Oahu Cruises, Sailing & Water Tours

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Oahu Activities

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Private and Luxurious Sunset Cruise with Gourmet Hawaiian Meal
5.0 (6)

Private and Luxurious Sunset Cruise with Gourmet Hawaiian Meal

Departing from Ko Olina Marina, this private sunset charter is reserved entirely for your group of up to 25 guests to experience the absolute best...

3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
5.0 (6)
from
$2,875
Private Whale Watching Activity: 6 passengers max
5.0 (11)

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...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (11)
from
$524
Ko Olina Glass Bottom Sunset Tour - West Oahu Reef
5.0 (1)

Ko Olina Glass Bottom Sunset Tour - West Oahu Reef

Experience one of the best sunset tours in Ko Olina aboard our Glass Bottom Boat Sunset Tour on Oahu’s West Side. Departing from Ko Olina...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (1)
from
$60
Beautiful 90 Minute Catamaran Sunset Sail with Drinks!
4.9 (11)

Beautiful 90 Minute Catamaran Sunset Sail with Drinks!

The nightly Sunset Sailing trip is a gorgeous 90-minute sail with complimentary drinks. Experience sailing, sightseeing, delicious cocktails, the beautiful Hawaiian Sunset, and perhaps if...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.9 (11)
from
$56
BYOB Friday Night Fireworks Cruise
5.0 (5)

BYOB Friday Night Fireworks Cruise

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 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (5)
from
$139
Waikiki Fireworks Cocktail Cruise
4.6 (10)

Waikiki Fireworks Cocktail Cruise

Majestic provides a intimate ambiance and exceptional service. We provide a romantic setting on a beautiful fireworks cruise that will give you a night to...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.6 (10)
from
$77
Self-Guided Kayaking Tour in Kailua Bay and Popoia Island
5.0 (9)

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...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (9)
from
$82
Guided E-Bike and Kayak Tour to Mokulua Islands in Kailua, Oahu
5.0 (7)

Guided E-Bike and Kayak Tour to Mokulua Islands in Kailua, Oahu

Embark on an exhilarating 5-hour journey to the Mokulua Islands, led by our experienced guides! Say goodbye to car hassles—your transportation to Kailua Beach is...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (7)
from
$285
Private Whale Watching Safari from North Shore Oahu
5.0 (5)

Private Whale Watching Safari from North Shore Oahu

If on Oahu look no further than departing off the less traveled North Shore side for the best Whale Watching on island. The North shore...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (5)
from
$600
2-HR Gondola cruise in waikiki with cute tour guide & he sings!
5.0 (5)

2-HR Gondola cruise in waikiki with cute tour guide & he sings!

Combo deal!! Get this 2 hour gondola cruise and receive an all day hop on hop off waikiki bus voucher after the completion of the...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (5)
from
$178
Waikiki Beach Catamaran Friday Night Fireworks Tour
5.0 (7)

Waikiki Beach Catamaran Friday Night Fireworks Tour

This sail only happens once a week and there’s no better way to take in the fireworks than from the waters aboard our catamaran, where...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (7)
from
$63
Moana’s Deluxe Breakfast Snorkel & Sail Adventure
4.7 (14)

Moana’s Deluxe Breakfast Snorkel & Sail Adventure

Start your day with a relaxed morning cruise to Turtle Canyon, where you’ll snorkel among green sea turtles at a “turtle cleaning station” and spot...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.7 (14)
from
$170
Waikiki Friday Fireworks Boat Cruise from Oahu
4.3 (7)

Waikiki Friday Fireworks Boat Cruise from Oahu

Experience the iconic Waikiki fireworks like never before on our sunset sail aboard a 55-foot double-decker catamaran. With spacious decks and a underwater viewing room,...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.3 (7)
from
$59
1 Hour Friday Night Fireworks Cruise w/ Complimentary Drinks
5.0 (5)

