Top Day Trips from Hawaii (Updated August 2026)

Hawaii, USA
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Hawaii Activities

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Day Trip from Kauai to Oahu: WWII Pearl Harbor Heroes
5.0 (191)

Day Trip from Kauai to Oahu: WWII Pearl Harbor Heroes

Escape to another Hawaiian island for a day on this all-inclusive tour. Hop on an inter-island flight from Lihue, Kauai to Honolulu on Oahu for...

14 hours • Free Cancellation
14 hours • Free Cancellation
14 hours • Free Cancellation
5.0 (191)
from
$654.46
Personalized Retreat day
5.0 (4)

Personalized Retreat day

Renew, Revive and Nourish Yourself, you deserve it! This is a one of a kind Hawaiian Cultural Experience. You will visit sacred Hawaiian sights, Get...

3 to 5 hours • Free Cancellation
3 to 5 hours • Free Cancellation
3 to 5 hours • Free Cancellation
5.0 (4)
from
$655
Day Trip from Oahu to Maui: Road to Hana Adventure
Likely to Sell Out
Likely to Sell Out
4.8 (221)

Day Trip from Oahu to Maui: Road to Hana Adventure

Escape to the east side of Maui for day on this all-inclusive tour which includes airfare from Oahu to Maui, transportation from the Kahului Airport...

14 hours • Free Cancellation
14 hours • Free Cancellation
14 hours • Free Cancellation
4.8 (221)
from
$664.53
Day Trip from Oahu to Kauai: Waimea Canyon & Koke'e Tour
4.0 (85)

Day Trip from Oahu to Kauai: Waimea Canyon & Koke'e Tour

Escape to another Hawaiian island for a day on this all-inclusive island-hopping tour. Indulge on your vacation and leave the planning to us! Interisland roundtrip...

14 hours • Free Cancellation
14 hours • Free Cancellation
14 hours • Free Cancellation
4.0 (85)
from
$674.91
Private Jungle Waterfall Adventure, Wit Da Native Hawaiian Dundee
5.0 (144)

Private Jungle Waterfall Adventure, Wit Da Native Hawaiian Dundee

This is not a "one size fits all" kind of adventure tour. It is Truly Private: *Private Professional Adventure Guide (Da Hawaiian Dundee Himself) *Private...

4 to 7 hours • Free Cancellation
4 to 7 hours • Free Cancellation
4 to 7 hours • Free Cancellation
5.0 (144)
from
$675
Oahu Personalized Private Tour
5.0 (26)

Oahu Personalized Private Tour

Our small group 6 to 8 hour long Private tour ( up to 7 ppl in a luxury vehicle ) is designed to immerse you in...

6 to 8 hours • Hotel pickup offered • Free Cancellation
6 to 8 hours • Hotel pickup offered • Free Cancellation
6 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (26)
from
$687.33
Private Full-Day of West Maui Guided Sightseeing Tour
5.0 (1)

Private Full-Day of West Maui Guided Sightseeing Tour

In the past, this part of Maui was even considered the capital of the Hawaiian Kingdom. This is where you could find Hawaiian royalty. Today,...

8 hours • Hotel pickup offered
8 hours • Hotel pickup offered
8 hours • Hotel pickup offered
5.0 (1)
from
$690.43
Beaches, Food & Aloha: Private Oahu Tour
4.9 (97)

Beaches, Food & Aloha: Private Oahu Tour

This private tour with Daniels Hawaii gives you the flexibility to customize your itinerary to your own preferences! Our luxury vehicles can seat up to...

6 to 7 hours • Hotel pickup offered • Free Cancellation
6 to 7 hours • Hotel pickup offered • Free Cancellation
6 to 7 hours • Hotel pickup offered • Free Cancellation
4.9 (97)
from
$699
Uniquely Personalized Private Island Tour on Oahu, Hawaii
Likely to Sell Out
Likely to Sell Out
5.0 (46)

Uniquely Personalized Private Island Tour on Oahu, Hawaii

Plan Your Personalized Private Tours around any activity or event that you want.  You can even combine this option with other activities you find on...

6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (46)
from
$699
Oahu Custom Private Circle Island and Mini Circle Island Tours
Likely to Sell Out
Likely to Sell Out
5.0 (20)

Oahu Custom Private Circle Island and Mini Circle Island Tours

See all O`ahu has to offer and enjoy a ride around the Ko`olau Mountain Range.  Visit the South or North Shore on a Mini Circle...

6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (20)
from
$699
Ali'i Private Tour in Luxury Van
Likely to Sell Out
Likely to Sell Out
5.0 (9)

Ali'i Private Tour in Luxury Van

*Just added to this tour, now fully customizable for all of the West side of the big island, no longer just the Ali'i Drive waterfront...

5 hours • Hotel pickup offered • Free Cancellation
5 hours • Hotel pickup offered • Free Cancellation
5 hours • Hotel pickup offered • Free Cancellation
5.0 (9)
from
$699
Private Oahu Pearl Harbor and Island Sightseeing Combination Tour
Likely to Sell Out
Likely to Sell Out
5.0 (15)

Private Oahu Pearl Harbor and Island Sightseeing Combination Tour

Combine any route or tour into one incredible, unforgettable day.  Visit Pearl Harbor, then head up to the North Shore, or even cruise around the...

6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (15)
from
$699
Oahu Personalized Private North Shore Highlight Custom Tour
Likely to Sell Out
Likely to Sell Out
5.0 (7)

Oahu Personalized Private North Shore Highlight Custom Tour

Explore the Seven Mile Miracle known as O`ahuʻs North Shore.  Winter brings big waves and world-class surfing, while the summer is calm and perfect for visiting...

6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (7)
from
$699
Personalized Private Pearl Harbor National Memorial Oahu Tours
Likely to Sell Out
Likely to Sell Out
5.0 (2)

Personalized Private Pearl Harbor National Memorial Oahu Tours

Visit the World War II Valor in the Pacific National Monument at Pearl Harbor to reflect, remember and understand the tragic events of December 7,...

6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (2)
from
$699
Private West Maui Coastline Open-Air Jeep Tour
5.0 (6)

Private West Maui Coastline Open-Air Jeep Tour

At our Maui tour company, we stand out from the rest by providing an unparalleled experience tailored just for you. Our luxury Jeeps feature a...

4 to 5 hours • Hotel pickup offered • Free Cancellation
4 to 5 hours • Hotel pickup offered • Free Cancellation
4 to 5 hours • Hotel pickup offered • Free Cancellation
5.0 (6)
from
$700
Day Trip from Maui to Oahu: Pearl Harbor WWII Heroes Adventure
4.8 (93)

Day Trip from Maui to Oahu: Pearl Harbor WWII Heroes Adventure

Escape to another Hawaiian island for a day on this all-inclusive tour. Hop on an inter-island flight from Kahului, Maui to Honolulu on Oahu for...

14 hours • Free Cancellation
14 hours • Free Cancellation
14 hours • Free Cancellation
4.8 (93)
from
$719.90
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We guarantee the lowest price on all the activities available to book on our site. We'll refund the difference if you find the exact activity cheaper online until 48 hours before your activity starts.

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The following conditions apply to all lowest price guarantee refund requests:

  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
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  • If you find a lower retail or prepaid rate for the same activity, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on Cool Hawaii and 48 hours before your trip starts, we will refund the difference.
  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased activity into one or more parts sold separately.
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  • All refund decisions will be made at the sole discretion of Cool Hawaii.

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On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool Hawaii over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

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