★ Book a Trip Design Session | $60★ Book a Trip Design Session | $60

Billy Strasser

National Park Ranger | Outdoor Educator
National Park Exploration
U.S. Historian

Where I Can Help

📍West Virginia: New River Gorge National Park & Southern West Virginia

I retired from New River Gorge after years as a park ranger and interpreter. Whether you’re interested in whitewater rafting, mountain biking, or exploring the region’s rich industrial and natural history, I can help you experience southern West Virginia like a local.

📍Alaska: Glacier Bay, Skagway & Juneau

I spent seasons living and working in Alaska’s coastal parks, helping visitors connect with some of the wildest landscapes in the country. From sea kayaking in Glacier Bay to historic insights in Skagway and Juneau, I know how to plan for weather, wildlife, and logistics in these remote areas.

📍Florida: Dry Tortugas National Park

Getting to Dry Tortugas is half the adventure—and I can help you make the most of your time once you arrive. I’ve snorkeled its reefs, explored the fort, and helped countless visitors prepare for this off-grid park in the Gulf of Mexico.

📍Tennessee: Great Smoky Mountains National Park

With a background in both history and outdoor interpretation, I love helping travelers find the perfect mix of scenic trails, cultural landmarks, and wildlife in the Smokies.

📍Virginia: Williamsburg, Yorktown & Jamestown

As a historian and former ranger, I can offer a deep dive into this region’s colonial past—from guided battlefield walks to hidden local museums and engaging living history.

Book Your Trip Design Session with Billy

Includes:
  • 25-min Zoom call with your expert
  • TripGuide delivered post call including: all recommendations from call, personalized logistics, custom Google map, and day-by-day itinerary (if applicable)
Note: your TripGuide is editable and sharable so you can loop in your travel companions

Meet Billy

Hi, I’m William. I grew up on a farm wandering fields looking for arrowheads, so it’s no surprise that I combined my love of the outdoors with a deep passion for history. I’ve worked as a National Park Service ranger and educator across more than 12 park sites, helping people connect with nature and the stories of place.

Most recently, I retired from New River Gorge National Park in West Virginia. These days, my wife and I run a small business designing wayside signs for local parks, and we’re heading back to school soon to study art! Whether you’re looking to get off the beaten path, uncover regional history, or just find the best trails and views, I’m excited to help.

My Favorite Adventures

⛺ Backpacking through trail-less wilderness in Denali National Park

🐋 Sea kayaking with humpback whales in Glacier Bay

🦈 Snorkeling with sharks in Dry Tortugas

🚴‍♂️ Whitewater rafting and mountain biking in New River Gorge

What Travelers Are Saying

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Trip Reports by Billy

Get to know my travel style and see my favorite spots and activities
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How It Works

One call and you're dialed in.
1

Book your session.

Click to book a session where youwill be prompted to tell me moreabout your trip, select a time thatworks for you on my calendar, andcomplete payment. It's $60 for a30-minute call.

2

Let's chat.

We'll meet over Zoom video call anddive into your ideas, questions, andgoals. I'll share local tips, itineraryquestions, and guide you to the bestspots.

3

Get your personalized TripGuide.

Within a few days, you'll receive acustom TripGuide in your inbox:

→ A day-by-day itinerary

→ Local recommendations withlinks

→ A shareable, interactive map

All tailored to your travel style—and builtto help you have the best possible trip.

Extras & Credentials

📚 Historian with decades of interpretation experience
🧭 Former NPS ranger at 12+ national parks
🪧 Designs interpretive signage for local parks
🎨 Returning to school to study art

Book a Trip Design Session

Let's design your dream trip—together.

What you get:

  • 25-min Zoom call with your expert
  • Personalized TripGuide with your recommendations, logistics info, and a day by day approach following the call
  • Custom Google map, curated by your expert

Note: your map and TripGuide are shareable so you can give to your travel companions

Send me a message

We've got it! Your expert will review you details and we'll follow up shortly via the email you provided.
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Frequently Asked Questions

What happens during a trip call?
During our 25-minute call, we'll discuss your travel style, preferences, and specific goals for your trip. I'll ask questions to understand what makes you tick as a traveler. After our call, I'll send you a custom TripGuide with recommendations tailored to your interests.
How soon will I receive my custom TripGuide?
You'll receive your personalized TripGuide within 3-5 business days after our call. For rush requests, please mention this during booking and I'll do my best to accommodate your timeline.
Can you book accommodations and experiences for me?
Yes! After reviewing your TripGuide, you can let me know which accommodations and experiences you'd like me to book. I'll handle all the reservations for you at no additional cost beyond the standard booking fees.
How does Outdoorable work?
Outdoorable connects you with experienced outdoor pros through 1:1 video calls. Whether you’re deciding between destinations, need insider tips for a specific trail, or want advice tailored to your skill level, our experts are here to help. Simply browse expert profiles, book a call, and get the guidance you need to plan your next adventure with confidence.
What can I ask an Outdoorable expert?
Anything about your outdoor trip! Need advice on hiking routes, family-friendly trails, or navigating backcountry terrain? Want to know the best time to visit Patagonia or if a specific climb is doable for your skill level? Our experts are here to give personalized insights based on their firsthand experience.
How long are the calls?
Calls are 30 minutes, giving you plenty of time to ask questions, explore options, and get personalized advice. If you need more time, you can always book a follow-up session.
Can I choose which expert to talk to?
Yes! You can browse detailed expert profiles to find someone who matches your destination or activity needs. Whether it’s a hut-to-hut trek in the Alps or beginner-friendly kayaking in Croatia, you’ll find an expert who’s been there and done that.
What happens after I book a call?
Once you book a call, you’ll get a confirmation email with a link to share your questions or trip details in advance. This helps the expert prepare and ensures you get the most out of your session. You’ll also receive a link for the video call closer to the appointment.
How much does it cost?
A 30-minute call costs $60, with $45 going directly to the expert. We believe in fair pay for our pros who have invaluable expertise while keeping it affordable for adventurers.
What if I need to reschedule or cancel?
We get it—plans change. You can reschedule or cancel your call up to 24 hours before the scheduled time. Just head to your confirmation email for details on how to make changes.
What if I don’t find the call helpful?
We strive to connect you with the best experts and provide actionable advice. If you feel your call didn’t meet your expectations, let us know. We’ll work with you to make it right. All Pros can see your questions in advance, and they will let us know beforehand if they don’t think they are the best person to provide insight.
Can I share the call with someone else?
Yes! Whether you’re planning a trip with friends or family, feel free to include them in the call. Just make sure everyone’s ready to hop on when the session starts.
Do experts plan my trip for me or give me an itinerary?
No, Outdoorable is not a trip-planning service. Our experts provide personalized advice, answer questions, and guide you with insights to help you plan your trip. Think of it as having a knowledgeable friend with all the lowdown so you can plan your perfect trip.
How do you choose your experts?
Our experts are handpicked for their firsthand experience, regional knowledge, and ability to give actionable advice. Many are professional guides, trip designers, or seasoned adventurers with years of expertise. That means their jobs are to find the best places off the beaten path. Needless to say… you’re in good hands.
What kind of trips can Outdoorable help with?
Outdoorable is perfect for all types of nature-based adventures:
• Planning a big bucket-list adventure
• Deciding between destinations based on your outdoor skill level and interests
• Finding hidden trails, parks, routes
• Preparing for a solo trip, family outing, or group adventure