Maureen Flaherty

Get To Know Maureen Flaherty

Hi, I’m Maureen. I grew up in Idaho with the mountains and rivers as my playground, which led me to a career in adventure travel. I’ve spent over a decade guiding and designing outdoor experiences across Ireland, Indonesia, Hawaii, and the U.S. Southeast. Whether it’s cycling quiet backroads in County Kerry, hiking jungle trails in Bali, or paddling Hawaii’s coastline, I love helping travelers find the best outdoor experiences.

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The outdoors has shaped every chapter of my life. Growing up in Boise, Idaho, I was lucky to have nature at my doorstep. I spent my childhood exploring the foothills and rivers, always drawn to the feeling of freedom that comes with moving through a landscape. That love for the outdoors eventually led me to guiding, where I’ve spent years helping others experience the beauty of adventure travel firsthand.

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My Favorite Adventures:

🏕️ Cycling Southwest Ireland – Pedaling quiet backroads through rolling green landscapes, with the Atlantic always on the horizon.

🚴‍♂️ Exploring Bali’s Trails – From rice terraces to jungle paths, every hike here feels like stepping into a postcard.

🎒 Paddling Hawaii’s Coastline – Crystal-clear waters, rugged cliffs, and the best kind of challenge—what more could you want?

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Expertise & Interests:

🌍 Solo & Multi-Generational Travel – I’ve led trips for all types of travelers, from solo adventurers to families with mixed skill levels.

🏕️ Cycling & Multi-Sport Travel – If you love mixing it up between biking, hiking, and paddling, I can help craft the perfect itinerary.

🚴‍♂️ Scenic & Off-the-Beaten-Path Routes – Whether in Ireland, Indonesia, or the U.S., I know the best trails to avoid the crowds.

🥾 Adventure Travel Planning – Looking for a trip that balances adventure, culture, and downtime? I can help.

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Specializations

Hiking

Cycling

Paddling

Caving

Yoga

Where Maureen can help

📍 Southwest Ireland

From the rugged coastline to the rolling green hills, I’ve explored some of the most breathtaking routes in County Cork and Kerry.

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📍 Bali & Nusa Islands

Ubud’s jungle trails, Uluwatu’s coastal cliffs, and the untouched beauty of Nusa Penida and Lembongan are some of my favorite places to hike and explore.

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📍 Hawaii - Big Island

Whether hiking through lush valleys or exploring volcanic landscapes, I can help you navigate the best outdoor experiences on the island.

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📍 Asheville & Greenville

The Blue Ridge Mountains are packed with hidden gems for hiking and cycling—let me help you find the best trails and scenic routes.

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Some happy campers

January 13, 2025

The call was informative and a good time. The TripGuide sent to us after the call was even more detailed and helpful than I expected. We shared with all our friends coming on the trip and they loved it too.

Eric, headed to Costa Rica

January 16, 2025

Maureen helped me figure out where to stop along the Ring of Kerry (including all the places for a good pint). She helped me weave a little adventure into my trip, but gave my so many insider recs for the towns too. Beyond expectations.

Pamela, headed to Ireland

Common Questions

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