Oahu Cruises, Sailing & Water Tours

Q: What are the best options for Oahu Cruises, Sailing & Water Tours?

According to verified reviews on Cool Hawaii and TripAdvisor, the best Oahu Cruises, Sailing & Water Tours are: Whale Watching Catamaran Sail Oahu Custom Private Circle Island and Mini Circle Island Tours 2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 People Oahu: Private North Shore Boat Charter Private Boat Charter in Waikiki for Snorkeling and Events

Q: What are the best kid-friendly options for Oahu Cruises, Sailing & Water Tours Activities?

According to verified reviews on Cool Hawaii and TripAdvisor, the best kid-friendly Oahu Cruises, Sailing & Water Tours are: Affordable Afternoon Sail in Waikiki 2 Hour Waikiki Whale Watching Cruise from Oahu 2-Hour Oahu Whale Watch from Ala Wai Harbor, Waikiki Waikiki Sunset Cruise from Oahu Waikiki Sunset Cruise from Oahu View all kid-friendly Activities →

Q: Which Oahu Cruises, Sailing & Water Tours have Instant Confirmation?

Oahu Cruises, Sailing & Water Tours with Instant Confirmation include: Affordable Afternoon Sail in Waikiki 2 Hour Waikiki Whale Watching Cruise from Oahu 2-Hour Oahu Whale Watch from Ala Wai Harbor, Waikiki Waikiki Sunset Cruise from Oahu Waikiki Sunset Cruise from Oahu View all Activities with Instant Confirmation →

Q: I need a ride! Which Oahu Cruises, Sailing & Water Tours have Hotel Pickup?

No problem. These Oahu Cruises, Sailing & Water Tours include Hotel Pickup: Pearl Harbor Arizona Memorial - Honolulu Tour - Submarine Access Snorkeling with Turtle/Water Scooter Adventures Oahu Waikiki Catamaran Snorkel with Lunch Option: Turtles Guaranteed Waikiki Signature Sunset Catamaran Sail Waikiki Deluxe Catamaran Whale Watch View all Activities with Hotel Pickup →

Q: Got any more Oahu trip ideas?

We sure do. Check out our curated lists of hand-picked Oahu Activities. Top 10 Oahu 2026 Senior-friendly tours Oahu The best tours and activities for culture lovers in Oahu Top Day Trips from Oahu Things to do in Oahu this summer View all Oahu Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Oahu?

Based on our sales data over the past year, the most popular styles of tours and activities in Oahu are: Oahu Luxury & Special Occasions Oahu Luxury Tours Oahu Cruises, Sailing & Water Tours Oahu Tours & Sightseeing Oahu Boat Tours View all tour styles in Oahu →

4.9 (642)

Ko Olina Catamaran Sail and Snorkel with Lunch

Set sail on a 3-hour Ko Olina catamaran cruise and explore the crystal-clear waters off Oahu’s western coast. Departing from the Ko Olina Marina, this...

3 hours • Hotel pickup offered • Free Cancellation

4.9 (642)

from
$195

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

4.7 (67)

from
$197

4.8 (170)

Swimming with Wild Dolphins Speedboat Adventure on Oahu

Join us for a once-in-a-lifetime opportunity to swim with wild dolphins in their natural habitat! After enjoying the dolphins, you'll snorkel with Hawaiian Green Sea...

3 hours • Hotel pickup offered • Free Cancellation

4.8 (170)

from
$199

4.8 (203)

Swim with Dolphins Catamaran with Waterslide & Lunch on Oahu

Come aboard the newest boat in the harbor, our 2023 All-American Marine Catamaran, Poseidon for the adventure of a lifetime! On this special tour, you'll...

4 hours • Hotel pickup offered • Free Cancellation

4.8 (203)

from
$199

5.0 (234)

Swim With Dolphins & Turtles in West Oahu (Semi-Private Tours)

Aloha Ocean invites you to embark on a journey like no other along the picturesque Waianae coast of West Oahu. We offer a rare opportunity...

3 hours • Free Cancellation

5.0 (234)

from
$200

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

5.0 (28)

from
$200

5.0 (18)

Polynesian Canoe Morning 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

5.0 (18)

from
$200

5.0 (6)

Guided Kayak Tour to Kailua’s Twin Islands

Embark on an exhilarating guided kayak tour to the Mokulua Islands, led by our experienced guides! As we paddle towards Moku Nui, a designated bird...

3 to 5 hours • Free Cancellation

5.0 (6)

from
$219

5.0 (143)

Small Group Yacht Sunset Cruise from Oahu

Get the ultimate experience on a 46-foot world renown yacht while enjoying the West Oahu Sunset on this 2.5hour experience. With a passenger limit of 6, there’s...

120 to 150 minutes • Free Cancellation

5.0 (143)

from
$236

4.6 (190)

Nova Five Star Sunset Dinner and Jazz

Start this Honolulu sunset cruise with a “champagne toast” (non-alcoholic), before casting off to ply the waters of Oahu’s southern coast. Throughout the cruise you’ll...

