Oahu Cruises, Sailing & Water Tours

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Oahu Activities

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1.5-Hour Guided Marine Life Tour
4.8 (91)

1.5-Hour Guided Marine Life Tour

Join us aboard one of the fastest and smoothest rides on the North Shore for the Whale Watching and Marine Wildlife Tour. Our experienced crew...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.8 (91)
from
$105
Whale Watching Catamaran Sail
4.7 (22)

Whale Watching Catamaran Sail

2hr whale watching sail aboard the Ho'oNaea Catamaran. Enjoy Oahu's majestic North Shore and encounter the Hawaiian Humpback whales up-close from the of the decks...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.7 (22)
from
$105
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
Oahu Circle Island Snorkeling Tour: Dole, Pali Lookout & More
4.7 (5,947)

Oahu Circle Island Snorkeling Tour: Dole, Pali Lookout & More

Looking for the BEST VALUE & MOST COMPLETE Circle Island Snorkeling Tour? Join us for the ultimate full-day, action-packed adventure that will guide you to...

10 to 12 hours • Hotel pickup offered • Free Cancellation
10 to 12 hours • Hotel pickup offered • Free Cancellation
10 to 12 hours • Hotel pickup offered • Free Cancellation
4.7 (5,947)
from
$112
Waikiki Fireworks Dinner Cruise: Sail & Sparkle on Friday Nights
4.4 (57)

Waikiki Fireworks Dinner Cruise: Sail & Sparkle on Friday Nights

Experience the magic of Waikiki's Friday-night fireworks from the best seat in the house - on the ocean! Begin with a relaxing sunset sail along...

2 hours • Hotel pickup offered • Free Cancellation
2 hours • Hotel pickup offered • Free Cancellation
2 hours • Hotel pickup offered • Free Cancellation
4.4 (57)
from
$118
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
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
Sunset Cruise along Waikiki Coastline
5.0 (13)

Sunset Cruise along Waikiki Coastline

Embark on an unforgettable journey aboard our intimate sunset cruise, where the Hawaiian sky transforms into a stunning canvas of gold, pink, and violet hues....

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (13)
from
$125
Whale and Dolphin Watch Boat Cruise in Oahu
5.0 (1)

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....

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (1)
from
$125
West Oahu Dolphin Watch and Snorkel Sail with Lunch
4.6 (317)

West Oahu Dolphin Watch and Snorkel Sail with Lunch

Discover the beauty of West O‘ahu’s coastline on a 3-hour sailing adventure from Wai‘anae Small Boat Harbor. Cruise along the scenic coast as our crew...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.6 (317)
from
$126
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
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
2-Hour Oahu Sunset Catamaran Sail
Likely to Sell Out
Likely to Sell Out
4.9 (135)

2-Hour Oahu Sunset Catamaran Sail

Relax, sit back and delight in our 2-hour sunset sailing cruise on a gorgeous, 53' foot catamaran from the beautiful Ko Olina Marina on Oahu....

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (135)
from
$130
Whale Watching on "The World Famous North Shore of Oahu", Hawaii
Likely to Sell Out
Likely to Sell Out
4.8 (5)

Whale Watching on "The World Famous North Shore of Oahu", Hawaii

Our company is uniquely owned by Native-Hawaiian watermen. As the only company of its kind on the island, we hope you'll support local. Our owners,...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (5)
from
$135
Waikiki to Diamondhead: Sunset BYOB Cruise
Likely to Sell Out
Likely to Sell Out
5.0 (2)

Waikiki to Diamondhead: Sunset BYOB Cruise

Want a spectacular sunset cruise? Our cruise offers multi level viewing of the dramatic Waikiki coastline and spectacular sunset on the water views. We offer...

2 to 190 minutes • Free Cancellation
2 to 190 minutes • Free Cancellation
2 to 190 minutes • Free Cancellation
5.0 (2)
from
$139

Frequently Asked Questions

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

Recent activity reviews
Sunset dinner and fireworks.
New York City
Waikiki Fireworks Dinner Cruise: Sail & Sparkle on Friday Nights
Tami_M, Sep 2026
Sunset dinner and fireworks.
These guys are freaking awesome. Extremly knowledgeable about the island and surrounding areas. Even told us what planet was in view.I would definitely go again. Bring cash for tip money!! They are certainly worth it.
Read more
Tim is the best tour guide ever
New York City
Oahu Circle Island Snorkeling Tour: Dole, Pali Lookout & More
esthercS6423UJ, Sep 2026
Tim is the best tour guide ever
Tim was truly the best tour guide I’ve ever met. We’ve been on multiple tours on this trip and Tim was the best hands down. He’s so kind and knowledgeable. I learned so much during this tour and I can’t thank him enough. 5+ stars!!!
Read more
Peaceful and stress free tour
New York City
Oahu Circle Island Snorkeling Tour: Dole, Pali Lookout & More
yolenahinton, Sep 2026
Peaceful and stress free tour
Tim from Circle Tour is a great guide. We had plenty of time to take breathtaking pictures and see majority of the island. Got the opportunity to eat great food, stop by places like the Dole plantation.We did encounter inclement weather in the morning that didn’t allow us to snorkel with the turtles due to water conditions but we still had great time seeing a lot of the sight seeing worthy spots.The tour was relaxing and stress free. Exactly what was needed for vacation
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
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
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
Fabulous way to close out an awesome Oahu day!
New York City
2-Hour Oahu Sunset Catamaran Sail
Chris_C, Aug 2026
Fabulous way to close out an awesome Oahu day!
Been on a few of these trips and this one is one of the very best. Captain and crew are great at welcoming and serving the guests. The catamaran is very very nice and super safe.
Read more
Top experience, top crew!
New York City
Waikiki Fireworks Dinner Cruise: Sail & Sparkle on Friday Nights
benoit_g, Aug 2026
Top experience, top crew!
It was truly a beautiful experience. The food and the cocktails were delicious, the cruise pleasant, the view exceptional. And, above all, the crew was charming and very involved: a real plus.
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
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
Saw Sharks
New York City
1.5-Hour Guided Marine Life Tour
nicolepL8003HL, Jul 2026
Saw Sharks
We saw a sea turtle and tiger sharks on our tour. The staff was great and we hdd an awesome time!
Read more
Awesome time. Crew was...
New York City
2-Hour Oahu Sunset Catamaran Sail
Patrick_M, Jul 2026
Awesome time. Crew was...
Awesome time. Crew was great and very helpful. Sunset was amazing. Easy process to get on and off the boat
Read more
Such a fun fast experience!
New York City
1.5-Hour Guided Marine Life Tour
Eon_L, Jul 2026
Such a fun fast experience!
Great experience! Highly recommend but just a warning, the boat does go fast and it’s a bumpy fun ride! Got to see a shark and turtles, had great views of the north shore, and saw sea urchins / volcano rocks. Not for the faint of heart but they can go slow if you ask them to.
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
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
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