Hawaii Cruises, Sailing & Water Tours

472 Results
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 …More

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 minutes • Free Cancellation
4.8 (12)
from
$179
Waikiki Friday Fireworks Party Cruise with Live DJ & Full Bar

Experience the ultimate Waikiki Friday night party cruise - complete with front-row views of the famous Waikiki Fireworks show! This 21+ Only party cruise includes …More

Oahu, USA

Experience the ultimate Waikiki Friday night party cruise - complete with front-row views of the famous Waikiki Fireworks show! This 21+ Only party cruise includes...

2 hours • Free Cancellation
5.0 (12)
from
$99
Private Catamaran Sunset Sail in Waikiki

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 …More

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 hours • Free Cancellation
5.0 (11)
from
$900
Private Whale Watching Activity: 6 passengers max

Our Captain and mates have travelled all over the polynesian islands to experience other whale-watching tours and have used all the information we've learned from …More

Oahu, USA

Our Captain and mates have travelled all over the polynesian islands to experience other whale-watching tours and have used all the information we've learned from...

2 hours • Free Cancellation
5.0 (11)
from
$524
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 …More

Big Island of Hawaii, USA

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
5.0 (10)
from
$1,950
2-Tank Dive K2 Power Catamaran featuring the Molokini Crater

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, …More

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 hours • Free Cancellation
4.9 (10)
from
$239
Kailua-Kona Adventure Whale Watch

Meet Apollo, a 41 foot ribcraft purpose built for the ultimate adventure, and the newest member of the Hawaiian Adventures Team. Apollo’s 12.5 meter hull …More

Big Island of Hawaii, USA

Meet Apollo, a 41 foot ribcraft purpose built for the ultimate adventure, and the newest member of the Hawaiian Adventures Team. Apollo’s 12.5 meter hull...

2 hours 30 minutes • Free Cancellation
4.9 (10)
from
$119
Private Paddleboard (SUP) Whale Watch: All Skill Levels Welcome

Our Private Tours are always Private and Customized to suit everyone's abilities in your family/group. Whale Watching on a Paddleboard is the BEST and most …More

Likely to Sell Out
Likely to Sell Out
Maui, USA

Our Private Tours are always Private and Customized to suit everyone's abilities in your family/group. Whale Watching on a Paddleboard is the BEST and most...

2 hours • Free Cancellation
4.9 (9)
from
$189
Kona Hawaii Fishing/Snorkel Large Group Private Charter on OE

Welcome aboard the Ocean Encounters. This 46' Delta is your pathway to some of the best memories of a lifetime! On this private large group …More

Big Island of Hawaii, USA

Welcome aboard the Ocean Encounters. This 46' Delta is your pathway to some of the best memories of a lifetime! On this private large group...

4 to 8 hours • Free Cancellation
4.8 (9)
from
$2,437
Kona Hawaii Fishing/Snorkel Large Group Private Charter on OE II

Spend the day out on the waters of the Kona Coast on the Ocean Encounters II, a 34' Radon. Your private, large-group boating and sport-fishing …More

Big Island of Hawaii, USA

Spend the day out on the waters of the Kona Coast on the Ocean Encounters II, a 34' Radon. Your private, large-group boating and sport-fishing...

4 to 8 hours • Free Cancellation
5.0 (9)
from
$2,088
Big Island: 4-Hour Private Charter Adventures in Kona Coast

The Kona coastline is an aquatic playground that's filled with possibility, whether it's snorkeling with manta rays, searching for dolphins, or watching whales in winter. …More

Big Island of Hawaii, USA

The Kona coastline is an aquatic playground that's filled with possibility, whether it's snorkeling with manta rays, searching for dolphins, or watching whales in winter....

4 hours
5.0 (9)
from
$1,500
Waikiki's Premier Small Group Sunset Yacht + Tasting

Get the ultimate all-inclusive experience on a 43-foot world renown yacht while enjoying the Waikiki Sunset on this 2 hour experience. There’s more than enough …More

Oahu, USA

Get the ultimate all-inclusive experience on a 43-foot world renown yacht while enjoying the Waikiki Sunset on this 2 hour experience. There’s more than enough...

2 hours • Free Cancellation
5.0 (9)
from
$245
Self-Guided Kayaking Tour in Kailua Bay and Popoia Island

Meet in Kailua at the Active Oahu storefront where friendly staff will help you load your kayaks and gear. From there drive a few minutes …More

Oahu, USA

Meet in Kailua at the Active Oahu storefront where friendly staff will help you load your kayaks and gear. From there drive a few minutes...

4 hours • Free Cancellation
5.0 (9)
from
$82
Two Site Snorkeling Adventure featuring the Molokini Crater

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, …More

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 hours • Free Cancellation
4.9 (9)
from
$176
Lanai Snorkeling Half Day with Sea Scooter

Winner of 2018 Travel & Hospitality Award Winner & Certificate of Excellence Cool Hawaii Award for 9 years in a row. Our 50 ft Sanity …More

Likely to Sell Out
Likely to Sell Out
Maui, USA

Winner of 2018 Travel & Hospitality Award Winner & Certificate of Excellence Cool Hawaii Award for 9 years in a row. Our 50 ft Sanity...

4 hours 15 minutes • Free Cancellation
5.0 (8)
from
$193
Oahu Personalized Private North Shore Highlight Custom Tour

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 …More

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 hours • Hotel pickup offered
5.0 (8)
from
$699

Frequently Asked Questions

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

Recent activity reviews
Activity name

Hawaii Activities
Attractions
Guides
Calendar