Hawaii Cruises, Sailing & Water Tours

472 Results
Half Day Private Cruise Tour with Snorkeling and Fishing in Kona

Come aboard UliUli Moana for a luxury private snorkeling tour. Everything you need for the day is provided. You and your party can show up …More

Big Island of Hawaii, USA

Come aboard UliUli Moana for a luxury private snorkeling tour. Everything you need for the day is provided. You and your party can show up...

5 hours • Free Cancellation
5.0 (4)
from
$1,900
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
Private Charter Humpback Whale Watching & Dolphin Search

Our Exclusive Private Charter Sanity Vessel holds as many as 32 passengers.   Humpback Whale Watching and Dolphin Search minimum 2 hours with additional hourly rate …More

Maui, USA

Our Exclusive Private Charter Sanity Vessel holds as many as 32 passengers.   Humpback Whale Watching and Dolphin Search minimum 2 hours with additional hourly rate...

2 to 8 hours • Free Cancellation
5.0 (2)
from
$1,993
3 Hour Luxury Private Sailing Catamaran for 7-12 People

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 …More

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 hours • Free Cancellation
from
$1,995
Custom Private Multi Day Tours on the island of Oahu Hawaii

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, …More

Likely to Sell Out
Likely to Sell Out
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 days • Hotel pickup offered
5.0 (7)
from
$1,998
Private Snorkel Trip from Oahu on a Yacht

Get with Oahu's ultimate charter on a 46-foot world renown yacht in a private tour while enjoying the waters of West Oahu on this 3.5 …More

Oahu, USA

Get with Oahu's ultimate charter on a 46-foot world renown yacht in a private tour while enjoying the waters of West Oahu on this 3.5...

3 hours • Free Cancellation
5.0 (27)
from
$2,042
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
6 Hour Private Charter in Kona

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 …More

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 hours • Free Cancellation
5.0 (5)
from
$2,200
Private Charter 12 Passenger X-Treme Vessel 3 Hours

Travel & Hospitality Award Winner, BBB A+ Rated, Winner of  and 2018 Certificate of Excellence Cool Hawaii Award. …More

Likely to Sell Out
Likely to Sell Out
Maui, USA

Travel & Hospitality Award Winner, BBB A+ Rated, Winner of  and 2018 Certificate of Excellence Cool Hawaii Award....

3 days 4 hours • Free Cancellation
4.7 (11)
from
$2,300
Maui: Private Luxury Charter Experience

Experience snorkelling with wildlife in exclusive spots, encountering dolphins along the way, sightseeing in small intimate groups with friendly and knowledgeable guides, and enjoy a …More

Maui, USA

Experience snorkelling with wildlife in exclusive spots, encountering dolphins along the way, sightseeing in small intimate groups with friendly and knowledgeable guides, and enjoy a...

4 hours
5.0 (3)
from
$2,370
Private Ni’ihau Scenic Snorkel

Fastest crossing and closest harbor to Ni'ihau! Your crew will be Nick and Jessie. We are experienced captains and snorkel guides.Visibility is usually 100’s of …More

Kauai, USA

Fastest crossing and closest harbor to Ni'ihau! Your crew will be Nick and Jessie. We are experienced captains and snorkel guides.Visibility is usually 100’s of...

7 hours • Free Cancellation
from
$2,400
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
Private Maui Ocean Adventure – Luxury Boston Whaler Charter for 6

Welcome to your very own private Maui adventure! Ali’i Nani, roughly translated to “Beautiful Royalty,” evokes elegance, prestige, and the ultimate in luxury. Whether you’re …More

Likely to Sell Out
Likely to Sell Out
Maui, USA

Welcome to your very own private Maui adventure! Ali’i Nani, roughly translated to “Beautiful Royalty,” evokes elegance, prestige, and the ultimate in luxury. Whether you’re...

3 hours • Free Cancellation
5.0 (3)
from
$2,476
The Ultimate Private Adventure

With Kona Ocean Adventures, we are not just another tour but a true Adventure! This charter is for up to 6 guests. If you have …More

Big Island of Hawaii, USA

With Kona Ocean Adventures, we are not just another tour but a true Adventure! This charter is for up to 6 guests. If you have...

4 hours • Free Cancellation
5.0 (49)
from
$2,483
Private Na Pali Coast Tour

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 …More

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 hours • Free Cancellation
5.0 (13)
from
$2,700
Private Waikiki 5 Hour Charter on board Ocean Therapy

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

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

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

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