The Azores Islands are a wild and otherworldly archipelago that only recently emerged as a trending destination. The Azores consist of nine islands: Sao Miguel, Santa Maria, Terceira, Faial, Pico, Sao Jorge, Graciosa, Flores, and Corvo. Each island is distinctly different, and locals claim a lifetime isn’t long enough to fully explore the mysteries and hidden forces shaping the landscapes here.
On our 8-day Portugal walking tour through the Azores, we visit four of the archipelago’s most scenic and dynamic islands, hike along volcanic calderas, and take to the sea for a whale-watching excursion. Along the way, we sample the Azores’ extensive culinary bounty, visit with local artisans, enjoy a wine tasting at a UNESCO World Heritage Site vineyard, and relax in thermal springs and warm, oceanic pools.
With barely 5% of its land developed, the Azores are a must-see locale for nature lovers.
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Arrival in Sao Miguel
Welcome to the Azores! We meet our fellow travelers and local guide in the hotel lobby for an informational session and a preview of our activities in the days to come.
On our first excursion together in this lush archipelago, we head to Sete Cidades. These two jewel-colored lakes in the heart of Sao Miguel - one bright blue, the other green - are nestled inside a dormant volcano crater. Hiking along their western edge, we learn about the region's flora and fauna, history, volcanic formation, and the legendary love story behind Sete Cidades' creation. We enjoy a picnic lunch on the shore, taking in the sparkling waters, and steep, verdant slopes.
Later in the day, if the conditions are right, we take a dip at Ponta da Ferraria, a therapeutic spring and bathing site renowned since the 15th century for its healing powers.
This evening, we dine together at one of our favorite restaurants in town.
Octant Ponta DelgadaSao Miguel, Portugal
The Octant Ponta Delgada Hotel is a modern and stylish hotel offering comfortable and well-appointed rooms. Amenities include a rooftop terrace with panoramic views, spa facilities, and a restaurant serving delectable Azorean cuisine.
Faial Island
This morning, a short flight brings us to Faial, known as the "blue island" for its long rows of blue hydrangea plants. The island has long been a favorite and convenient stopping point for yachts on trans-Atlantic crossings. Our guide highlights the island's volcanic history and the 1957 eruption of Capelinhos, which lasted for 13 months and added nearly a square mile of new land.
Our hike begins at the impressive Faial Caldeira, more than a mile wide in diameter and 1,300 feet deep. Overlooking the surrounding villages, São Jorge, and Pico, our path leads around the crater rim, where stop for a picnic lunch along the way.From here, we continue to the lunar-like landscape of Capelinhos, which ejected more than 30 million tons of ash and lava extending the island of Faial further into the sea and partially burying a lighthouse.
Upon our return to the lively port town of Horta, we board a ferry to Pico Island. This evening, we dine at a local restaurant on our way to Terra Alta near the parish of Santo Amaro, our home for the next three nights.
Lava HomesTerra Alta, Portugal
Overlooking the Bay of Amaro and Pico Mountain, this small design hotel was built with sustainability in mind, boasting a cliff-side spa and yoga studio, traditional restaurant, and breathtaking infinity pool.
Pico Island
Our day of exploration begins with a visit to the famed Gruta das Torres lava tube, with a length of nearly 17,000 feet. It is estimated that the tube was formed about 1,500 years ago, during an eruption originating from Cabeço Bravo volcano.With flashlights in hand, an expert guide takes us through part of the tube and teaches us about its unique geology.
Next, we transfer to the town of Madalena on the western coast, where we enjoy a short walk around Criação Velha vineyards, part of a 2,400-acre UNESCO World Heritage Site. Wine has been an important export for the Azores since the 17th century, but the islands' volcanic terrain makes viticulture a unique challenge. Over the centuries, wine growers have adapted, creating rock wall wind breaks, known as currais, which protect and cultivate the grapes. Here we have the opportunity to taste the wine produced from Azorean grapes — from fresh and saline whites, to reds with spicy notes, and intensely colored liquor wine. The perfect cap to our day before dinner together.
Today, we lace up our boots for circular hike around Calheta de Nesquim and its surroundings. This traditional settlement is located in a remote area of the island, where the first official Azorean whaling company was founded. Fortunately, whaling is now forbidden. But nevertheless, the whaling heritage is an important part of the local community identity.
