Hawaii Cruises, Sailing & Water Tours

Waikiki Glass Bottom Boat Fireworks Tour
Oahu, USA

Our Friday Nights Fireworks tour outside of the Waikiki is truly a one of a kind experience. Join us and you’re sure to experience the...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
4.6 (25)
from
$61
Waikiki Friday Night Fireworks Cruise
Oahu, USA

Experience authentic aloha vibes with us. Our knowledgeable guides and crew are ready to share insights on local culture, marine life, and island tips. Bring...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
4.7 (29)
from
$60
Royal Humpback Whale Exploration
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

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 minutesFree Cancellation
1 hour 30 minutesFree Cancellation
1 hour 30 minutes • Free Cancellation
4.8 (12)
from
$179.49
4-Hour Kona Private Charter
Big Island of Hawaii, USA

Perfect for all size of couples, families or extended families. Experience Kealakekua Bay, the best place to snorkel on the Big Island or find a...

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
5.0 (15)
from
$1,623.15
Whale Watching on Big island
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

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
Private Catamaran Sunset Sail in Waikiki
Likely to Sell Out
Likely to Sell Out
Oahu, USA

Established in 2017. As a private charter company, we always cater to your preferences. Our 48-foot catamaran, Hawaiian Style, has a sleek low-profile design which...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (11)
from
$900
2.5-Hour Whale Watching On A 41' Super-Raft
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

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 minutesFree Cancellation
2 hours 30 minutesFree Cancellation
2 hours 30 minutes • Free Cancellation
4.8 (14)
from
$135.14
Private Na Pali Coast Tour
Likely to Sell Out
Likely to Sell Out
Kauai, USA

We are one of the few companies who offer affordable private charter rates! Our 28 foot boat is big enough to comfortably fit 6 people...

5 hoursFree Cancellation
5 hoursFree Cancellation
5 hours • Free Cancellation
5.0 (13)
from
$2,160
Oahu Whale Watch Tour & Waikiki Sunset Boat Tour
Oahu, USA

Humpback whales have journeyed thousands of miles to the warm waters of Hawaii to give birth to their calves. If we're fortunate, we might even...

2 hours 30 minutesFree Cancellation
2 hours 30 minutesFree Cancellation
2 hours 30 minutes • Free Cancellation
4.9 (16)
from
$80
Moana’s Luxury semi-private Sunset Cruise on Nalu
Oahu, USA

The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizable experience. From November to May, Guests can look forward to Humpback...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (17)
from
$149.99
Waikiki Beach Whale Watching: Catamaran Sail & Open Bar
Likely to Sell Out
Likely to Sell Out
Oahu, USA

Observe the majestic humpback whales during their migration from December to March on this 1.5-hour sail in Honolulu. Experience the beauty of Oahu's coastline while...

1 hour 30 minutesFree Cancellation
1 hour 30 minutesFree Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (13)
from
$53.36
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
2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 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...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
4.8 (14)
from
$1,150
6 Hour Private Charter in Kona
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

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 hoursFree Cancellation
5 hoursFree Cancellation
5 hours • Free Cancellation
5.0 (5)
from
$2,200
Oahu: Private North Shore Boat Charter
Likely to Sell Out
Likely to Sell Out
Oahu, USA

Our North Shore adventure tours are perfect for people of all ages. Bring your family or friends and create new memories. Turn the tour into...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (6)
from
$1,200
Private Boat Charter in Waikiki for Snorkeling and Events
Likely to Sell Out
Likely to Sell Out
Oahu, USA

Discover the beauty of Waikiki with a private boat day charter, perfect for snorkeling, coastal cruising, events, and seasonal whale watching from January to March....

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (6)
from
$1,300

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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.

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