Ways To Travel with The Walking Connection
Join The Walking Connection and step into a meticulously crafted journey—personally designed by visionary travel designer and Walking Connection Founder and President, Jo Ann Taylor.
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Every element of your experience is hand-selected with intention: boutique accommodations, exceptional local guides, thoughtfully prepared meals, and seamless transportation—all sourced from trusted partners who meet our uncompromising standards of quality. Jo Ann’s discerning eye ensures every detail is accounted for, and every provider is held to the highest level of excellence.
From the moment your journey begins, we’re quietly in the background—monitoring every detail, keeping comprehensive records, and standing ready to navigate the unexpected. We do the behind-the-scenes work so you can stay fully present in the moment.
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So, what does this mean for you?
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It means an added layer of security, comfort, and confidence enveloping your journey. With The Walking Connection, booking isn't merely securing a trip; it's entrusting your dreams to a network that shares your aspirations. Rest assured, we stand by our promise, ready to ensure your adventure exceeds expectations every step of the way. We've got your back, so let's embark on this unforgettable journey together!
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Choose a Mode of Travel That Matches Your Lifestyle!
Independent Travel Adventures
Scripted Itineraries, Guided, Self-Guided & Guide Assisted Journeys - Go Anytime
Signature Adventures,
Jo Ann Taylor
PRIVATE, CUSTOM
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​​Any number of people.
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Custom Interactive Itinerary
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Private Transportation
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Private Meals
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Custom Select Accommodations
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Resident Professional Interpretive Guides.
For Solo Travelers, Couples, Families & Small Groups
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Travel on your own terms. Whether solo, with a partner, family, or friends, we create private itineraries tailored to your pace, interests, and comfort level.
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Choose rustic or refined. City pulse or wild solitude. Leisurely walks or ambitious treks. Your itinerary is shaped by your vision—then elevated by our experience.
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From the Sahara's rolling dunes to the Galapagos' pristine shores and the sweeping plains of the Serengeti, your dream destination becomes your reality, crafted to perfection.
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Now accepting a limited number of guests for Signature Private Adventures in 2025, 2026, and 2027.
Ready to begin your custom journey? Connect with us and let's create something extraordinary.
INDEPENDENT TRAVEL ADVENTURES
You. Your Friends. Your Family. You Pick. Anytime.
SCRIPTED, GUIDED, SELF-GUIDED & GUIDE ASSISTED JOURNEYS
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Good for solo travelers and from 2-12 people.
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Semi-Custom Interactive Itineraries
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Transportation & Luggage Transport
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Most Meals
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Accommodations
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Resident Professional Interpretive Guides
Travel on Your Terms, Not on a Schedule
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Independent doesn’t mean alone. With Walking Connection, you explore the way you want—with just the right amount of structure, support, and freedom.
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Scripted, Guided Journeys
Join a fully planned experience led by expert local guides. These curated adventures span 30+ countries, with choices ranging from modest comfort to full indulgence.
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Self-Guided
Prefer to wander at your own pace? We provide detailed itineraries, maps, and insider tips. You handle the experience—we take care of the logistics and luggage.
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Guide-Assisted
Enjoy the best of both worlds: freedom to roam with the reassurance of a guide when you need them—for context, safety, or connection.
It’s your journey. We just help make it easier to enjoy.
SMALL GATHERINGS (Groups)
Small Gatherings Highlights
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6-12 people.
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Planned Interactive Itinerary
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Transportation
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Most Meals
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Accommodations
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Local Professional Interpretive Guides
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Walking Connection Hosted
Shared Journeys with a Personal Feel
Sometimes the best travel moments are the ones you share. Our small group trips are designed for connection—between people, cultures, and places.
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Group sizes are intentionally limited, creating space for meaningful conversations, quiet moments, and shared discoveries. Each itinerary is led by experienced guides and carefully paced to allow time to explore, reflect, and enjoy.
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Whether it’s hiking in the highlands, tasting your way through a market, or watching a sunset in stillness, you’ll be traveling with others who value depth over speed and quality over quantity.
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Thoughtfully planned. Never rushed. Always real.
How You Travel Matters
At Walking Connection, we believe the how of travel is just as important as the where. That’s why we offer three distinct ways to explore the world—each designed to match your personal rhythm, comfort level, and sense of adventure.
Whether you prefer the quiet flexibility of independent travel, the intimacy of a private custom journey, or the shared energy of a small group, every experience is crafted with care, intention, and attention to detail.
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No matter which path you choose, you can expect thoughtful planning, authentic connections, and the confidence of knowing you’re never just another traveler—we know your name, your story, and why this journey matters to you.