3 hours • Free Cancellation

4.6 (190)

from
$236

4.7 (306)

Voted Best First Time Diving Experience in Hawaii

Japanese, Chinese, Spanish, and Korean speaking instructors available upon request. Personal Underwater photographer available to capture and record your diving experience at an additional cost....

4 hours • Free Cancellation

4.7 (306)

from
$239

4.7 (41)

Hawaii DISCOVER Beginner + Certified 2 Tank Shallow Scuba Diving

What sets us apart: 1. Bespoke dive sites on Oahu 2. Unlike 98% of the snorkeling and diving tour operators in Hawaii, our crew are...

4 hours • Free Cancellation

4.7 (41)

from
$239

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

5.0 (59)

from
$245

5.0 (8)

Waikiki's Premier Small Group Sunset Yacht + Tasting

Get the ultimate all-inclusive experience on a 43-foot world renown yacht while enjoying the Waikiki Sunset on this 2 hour experience. There’s more than enough...

2 hours • Free Cancellation

5.0 (8)

from
$245

4.9 (365)

Certified Diver: 2-Tank Deep Wreck and Shallow Reef Dive Off Oahu

The best wreck diving experience in Hawaiian waters! Join us on a guided tour of a beautiful wreck on the south shore of Oahu. As...

3 hours • Free Cancellation

4.9 (365)

from
$249

4.8 (34)

Moana’s VIP Waikiki Turtle Snorkeling Experience on Nalu

Enjoy the Hawaiian Ocean, your way! The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizable experience. From November to May,...

2 hours • Free Cancellation

4.8 (34)

from
$250

Frequently Asked Questions

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

What are the best options for Oahu Cruises, Sailing & Water Tours?

What are the best kid-friendly options for Oahu Cruises, Sailing & Water Tours Activities?

Which Oahu Cruises, Sailing & Water Tours have Instant Confirmation?

Which Oahu Cruises, Sailing & Water Tours have Free Cancellation?

Oahu Cruises, Sailing & Water Tours with Free Cancellation (in most cases up to 24 hours in advance of your activity date, check the specific activity page) include:

View all Activities with Free Cancellation →

I need a ride! Which Oahu Cruises, Sailing & Water Tours have Hotel Pickup?

Got any more Oahu trip ideas?

What are the most popular styles of Tours and Activities in Oahu?

Recent activity reviews

New York City

Ko Olina Catamaran Sail and Snorkel with Lunch

matthewbU7747IM, Sep 2026

Worth the Trip!

Everything was amazing. We had perfect weather, crew was fantastic, friendly and just great.

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!

New York City

Ko Olina Catamaran Sail and Snorkel with Lunch

angelafL1270KC, Sep 2026

This is a Must!!

Fabulous!!! Transportation went smoothly and the entire outing was amazing!! You should really just buy at least 2 bags of fish food pellets ($5 each) and then the Ko’Olina sailed out to an area to snorkel and once you released some of the pellets, you were ambushed by all the most colorful fish!! It was amazing!! Saw one turtle but the amount of colorful fish was great!! Excellent lunch and a Mai Tai and to round off the day and thanks to the great crew!! 5 stars!!

New York City

Swim with Dolphins Catamaran with Waterslide & Lunch on Oahu

melissabrusie, Sep 2026

Absolutely fantastic tour!!!! ❤️

Absolutely wonderful start to finish! Early morning 7:30am start had calm waters and great visibility the day we went in August! The crew was welcoming and helpful to make the experience perfect! We got to swim with so many dolphins I couldn’t believe it, snorkeled with lots of fish and turtles, with option for waterside from the boat while I opted to continue snorkeling. Lunch provided on the way back was filling and easy to eat as we cruised back to the harbor. We even spotted dolphins on the way back and Stef was awesome enough to stop so we could watch them jump out of the water so high as we all cheered! The whole trip was very relaxed with plenty of space on the boat to move around and see everything that was happening. We saw what felt like hundreds of dolphins from the boat very close and in the water to enjoy them playing and swimming together as we observed them from a safe distance. I felt safe and had a blast on this tour. I will definitely book again and bring friends next time they visit Oahu. Our boat was operated by Stef, Koa, Ryan, Yuji, Keona, and Jess! Highly Recommend!!! 🤩

New York City

Swimming with Wild Dolphins Speedboat Adventure on Oahu

Aleyah_G, Aug 2026

Such a great crew...

Such a great crew honestly made the trip so good couldn’t have asked for a better experience !! I know they said to write down names but every single one of them was so much help I hope they never change and continue thriving the way they do 100/10 experience

New York City

Voted Best First Time Diving Experience in Hawaii

angelinedeo, Aug 2026

Excellent Experience

I went as a boat rider and my two adult kids 27 and 24 went scuba diving. Nat is certified and for Nate it was his first time. The dive instructors were great. Their knowledge, expertise and care for the divers impressed me. I felt my two were safe as they jumped in the ocean. The store team was also helpful in answering questions and giving tips. Over all excellent experience. Now Nate wants to get certified and come back to do the ship wreck dive. Would highly recommend.