1 Hour Friday Night Fireworks Cruise w/ Complimentary Drinks

Manu Kai offers a fun-filled 1 hour Friday evening tour to experience the famous Friday Night Fireworks show by the Hilton Hawaiian Village. Enjoy complimentary...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (5)
from
$60
Beginner Scuba and Snorkeling Ocean Adventure in Honolulu
5.0 (7)

Beginner Scuba and Snorkeling Ocean Adventure in Honolulu

Discover the best of Honolulu’s underwater world in one unforgettable experience—perfect for first-timers! This 2-in-1 ocean adventure combines beginner-friendly scuba diving and snorkeling in the...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (7)
from
$129
West Oahu Whale Watch & Turtle Snorkel with Whale Guarantee
5.0 (6)

West Oahu Whale Watch & Turtle Snorkel with Whale Guarantee

From December to April, the warm Hawaiian waters become a sanctuary for migrating Humpback whales, offering you a front-row seat to witness these incredible creatures...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (6)
from
$190

Frequently Asked Questions

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

Recent activity reviews
Relaxing and fun trip
New York City
Beautiful 90 Minute Catamaran Sunset Sail with Drinks!
cynthiapU6287MJ, Sep 2026
Relaxing and fun trip
Had a great crew and a beautiful sunset. Views of Diamondhead and Waikiki. Met some nice people too.
Read more
Beginner scuba dive
New York City
Beginner Scuba and Snorkeling Ocean Adventure in Honolulu
julieoZ6279DA, Aug 2026
Beginner scuba dive
Nick and Alex Z are very knowledgeable and great to dive with!
Read more
Love the Majestic
New York City
Waikiki Fireworks Cocktail Cruise
John_C, Aug 2026
Love the Majestic
Fantastic Waikiki Fireworks Cocktail Cruise on the Majestic! What an absolutely wonderful experience! The Waikiki Fireworks Cocktail Cruise aboard the Majestic was one of the highlights of our time in Hawaii. From the moment we stepped onboard, the crew was fantastic—friendly, professional, attentive, and genuinely focused on making sure everyone had a great time. The onboard entertainment was excellent, and the talented lady singing absolutely crushed it! She brought great energy and added so much to the overall atmosphere of the evening. The drinks were also very reasonably priced, and I have to give a special shout-out for the generous pour of wine my wife received—definitely appreciated! The staff truly made this a memorable experience. Cruising along the beautiful Waikiki coastline at night was incredibly scenic, and watching the fireworks from the water was the perfect finishing touch. If you're looking for a fun, relaxing, and memorable evening in Waikiki, I highly recommend the Waikiki Fireworks Cocktail Cruise aboard the Majestic. Great crew, great entertainment, great drinks, and an unforgettable view!
Read more
Good snorkelingon Ohau westside.
New York City
Private and Luxurious Sunset Cruise with Gourmet Hawaiian Meal
Discover15298841136, Aug 2026
Good snorkelingon Ohau westside.
Capt. Patrick and crew were great and attentive. Our pickup driver from Hale Koa Redort was excellent (name would ruin in spelling). Food good, but not gourmet. Good time.
Read more
This was sooooo much fun!...
New York City
Beautiful 90 Minute Catamaran Sunset Sail with Drinks!
Gayle_S, Aug 2026
This was sooooo much fun!...
This was sooooo much fun! The crew was lively and attentive to our needs and the views were beautiful! If you want a fun event do this. It is a party atmosphere. If you have young children you might want a different boat.
Read more
This was a Great...
New York City
1 Hour Friday Night Fireworks Cruise w/ Complimentary Drinks
Rheann_S, Jul 2026
This was a Great...
This was a Great experience! They were Very friendly staff. Free drinks were a perk and very tasty. Will be doing it again with them!
Read more
Alex Z and Danny were absolutely fantastic
New York City
Beginner Scuba and Snorkeling Ocean Adventure in Honolulu
892apurvs, Jul 2026
Alex Z and Danny were absolutely fantastic
The experience was amazing. Alex Z and Danny were amazing instructors and made us feel very safe and informed. Their expertise made the first time dive experience a wonderful one.
