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

Rebekah Geiselman

Former Professional Guide | Outdoor Educator | Wilderness First Responder | Extreme Athlete
Backpacking
Solo Travel
Environmental Education
Multi-generational groups
Slow Travel

Where I Can Help

📍California: Los Angeles Area & Point Reyes

I currently work as an environmental educator with Friends of the Los Angeles River, teaching students about the natural history of this often-overlooked ecosystem. I also volunteer on youth camping and hiking trips, helping first-time adventurers find comfort outdoors. On my own time, I love backpacking the California coast—especially Point Reyes, where I’ve experienced some of my most meaningful solo trips.

📍Adirondacks, New York

I grew up spending summers in the Adirondacks, learning outdoor skills from my dad (a scoutmaster) and exploring trails around a rustic summer camp. I love helping travelers reconnect with nature in this classic East Coast wilderness.

📍Virginia & the Mid-Atlantic

When I was furloughed during the pandemic, I rediscovered my love of the outdoors by exploring Virginia. It’s where I took my first solo backpacking trip, learned how to hike with my cat, and fell in love with outdoor adventure as an adult.

📍Southwest & Cross-Country Travel

After years at a desk job, I left it all behind and moved west to begin a career in outdoor education and guiding. I’ve driven solo across the U.S. twice and know how to build flexible, empowering itineraries for independent travelers ready to make a change.

Book Your Trip Design Session with Rebekah

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 Rebekah

Hi, I’m Rebekah! I grew up learning about the outdoors from my dad on summer trips to the Adirondacks. After getting furloughed during the pandemic, I reconnected with nature through solo backpacking and exploring my new home in Virginia. One thing led to another—and now I’ve built an entirely new life and career outdoors.

Over the last few years, I’ve worked as a backpacking and kayak guide with REI Experiences and now teach environmental education in Los Angeles. I love working with first-time adventurers and multigenerational groups, helping people gain confidence, learn new skills, and experience the kind of wonder that keeps us coming back to the trail.

My Favorite Adventures

⛺ A solo backpacking trip in Point Reyes, where I slowed down, journaled, and found a waterfall on the beach with no one else around

🌧️ Hiking out in torrential rain on the final day—soaked, exhilarated, and feeling more grounded than ever

🚐 Driving solo across the U.S. twice, with my adventure cat along for the ride

What Travelers Are Saying

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Trip Reports by Rebekah

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

📜 California Naturalist Certification
🧭 Wilderness First Responder
🌿 Environmental educator with Friends of the Los Angeles River
🐾 Known to hike with a cat
📚 Passionate about helping new adventurers build confidence outdoors
🌊 Former REI Experiences backpacking and kayak guide

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