone Grand Hotel.
• For RV rentals in Arizona, check out RVshare.

4. Go Glamping in America’s National Parks With Under Canvas

For those who like a little comfort with their adventure, Under Canvas offers glamping experiences at national parks like Yellowstone, Glacier, and Zion. Their tents include amenities like wood-burning stoves and private decks, so you can enjoy the great outdoors in style.

5. Say Aloha to Hawaii – Beach, Volcano, Repeat!

For those looking to splurge, Hawaii is paradise on earth. From the lush landscapes of Kauai to the volcanic terrain of the Big Island, each island offers something special. Perfect for those in need of a relaxation or adventure—or both! Find an affordable Hawaii vacation package here!

6. Washington, D.C. – Feel the History For Free

If you’ve never been to Washington, D.C., prepare for your jaw to drop (and maybe shed a tear or two at all the history). Walking around D.C. is like strolling through a living museum. And the best part? Many of the major attractions are totally free. No need to break out the wallet to feel like an American hero.

Some of the must-dos in D.C. include:

• Take a stroll through the Federal Triangle and soak in all that history.
• Get lost in the Smithsonian Museums (good luck choosing just one).
• Walk through the US Holocaust Memorial Museum and reflect on the past.
• Pack a picnic and hang out at the National Mall. The Lincoln Memorial is an extra bonus.
• Take a walk along the Tidal Basin (perfect for cherry blossoms in spring).
• Check out the World War II Memorial at night—it’s an experience.

7. New York City – Living For the City

New York City isn’t just a city—it’s an experience. It’s the pulse of America—and while it’s perceived as being very expensive there are plenty of affordable places to stay. Whether you’re wandering through Central Park or navigating the chaos of Times Square, there’s never a dull moment. People walk faster here, they talk faster, and everything is just… faster. But that’s part of the magic.

Don’t miss:

• Times Square—because even if you’ve seen it in movies, nothing compares to the real thing.
• Take a ferry ride to see Lady Liberty up close.
• Catch a Broadway show (and maybe even get a selfie with the performers… after the show, of course).
• Stroll through Central Park and feel like you’re in a rom-com.

8. Door County, Wisconsin – For Wine and Beaches

Door County, Wisconsin—don’t let the name fool you. It’s way more charming than it sounds. With miles of coastline, quaint towns, and more wineries than you can shake a glass of rosé at, Door County is pure American vacation vibes. It’s the place to slow down, soak in the views, and have an utterly relaxing time.

Must-do activities in Door County:

• Take a scenic drive down Highway 42 and bask in the beauty.
• Stop by the Swedish restaurant with goats grazing on the roof (yes, really).
• Feast on a traditional fish boil and sip some local wine (or cider). You won’t regret it.
• Have a picnic by the lighthouse for the ultimate peaceful experience.
• Hop on a ferry to Washington Island and cross Death’s Door—yes, it’s as cool as it sounds.

9. Experience Wine Country With a Pit Stop in San Francisco

Fly into San Francisco, where the fog is cool, the food is amazing, and the sights are iconic. Spend a couple of days here before heading north to Napa and Sonoma to sip wine and pretend you’re living the vineyard life (you deserve it).

Napa Valley and Sonoma County are home to over 600 wineries—yes, you heard that right. Whether you’re a wine connoisseur or just in it for the views, it’s a must-visit destination. Try out a few unique experiences while you’re here:

• Take a hot air balloon ride over the vineyards (your Instagram will thank you).
• Picnic in a vineyard with wine in hand. It’s basically a law here.
• Hop aboard the wine train for an old-school experience with modern luxury.
• Soak in the Calistoga mud baths for the ultimate relaxation.

American Vacation Adventures

No matter where you roam, there’s no shortage of adventures that embody the spirit of an American vacation. From the open road along Route 66 to the lively streets of New York City, there’s something for everyone. Whether you’re soaking in history in Washington D.C. or sipping wine in Napa, your next adventure is waiting to unfold. So grab your gear, hit the road, and let the true American experience come to life—because, let’s face it, this is the kind of trip that stories are made of.

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