Hiking the Azores

Once paid, your registration deposit is non-refundable. Final payment is due before departure — your tour page has the specific dates — and is non-refundable after the due date. We'll send you a reminder a week or two before each deadline so nothing sneaks up on you. If a tour doesn't reach the minimum number of participants needed to run, WAI may cancel the departure — and if that happens, you'll receive a full refund of everything you've paid. It's rare, but we want you to know where you stand. See our General Tour Conditions for complete cancellation and refund details.

The Azores walks are moderate overall, with two days that step up in difficulty — the Agualva Bay coastal walk on Terceira (3B) and the Entre Montes walk on Faial (3C). These involve uneven volcanic terrain, some steep sections, and exposed clifftop paths. But shorter routes with easier terrain are available on both days — your guides go over the options each morning so you can choose the walk that fits your day. Sturdy hiking boots with good grip are essential (not trail runners). The volcanic rock can be slippery when wet, and rain is common. If you're comfortable on varied terrain and don't mind some hills, you'll love these walks — and if you'd rather take it easy on a given day, you always can.

Every WAI walk uses a two-part rating: a number (1–3) for incline and a letter (A–C) for terrain. Here’s what they look like:

Quick Reference

Each tour page also has a Tour Pace rating (1–5) and a Walk Challenge rating (1–5) that summarize the overall difficulty. Use these to compare tours at a glance — then check the day-by-day itinerary for the full picture.

You don't need to be an athlete. WAI tours range from gentle strolls through city streets to more adventurous walks on hills and trails — and most walking days offer a shorter or easier alternative so you can choose your level. If you enjoy walking regularly and can handle a couple of miles at a comfortable pace, you'll find tours that fit. More experienced walkers will find plenty to challenge them too. The best preparation is to walk regularly in the weeks before your trip, gradually building up distance. Every tour page shows walk-by-walk ratings so you can see exactly what's involved — and if you're unsure, give us a call. We love helping people find the right fit.

WAI groups are small by design — every group is kept intentionally small so you're never just a face in the crowd. Two WAI guides accompany every trip (plus local national guides on international tours), which means more personal attention, better access to local experiences, and the kind of camaraderie that turns fellow travelers into lasting friends. Check your tour page for specific group size details.

With help from local experts and walking guides, Classic Curated itineraries are crafted with extensive on-site planning by WAI tour planners. Our objective is to capture the essence of a destination by weaving together its culture, history, natural beauty, and culinary traditions into a walking-centric adventure. Think of it as a fully planned trip where each day is thoughtfully designed — not a self-guided hike, not a resort stay, but an immersive journey with a small group led by experienced WAI guides.

After you register, we'll send you an Adventure Advice email with everything you need to plan your trip — recommended flights, arrival airports, timing tips, and important steps to take before departure. One big thing: please don't buy your flights until you've seen this email. It'll save you headaches and help you find the best options. Closer to departure, you'll get a final packet with hotel details, a list of your fellow travelers, and a day-by-day schedule.

If a tour departure doesn't reach the minimum enrollment needed to run, WAI reserves the right to cancel it. If that happens, registered participants receive a 100% refund of all payments made to WAI. Most tours reach minimum enrollment well in advance, and cancellations are rare — but we want you to know we stand behind our commitment if it ever happens. In cases where supplier non-refundable deposits limit what WAI can recover, we'll do our best to apply unrecovered amounts as credit toward a future tour.

Our approach to wellness on tour encourages travelers to: focus on health before the tour so you start healthy; pace yourself while on tour, as travel is inherently stimulating and can mask energy drain; stay hydrated and rested, especially on long-haul travel days and at altitude; and speak up if you're not feeling well — our guides are trained to help and would rather know early. We travel in small groups where everyone looks out for each other, and our guides carry first aid supplies and know local medical resources at every stop. Read our full Wellness on Tour Policy for details.