This guide is broken into four chapters, outlining the best of our 9-day trip to São Miguel, the Azores, during mid-October:

PART 1: Getting Around 

PART 2: Hiking + Swimming

PART 3: Azorean Eats 

PART 4: What to Wear in the Azores  <– you are here

 

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Part 4:  What to Wear in the Azores

If I had to summarize Azorean style in one word, it would be “practical”.  The locals seemed to follow the practical-trend, probably because there is so much fun stuff to do, there just isn’t time to fuss over styles or trends.  Locals on Sao Miguel seemed very western in their dress – the clothing choices reminded me of what you might find in any small U.S. city. When packing for the Azores, your priority should really be packing right, and packing light. Here is my advice on what to wear in the Azores.

Pack Right: Bringing practical clothing for all kinds of weather and activities is key to a comfortable trip. If you’re planning on charter fishing, hiking, biking, or canyoning, obviously, you’ll want to bring some wind-proof, quick-drying, athletic clothing. But if you plan to stick to the roads (or larger boats, if you’re going whale watching, or taking ferries), you will get by just fine with your daily wardrobe. Think about what you’ll be doing each day so you can bring the right gear for your adventures, and for the weather while you’ll be there.

Pack Light: Keeping your luggage light is a good idea when traveling to the Azores. Flights between islands charge more if your luggage is heavy (though we didn’t travel between islands), and when you’re driving around in your smart car, your suitcase need to fit in your tiny Smart Car trunk. Otherwise, you’ll be riding with it in your lap!

[Note: Packing recommendations below has been updated to reflect 2025 styles]

Before I get into building a smart-car-sized capsule wardrobe, here are my top 6 Tips for What to wear in the Azores:

1. I’d describe the Ponta Delgata’s style as “Coastal Casual” – and away from the city, it’s even more causal. Some nautical-inspired stripes, nature-inspired colors, and farm-inspired sensibility.

   

   

2. Have your bathing suit & towel with you at all times. You never know when you’ll stumble upon a hot spring, or a perfect black-sand beach, or a crystal clear crater lake.  Make sure you bring a dark colored bathing suit and dark travel towel – The iron oxide in the springs will stain a light colored suit and towel (and for this reason, some places won’t let you use their towels in the hot springs, so you do need to bring your own).

   

3. Always have comfortable sneakers or hiking shoes when you’re out sightseeing. Winding trails crisscross the whole island, and lead to beautiful places off the main road. Many miraduoros also require light hiking, lots of steps, or crossing a muddy puddle. Sensible walking or hiking sandals would also do the trick. You’ll be doing a lot of walking, and you’ll want shoes that wont give you blisters, and that have a good tread.

   

4. Always carry a light windproof, waterproof jacket and a warm sweater. The weather changes dramatically on different parts of the island and as you move up and down in elevation. It can be chilly, rainy and/or windy at times, so keeping layers handy is a good idea.

   

   

5. Cobble stone roads and sidewalks in Ponta Delgada will completely wreck nice heels. Opt for chunky heels if you need the height.

   

6. The islands are relatively modest in style. You won’t see a lot of extra skin showing around here. Likely due to the sensible nature of life here. But when it’s hot, shorts or a dress would be fine.

   

The wardrobe set pictured above is very close to what I actually ended up bringing and wearing for 9 days on Sao Miguel Island in mid-October. The best part? It all easily fit into a carry-on bag, with lots of room to spare. Here is my [shoppable] packing list for what to wear in the Azores:

• Two loose tank tops
• Basic white T-shirt
• Striped sweater
• Cotton Cardigan
• Wool zip-down sweatshirt
• Wind/Rain Jacket
• Hiking Capris
• Black Stretchy Pants
• Dark Blue Skinny Jeans
• Wide Leg Linen Pants
• My *favorite* Crocs Sandals*
  • or other hiking sandals
• Hiking Boots
• Black Low-heel Boots
• Sunglasses
• Bathing Suit

 

 

 

 

 

After carefully editing my suitcase many, many times before we left for the Azores, I was shocked that I still did not use a lot of what I had packed. It served as a nice reminder that you’ll tend to just wear your favorite clothes, and the rest is just dead-weight that you chose to escort around the world. For more on packing right and light, check out this awesome blog by Travel Fashion Girl, with packing lists for cities all over the world.

A few things I packed and did not wear:

• Sperry Topsiders
• Loose Skirt with Pockets
• Two other t-shirts
• Black long sleeve blouse
• Green Button Down shirt
• Nice Blazer-Jacket

This is mostly because it was a bit colder than I had predicted it to be. Even though the temperature was comfortable, the weather could change quickly, and I didn’t want to get stuck being too cold. There were many days when I wore 3 or more layers of tops (basically ALL of my tops at once) so I could adjust to the ever-changing weather, and occasional rain and fog, while out and about.

For our next trip, my goal is to pack even lighter and actually end up wearing everything I bring …. which means its time for Donald and I to plan our next adventure! Iceland? Ireland? Croatia? Peru? Stay tuned…

*Crocs Sandals are every bit as comfortable as classic Crocs! It is the best $30 you will EVER pay for sandals. They mold to your feet and have never given me blisters. They have a nice tread so I can hike in them, get them muddy and gross, and then wash them off in the sink with dish soap. They dry in minutes. They FLOAT when they fly overboard. They are virtually indestructible. And they pass as cute going-out sandals if you don’t look too closely.

 

How to Get to the Azores

The Azores is less than a 5 hour flight from the east coast, with direct flights from Boston and other major airports. Shorter flights connect the islands within the Azores (on small planes). And during the high season, ferries also run between the island clusters. For more info about getting around the Azores, check out Part 1 of this 4-part guide.

You can also check the price of a direct flight departure near you with this handy widget from Kiwi travel:

 

 

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Keep reading about the Azores…

PART 1: Getting Around 

PART 2: Hiking + Swimming

PART 3: Azorean Eats 

PART 4: What to Wear in the Azores  <– you are here

 

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For more adventure tips, follow Rise & Brine on Pinterest & Instagram!

 

 

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