New York City

Nova Five Star Sunset Dinner and Jazz

Vanessa_O, Aug 2026

Perfect date night!

It was a great experience. Highly recommend. Cleanest ship bathrooms. Everyone was extremely friendly. Food quality was amazing!

New York City

Swimming with Wild Dolphins Speedboat Adventure on Oahu

575kataf, Aug 2026

Absolutely amazing experience!

Today we went on the Speed Drive dolphin swim boat tour and it was honestly AMAZING! Ryan, Ken, Katie and Matthew were all so nice and made the whole experience even better. We learned so much about dolphins and I’m so grateful to all of them. I really couldn’t have asked for a better experience!Everything was so well organized, the weather was perfect, and honestly, I can already tell this is going to be one of the best memories of my life. 🥹🌺I 10000% recommend this company and I would definitely do it all over again! 🐬💙

New York City

Swim with Dolphins Catamaran with Waterslide & Lunch on Oahu

Marlismol, Aug 2026

A check plus for my bucket list

Absolutely the highlight of my vacation. the crew was amazing, helpful, and patient with an older person. They made me feel special.This trip was part of a bucket list. My bucket is overflowing.

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.

New York City

Swim With Dolphins & Turtles in West Oahu (Semi-Private Tours)

Lacy_H, Aug 2026

Best tour out there

Crew was amazing!! Captain Shanti and Brooke were the absolute best and we can’t recommend them enough. We got some pretty amazing drops with huge dolphins but regardless of what yall see the crew makes the experience worth it and really puts the effort in. Felt like hanging out with friends

New York City

Swim With Dolphins & Turtles in West Oahu (Semi-Private Tours)

Venture823033, Aug 2026

Best Experience of your life!

Best experience of my life. Still can’t believe I swam with that many dolphins and I don’t even know how to swim! Captain and tour guide were amazing. They care so much about the wild life and will give you the safest best experience of your life. Felt like I was jumping in with family. If you are on the fence about it, book this experience and specifically with these guys! Mahalo 🩷

New York City

Certified Diver: 2-Tank Deep Wreck and Shallow Reef Dive Off Oahu

580ksenijak, Aug 2026

Amazing dives in Honolulu

I went on this dive with my two teenagers, and all three of us are Advanced Open Water divers. We had a wonderful experience with Dive Oahu. Everything was very well organized and prepared, and the whole experience ran smoothly from the moment we arrived at the meeting point until we returned after the dive. Our trip was led by Adam on the boat and Matt, who guided the dive. Both were highly professional, while also being friendly, communicative, and attentive. The equipment was excellent, and they went out of their way to make both the preparation before the dive and packing up afterward as easy as possible for us. The dive sites were fantastic. We saw lots of sea turtles — literally swimming right alongside them — sharks resting on the bottom, and many, many other species of fish.The experience met all of our expectations. I would highly recommend Dive Oahu to anyone looking to go diving in Honolulu!

New York City

Certified Diver: 2-Tank Deep Wreck and Shallow Reef Dive Off Oahu

nathanpM868NR, Aug 2026

Amazing Dive experience

This was my first time diving in 2 years. I actually did 5 total dives with this group in one week. The ship wreck dive was one of the coolest things I have ever done! During the dive we saw some massive turtles and thousands of fish that made the ship wreck their home. The dive masters were amazing and made me feel comfortable going down to a depth that I’ve never been. My wife and I dove with both Nacho and Josh. Both were excellent guides and you can tell they love what they do! We saw a lot of turtles and tons of other fish. I will definitely come dive here again the next time I am in Oahu!

New York City

Nova Five Star Sunset Dinner and Jazz

melaniemG3736EF, Aug 2026

Awesome experince

Amazing experience. I would totally recommend!

New York City

Voted Best First Time Diving Experience in Hawaii

Navigate35204241375, Aug 2026

A lot of sea life including many humuhumunukunukuāpuaʻa, but they didn't bite.

Maika was a very good and patient instructor who taught me all required safety procedures and while we were diving led us to a Moray Eel and several green sea turtles

Oahu Cruises, Sailing & Water Tours

Oahu Activities

Attractions

Guides

Calendar

Ko Olina Catamaran Sail and Snorkel with Lunch

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

Swimming with Wild Dolphins Speedboat Adventure on Oahu

Swim with Dolphins Catamaran with Waterslide & Lunch on Oahu

Swim With Dolphins & Turtles in West Oahu (Semi-Private Tours)

Polynesian Canoe Day Sail

Polynesian Canoe Morning Sail

Guided Kayak Tour to Kailua’s Twin Islands

Small Group Yacht Sunset Cruise from Oahu

Nova Five Star Sunset Dinner and Jazz

Voted Best First Time Diving Experience in Hawaii

Hawaii DISCOVER Beginner + Certified 2 Tank Shallow Scuba Diving

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

Waikiki's Premier Small Group Sunset Yacht + Tasting

Certified Diver: 2-Tank Deep Wreck and Shallow Reef Dive Off Oahu

Moana’s VIP Waikiki Turtle Snorkeling Experience on Nalu

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