Our trail begins in a fishing harbor, where old whaling boats are docked. Along the way, we pass by a traditional whale lookout, nowadays used for whale and dolphin watching experiences, natural pools, ancient paths and houses, gardens, forests, and fields.
Our last stop today is the 15th-century Lajes do Pico, where we enjoy a conservation talk and tour of the town's whaling museum with a local marine biologist. We then board a RIB boat and head out to sea for a chance to spot more than 25 species of whales, dolphins, and porpoises.
This evening we celebrate our day with another Azorean feast for dinner.
Sao Jorge Island
Today, another ferry brings to São Jorge, our base for the next two days. Long and narrow in shape, the island's rugged topography is the result of volcanic activity, which created its tall, surrounding cliffs and coastal erosions known as fajãs. The fertile plains and unique microclimates created by these fajãs make for excellent growing conditions, including some of the best coffee in Portugal.
We arrive in the town of Velas, known for its picturesque cobbled streets, renovated square, and 17th-century church. Here, we stop for lunch at one of the town's quaint restaurants before proceeding to Café Nunes, in the village of Fajã dos Vimes. At this renowned coffee plantation arabica coffee is made from beans grown in the village. Above the café, we visit a small weaving center where Señora Nunes and her sister make woven woolen bedspreads.
Our short hike this afternoon skirts the coast on our way north to Portal. Afterwards, we are treated to a lesson in São Jorge's most iconic export: cheese. Known as the best in all of Portugal, the island's cheddar-style queijo — made using milk from the thousands of happy cows that call São Jorge home — was created out of necessity for the island's sailors, who needed a hearty food staple that could survive for months at sea. We sample the acclaimed cheeses before returning to Velas for a short rest before a delicious dinner and another restful evening in the Azores.
Cantinho das BouganviliasVelas, Portugal
A series of modern, whitewashed apartments comprise this Sao Jorge mountainside property, complete with a restaurant, gym, outdoor swimming pool, and views of the ocean and islands.
Our hike today is one of the highlights of our journey, bringing us along the spine of the island from Serra do Topo to Fajã dos Cubres. The dramatic scenery here alternates from dense woodlands and high heathers to deep ravines. We pass by a series of now abandoned fajã villages, traveling mostly downhill while enjoying views of the coast and the Terceira and Graciosa islands.
Our efforts on the trail this morning are rewarded with a refreshing dip in a natural lagoon and lunch in a small, traditional restaurant.
Tonight, you are free to explore Velas and enjoy dinner on your own at one of the town's delightful restaurants.
Return to Sao Miguel
A late-morning flight brings us back to São Miguel, the largest island in the archipelago. Upon arrival, we visit the Gorreana tea plantation, the oldest in Europe.
We then transfer to the lakeside town of Furnas, a 19th-century spa village nestled in a huge caldera. The active landscape here houses many fumaroles and several hot springs known for their medicinal waters.
This afternoon, you may have time to relax and explore Furnas and its attractions on your own, including Terra Nostra, one of Portugal's most beautiful parks featuring a thermal swimming pool and more than 2,000 species of trees. Furnas contains a plethora of mini-geysers, hot springs, and other geologic wonders sprinkled around the village. Among them are thermal pockets used to make Furnas' famous, cozido — a slow-cooked stew made in pots heated in the ground by volcanic steam. This evening, we have the chance to try cozido de Furnas at our farewell dinner, where we raise a glass to our time together and our magnificent adventure here in the Azores.
Octant FurnasSao Miguel, Portugal
The 4-star Octant Furnas is located in Sao Miguel Island, in Vale das Furnas, site of the largest concentration of thermal waters in Europe. The tranquil property was renovated in 2015 and features swimming pools and a Spa & Wellness center.
Departure
After breakfast, you will be transferred to the airport in time for your departing flight home.
Please note that this is a typical itinerary, and actual activities may vary due to weather conditions, local events, and to allow serendipity to play a hand in your experience. Accommodations are as outlined in the itinerary, although we reserve the right to change these or the order visited should the need arise.
8 Days
Sep 21-28, 2025
From $6,295 Per Person
First two reserved:$295
Additional:$795
See single supplement policy below.
May 31-Jun 7, 2026
Sep 20-27, 2026
$6,295 Per Person
Pricing shown is for 2025; for 2026 departures reserved before 2026 pricing is available, pricing will be protected up to a 5% increase.
