Hawaii Cruises, Sailing & Water Tours

Private cruise Gondola waikiki, free flower lei, drinks, pastries
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
$395.30

Beginner Scuba and Snorkeling Ocean Adventure in Honolulu
Oahu, USA

Discover the best of Honolulu’s underwater world in one unforgettable experience—perfect for first-timers! This 2-in-1 ocean adventure combines beginner-friendly scuba diving and snorkeling in the...

2 hours 30 minutesFree Cancellation
2 hours 30 minutesFree Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (2)
from
$129

Mauna Kea Deluxe Whale Watch and Boat Cruise
Big Island of Hawaii, USA

Set sail on the luxurious Olohana powerboat for the Mauna Kea Deluxe Whale Watch, where stunning views and unforgettable wildlife encounters await. This 2-hour cruise...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (2)
from
$109

Beautiful 90 Minute Catamaran Sunset Sail with Drinks!
Oahu, USA

The nightly Sunset Sailing trip is a gorgeous 90-minute sail with complimentary drinks. Experience sailing, sightseeing, delicious cocktails, the beautiful Hawaiian Sunset, and perhaps if...

1 hour 30 minutesFree Cancellation
1 hour 30 minutesFree Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (2)
from
$56.36

Private Sunset Cruise in Kona
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

Come aboard UliUli Moana with us and watch the sun go down behind the Kona Coast. All of our charters are private so this can...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$995

Catamaran Private Charter of NaPali Coast on Kauai
Likely to Sell Out
Likely to Sell Out
Kauai, USA

We have been operating our tours for over 34 years. We custom-built our vessels to provide you with the ideal sightseeing vessel for our Kauai...

5 hoursFree Cancellation
5 hoursFree Cancellation
5 hours • Free Cancellation
5.0 (1)
from
$3,400

Afternoon Sail With the Whales from Lahaina Harbor
Likely to Sell Out
Likely to Sell Out
Maui, USA

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii,...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$100.22

2 Hour Private Catamaran Charter in Waikiki (7-12 Guests)
Likely to Sell Out
Likely to Sell Out
Oahu, USA

(IMPORTANT: Make sure you have *over* 6 guests selected to see availability for this activity, or it will show NO AVAILABILITY. If you have 1-6...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$1,200

Sunset Sightseeing Cruise in Kawaihae
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

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 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$1,050

Offshore Fishing Adventures With Ohana Deep Sea Fishing
Likely to Sell Out
Likely to Sell Out
Oahu, USA

-Welcome aboard our well-equipped fishing charter boat and set off into the open seas with our expert captain and crew. - Explore prime fishing spots...

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
5.0 (1)
from
$1,360

3hr Luxury Private Sailing Catamaran in Waikiki for 1 to 6 People
Likely to Sell Out
Likely to Sell Out
Oahu, USA

Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allow more flexibility with the day’s schedule and...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
5.0 (1)
from
$1,595

Maui Intimate Luxury Powerboat Private Charter
Likely to Sell Out
Likely to Sell Out
Maui, USA

Step aboard 'Amore', your private charter and discover Maui’s coastline in comfort and style. Designed for versatility, this premium vessel offers an expansive bow with...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
5.0 (1)
from
$1,795

Exclusive Super Raft Kona Snorkel Tour Family Friendly Adventure
Big Island of Hawaii, USA

Set sail on an exhilarating four-hour private snorkeling journey aboard the Super-Raft in Kona. This family-friendly adventure is perfect for those eager to explore the...

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
5.0 (1)
from
$3,091.89

Ko Olina Glass Bottom Sunset Tour - West Oahu Reef
Oahu, USA

Experience one of the best sunset tours in Ko Olina aboard our Glass Bottom Boat Sunset Tour on Oahu’s West Side. Departing from Ko Olina...

1 hour 30 minutesFree Cancellation
1 hour 30 minutesFree Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (1)
from
$60

Private Waikiki 5 Hour Charter on board Ocean Therapy
Oahu, USA

Snorkel or SCUBA Dive Along the Waikiki Coast Up to 6 Guests | 5+ Hours | Certified Divers & Snorkelers Welcome Escape the crowds and...

5 hoursFree Cancellation
5 hoursFree Cancellation
5 hours • Free Cancellation
5.0 (1)
from
$2,800

Two Site Snorkel Adventure featuring the Molokini Crater K2
Maui, USA

Experience the vibrant underwater world at Molokini Crater, a renowned marine preserve just a short boat ride from Kihei. With over 25 years of expertise,...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
5.0 (1)
from
$174

Frequently Asked Questions

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.