Hawaii Cruises, Sailing & Water Tours

Afternoon Whale Watching Tour in Maui with Dinner

Witness the majesty of humpback whales in their natural habitat during this Afternoon Whale Watching Tour in Maui. From December 15 to April 15, enjoy …More

Maui, USA

Witness the majesty of humpback whales in their natural habitat during this Afternoon Whale Watching Tour in Maui. From December 15 to April 15, enjoy...

2 hours • Free Cancellation
5.0 (3)
from
$168
Maui Dolphins & Turtles - Makai Adventures

Take a ride on our brand new boat, MAKAI, along the West Maui coast. Enjoy beautiful views while looking for dolphins and a quick stop …More

Maui, USA

Take a ride on our brand new boat, MAKAI, along the West Maui coast. Enjoy beautiful views while looking for dolphins and a quick stop...

2 hours 30 minutes • Free Cancellation
5.0 (3)
from
$135
Mauna Kea Deluxe Whale Watch and Boat Cruise

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 …More

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 hours • Free Cancellation
5.0 (2)
from
$109
Manta Ray Night Snorkel Adventure in Kona

Immerse yourself in the enchanting world of manta rays during a magical night snorkel along the Kona coast. As evening descends, board our vessel and …More

Big Island of Hawaii, USA

Immerse yourself in the enchanting world of manta rays during a magical night snorkel along the Kona coast. As evening descends, board our vessel and...

2 hours 30 minutes • Free Cancellation
5.0 (3)
from
$150
Oahu Whale Watching Catamaran Sail Experience

Join an intimate whale watching adventure aboard open-deck sailing catamaran, limited to just 35 guests for a more personal experience. Every winter, humpback whales migrate …More

Likely to Sell Out
Likely to Sell Out
Oahu, USA

Join an intimate whale watching adventure aboard open-deck sailing catamaran, limited to just 35 guests for a more personal experience. Every winter, humpback whales migrate...

2 hours • Free Cancellation
3.0 (1)
from
$55
Catamaran Sunset Whale Watch with Cocktails

Experience the best of whale season at sunset! Watch humpbacks breach and play from the deck of a 65' luxury catamaran as the sun sets …More

Maui, USA

Experience the best of whale season at sunset! Watch humpbacks breach and play from the deck of a 65' luxury catamaran as the sun sets...

2 hours • Free Cancellation
5.0 (2)
from
$189
#1 eFoil 1.25 hr or 2 hr wing foil or windsurf or kayak lesson

You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets help us to give precise specific info as needed …More

Oahu, USA

You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets help us to give precise specific info as needed...

2 hours • Free Cancellation
5.0 (4)
from
$450
Battleships of WWII at Pearl Harbor from Maui

Join us on a powerful historic journey starting with the surprise Japanese attack on Pearl Harbor December 7, 1941 that catapulted the U.S. into World …More

Honolulu, USA

Join us on a powerful historic journey starting with the surprise Japanese attack on Pearl Harbor December 7, 1941 that catapulted the U.S. into World...

7 to 9 hours • Free Cancellation
5.0 (1)
from
$460
Sunset Sightseeing Cruise in Kawaihae

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 …More

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 hours • Free Cancellation
5.0 (1)
from
$1,050
Whale and Dolphin Watch Boat Cruise in Oahu

Experience this sensational opportunity aboard our semi-private charter. We have limited our tours to just 6 guest per excursion to offer the most personalized adventure. …More

Oahu, USA

Experience this sensational opportunity aboard our semi-private charter. We have limited our tours to just 6 guest per excursion to offer the most personalized adventure....

1 hour 30 minutes • Free Cancellation
5.0 (1)
from
$125
Affordable Afternoon Sail in Waikiki

Looking for an unforgettable experience that won’t break the bank? Join us aboard Island Magic for the Aloha Hour a scenic, one hour sail offering …More

Oahu, USA

Looking for an unforgettable experience that won’t break the bank? Join us aboard Island Magic for the Aloha Hour a scenic, one hour sail offering...

1 hour • Free Cancellation
3.7 (3)
from
$30
Private Charter Sanity Vessel Tour Off Kaanapali Beach to Lanai

Unique Private Charter departing from Kaanapali Beach. This Eco Educational Fantasy Tour on Sanity Vessel holds 16 passengers. which is 1/2 capacity due to Covid-19 …More

Maui, USA

Unique Private Charter departing from Kaanapali Beach. This Eco Educational Fantasy Tour on Sanity Vessel holds 16 passengers. which is 1/2 capacity due to Covid-19...

3 hours • Free Cancellation
5.0 (1)
from
$2,875
Sound of the Ocean Whale Watch Sail

Step aboard a boat and experience whale watching like never before. On this special cruise, see humpback whales in their natural habitat and hear them …More

Maui, USA

Step aboard a boat and experience whale watching like never before. On this special cruise, see humpback whales in their natural habitat and hear them...

2 hours • Free Cancellation
5.0 (1)
from
$164
Kailua Kona Whale Watching Boat Tour Experience

Witness the majestic humpback whales along the stunning coastline of Kona on this unforgettable 2-hour private whale watching tour. From December to April, experience the …More

Big Island of Hawaii, USA

Witness the majestic humpback whales along the stunning coastline of Kona on this unforgettable 2-hour private whale watching tour. From December to April, experience the...

2 hours • Free Cancellation
5.0 (1)
from
$700
Private Snorkel Tour 3 Hrs 1 stop from Kaanapali Beach

Be Amazed at our private custom charter to the Island of Lanai on "Sanity" (snorkel vessel). Lanai with it's breathtaking shoreline, cliffs, cave, secluded beaches.  …More

Maui, USA

Be Amazed at our private custom charter to the Island of Lanai on "Sanity" (snorkel vessel). Lanai with it's breathtaking shoreline, cliffs, cave, secluded beaches. ...

3 to 10 hours • Free Cancellation
3.7 (3)
from
$3,000
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

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