Oahu Cruises, Sailing & Water Tours

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Oahu Activities

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Polynesian Canoe Sunset Sail
Likely to Sell Out
Likely to Sell Out
4.9 (127)

Polynesian Canoe Sunset Sail

Kamoauli is a locally owned, all-wood, double-hulled, traditional sailing vessel (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (127)
from
$250
waikiki Gondola Cruise with cute tour guide & he sings!
5.0 (85)

waikiki Gondola Cruise with cute tour guide & he sings!

Not looking for another Luau, but you are looking for fun and One of the Best things to do in waikiki........ Waikiki is known for...

45 to 60 minutes • Free Cancellation
45 to 60 minutes • Free Cancellation
45 to 60 minutes • Free Cancellation
5.0 (85)
from
$250
Sunset Gondola Cruise waikiki with cute tour guide & he sings!
4.9 (24)

Sunset Gondola Cruise waikiki with cute tour guide & he sings!

Sometimes you just want to immerse your senses in softer, calmer activities. Now you can enjoy a relaxing & romantic experience leisurely cruising along the...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.9 (24)
from
$250
Aloha Gondola Cruise with Drinks & Pastries
5.0 (4)

Aloha Gondola Cruise with Drinks & Pastries

Impress your family with the very Best Waikiki has to offer. This is the only commercial cruise experience that tours within the tranquil waters of...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (4)
from
$250
3 Zipline Adventure and 3.5 hour Afternoon Snorkel Cruise
5.0 (16)

3 Zipline Adventure and 3.5 hour Afternoon Snorkel Cruise

Combine adrenaline and relaxation on this full-day Oʻahu adventure featuring a 3-zipline experience at Coral Crater Adventure Park and a 3.5-hour snorkeling cruise from Ko...

5 hours • Hotel pickup offered • Free Cancellation
5 hours • Hotel pickup offered • Free Cancellation
5 hours • Hotel pickup offered • Free Cancellation
5.0 (16)
from
$274
Exclusive Waikiki Yacht Snorkel with Lunch and Bevs
5.0 (19)

Exclusive Waikiki Yacht Snorkel with Lunch and Bevs

Get with Oahu's ultimate charter on a 43-foot world recognized yacht while enjoying the waters of Waikiki on this 2.5 hour experience. Aboard there’s more...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (19)
from
$274
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
Waikiki private Day Tour and Sunset sail for couples
Likely to Sell Out
Likely to Sell Out
5.0 (17)

Waikiki private Day Tour and Sunset sail for couples

Why go with an overcrowded catamaran, when you can enjoy the privacy with your love one .This private tour was specifically created for Newlywed couples...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (17)
from
$300
Private Waikiki Sunset Boat Tour: 6 passengers max
5.0 (19)

Private Waikiki Sunset Boat Tour: 6 passengers max

Experience the Magic of Waikiki: Sunset Boat Tour Join us for an unforgettable sunset boat tour in beautiful Waikiki, Oahu! As the sun dips below...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (19)
from
$314
Private Sunset Luxury Cruise of Oahu
Likely to Sell Out
Likely to Sell Out
5.0 (3)

Private Sunset Luxury Cruise of Oahu

Enjoy a relaxing cruise along the North Shore of Oahu. Take in the breathtaking views of Oahu from the water where you can see Mt....

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (3)
from
$400
#1 eFoil 1.25 hr or 2 hr wing foil or windsurf or kayak lesson
5.0 (4)

#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...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (4)
from
$450
Battleships of WWII at Pearl Harbor from Maui
5.0 (1)

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...

7 to 9 hours • Free Cancellation
7 to 9 hours • Free Cancellation
7 to 9 hours • Free Cancellation
5.0 (1)
from
$460
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
Oahu Customizable Private Community Service Voluntourism Offer
Likely to Sell Out
Likely to Sell Out
5.0 (4)

Oahu Customizable Private Community Service Voluntourism Offer

Want to give something back to Hawai`i?  So do we!  We will each donate 1.5 hours of any tour on the cause of your choice,...

