Oahu Cruises, Sailing & Water Tours

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Oahu Activities

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Fireworks Waikiki Gondola Cruise w/ cute tour guide & he sings!
4.9 (65)

Fireworks Waikiki Gondola Cruise w/ cute tour guide & he sings!

One of the Best things to do in waikiki This cruise is for small groups of up to 4 passengers per gondola. We can accommodate...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.9 (65)
from
$128
Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village
Likely to Sell Out
Likely to Sell Out
4.5 (37)

Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village

Explore the Waikiki coastline aboard the new Spirit of Aloha, a 65-foot sailing catamaran custom-built for the Hilton Hawaiian Village Waikiki Beach Resort. See the...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.5 (37)
from
$120
Private Sunset Boat Cruise in Waikiki Honolulu
Likely to Sell Out
Likely to Sell Out
4.9 (17)

Private Sunset Boat Cruise in Waikiki Honolulu

A beautiful private boat tour with some incredible views of Waikiki and Honolulu at night. In addition to the beauty of the open water, the...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (17)
from
$124
Half Day Oahu Combo Adventure: Bike, Sail and Snorkel
4.7 (67)

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

Join our Honolulu bike tour on the Bike, Sail & Snorkel adventure. This exhilarating Oahu combo tour from rainforest to reef combines views high above...

5 hours 30 minutes • Hotel pickup offered • Free Cancellation
5 hours 30 minutes • Hotel pickup offered • Free Cancellation
5 hours 30 minutes • Hotel pickup offered • Free Cancellation
4.7 (67)
from
$197
West Oahu Deluxe Whale Watching Sail
4.8 (73)

West Oahu Deluxe Whale Watching Sail

From late December through early May, thousands of humpback whales migrate to the warm waters of Hawaii. Catch a glimpse of the magnificent mammals on...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (73)
from
$89
Magic Island Honolulu Stand Up Paddling
5.0 (26)

Magic Island Honolulu Stand Up Paddling

Join us for a morning paddle with Hawaiian sea turtles! This beginner class is perfect for anyone interested in trying standup paddling (SUP) for the...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (26)
from
$57
Bikini Bottom Public Party Dance Cruise + LIVE DJ
4.7 (79)

Bikini Bottom Public Party Dance Cruise + LIVE DJ

- LIVE DJs on board, amazing dance music and sound systems - Bar on Board with 2 Free Drinks - Sunny, warm weather and breathtaking...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.7 (79)
from
$55
Private Sea’fari Expedition • 8 Guests Included (Expandable)
4.9 (58)

Private Sea’fari Expedition • 8 Guests Included (Expandable)

Guided by those who know it best., weaving history, science, and tradition. Dolphins that have danced in these waters for generations, humpback whales navigating ancient...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.9 (58)
from
$1,900
South Shore Open Sail from Kewalo Harbor Including Drinks
4.8 (26)

South Shore Open Sail from Kewalo Harbor Including Drinks

Join us for a 90-minute daytime sailing experience from Kewalo Basin Harbor on one of the most iconic catamarans in Honolulu! Our sails always have...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.8 (26)
from
$48
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
Small-Group Dolphin Turtle & Whale Safari w/ Marine Biologists
5.0 (59)

Small-Group Dolphin Turtle & Whale Safari w/ Marine Biologists

Leave the crowds behind. Small 10 guest, semi-private groups. Departures 7 and 11 am. Private bathroom, shade, comfort and speed to go where dolphins, turtles,...

3 hours 15 minutes • Free Cancellation
3 hours 15 minutes • Free Cancellation
3 hours 15 minutes • Free Cancellation
5.0 (59)
from
$245
Sunset Catamaran Cruise on Oahu's North Shore
Likely to Sell Out
Likely to Sell Out
4.7 (19)

Sunset Catamaran Cruise on Oahu's North Shore

North Shore sunsets are some of the best and there is no better place to watch them than from the deck of the Ho'o Nanea....