Read more
Excellent communication and customer service. 10/10
New York City
Self-Guided Kayaking Tour in Kailua Bay and Popoia Island
Traveler189502, Jun 2026
Excellent communication and customer service. 10/10
Our family of six rented three, two person kayaks. Excellent communication by email with staff . Great pricing. Helped us get all three kayaks secured to our rental car not to mention gave us all the needed equipment and more. They couldn’t have been nicer or friendlier. We paddled out to the. Kaneohe sandbar and snorkel along the reef where we saw tons of tropical fish and honu sea turtles.
Read more
Best Vibes, Great Views, and Amazing Crew
New York City
1 Hour Friday Night Fireworks Cruise w/ Complimentary Drinks
Angela_H, Jun 2026
Best Vibes, Great Views, and Amazing Crew
Fantastic crew, gorgeous fireworks views, great music, and very generous drinks. We celebrated my son’s 8th birthday and had an amazing time, he even made his own dance floor!This is the boat for when you want to go out without GOING OUT. Fun, relaxed, friendly vibes, and we’ll definitely be back!
Read more
Best night
New York City
Waikiki Beach Catamaran Friday Night Fireworks Tour
MCallahan0606, Jun 2026
Best night
Best last minute decision ever. Perfect night with husband and son. Great people and crew. I get motion sickness bad and this was a nonissue. Greta music and even had a theme playing along with the fireworks show on the beach. Can’t bear sunset views on the water. Sat in the front in the net and told we would get wet but nope not a drop from the ocean only from the light rain. Brought a light sweater but didn’t need it til we got off the boat walking back to our hotel . Make sure to leave plenty of time to find parking if you need to.
Read more
50th anniversary celebration
New York City
Waikiki Friday Fireworks Boat Cruise from Oahu
Rene_B, May 2026
50th anniversary celebration
The fireworks show was beautiful. The atmosphere on the boat was lovely. The music we so enjoyed. Everyone young to old was having a good time dancing together. We had a wonderful time.
Read more
Outstanding
New York City
Moana’s Deluxe Breakfast Snorkel & Sail Adventure
P6415SKjosephr, May 2026
Outstanding
The crew was great. Very tentative and personable. Recommend this crew to anyone visiting.
Read more
Moana are kind, caring an professional!
New York City
Moana’s Deluxe Breakfast Snorkel & Sail Adventure
elizabethmU4332EU, May 2026
Moana are kind, caring an professional!
I had the best time snorkelling and sailing with the Moana Sailing Company. Everything from start to finish was handled with professionalism and care. I was very nervous because I'd had a bad experience snorkelling off a local beach. There was no life guard. I went on my own, left hubby on the beach. Went out too far and couldn't swim in due to currents. An angel came along on a kayak to help me in to shore. The ladies who worked on Moana were so kind and helpful with lots of encouragement and support. Thank you! I highly recommend Moana for your next sailing & snorkelling adventure. They are wonderful!!
Read more
Fireworks in the night!
New York City
Waikiki Fireworks Cocktail Cruise
Susan_M, Apr 2026
Fireworks in the night!
2nd time doing this cruise. Drinks flowing, sparks flying fireworks shooting! Great crowd to share this experience with
Read more
Must Do Boat Day on Oahu!
New York City
West Oahu Whale Watch & Turtle Snorkel with Whale Guarantee
Laura_G, Mar 2026
Must Do Boat Day on Oahu!
We had the best day with Kaden & Koa! They are so friendly and knowledgeable. They navigated perfectly and took us to an amazing snorkeling spot and then we went on the lookout for the whales. It was so exciting to see them as they also shared interesting information we wouldn’t have even known to ask about. We loved every minute and would definitely sign up to spend another day with them when we come back to O’ahu.
Read more
Love it :)
New York City
2-HR Gondola cruise in waikiki with cute tour guide & he sings!
Taylor_N, Mar 2026
Love it :)
The gondala ride in Waikiki was amazing! Super chill way to see the canals of Honolulu! Me and my fience has a very nice time :)
Read more
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