Hawaii Cruises, Sailing & Water Tours

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 (6)
from
$699

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

Afternoon Ali'i Adventure
Big Island of Hawaii, USA

Experience the ultimate in luxury and exclusivity with our Afternoon Ali’i Adventure. Unlike crowded tours, we limit our trips to a maximum of 22 guests,...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
5.0 (6)
from
$276

Sunset Sail Experience by Catamaran in Waikiki
Oahu, USA

Enjoy the end of your day on a relaxing 2-hour Waikiki Sunset Sail aboard a 38.6 foot twin-hulled catamaran. Take in the views of Honolulu...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
4.8 (6)
from
$92.31

Private Boat Charter North Shore Oahu
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

Whale Watching in Kona
Big Island of Hawaii, USA

We are a small Hawaiian ʻohana-owned and operated business. A family of five—Kaleo, Leila, and their three sons Kaeo, Hauʻoli, and Makana—shares their love for...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
5.0 (6)
from
$125

Poipu Sea Kayak Tour: Turtle, Dolphins and Snorkel
Kauai, USA

From Po'ipu, winter paddle and snorkel, the same canoe paths of old taken by early Polynesians and whaling captains....

7 hoursFree Cancellation
7 hoursFree Cancellation
7 hours • Free Cancellation
5.0 (6)
from
$269

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 (5)
from
$1,300

Turtle Town Sunset Kayak & Snorkel: Wailea
Likely to Sell Out
Likely to Sell Out
Maui, USA

Golden hour in Maui is something you’ll never forget. Kayak the coastline, snorkel with sea turtles, and watch for whales as the sun sets. Experience...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (5)
from
$99

Custom Private Multi Day Tours on the island of Oahu Hawaii
Oahu, USA

Your Multi-Day Tours make sure you have the most fun possible, see everything you want, as well as have a driver for things like dinner, golf,...

3 daysHotel pickup offered
3 daysHotel pickup offered
3 days • Hotel pickup offered
5.0 (5)
from
$1,997.50

Kona Hawaii Deep Sea Luxury Fishing Trip on Bite Me 5
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

In 2024 our vessel underwent a complete retrofit. We are cool, clean and comfortable. We provide all of the top of the line fishing gear...

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
4.8 (5)
from
$1,292.54

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 (5)
from
$599.99

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
$2,100

Private and Luxurious Sunset Cruise with Dolphin Watch
Oahu, USA

Experience Oʻahu’s stunning west coast on a private sunset snorkel and dinner cruise reserved exclusively for your group of up to 25 guests. Departing from...

2 hours 30 minutesFree Cancellation
2 hours 30 minutesFree Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (5)
from
$2,875

BYOB Friday Night Fireworks Cruise
Oahu, USA

BYOB Fireworks Cruise! Relax and enjoy the views as you cruise along the beautiful coast of Waikiki. You'll enjoy the view of the city lights...

2 hours 30 minutesFree Cancellation
2 hours 30 minutesFree Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (5)
from
$138.95

Sunset/Glow Clear Kayak Tour in Olowalu
Maui, USA

This is a one of a kind experience. We are the only Clear Kayak Sunset/Glow Tour in Hawaii. Get a unique view of Maui's beautiful...

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
5.0 (5)
from
$239

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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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