Azores in Depth: 11-Day Island Vacation

What to expect on this itinerary
The Azores archipelago brags boundless natural beauty across its marvelous islands, from strips of the lush landscape where wine grapes grow abundantly in the rich volcanic soils to reaches of the sapphire seascape that hug golden shorelines. For 11 days, explore the depth of the Azores and relish unreal experiences on the region’s beloved islands, including Sao Miguel, Faial, Terceira, Flores, and more.
Customizable Itinerary
Sao Miguel - Picturesque Portugal En Route to Ponta Delgada
Your Azores adventures will begin on Portugal’s Sao Miguel island as you touch down and transfer to your accommodation in Ponta Delgada. The island boasts shimmering blue lakes and hypnotic emerald slopes brimming with endemic flora and teeming with indigenous creatures. Capture panoramas of volcanic craters and relish the adventures across slopes cascading towards the glistening lake below the Vista do Rei observation deck. The trails will lead you to the Sete Cidades villages, where you may stop for lunch before you continue to the water and paddle across the iconic natural site in kayaks.
What's Included:
Sao Miguel - Beauty from Sea to Spring
Faial - Old Tales and the History of Horta
Faial - Inspiring Remnants of the Capelinhos Eruption
Faial - Astonishing Ash-Grown Wines in the Azores
Terceira - Views from the Rooftop of Angra do Heroismo
Terceira - Fishing Villages and Volcanic Discoveries
Flores - Set off to Santa Cruz
Flores - Full-Day Discoveries of Flores
Flores - The Mysteries of Corvo Island
Flores - Farewell to Flores, Portugal
Trip Highlights
- Capture extraordinary scenic views from the Vista do Rei observation point, a commanding deck overlooking Sao Miguel’s sweeping emerald hills and sparkling sapphire lakes
- Explore the nutrient-rich environments veiling Sao Miguel during a tour within its lush botanical gardens to its steamy thermal springs, where you will tuck into a traditional volcanic steam-cooked cozido nas caldeiras
- Stroll the old-timey districts of Horta and listen to stories of the sailors, explorers, and pirates who once gathered around this spellbinding harbor while admiring sightings of whales and dolphins swimming in the sea
- Cross the Valley of Flamengos to the edge of Caldeira to admire the boundless beauty of the famous crater before you witness the remarkable remnants of the 1958 Capelinhos Volcano eruption
- Transfer to the beautiful Pico Island to taste vintages produced from the iconic Verdelho grapes, unique fruits grown from the flourishing vineyards that source nutrients from the rich, volcanic soil
- Tour the charming UNESCO-recognized town of Angra do Heroismo and explore the Age of Discovery as you listen to fables of explorers who brought riches to Terceira and witness panoramas on the hilltop looming large over the town
- Galavant across Terceira to discover the island’s charming fishing culture at small seaside villages, otherworldly natural beauty within lava tubes, and environmental splendors from within safe, natural lava pools
- Wander the forests of Flores and explore the brilliant natural beauty of this wild Azores island, from the striking silver-stream waterfalls that flood natural pools within the jungle to the lofty viewpoints hidden within the greenery
Starting Price
$3,800 per person (excluding international flights)
What's Included
- Accommodations
- In-country transportation
- Some or all activities and tours
- Expert trip planning
- 24x7 support during your trip
Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.
Verified Traveler Reviews
Based on 103 reviews
I'd make this 4.5 stars if I could. We had a five-star experience with a few glitches, but they were addressed quickly and kindly.
Zicasso’s travel specialist is a gem. She goes out of her way to clearly communicate what to expect, who you'll be with, and the times for meets and activities. She made us feel special, as though we were her personal guests rather than just clients. We had a luggage issue that she went out of her way to help resolve.
We asked to stay in nice places with AC and king-size beds, and she delivered. All places were great and a bit different from what we're used to and from each other. Most of the drivers were also a lot of fun to be with and spoke at least reasonably good English.
I offer two suggestions for those who use this service. One, always verify meet times and contact info that you receive. Two, don't pre-book two meals in a day if you're staying at a place that offers breakfast. It's just too much food too close together.
We had an 11-day vacation. We chose variety rather than immersion, so went from Porto to Douro Valley to Alentejo to Lisbon to Lagos in the Algarve area, with some stops in between and drivers who brought us everywhere. Next time, we'd likely choose two or three places for a more immersive experience.
I highly recommend this travel company and the travel specialist in particular.
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Our trip to Portugal, via an itinerary planned and executed by Zicasso’s travel specialist, was perfect. We spent a significant amount of telephone time with the travel specialist prior to the trip and he was able to transform our travel wants into a program that aligned with our style and pace.
We were able to have three wonderful experiences—São Miguel, Porto, and Lisbon. He gave us just enough time in each location to see and feel, and eat and drink, the particular flavor of that region. The hotels were very nice and in great locations, and in some cases exceptional. The guides and drivers were all committed to making sure we were comfortable and having the experience we hoped for.
We cannot say enough about the quality of the local partners. All were of a very high standard of customer service.
