Big Island of Hawaii Cruises, Sailing & Water Tours

105 Results
Sort by:
Featured
Filter
Languages Clear
Time of Day Clear
71
61
20
Duration Clear
5
84
42
0
0
Price Clear
$0 $500+
Rating Clear
86
104
104
Specials Clear
104
26
0
28
1
Features Clear
0
68
94
8
61
1
Accessibility Clear
3
44
69
Families Clear
61
22
13

Big Island of Hawaii Activities

Attractions

Guides

Calendar

Big Island: Marine Wildlife Excursion
5.0 (27)

Big Island: Marine Wildlife Excursion

Whale season is never over for Captain Zodiac. Join us for a unique experience of a lifetime where we venture into the unknown! Enjoy a...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (27)
from
$153.49
2-Hour Dolphin Watching and Double Reef with Snorkel in Hawaii
5.0 (22)

2-Hour Dolphin Watching and Double Reef with Snorkel in Hawaii

Step aboard our 31’ Ocean Craft RHIB, designed for comfort, stability, and an exceptional on-water experience. With overhead shade and forward-facing seats, you’ll enjoy a...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (22)
from
$549.80
Wa'a Rides and Charters - Hawaiian Outrigger Canoe Excursions
4.9 (25)

Wa'a Rides and Charters - Hawaiian Outrigger Canoe Excursions

Paddling a Hawaiian Outrigger Canoe or Wa'a from the site where King Kamehameha united the Hawaiian Islands and watched over his kingdom is a chance...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.9 (25)
from
$69
Kona Deluxe Catamaran Whale Watch
4.7 (58)

Kona Deluxe Catamaran Whale Watch

Every winter, thousands of humpback whales return to Hawaii's warm waters - and there's no better way to see them than from the deck of...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.7 (58)
from
$109
Kaimana Kealakekua Bay Captain Cook Adventure
5.0 (19)

Kaimana Kealakekua Bay Captain Cook Adventure

Join us for a beautiful ocean tour traveling the Kona coastline to Kealakekua Bay where you will experience a world-renowned reef snorkeling site. This area...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (19)
from
$160
Private Charter: Customizable Big Island Boat Adventure
5.0 (23)

Private Charter: Customizable Big Island Boat Adventure

Are you looking to relax with your family or friends? Our modern powered catamaran is designed for open ocean conditions that will allow our passengers...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (23)
from
$1,882
Royal Humpback Whale Exploration
Likely to Sell Out
Likely to Sell Out
4.8 (12)

Royal Humpback Whale Exploration

Humpback whales visit Hawaii from Alaska for a brief time in the winter. this is the time to take in the majestic Humpbacks. Hilo Ocean...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.8 (12)
from
$179.49
Whale Watching on Big island
Likely to Sell Out
Likely to Sell Out
4.7 (23)

Whale Watching on Big island

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 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.7 (23)
from
$80
6 Hour Private Charter in Kona
Likely to Sell Out
Likely to Sell Out
5.0 (5)

6 Hour Private Charter in Kona

When you book with us, you are really in control of how you want your favorite day on vacation to go! We can completely customize...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (5)
from
$2,200
Kealakekua Bay Captain Cook Snorkel Adventure
5.0 (22)

Kealakekua Bay Captain Cook Snorkel Adventure

Captain Cook’s Monument, and the legendary “Place of Refuge” are in one of the most sought-after snorkeling destinations in all the world, Kealakekua Bay. This spot...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (22)
from
$286.44
Historic Hilo Bay and Coconut Island Guided Kayak Adventure
4.5 (29)

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 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.5 (29)
from
$160
2.5-Hour Whale Watching On A 41' Super-Raft
4.8 (14)

2.5-Hour Whale Watching On A 41' Super-Raft

A Whale of a Time in Hawaii! Step aboard our luxurious 41ft Super-Raft for a fun filled adventure on the water. Enjoy the thrill of...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.8 (14)
from
$135.14
Mauna Kea Signature Coastline Cruise Day & Sunset Options
Likely to Sell Out
Likely to Sell Out
4.6 (8)

Mauna Kea Signature Coastline Cruise Day & Sunset Options

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 minutes • Free Cancellation
90 to 120 minutes • Free Cancellation
90 to 120 minutes • Free Cancellation
4.6 (8)
from
$89.10
3-Hour Luxury Private Custom Charter
5.0 (10)

3-Hour Luxury Private Custom Charter

There's no better way to see Hawaii than from the ocean. Breathless views of the island and it's terrain. But the beauty of Hawaii is...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (10)
from
$1,950
Sunset Sightseeing Cruise in Kawaihae
Likely to Sell Out
Likely to Sell Out
5.0 (1)

Sunset Sightseeing Cruise in Kawaihae

2hr coastal sunset cruise. View the Kohala coast from the ocean. Experience an epic Hawaiian sunset with the great possibility of viewing the infamous "green...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$1,050
Kona - 8 Hour Private Fishing Charter in Kailua-Kona, Hawaii
Likely to Sell Out
Likely to Sell Out
4.6 (9)

Kona - 8 Hour Private Fishing Charter in Kailua-Kona, Hawaii

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 hours • Free Cancellation
8 hours • Free Cancellation
8 hours • Free Cancellation
4.6 (9)
from
$1,295

Frequently Asked Questions

These answers are based on answers previously given to Cool Hawaii customers' questions.

Big Island of Hawaii Activities
Attractions
Guides
Calendar
View more
View more

Popular Big Island of Hawaii Searches

Language
Currency

Site Settings

Activity name

Currency

Activity name

Lowest Price Guarantee

Activity name

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.

We Make It Easy!

Gather your information

Locate your Cool Hawaii Booking Number and the proof of the lower price you found.

Send it to us

Email [email protected] with the documents, your name, and your home address.

We'll review

We'll review your materials and get in touch as soon as possible.

Receive your refund

If everything checks out, we'll refund you the price difference.

Refund Terms & Conditions

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.
  • Cool Hawaii promotions cannot be combined with the lowest price guarantee.
  • 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.
  • Cool Hawaii reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of Cool Hawaii.

Sorting, ranking, and search results

Activity name

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.

Cool Support

Ask us anything!

Activity name

Cool Robot