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Destination Checkoff

Ready for some Hawaii inspiration?

Published 3 months ago • 1 min read

Hi Reader!

Have you been to any of the Hawaiian Islands? If yes, hit reply and let me know which one.

If not, then here's a vacation idea for you for the upcoming winter holidays!

Hawaii has great weather year-round, but I especially love visiting in winter to escape from the cold and enjoy warm tropical beaches.

➡️ Visiting Hawaii during winter: What to expect and things to do​

We have been to Hawaii four times so far: Oahu, Big Island, Maui, and then Oahu again, in that order. The first three trips were during winter break, and the last trip to Oahu was in June. Kauai is on my bucket list!

I’ve written detailed itineraries for each island based on our trips, with everything we did, what we loved, and practical tips to help you plan your own visit.

Big Island

➡️ Our 7 day Big Island Itinerary​

Big Island is by far my favorite island. It just feels so different from the other islands. Hawaii Volcanoes National Park is incredible, where we hiked inside a volcano crater, and the landscapes change nonstop, from black sand beaches to rainforests to the dramatic cliffs of Waipio Valley. There’s so much room to explore.

Oahu

➡️ Oahu itinerary for 5 to 7 days​

I always say that Oahu is a great island for first-time visitors and families. It has a little bit of everything: the urban landscape of Waikiki, beautiful beaches and water activities, amazing hikes, cultural attractions, and, of course, Pearl Harbor.

Maui

➡️How we spent 6 amazing days in Maui​

Maui suffered a setback with the Lahaina fires, but that is just one area. The island has come back strong as ever, and except for Lahaina, everything else is still the same. We drove the scenic but winding Road to Hana drive, watched a bucket list sunset from Haleakala summit, and took a whale watching tour, among many other activities.

If you’re dreaming of a warm-weather escape this winter, these itineraries are a great place to start. I hope they spark some inspiration, and maybe even a trip.

PS: Hit reply and ask me any questions you have about visiting Hawaii!

Affiliate Disclosure: If you book through the links below, I will earn a small commission at no extra cost to you, for which I am very grateful!

Are you planning a trip soon?

Until next time,

Anu Agarwal (she/her)

Travel Blogger and a Nine-to-fiver

​DestinationCheckoff.com, MyCaliforniaTravels.com​

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Destination Checkoff

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My email newsletter is where I share travel stories beyond the blog. You’ll find firsthand trip experiences, practical planning tips, and links to the itineraries and destination guides I create from each journey.

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