Our guides in São Miguel made sure we had the true feeling of the islands.
Our guide in Porto was a force that we were able to enjoy. We loved her dedication to the local communities, especially the fishing villages. It was special spending that time with her.
Our guide was inspirational in the Douro Valley.
And in Lisbon, many thanks to our guide for bringing us close to his heart and sharing so much with us. He was very educational and fun. At the same time, no one could surpass our other guide. We loved her style and energy. We had such a wonderful experience with both of them. We would love to travel with them again.
Thank you for helping us make wonderful memories and we will spread the word about you to all of our traveling friends.
We will be back in touch for our next trip!
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My experience with Zicasso's trip planner was excellent. From our first phone conversation to our arrival in the Azores, she was attentive to our needs and listened closely to our travel requests.
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Good Afternoon,
We are reaching out regarding a review request for our recent trip. Recently, we booked a 10-day trip to Portugal through Zicasso. This is our third trip booked through Zicasso, and we chose Zicasso because the previous two trips were fantastic; they were well organized, and we had very enjoyable experiences in two countries we had never visited. The previous agents built our itinerary based on their vast knowledge of the country, confirmed all logistics, were communicative, and provided us with a great and luxurious experience in line with the cost.
Unfortunately, we cannot say the same about our recent experience with this travel company. We approached the collaboration with the travel company and agent similarly to our past two vacations. Based on the provided itinerary and our conversations with the travel agent, we understood, as before, that the itinerary items that required guides, reservations, and transport details had been worked out with the respective parties. However, on our trip, there were many miscommunications between the agency, ourselves, and our guides and drivers. The itinerary listed many places we thought we would be shown on the tours, but in reality, we did not visit many of them, they were just listed as options for us to explore ourselves, which was unclear from how the itinerary was initially presented to us in the planning stage. When the tours started, the tour guides were often asking us what we would like to see instead of having a list of stops to take us to. As this was our first trip to Portugal, we were not informed enough to provide that input and did not expect to have to do so. The guides were very good, they were knowledgeable, often kind, and tried to help us, but it was clear that they had also not received proper communication from our travel agent, which was upsetting and made the experience feel very disorganized. Additionally, the private transport drivers were not clear as to where they were taking us, again due to miscommunication from the travel agency. For example, when we traveled from Lisbon to Porto, as per the itinerary, we were supposed to stop at Obidos and Coimbra along the way for specific sightseeing and tours. Our driver was not aware that we were meant to make those two stops along the way. Luckily for us, we found out the previous day that the same driver would be taking us to Porto, and our guide worked with him to figure out the stops and timings for our scheduled activities on that trip. However, it was stressful to learn that our driver was not aware that we had a stop at Obidos, he did not know that we were going to have a tour guide in Coimbra who he had to coordinate with regarding pickup and drop-off. Additionally, we were meant to have lunch at a restaurant where the agent was supposed to have made a lunch reservation. However, when we went there, they had no reservation on record but they were nice enough to accommodate us. As this was happening and we reached out to our travel agent to request that she communicate with the driver, we just received a text message back saying that the driver was already aware, which was clearly not the case.
In the Azores, because of the weather, our whale tour was cancelled, which we completely understand due to safety, but we still had a jeep tour portion of the excursion. The guide for this jeep tour did not provide a good experience at all. He did not stop at a lot of viewpoints though we saw other jeep tours stopping at them, and he spent a lot of the trip complaining about tourists. The jeep ride was very uncomfortable as they made several of us sit in the back rear facing seats, even though we had specifically mentioned to the agent during planning that my mother is 70 years old and cannot easily climb in and out of some of these types of vehicles. As part of the itinerary for this day, a lunch was also included but the tour guide was not aware of it, and when he learned about it, he said he could not arrange the lunch because he needed to go to his next tour. We ultimately left and had lunch on our own. When planning, our agent said that although this was a jeep tour it would be comfortable and that the tour the next day would be in a minivan. However, the next tour was also in a jeep. The tour guide was very good but the ride was uncomfortable, and again did not accommodate the mobility issues we had identified with our agent previously.
On the last day, we were supposed to be picked up for our transport to the airport for our flight home. The driver did not show up and the hotel staff tried to help us by calling the travel company’s emergency number. It was surprising that instead of helping us they were being very rude to the hotel staff who were actually going out of their way to help us. We found out that the agency communicated the wrong time to the pick-up driver and finally the hotel arranged for a taxi to take us to the airport, otherwise we would have been late for our return flight.
Overall, the trip was not on par with the level of quality we have come to expect from a Zicasso identified travel agency. In addition to the general logistical issues we experienced, the agent never checked on us at any time to see if all was well. Whenever we had a question and we reached out to her, we received unclear responses via text, and nothing further. We wanted to provide this feedback as we know Zicasso takes pride in providing luxury travel experiences to their customers, and we have experienced that first hand in previous trips. As return customers, I would not recommend this agent/company to anyone who wants a Zicasso experience.
Sincerely,
Jyotsna R.
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