6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (4)
from
$549
Private Turtle Canyon Snorkel Tour - Up to 6 Passengers
5.0 (37)

Private Turtle Canyon Snorkel Tour - Up to 6 Passengers

This is your adventure! With our private boat tour, you and your group are in control of your experience. Cruise the breathtaking Waikiki coastline on...

1 hour 45 minutes • Free Cancellation
1 hour 45 minutes • Free Cancellation
1 hour 45 minutes • Free Cancellation
5.0 (37)
from
$600
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

Frequently Asked Questions

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

Recent activity reviews
Informative and stunning sunset sail
New York City
Polynesian Canoe Sunset Sail
H4936RZvictoriak, Sep 2026
Informative and stunning sunset sail
My husband and I came to Hawaii for our anniversary trip. We had one day in Honolulu and we wanted to take this sunset cruise. It was so informative and well done. Our guides, Nani and Jaslyn, were so knowledgeable and friendly. They taught us a little Hawaiian, how to make poi, how to make a lei, and were so excited to answer any questions we had. The rest of the crew was super kind and we got to try some more traditional foods. Even when my husband and I both got seasick from how choppy the waves were, the crew took care of us and were nothing but kind. If you’re looking for a truly unique cultural experience, don’t pass this by!
Read more
Must do excursion!!!!
New York City
waikiki Gondola Cruise with cute tour guide & he sings!
Kevin_B, Aug 2026
Must do excursion!!!!
This was an intimate, couple centered experience that felt warn from the moment I was picked up until the final drop‑off. It was romantic, relaxing, and thoroughly enjoyable. A true 5‑star experience. Family own business who truly cares about their customers!!
Read more
Brilliant trip. Lots of Turtles😊
New York City
Private Turtle Canyon Snorkel Tour – Up to 6 Passengers
stevesmith23, Aug 2026
Brilliant trip. Lots of Turtles😊
Great trip. The two guides were brilliant, informative and safe. We saw lots of turtles close up and other amazing marine life. Would highly recommend.
Read more
Great trip
New York City
Polynesian Canoe Sunset Sail
jfpetesn, Aug 2026
Great trip
Had a wonderful time. Great experience
Read more
Best yachting experience tour around Waikiki
New York City
Exclusive Waikiki Yacht Snorkel with Lunch and Bevs
Sharon_K, Jul 2026
Best yachting experience tour around Waikiki
Its first class exclusive experience , the boat is beautiful with high quality maintenance, my boy 6 years old loved said like a home ! We had a fresh pineapple to welcome us, very relaxing comfortable seating areas : in door kitchen with Lshape sofa with a dining table , another outside seating area with table, they help my child experience his first snorkel without my involvement! He was absolutely loved! The lunch was lovely, my boy loved the sandwich was delicious, the lunch was prepared by the captain Kyle during the snorkelling time and presented on a long plate looks delicious and with quality healthy brown bread, plenty of refreshments drinks in the refrigerator and snacks on the table. Very worth for the choice of this boat trip, will definitely come back again. We also saw many dolphins
Read more
Awesome fun, turtles, fish and even Dolphins
New York City
Private Turtle Canyon Snorkel Tour – Up to 6 Passengers
konradm241, Jul 2026
Awesome fun, turtles, fish and even Dolphins
We had an awesome cruise with Maddy and Zoe, lots of fish and turtles and chill atmosphere. Even sad a group of dolphins jumping while on the way to the spot! Overall really fun and great experience, would recommend 10/10
Read more
A Very Fun and Unique Experience
New York City
Sunset Gondola Cruise waikiki with cute tour guide & he sings!
Justin_Z, Mar 2026
A Very Fun and Unique Experience
The Waikiki Gondola ride was very fun. I got to meet a few new people and learn a lot about them. Eliot was a great tour guide with an energetic personality, he made the experience worthwhile and even upgraded my tour for free after weather concerns made me reschedule. You get to see lots of sites and hear lots of stories along the way!
