Welcome to an island-world of traditional villages, lake-filled calderas, and ancient vineyards—the Azores! On this volcanic archipelago just a five-hour flight from Boston, we explore four enchanting islands: Sâo Miguel, Faial, Sâo Jorge, and spectacular Pico, each with its own personality and terrain. We'll hike along crater rims, cross rugged moorlands above a deep blue sea, and follow ancient canadas (pathways) that link farms and villages. Complementing our hikes, we'll head out for whale watching, dine on catch-of-the-day fish at cozy local spots, and relish the unhurried pace of Azorean life. Our accommodations include a refurbished 16th century fort, a 17th century townhouse, and an Art Deco hotel with thermally heated bathing pools.
Arrive: São Miguel Island, Azores
Depart: São Miguel Island, Azores
Pricing below is per person and based on double occupancy. The earlier you book, the more choice you’ll have. WT also has the most generous cancellation and transfer policies in the industry, we make it easy if you change your mind. Have a small group of your own? Take over an existing date or choose your own. You’ll have your own private guide–and the adventure–all to yourselves!
$600 due at time of reservation
90 days prior to departure: Balance
Up to 91 days prior to departure: No Charge!
61-90 days prior to departure: 25% of trip cost
46-60 days prior to departure: 50% of trip cost
45 days or less: 100% of trip cost
Scroll through our signature accommodations for this trip below. Although it is highly unlikely, we may make substitutions when necessary.
Ponta Delgada, Portugal
Day 1 (1 night)
With a great location in the center of town, near Ponta Delgada's cafes and historic churches, the Talisman is a historic 17th century building converted into a charming hotel. Guest rooms differ in size and shape, but most have views of the port. The hotel is decorated in an Art...
Days 2-3 (2 nights)
The Pousada Forte is a restored fortress set along a promenade on Horta's port. It offers comfortable rooms overlooking the harbor and a great swimming pool. The views of Pico Island are breathtaking.
Days 4-5 (2 nights)
Days 6-7 (2 nights)
The simple but comfortable Hotel S. Jorge Garden has guest rooms with panoramic views of Pico Island, a friendly bar, and a lovely saltwater swimming pool. In the evenings, guests can hear the sounds of the local Cory's shearwaters coming back to their colony to roost for the night.
Days 8-9 (2 nights)
The historic Terra Nostra Garden Hotel, surrounded by calderas and thermal springs, is the perfect spot to enjoy São Miguel's natural geothermal wonders. You can step right out of your room and straight into the garden to relax in bubbling hot springs. The hotel is...
We'll hike along crater rims in a volcanic landscape, traverse rugged moorlands above a deep blue sea, and follow ancient canadas (pathways) that crisscross the islands linking farms and villages. Occasionally there are steeper paths and steps on the coastal walks, and the ground can be uneven with some sharp rocks. If there has been rain, it can be muddy and slippery. Hiking poles will be beneficial on many days. Many of the trails are on rocky and uneven ground, so it is important that your footwear is comfortable and has a good hiking sole. On non-hiking days, we'll still be on foot for many hours as we explore the towns and sites.
The Azores have a subtropical maritime climate with mild temperatures throughout the year. In the summer, temperatures average between the mid-60s°F to the low 80s°F during the day and the 50s°F and 60s°F at night. It can be humid, and although it is usually sunny in the summer, clouds and rain is a very real possibility all year round—it is not uncommon for rain in the morning and sunshine in the afternoon. A light waterproof shell of a rain jacket and pants in your day pack are highly recommended for the short rainstorms that may pass us while hiking.
"Beautiful place, unique and special. The hikes were challenging and rewarding."
Lone Tree, CO
"This is one of the very finest of the 23 WT trips I've taken since 1986. The beauty and charm of the Azores, the great variety and quality of the hikes and experiences, and David Monteiro's superb leadership make this trip simply amazing."
"The Azores offered a very interesting range of activities and experiences that exceeded my expectations. The hikes were all unique and enjoyable as were each of the islands that we visited."
Small Group Adventure
Corsica and Sardinia
Flavors of Portugal and Spain
Small Group Adventure
Hiker’s Journey to Portugal
Small Group Adventure
Hiking the Isle of Madeira
Our Area Specialists know every detail about our tours. They will be happy to answer any questions and help you choose the journey that’s right for you. Contact us to learn more or book your trip today!
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With more than 200 different adventures to choose from, we want to help you find the trip that’s right for you. Our Trip Level system ranks each trip in two ways: a number rating from 1 to 6 according to the activity, and general travel rigors. 1 is the easiest and 6+ the most difficult—see descriptions below for explanations of each number. A plus (+) sign means the trip is a bit more strenuous than other trips of that level. The detailed explanation of each trip—below the bar with the number rating—is perhaps more important, specifying activities, altitudes, hiking, and travel conditions. The Detailed Itinerary, available by download or mail, gives further information. Our Area Managers can also answer questions and guide you to the trip that best suits your interests.
Level 1 – Easiest
Non-camping journeys, optional walks, little elevation gain or loss.
Level 3 – Moderate
Half- to full-day hikes (3-6 hours) over rolling countryside on most days, occasional steep trails. Many of our hotel-based walking tours are in this category, as are our snorkeling adventures.
Level 5 – Strenuous
Full-day hikes (4-8 hours), mountainous, steep terrain (hiking up or down as much as 3,500 feet) on many days. Trips with hiking at average altitudes of 10,000 to 12,000 feet are in this category.