Big Island of Hawaii Cruises, Sailing & Water Tours

Historic Hilo Bay and Coconut Island Guided Kayak Adventure

Experience the history and natural beauty of old Hawaii, unlike anywhere else in the islands, as you will soon discover Hilo Bay captures the feeling...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
4.5 (29)
from
$160
Kona Hawaii Deep Sea Fishing experience on the Bite Me 4

Enjoy the day out on the waters off the Kona Coast on this private chartered fishing and boating excursion. Sit back, relax and drink in...

4 to 8 hoursFree Cancellation
4 to 8 hoursFree Cancellation
4 to 8 hours • Free Cancellation
4.6 (25)
from
$861.66
Whale Watching on Big island
Likely to Sell Out
Likely to Sell Out

Hawaii’s Big Island is home to migrating pods of humpback whales, which often breach as they build up energy for their northward migration. This narrated...

2 hours 30 minutesFree Cancellation
2 hours 30 minutesFree Cancellation
2 hours 30 minutes • Free Cancellation
4.7 (23)
from
$80
Kona - 8 Hour Private Fishing Charter in Kailua-Kona, Hawaii
Likely to Sell Out
Likely to Sell Out

If there is anything you would specifically like us to accommodate, please let us know in advance and we will do everything possible to meet...

8 hoursFree Cancellation
8 hoursFree Cancellation
8 hours • Free Cancellation
4.6 (9)
from
$1,295
Mauna Kea Signature Coastline Cruise Day & Sunset Options
Likely to Sell Out
Likely to Sell Out

Unwind in true island style on our Mauna Kea Coastline Cruise, departing from Kawaihae Harbor aboard Olohana — a 41-foot luxury powerboat designed for comfort...

90 to 120 minutesFree Cancellation
90 to 120 minutesFree Cancellation
90 to 120 minutes • Free Cancellation
4.6 (8)
from
$89.10
4 Hour Private Sunset Fishing Charter

Blue Marlin, Wahoo, Mahi Mahi, Yellowfin Tuna, Striped Marlin, Shortbill Spearfish, and more are in the cards if you come at the right time of...

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
4.3 (3)
from
$850
Wailoa River to King Kamehameha Statue SUP Adventure

This is a great adventure for the entire family. The river has a calm serene feeling of feeling as if you stepped back in time....

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
4.7 (3)
from
$133.34
Kona Hawaii Per Person Shared Fishing with Bite Me Sportfishing

None of your friends and family want to go fishing with you? Don't have to be "the one" who reels it in but want to...

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
4.2 (52)
from
$166.95
Private Charter Morning Snorkel and Wildlife Watch. Up to 18 Pax

Explore the Kona coast with experienced captains and guides. At least an hour of snorkel time at the best snorkel site chosen daily, based on...

2 hours 30 minutesFree Cancellation
2 hours 30 minutesFree Cancellation
2 hours 30 minutes • Free Cancellation
from
$1,800

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Cool Hawaii wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

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.