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Hawaii is calling. Before you answer, know this.

A lot of thought and care needs to be put into planning a trip to Hawaii. Of course, that is why we recommend using a travel advisor (me)! There's a lot to keep in mind as you go into the planning process. So, let’s dive in.


Panoramic view from the top of Diamond Head, O'ahu, Hawai'i.
Diamond Head, O'ahu, Hawai'i.

One island visit, or island hopping? There are pros to each. Single-island itineraries are easier to plan and can be less hectic. All of your time will be spent in one place, which will allow for full immersion into all the island has to offer.


On the flip side, hopping will allow you to experience as much of the state as possible in one trip. Perfect if you've got 10+ days to travel. Inter-island flights can be expensive so be sure to include that in your budget.


Your Hawaii Destination Expert (also me) has done all the research to help you choose what island(s) will best fit your style, as each has its own amazing vibe.


Have a budget. Your trip will likely have a lot of components – air, hotel, transportation, activities, and food. Keep in mind that Hawaii isn’t exactly cheap. Try to come into the planning process with a number in mind. A solid budget will help in the recommendation process and the final creation of an itinerary that meets your specific needs.



Woman paddleboarding in blue Hawai'ian waters.
Paddleboarding in Hawai'i.

Book well in advance. The most critical components of a trip to Hawaii (or anywhere, actually) are flight and hotel. Pricing for both is subject to change at any time and is usually based on supply and demand. So, typically, the earlier you book the better. Once your dates are solidified and options selected, place a deposit to hold your rates. If you’re considering travel during peak time, this is even MORE important.


Plan activities in advance. Do NOT wait until you've reached your destination to book tours and excursions. Put together your must-do list and purchase. Again, the sooner the better, as popular tours can sell out quickly. It will also help in sticking to your budget.


Knowing what to pack. Think about your trip and what it involves. For the most part, the vibe in Hawaii is relaxed, but if you have more active things planned (hiking, biking, etc.), you'll want to pack for that. Don't forget your hiking boots! Flip-flops at all other times are perfect.



Dolphins frolicking in the surf.
Dolphins frolicking in the surf.

Transportation. A rental car will be recommended, but at the end of the day, it is your call. If the thought of driving in an unknown place, heavy traffic (especially on Oahu), and sometimes expensive parking (even at hotels) doesn’t appeal to you, we can work around it. Transfers and rideshare options can always be discussed.


Hopefully, these tidbits are helpful as you consider traveling to Hawaii. I will keep these things top of mind as we go into the planning process and, certainly, as you’re getting ready for the most exciting part – the trip itself!


Ready to plan? Schedule your complimentary consultation here.


Take the trip. Fall in love.

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