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Call for pricing: 1 800 941 8010 or email info@boundlessjourneys.com
SINGLE SUPPLEMENT: Accommodations are based on double occupancy. A single supplement is paid by participants who specifically request single accommodations, subject to availability.
Single Supplement for Scheduled Group Departures. If you reserve at least 120 days prior to departure, you may be eligible for a reduced or free single supplement. This is generally limited to the first one or two solo travelers to reserve, and the reduction is outlined in the pricing for each trip. Free or reduced single supplements are not combinable with other offers or promotions.
If you are traveling alone and wish to share accommodations, we will try to match you with a roommate of the same gender. If you reserve at least 120 days ahead and request a roommate but one is not available, you will receive a $500 reduction from the standard single supplement (unless otherwise noted in the detailed itinerary for your specific trip).
Single Supplement for Custom Tours. Custom Tour prices are generally based on two or more participants; therefore, single supplements for “solo” Custom Tours will vary and are available upon request.
Boundless Journeys' trips are designed for energetic and flexible individuals who like to be active, have a spirit of adventure, and a positive attitude. The Azores Islands Explorer is rated a 3, moderate, on a scale of 1-5 (with 5 being the most strenuous). The fertile landscapes, rolling hills, and coastal paths offer a range of beautiful scenery and a mix of easy walks to strenuous hikes, with some rocky and steep sections.
At the Hotel Azor in Ponta Delgada at 9 a.m.
After breakfast at Ponda Delgada airport.
If you will be arriving from North America, it is possible to arrive on Day 1 as most flights land around 5 or 6 a.m. However, we recommend arriving the night before to have plenty of time to recover from jet lag and allow a buffer should there be delays. If you are arriving from mainland Portugal, you will most likely need to arrive the night before.
Average high temperatures range from upper 70's in the summer to low 60's in the winter, while the average low temperatures range from mid-60's to low 50's. Perhaps most notable is the unpredictability of the islands' weather, as it can change quickly and drastically from warm sunshine to a windy rainstorm. Most days see some rainfall, which gives the islands their lush, verdant landscapes. You may obtain more detailed information at www.weatherbase.com.
Azores
High: 66 Low: 56
High: 75 Low: 64
The islands of the Azores are characterized by a maritime subtropical climate, with temperate weather year-round. April through October are the best times to visit, for slightly warmer weather and longer, sunnier days.
Portuguese cuisine is all about simple, delicious cooking and fresh ingredients, themes that are present across all geographic regions of the country - including the islands of the Azores.
In general, the expansive, fertile soil and mid-Atlantic location mean that grilled seafood, smoked meats, sun-ripened fruit, and other fresh produce are commonplace. Portugal consumes more rice (arroz) than any other European nation, and its lesser-known savory dishes fall somewhere between a Spanish paella and Italian risotto. Fish is a staple, and you're likely to find everything from cod and octopus to tuna and grilled sea bass - prepared simply with lemon, garlic, and the country's famed olive oil - on most menus.
You'll also see plenty of stews and soups, including alcatra, a traditional beef stew with warm spices; and the unique cozido das Furnas - cooked underground with the steam of the earth. Local cheeses, desserts, and wines are ubiquitous. For dessert, traditional favorites such as egg tarts (pastel de nata) and Madeira honey cake (Bolo de mel da Madeira) can be found at most pastry shops. Oenophiles should be certain to try wine from Pico Island's rare, World Heritage vineyards.
With a Boundless Journeys guide, your experience is that of friend and local adventurer. We believe strongly in working with local guides, experts in the areas to which we travel, and they hold the keys to unlocking the hidden delights of your chosen destination. Although you will never know they are at work—the mark of a truly great leader—our guides make magical things happen and add a dimension to your trip that you could not experience on your own. Over the years we have forged bonds with some of the best guides in the world, and we typically work with a small team of guides in each region. You will be informed of the guide for your trip one month prior to your departure.
The Azores Islands are a wild and otherworldly archipelago that only recently emerged as a trending destination. The Azores consist of nine islands: Sao Miguel, Santa Maria, Terceira, Faial, Pico, Sao Jorge, Graciosa, Flores, and Corvo. Each island is distinctly...
Walking and hiking 2-6 hours and whale watch.
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