Hawaii Cruises, Sailing & Water Tours

Effortless Luxury Sailing Cruises

Discover Oahu’s breathtaking coastline aboard the luxurious Makani Catamaran, one of Waikiki’s largest and most elegant 65-foot sailing vessels. Departing from convenient Kewalo Basin Harbor …More

Likely to Sell Out
Likely to Sell Out
Oahu, USA

Discover Oahu’s breathtaking coastline aboard the luxurious Makani Catamaran, one of Waikiki’s largest and most elegant 65-foot sailing vessels. Departing from convenient Kewalo Basin Harbor...

2 hours • Free Cancellation
4.6 (665)
from
$89
Maui Eco-Raft: 2 Hour Dolphin Watch Sightsee Tour (Semi-Private)

Small group whale watching onboard our small group, smooth ride raft vessel. Native Hawaiian owned and voted Cool Hawaiis Traveler's Choice, Hawaii Ocean Rafting has …More

Likely to Sell Out
Likely to Sell Out
Maui, USA

Small group whale watching onboard our small group, smooth ride raft vessel. Native Hawaiian owned and voted Cool Hawaiis Traveler's Choice, Hawaii Ocean Rafting has...

2 hours • Free Cancellation
5.0 (110)
from
$97
1 Hour Waikiki Sail on Na Hoku 3 Catamaran

Join us on NA HOKU 3 for a 1-hour fun-filled sail departing directly off of Waikiki Beach! Enjoy a breezy midday diamond head sail with …More

Oahu, USA

Join us on NA HOKU 3 for a 1-hour fun-filled sail departing directly off of Waikiki Beach! Enjoy a breezy midday diamond head sail with...

1 hour • Free Cancellation
4.7 (52)
from
$46
Pelagic Shark Dive Tour

Our cage-free experience allows you to SAFELY swim with sharks in their natural environment. You will walk away with a new perspective and appreciation for …More

Likely to Sell Out
Likely to Sell Out
Oahu, USA

Our cage-free experience allows you to SAFELY swim with sharks in their natural environment. You will walk away with a new perspective and appreciation for...

90 to 120 minutes • Free Cancellation
4.9 (218)
from
$150
Maui Sunset Dinner Cruise & Whale Watch

Experience Maui's top-rated whale watch with the experts in conservation and Marine Naturalists departing from the historic Ma'alaea Harbor. Enjoy a premium dinner cruise with …More

Maui, USA

Experience Maui's top-rated whale watch with the experts in conservation and Marine Naturalists departing from the historic Ma'alaea Harbor. Enjoy a premium dinner cruise with...

3 hours • Free Cancellation
4.7 (503)
from
$189
Lanai Eco-Raft Snorkel & Dolphin Watch Small Group Tour from Maui

The only Semi-Private Snorkel Raft Tours on Maui, making it the closest you can get to a private charter experience. With 3 certified lifeguards onboard …More

Likely to Sell Out
Likely to Sell Out
Maui, USA

The only Semi-Private Snorkel Raft Tours on Maui, making it the closest you can get to a private charter experience. With 3 certified lifeguards onboard...

5 hours • Free Cancellation
4.9 (269)
from
$97
Pearl Harbor Arizona Memorial - Honolulu Tour - Submarine Access

Around 8am on December 7th, 1941, Japanese warplanes attacked Pearl Harbor and the Island of Oahu. The surprise attack killed 2,403 and marked the United …More

Honolulu, USA

Around 8am on December 7th, 1941, Japanese warplanes attacked Pearl Harbor and the Island of Oahu. The surprise attack killed 2,403 and marked the United...

5 to 6 hours • Hotel pickup offered • Free Cancellation
4.1 (595)
from
$74
Premium Kona Coast Morning Snorkel

Adventure down the Southern Kona Coast on our fleet of covered boats for everyone’s comfort. Snorkel the pristine Puʻuhonua O Honaunau (The Place of Refuge) …More

Big Island of Hawaii, USA

Adventure down the Southern Kona Coast on our fleet of covered boats for everyone’s comfort. Snorkel the pristine Puʻuhonua O Honaunau (The Place of Refuge)...

