Expert Vagabond

menu icon
go to homepage
  • Destinations
    • All Travel Blogs
    • Africa
    • Asia
    • Caribbean
    • Central America
    • Europe
    • North America
    • Middle East
    • Polar Regions
  • Travel Tips
    • Best Travel Tips
    • Find Cheap Flights
    • Book A Hotel
    • Travel Safety Guide
    • Get Travel Insurnace
  • Gear Guides
    • Ultimate Packing List
    • Best Travel Backpacks
    • Best Travel Cameras
  • Living Abroad
    • Digital Nomad Tips
    • Best Travel Jobs
    • Moving To Europe
    • Get An EU Passport

subscribe
search icon
Homepage link
  • Destinations
    • All Travel Blogs
    • Africa
    • Asia
    • Caribbean
    • Central America
    • Europe
    • North America
    • Middle East
    • Polar Regions
  • Travel Tips
    • Best Travel Tips
    • Find Cheap Flights
    • Book A Hotel
    • Travel Safety Guide
    • Get Travel Insurnace
  • Gear Guides
    • Ultimate Packing List
    • Best Travel Backpacks
    • Best Travel Cameras
  • Living Abroad
    • Digital Nomad Tips
    • Best Travel Jobs
    • Moving To Europe
    • Get An EU Passport

×
Home » North America » United States

Hitchhiking America: End Of The Road (Part 11)

Published: Feb 10, 2014 · Modified: Aug 14, 2019 by Matthew Karsten · This post may contain affiliate links ·

Hitchhiking the United States
Hitchhiking America: End of the Road

Stevensville, MD

With only 100 miles between me and the Atlantic coast, today was the day. Time to embark on the final stretch of my hitchhiking adventure across the United States.

[su_note note_color="#F7F7F7" text_color="#333333" radius="3" class=""]

START HERE: Hitchhiking Across America
[/su_note]

Day 37 of my journey across the United States began with a boat ride across the Chesapeake Bay. With no good places to catch a lift on the opposite side, I'm forced to walk about a mile into the town of Stevensville.

There's a Cracker Barrel in town. I decide to treat myself to a large breakfast. This could well be my last day hitchhiking, after all.

With a belly full of eggs, grits, and buttermilk biscuits, I attempt to locate some cardboard for a sign.

After finding some in a gas station dumpster, I scrawl out "OCEAN" in big block letters with my oversized sharpie.

Hitchhiking in Maryland
Ride #34: Nebraska the Alligator Chef

Ride #34: Nebraska the Alligator Chef

I then walk towards the edge of Route 50 to assume the position. Sunglasses off, sign in one hand, thumb out with the other, and a big smile on my face.

A run-down Buick pulls over 10 minutes later. The guy inside leans over and says he can drive me to a town called Trappe about 40 minutes away.

I climb in and learn that Nebraska (that's his name) used to travel the world as a military brat with his parents.

A hardcore Pittsburgh Steeler's fan, he was recently laid off from his factory job.

These days his passion is cooking (and eating) alligator meat. He explains that deep-fried alligator tail is a dish not to be missed. I promise him that I'll try some next time I see it on the menu.

Hitchhiking in Maryland
Don't Worry, I'm a Travel Blogger

Importance of a Good Sign

Nebraska drops me off at another gas station where I grab a snack and decide to try a new sign. A few readers following the trip in real-time on my Facebook page recommend I try one that simply says "Travel Blogger".

So I spend 15 minutes sitting on the curb putting it together.

While I'm working, a pair of delivery guys walk up and ask if I need a lift West. "Wrong direction," I say. "I'm headed to the ocean. But thanks!".

And here I thought hitchhiking on the East coast was going to be difficult...

Hitchhiking in Maryland
Ride #35: James the Marine

Ride #35: James the Marine

With my new sign complete, I find a spot along the road with enough room for a car to pull over. But that's not necessary, as a young guy walks over from the parking lot to offer me a lift after only 10 minutes.

James is a US Marine currently studying environmental science under the GI Bill. He's never hitchhiked himself, but occasionally picks people up.

He and his friend were headed to the town of Salisbury, another 40-minute drive.

I hop in the truck and we take off down the road. This day is going great so far!

James drops me off at yet another gas station on the outskirts of Salisbury. I ditch the travel blogger sign and pull out my "OCEAN" one once again, standing near the entrance.

Hitchhiking in Maryland
Ride #36: Ed the Boat Builder

Ride #36: Ed the Boat Builder

Most people need a really good look at you before they'll commit to picking up a hitchhiker. Which is exactly what Ed did before he pulled over.

He saw me on the way in, contemplated it while he purchased gas, and made the decision on his way out. I jumped into my 2nd Land Rover of the trip and we drove towards the coast.

Ed builds yachts for a living. Including the world's fastest propeller powered speedboat called The Phenomenon.