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.7 (19)
from
$90
Hilton Hawaiian Village Turtle Snorkel with Optional Lunch
4.5 (44)

Hilton Hawaiian Village Turtle Snorkel with Optional Lunch

Swim with turtles and fish, while enjoying the crystal blue topical waters. Sail the scenic Waikiki coastline and snorkel at Turtle Canyon. Our eco-conscious cruise...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.5 (44)
from
$110
Snorkeling with Turtle/Water Scooter Adventures Oahu
4.8 (16)

Snorkeling with Turtle/Water Scooter Adventures Oahu

Experience an unforgettable Hawaiian snorkeling adventure with exclusive extras like our electric-powered sea scooters, stand up paddle boards, and more! We also provide the famous...

3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
4.8 (16)
from
$75
Waikiki Turtle Snorkeling Tour 6 Activities + & Sunset Cruise
5.0 (43)

Waikiki Turtle Snorkeling Tour 6 Activities + & Sunset Cruise

Our Sunset Turtle Snorkeling Tour offers a unique all-in-one Waikiki ocean experience, combining adventure, relaxation, and a beautiful Hawaiian sunset in one unforgettable trip. Start...

4 hours • Hotel pickup offered • Free Cancellation
4 hours • Hotel pickup offered • Free Cancellation
4 hours • Hotel pickup offered • Free Cancellation
5.0 (43)
from
$119
Polynesian Canoe Day Sail
5.0 (28)

Polynesian Canoe Day Sail

Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (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
5.0 (28)
from
$200

