Hawaii Cruises, Sailing & Water Tours

Private Charter Custom Kealakekua Bay Snorkeling
Big Island of Hawaii, USA

We are a local Hawaiian family operation. Providing that family friendly vibe, with an authentic Hawaiian style touch adding native culture and traditions to help...

4 hours 30 minutesFree Cancellation
4 hours 30 minutesFree Cancellation
4 hours 30 minutes • Free Cancellation
5.0 (6)
from
$799
Private Whale Watching Trip from Oahu
Oahu, USA

6 Guests Maximum Private + Exclusive Unlike large group tours, this experience is limited to just 6 guests aboard a 32-foot World Cat, ensuring a...

90 to 150 minutesFree Cancellation
90 to 150 minutesFree Cancellation
90 to 150 minutes • Free Cancellation
5.0 (2)
from
$750
Private Snorkeling and Wildlife on The Adventure Boat
Oahu, USA

**Private boat tour for up to 6 people** Larger group? Call for options. Fast and fun adventure sightseeing tours in Hawaii. Escape the crowds and...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (88)
from
$725
Kailua Kona Whale Watching Boat Tour Experience
Big Island of Hawaii, USA

Witness the majestic humpback whales along the stunning coastline of Kona on this unforgettable 2-hour private whale watching tour. From December to April, experience the...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$700
Uniquely Personalized Private Island Tour on Oahu, Hawaii
Likely to Sell Out
Likely to Sell Out
Oahu, USA

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 hoursHotel pickup offered
6 to 12 hoursHotel 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
Oahu, USA

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 hoursHotel pickup offered
6 to 12 hoursHotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (20)
from
$699
Private Oahu Pearl Harbor and Island Sightseeing Combination Tour
Likely to Sell Out
Likely to Sell Out
Oahu, USA

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 hoursHotel pickup offered
6 to 12 hoursHotel 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
Oahu, USA

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 hoursHotel pickup offered
6 to 12 hoursHotel 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
Oahu, USA

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 hoursHotel pickup offered
6 to 12 hoursHotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (2)
from
$699
Private Gondola Cruise Waikiki with cute tour guide & he sings!
Oahu, USA

Explore the Polynesian Riviera of Waikiki in small groups of 1 to 4 people per gondola and immerse your senses in this gentle, calm activity....

45 to 60 minutesFree Cancellation
45 to 60 minutesFree Cancellation
45 to 60 minutes • Free Cancellation
4.9 (21)
from
$670
Private cruise Gondola waikiki with cute tour guide & he sings!
Oahu, USA

Drift and relax under the starlight as you glide effortlessly on the tranquil waters of Waikiki. Gaze in awe under romantic moonlight while interacting with...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
5.0 (2)
from
$670
Private Turtle Canyon Snorkel Tour - Up to 6 Passengers
Oahu, USA

This is your adventure! With our private boat tour, you and your group are in control of your experience. Cruise the breathtaking Waikiki coastline on...

1 hour 45 minutesFree Cancellation
1 hour 45 minutesFree Cancellation
1 hour 45 minutes • Free Cancellation
5.0 (36)
from
$600
Private Whale Watching Safari from North Shore Oahu
Oahu, USA

If on Oahu look no further than departing off the less traveled North Shore side for the best Whale Watching on island. The North shore...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (5)
from
$600
Private Tiki Bar Sunset Cruise in Honolulu
Oahu, USA

**Private boat tour for up to 6 people** Larger group? Call for options. Escape the crowds and traffic of the city and jump on amazing...

2 hours 30 minutesFree Cancellation
2 hours 30 minutesFree Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (1)
from
$599
Hawaii Volcanoes National Park Experience from Maui
Big Island of Hawaii, USA

Here is your chance to visit Hawaii’s only active volcano and see the youngest of the Hawaiian Islands. On this inter-island excursion, you’ll visit the...

8 to 10 hoursFree Cancellation
8 to 10 hoursFree Cancellation
8 to 10 hours • Free Cancellation
5.0 (6)
from
$589.99
2-Hour Dolphin Watching and Double Reef with Snorkel in Hawaii
Big Island of Hawaii, USA

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 minutesFree Cancellation
2 hours 30 minutesFree Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (22)
from
$549.80

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

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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.