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Maitai Catamaran Waikiki Tradewind Sailing Cruise

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Enjoy a laid back day sail atop crystal blue waters touring Oahu's breathtaking view of Waikiki coastline! Grab a drink from the cash bar & relax under the sun.


Enjoy a sail on the Maitai Catamaran and relax as the incredible captain and crew take you along the Waikiki coast! This short and sweet sail is the perfect refresher with beautiful views of the ocean and the crisp tropical breezes and warm Hawaiian sun. Simply jump on and sit back for a spectacular day cruise, sailing you away into the serenity of Hawaii's deep blue waters. Friendly and fun, the staff is there to assist you in any way they can, ready and willing to ensure that your day sail in paradise is one unforgettable island memory.


  • Cruise fee
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Maitai Catamaran Waikiki Tradewind Sailing Cruise

Duration: 2 hour(s)
Available: Daily
Pick-up: Not available
Inclusions: Cruise fee

Very nice boat and crew. Good drinks but would have preferred an open bar like the Island Magic. Delightful sail. Would do again.

Happy Customer!

Read our 14 review(s)
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Starting time: 11:00 - 15:00 (Show more)
  • 10:45


  • 11:00

    Tradewind Sail (1 .5 hrs)

  • 12:30


  • 12:45


  • 13:00

    Tradewind Sail (1.5 hrs)

  • 14:30


  • 14:45


  • 15:00

    Tradewind Sail (1.5 hrs)

  • 16:30


Price & Options

View details and schedule Free Not Available onwards To Group Discount Available! Discount Available for! SALE! Early Bird Discount! Book %days% days early and save up to %percentage% (until %date%) (GET 1 FREE!) Until Only %slots% slot/s left! (50% off!) (%percentage% off!) Travel period: BOOK NOW


  • This activity is not wheelchair accessible.

  • Children of all ages can participate in this activity.

Additional Note(s)
  • Whale sightings are not guaranteed

  • A 17% gratuity is required for parties of ten (10) or more.

  • The activity schedule is subject to change or cancellation due to weather or traffic conditions.

  • Gratuity is not included in the price.

  • Drinks are available for purchase.

Frequently Asked Questions

Do I need to be able to swim to participate?

Life jackets are not required since there is no swimming on this sailing adventure.

Are photo or video services available?

Most times a photographer is present and takes your photo prior to boarding, these can be viewed and purchased after the trip for a fee. Otherwise, feel free to bring your own camera.

Are you required to wear a life jacket?

No, life jackets are not required to be worn but they are available throughout the boat in case of emergency.

Can I go into the water on this tour?

No, you do not enter the water on this sail.

What type of boat will be used?

The "Maitai" is a United States Coast Guard inspected and certified catamaran that seats up to 49 passengers, but is limited to fewer for maximum comfort! With a safe, quiet, environmentally-friendly propulsion system and a specially designed "wing mast," this catamaran reaches incredible speeds. Two large safety nets can be found at the front for lounging and relaxation, and clean bathrooms are available on board.

What kind of beverages are available?

Mai Tais, Beer, Wine, Champagne, Juices and Soft Drinks are all available for purchase on-board.

Will we see whales?

Every year Humpback Whales migrate to the warm waters of Hawaii, and although not guaranteed, they are often seen between the months of December and April.

Please click HERE to send an inquiry about this activity.


Very nice boat and crew. Good drinks but would have preferred an open bar like the Island Magic. Delightful sail. Would do again.

Happy Customer!

This was a fun day activities, the two gentleman was great host. We would do it again and highly recommend it...

Tim and Mary

I have never been sailing, so Hawaii was a terrific place to start. The team was great on this barefoot cruise, we had storage for... our sandals and bags, and we enjoyed fresh-made maitais. It was fun watching the experienced crew set the sails, we got quite good speed and a fabulous breeze, and the views were amazing. more


This was my favorite activity while in Waikiki. I could have sailed all day! Had a great crew and was very relaxing. I would hig...hly recommend this to anyone! more

Kelly R

Maita'i Catamaran is an easy cheap way to enjoy a short sail off the coast of Waikiki. Their location is walkable from just ...about anywhere in Waikiki (which is only about 1.5 miles from east to west), and my family did a quick 90 minute sail. They allow 0-3 year olds on for free, so for my wife and son and I it was a real bargain. Most boating trips pad your cost by including free booze (which can make you seasick, or might have disappointingly little effect if you are from higher altitudes), so I was glad to see it sold a la carte here (quite cheaply). Crew was friendly and approachable, and we got to be on a boat in paradise. They use their motor to get to and from shore efficiently, but most of the time the motor is off and they are just sailing, which is ideal. We saw a dolphin and 2 sea turtles too. I just feel bad that between making sure my 3-year old got off safely and remembering all of our things I totally forgot to tip them. Hopefully this review will help. Book them now! more

Devin Nordson

Absolutely amazing cruise. The deinks were great. Nice captain & DJ. I really enjoyed it.


We sailed Christmas Day and it was the perfect way to spend the day. The crew were friendly and we had a great sail - well worth... the cost more


All staff were professional and helpful and had a great time. The only thing was one of the gals helping had her whole but showin...g and thought that was unprofessional. I don't mind some butt showing but the whole thing? more


Whole experience was great! Mentioned about our 10 year anniversary- which was lovely.

Rish & Anju

Went with my two daughters, the staff is very friendly and professional, we had a great time!


I found the cruise to be very enjoyable. The skipper Clarey was awesome amd very friendly. All in all very good.

Gavin Goddard

Had a good time overall on cat cruise-sail...crew was friendly & professional . We did not like the music played during cruise.......not appropriate & too loud...could have done made the people on this cruise talk louder to drown out the music. The staffers; on the phone-reservation, at the check-in desk, & photo gal were VERY nice, too. A fun & beautiful part of our vacation. more

Susan & Joel

The crew onboard was awesome! Very friendly and made the trip entertaining. Drinks prices were very reasonable for Waikiki. Boat ...ride was great, but be ready to get wet. Alot of people got soaked head to toe. Boat was too crowded, would have rather paid a higher price for a more private feel. Overall very fun experience with amazing views of Diamond Head and Honolulu. more


I have been on a Catamaran before and this one just really didn't have enough seating for everyone. Was forced to seat on the... floor at the front on the boat in a really uncomfortable position. Luckily me and my wife are young so we could deal with it. If you are a older person, you should get there early to get a more suitable seat. more


Cancellation Policy

  • Any cancellations made within 3 business days of your activity (after 17:00:00 local time) will be subject to a charge of 100% of the total amount.

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