Frequently Asked Questions

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

Recent activity reviews
Best snorkeling tour ever
New York City
Small-Group Dolphin Turtle & Whale Safari w/ Marine Biologists
Passenger567100, Sep 2026
Best snorkeling tour ever
Best snorkeling tour ever! It was priceless to have a marine biologist and an experienced diver with us. We saw 3 types of dolphins, pigmy whales (even swam with them), turtles and many fishes. This experience will stay with us as a forever memory!
Read more
Terrific
New York City
Hilton Hawaiian Village Turtle Snorkel with Optional Lunch
landofthefreem, Sep 2026
Terrific
Very professional, knowledgeable, and pleasant. Great value.
Read more
Snorkel sunset
New York City
Waikiki Turtle Snorkeling Tour 6 Activities + & Sunset Cruise
Ronald_M, Sep 2026
Snorkel sunset
I would highly recommend this tour. All of the crew members were very attentive, and made sure all our needs were met especially Dustin.
Read more
Great time on the high sea
New York City
South Shore Open Sail from Kewalo Harbor Including Drinks
Johnathan_W, Aug 2026
Great time on the high sea
It was fun and the crew is great, the boat is beautiful. The captain dropped the sails and we took off like a rocket.
Read more
Finally a tour that gives you what you pay for
New York City
Waikiki Turtle Snorkeling Tour 6 Activities + & Sunset Cruise
jaclynd381, Aug 2026
Finally a tour that gives you what you pay for
Great experience , guides were awesome, especially Dustin and Victoria. Experienced everything they said we would. Great time, highly recommend
Read more
Amazing experience
New York City
Private Sea’fari Expedition • 8 Guests Included (Expandable)
80bartonl, Aug 2026
Amazing experience
Amazing experience in our private charter, swimming with dolphins and around the corals. They were so generous and we were given extra time to give us another chance to encounter the dolphins. Worth every penny!
Read more
C.Lam
New York City
Private Sea’fari Expedition • 8 Guests Included (Expandable)
cadencel2019, Aug 2026
C.Lam
We had an absolutely amazing experience. Our guides, Alex, Mikki and Matt, were very knowledgeable on Marine animals. Not only did we spot dolphins in the wild and eagle ray and were able to swim with them, but I enjoyed them sharing their knowledge about animal behaviour and learning about it. It was important to not just being able to see them in the wild but also learning how to respect them. A magical excursion.
Read more
Best thing we did on Oahu
New York City
Small-Group Dolphin Turtle & Whale Safari w/ Marine Biologists
Divadani13, Aug 2026
Best thing we did on Oahu
They are a small, family owned company. One boat, one captain, two guides for snorkeling, marine life spotting, answering questions. There were only 5 passengers on our tour (2 small groups) and we all agreed that we wanted to see whales even though it wasn’t whale season. We literally found sperm whales first thing when we reached the open ocean! We had an opportunity to swim with spotted dolphins and watch them from the water. We passed up reef snorkeling (it was two days post storm and the water was cloudy near shore) to watch spinner dolphins (so MANY little performing show offs!!) for a long time and then found some mating green sea turtles to cap off the trip. The Hawaiian snacks were so good that we went to the bakery to buy more on our way back to Honolulu. We took advantage of the offer to purchase their professional shots of the animals we saw (I take trash photos and was way too busy watching the whales to run back down for my phone) and they are really spectacular. Truly a wonderful tour and the highlight of our time on Oahu.
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
Best Gondola Experience!
New York City
Fireworks Waikiki Gondola Cruise w/ cute tour guide & he sings!
Gladys_M, Aug 2026
Best Gondola Experience!
Both Shawn and Eliot are super cool and awesome guys, friendly, attentive, funny, engaging and very adorable!! I had a blast watching the fireworks, the calm ride and great company with them. Thank you for the drinks and chocolates.
Read more
Relax on the Hawaiian Seas.
New York City
Sunset Catamaran Cruise on Oahu’s North Shore
Jose_F, Aug 2026
Relax on the Hawaiian Seas.
Chill relaxing experience. You can get a little wet depending on where you sit. The ladies were great navigators as we sailed almost the whole trip. Would recommend.
Read more
Great experience with awesome crew!
New York City
Waikiki Sunset Cocktail Cruise – Hilton Hawaiian Village
U8414MSdebbiem, Jul 2026
Great experience with awesome crew!
Started off with moving to a different pier due to weather and safety concerns, but they did shuttle us to new location. The Spirit of Aloha was a great boat with awesome crew! Loved the bento box, open bar and the entire experience which included gorgeous rainbows and sunset! Karin, Jackson and Brad were great!!
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
Great paddle boarding experience
New York City
Magic Island Honolulu Stand Up Paddling
Fred_C, Jul 2026
Great paddle boarding experience
Yoga Floats is a GREAT company. Kelsey our instructor was very helpful and supportive of me and my 3 girls. We had a 1 hour beginner paddle boarding class at Ala Moana Beach Park. She gave a very helpful basic instruction talk and then had us up and paddle boarding in a short time. I personally had a bad experience 1-2 years ago paddle boarding due to rough weather and possibly faulty equipment. She helped me erase those bad memories and put me back on a positive track. We all enjoyed ourselves and the hour flew by. Thank you Kelsey!
Read more
Da Best Sunset Cruise!
New York City
Waikiki Sunset Cocktail Cruise – Hilton Hawaiian Village
Departure716355, Jul 2026
Da Best Sunset Cruise!
The reason I can recommend this Sunset Cruise is because it's less crowded than other cruise from center of Waikiki. It's nicer and bigger vessel as well. You can easily step on from the pier instead of soaking your feet in the ocean. There is a shoe box at the pier, and you can store your sandals before on board. We enjoyed a beautiful summer sunset!
Read more
Paddling and Paddle Board Yoga
New York City
Magic Island Honolulu Stand Up Paddling
Khanh_L, Jul 2026
Paddling and Paddle Board Yoga
I only signed up for padding, but Ms. Kelsey invited me to stay for paddle board yoga. I'm glad I did!She was a great teacher. I didn't bump into corral area or any paddlers out there. Ms. Kelsey brought the energy that I needed to the water for both classes. I loved it. Thank you. 🧘🏻‍♀️💙
Read more
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