Read more
Amazing whale watching North Shore Oahu
New York City
Private Whale Watching Safari from North Shore Oahu
81cecin, Mar 2026
Amazing whale watching North Shore Oahu
Incredible time with Go Adventure Hawaii! The crew are so experienced - once we spotted a mother and baby pair playing with a pod of spinner dolphins, they were able to track them for at least thirty minutes. We saw multiple surfacings, flukes, spouts and fins as the pair gently swam in the north shore ocean. The dolphins were a joy to watch, and we also saw a hammerhead shark, flying fish and a sea turtle. We really enjoyed learning about all the wildlife - it’s clear the crew really respect nature.
Read more
Whale watching North Shore
New York City
Private Whale Watching Safari from North Shore Oahu
81cecin, Mar 2026
Whale watching North Shore
What an amazing experience!! So happy with the individualized service - the crew were careful to listen to what we were interested in and tailored our tour accordingly. We saw several pods of friendly dolphins, a hammerhead shark, flying fish and a sea turtle. And WHALES!! Once we found a mother and baby pair, the crew were able to pretty accurately follow them for at least 30 minutes. We learned so much about whales and other sea animals! It was an unforgettable tour - thank you!
Read more
Waikiki Gondola A truly magical experience
New York City
waikiki Gondola Cruise with cute tour guide & he sings!
B8860TJshawnt, Mar 2026
Waikiki Gondola A truly magical experience
We were looking for a unique tour and the Waikiki Gondola experience exceeded every expectation! It’s the only authentic gondola cruise in Hawaii, and it felt so much more intimate than the crowded catamaran tours. Our gondolier was amazing, navigating us through the calm waters with a perfect view of the Waikiki skyline and Diamond Head. If you want a romantic sunset cruise or a private escape, this is the best-kept secret in Honolulu. A truly magical gondola ride!
Read more
Great whale watching tour
New York City
Private Whale Watching Activity: 6 passengers max
483arnolda, Feb 2026
Great whale watching tour
Great experience. Crew was amazing
Read more
Not what was booked but still Awesome!!
New York City
Guided E-Bike and Kayak Tour to Mokulua Islands in Kailua, Oahu
hopew581, Feb 2026
Not what was booked but still Awesome!!
The waves were too bad g to kayak so our guide Kyle took us on a hike, fed us, then we went snorkeling and everywhere we went we went on e-bikes!! It was awesome!! He kitted everyone out that needed equipment would definitely recommend them and Kyle! Thank you!!!
Read more
10/10 loved the private whale watching
New York City
Private Whale Watching Activity: 6 passengers max
677kristens, Jan 2026
10/10 loved the private whale watching
Philip was excellent. The boat was so nice and comfortable. We saw some great wildlife. Would definitely recommend.
Read more
Fabulous time out on the...
New York City
Exclusive Waikiki Yacht Snorkel with Lunch and Bevs
Melanie_C, Jan 2026
Fabulous time out on the...
Fabulous time out on the boat, seeing Honolulu from the water was amazing. Snorkeling was fun and the food for lunch was delicious. I would do this again!
Read more
Amazing boat cruise
New York City
Private Waikiki Sunset Boat Tour: 6 passengers max
I6942PVkarima, Dec 2025
Amazing boat cruise
Amazing experience, very relaxing.Phil is a great guy who really makes this expierence even better.I highly recommend.
Read more
Great Sailing Experience!
New York City
Waikiki private Day Tour and Sunset sail for couples
970nellyx, Dec 2025
Great Sailing Experience!
Amazing experience! The sailing boat was a fantastic experience to sightsee Diamond Head, Waikiki area, and the open ocean. Captain Tony is extremely friendly and will put you on good spots to check out on the island. Highly recommend!!
Read more
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