4 hours 30 minutes • Free Cancellation
5.0 (203)
from
$165
Wild Dolphin Watching and Snorkel Safari Off West Coast of Oahu

Avoid crowds on our quiet, fast, 32 foot, Coast Guard inspected vessel. We only allow 16 guests on the boat, and every seat has a …More

Honolulu, USA

Avoid crowds on our quiet, fast, 32 foot, Coast Guard inspected vessel. We only allow 16 guests on the boat, and every seat has a...

3 hours • Hotel pickup offered • Free Cancellation
4.9 (826)
from
$194
Ultimate 4 Hour Lanai Snorkel and Dolphin Encounter

Our small group snorkeling tours are locally owned and operated, making you feel like a part of our Maui ohana! Since 1982 we have offered …More

Maui, USA

Our small group snorkeling tours are locally owned and operated, making you feel like a part of our Maui ohana! Since 1982 we have offered...

4 hours • Free Cancellation
4.9 (945)
from
$175
Lanai Snorkel and Dolphin Watch from Maui

Snorkel off the island of Lana’i and watch dolphins in the wild all in one trip. You'll discover why Lana’i has been rated one of …More

Maui, USA

Snorkel off the island of Lana’i and watch dolphins in the wild all in one trip. You'll discover why Lana’i has been rated one of...

5 hours • Free Cancellation
4.6 (220)
from
$181
From Ma'alaea Harbor: Whale Watch Cruise Aboard the Malolo

Enjoy this 2-hour guided adventure in a high-speed catamaran to watch the whales in their natural habitat. Depending on the whales’ behavior during your whale watching …More

Maui, USA

Enjoy this 2-hour guided adventure in a high-speed catamaran to watch the whales in their natural habitat. Depending on the whales’ behavior during your whale watching...

2 hours • Free Cancellation
4.6 (78)
from
$50
Oahu: Swim with Dolphins on the West Coast

Set sail on an unforgettable West Oahu dolphin cruise aboard a spacious 42-passenger catamaran. This double-hulled vessel offers a smooth, stable ride as you relax …More

Oahu, USA

Set sail on an unforgettable West Oahu dolphin cruise aboard a spacious 42-passenger catamaran. This double-hulled vessel offers a smooth, stable ride as you relax...

4 hours • Hotel pickup offered • Free Cancellation
4.9 (1,160)
from
$187
Luxury Private Boat Charter in Big Island Hawaii

Please forget about the crammed up tourist boats, and come with us! 6 Guest MAX, Luxurious Snorkel Boat! The most Affordable & Luxurious Snorkel Charter …More

Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

Please forget about the crammed up tourist boats, and come with us! 6 Guest MAX, Luxurious Snorkel Boat! The most Affordable & Luxurious Snorkel Charter...

4 hours • Free Cancellation
5.0 (61)
from
$1,200
Honolulu Sunset Sail from Kewalo Harbor Including Drinks

Our Sunset Sail tour is a fun and wild 90-minute sail where all drinks are complimentary! (Must be 21+ with valid ID to consume alcoholic …More

Oahu, USA

Our Sunset Sail tour is a fun and wild 90-minute sail where all drinks are complimentary! (Must be 21+ with valid ID to consume alcoholic...

1 hour 30 minutes • Free Cancellation
4.9 (210)
from
$62
Waikiki Beach Sunset Sail on Ke Kai Catamaran

Sail Ke Kai for our Popular 90-minute Sunset Sail departing directly off of Waikiki Beach! Enjoy a stunning Hawaiian sunset on a yellow and purple …More

Oahu, USA

Sail Ke Kai for our Popular 90-minute Sunset Sail departing directly off of Waikiki Beach! Enjoy a stunning Hawaiian sunset on a yellow and purple...

1 hour 30 minutes • Free Cancellation
4.9 (454)
from
$70

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