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Please Help with Itinerary for Trip to Azores (1st visit)

I'm hoping those familiar with the area could help me with filling in my itinerary as the to/from flights have been purchased. Based on the details below, I would genuinely appreciate help with:

  • how to best split up the time among the islands listed below
  • the best way to travel between Sao Miguel and the other islands (and between Pico, Sao Jorge and Faial)
  • which islands require car rentals to explore
  • the best areas to stay on each island (ideally balancing a base for exploring and most enjoyable area to stay
  • activities on each island (restaurants, whale watch launch points, hikes, etc.)


11.5 days over end of May to mid June. We arrive and depart from Ponta Delgada.
Ideally, we will visit/explore the following (Sao Miguel, Pico, Sao Jorge, Faial).

Posted by
409 posts

I will send you a private message this weekend. Quick question...the reason(s) you are planning to visit Pico, Sao Jorge, and Faial as well as Sao Miguel?

I'll be in touch!

Posted by
8 posts

Thanks Carl - much appreciated.

The reason for wanting to visit Pico, Sao Jorge and Faial are that I wanted to include more than one island (Sao Miguel) since we'll be there for a decent amount of time and they seem to offer variety via their individual uniqueness. Also, that cluster of three islands, based on initial research, are easy to travel between once arriving at one of them.

Posted by
409 posts

I just sent you the private message. Let me know if you do or do not receive it.