He's also an ex-Navy explosives diver who helped put out oil well fires (using explosives) during the Gulf War. Ed is one interesting guy.

Maryland Pony
Assateague Island Pony

Time to Celebrate!

When Ed discovers he's my last ride on this epic adventure, he offers to give me a personal tour of the Maryland coastline. We stock up on "beverages" and drive out to Assateague Island.

It seems Maryland has its very own population of wild island ponies!

Assateague ponies are a unique breed of feral horses that live on the island. Numbering about 300, each year some are rounded up and auctioned off to breeders nationwide to pay for local fire-fighting equipment.

Next we grab some food (soft shell crab) at a place called Captain Joe's Shrimp Boat, more drinks, and Ed drops me off in Ocean City. My final destination.

Hitchhiking the USA
Celebrating in Style

Mission Accomplished

Ocean City is one of those slightly cheesy beach towns with a boardwalk, carnival rides, resort hotels, and saltwater taffy on every corner.

To make my coast-to-coast trip official I'd need to go for a dip in the ocean.

So I whip up one final cardboard sign and walk to the beach. On the hot sand I meet Shai, Marina, and Laurentia, a group of sunbathing bikini girls, who help me celebrate the end of my journey in style.

Hitchhiking across the United States has been one of my favorite travel adventures so far. Something I've always wanted to attempt. Everyone told me it would be dangerous or impossible these days. They were wrong.

Most of the people I met were friendly, sane, and fascinating.

Succeeding in this only strengthens my desire to do more of it. ★

[su_note note_color="#f7f7f7" text_color="#333333" radius="3" class="quote"]“If you fuel your journey on the opinions of others, you are going to run out of gas.” ~ Steve Maraboli[/su_note]

[su_note note_color="#F7F7F7" text_color="#333333" radius="3" class=""]

Route: Stevensville, MD to Ocean City, MD | Distance: 104 Miles
[/su_note]

Hitchhiking America: Final Stats

Starting Point: Seaside, OR
Ending Point: Ocean City, MD
Total Distance: 3,500 miles
Total Days: 37
Total Rides: 36
Modes Of Transportation: Plane, Train, Cars, Motorcycle, Big Rig, Boat
Total Money Spent: About $700

Mission Accomplished!

My hitchhiking journey across the United States is now complete. You can read about the whole adventure using the links below.

Follow My Hitchhiking Journey

  1. A Slow Start In Oregon
  2. Hopping My First Freight Train
  3. Surfing Couches In Seattle
  4. Hot Tubs & Pancake Sandwiches
  5. Captain Kitty Litter & The Motorcycle
  6. Crashing A Wedding In Montana
  7. Trucking Across The Heartland
  8. Hitchhiking On An Airplane
  9. Using Rain & Body Odor For Rides
  10. Sexy Stalkers & A Cruise To Die For
  11. End Of The Road In Maryland

Have you ever been hitchhiking before? Have any questions about it? Let me know in the comments below!

More United States

  • Statue of Liberty
    5 Reasons To Avoid Visiting The US This Year (Plus Great Alternatives)
  • Things To Do In New York City
    15 Things To See & Do In NYC On A Budget
  • Things To Do In Key West
    25 Best Things To Do In Key West Florida
  • Waimea Canyon Kauai
    Kauai's Grand Canyon: Visiting Waimea State Park
  • SHARE
  • TWEET

HI! I'M MATT

Travel blogger, digital nomad, and American expat living abroad in France. Join me & my family as we share useful travel tips from 10 years traveling around the world.

MORE ABOUT ME

Popular

  • Goodbye America! (We're Moving To Europe)
  • Safe cities in Mexico
    20 Safest Cities in Mexico To Visit Or Live In
  • Merida, Mexico
    10 Best Things To Do In Mérida, Mexico
  • Mayan Train
    Tren Maya: Travel The Yucatan By Mayan Train

Seasonal

  • Valladolid Mexico
    Best Things To Do In Valladolid, Mexico
  • Renting Car in Mexico
    Renting A Car In Mexico: Everything You Need To Know
  • Marrakesh Morocco
    Best Things To Do In Marrakesh, Morocco
  • Visiting the Colosseum in Rome
    Tips For Visiting The Colosseum In Rome

Footer

↑ back to top

Travel Resources

  • My Best Travel Tips
  • Picking Travel Insurance
  • How To Find Cheap Flights
  • Travel Safety Advice

Social Media

Living Abroad

  • Digital Nomad Guide
  • Best Travel Jobs
  • Digital Nomad Visas
  • Getting EU Passport

Travel Blog | About | Policy Page | Contact

Some of the links on this website are affiliate links. We make a small percentage if you purchase products through those links. It does not cost you anything extra and helps keep this site running. As an Amazon associate we earn a small percentage from qualifying Amazon purchases.

© 2025 Expert Vagabond Travel Blog | Digital Nomad Living Abroad