Tradewind Charters
Tradewind Charters
4.5
Scuba & SnorkellingBoat ToursBoat RentalsPrivate ToursDolphin & Whale Watching
8:00 AM - 5:00 PM
Monday
9:00 AM - 4:00 PM
Tuesday
9:00 AM - 4:00 PM
Wednesday
9:00 AM - 4:00 PM
Thursday
9:00 AM - 4:00 PM
Friday
9:00 AM - 4:00 PM
Saturday
8:00 AM - 5:00 PM
Sunday
8:00 AM - 5:00 PM
About
Tradewind Charters has specialized in private yacht charters for 2 - 75 guests for over 30 years. Aboard their vessels you can go sailing, snorkeling, whale watching, dinner cruising and celebrate birthdays, weddings & receptions at sea. They also offer private memorial ash scattering services at sea. Their staff can customize catering and beverage menus for you to suit your tastes and budget. Count on them for friendly and professional service.
Honolulu, Hawaii
Meets animal welfare guidelines

Awards
Travelers' Choice
2023

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Travelers talk about
(29 reviews)
(15 reviews)
(21 reviews)

Most Recent: Reviews ordered by most recent publish date in descending order.

Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as wait time, length of visit, general tips, and location information.

Popular mentions

4.5
4.5 of 5 bubbles220 reviews
Excellent
191
Very good
12
Average
1
Poor
6
Terrible
10

HelenHS562
2 contributions
5.0 of 5 bubbles
Apr 2021
We had the best time on Tradewind Charters! We booked it the day before and was surprised there was availabilities for such a short notice. When we arrived at our scheduled time, we were greeted by the Captain. Our 6 person yacht was clean and accommodated all of us nicely. We had such a wonderful time and would definitely recommend this to anyone visiting Honolulu and wanting to go snorkeling on a private boat.
Written April 13, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

chari2022
San Diego, CA1 contribution
5.0 of 5 bubbles
Feb 2022
We booked a private sunset charter for 6 with family (all adults) to celebrate the end of a fun vacation week in Hawaii. It was an absolute blast! The catamaran was well kept, the crew members were friendly, and the views were spectacular. We saw a whale out in the distance, several dolphins, watched a beautiful sunset, and then Waikiki lit up at night. It was definitely worth it to enjoy each other’s company and the peaceful 2 hour cruise, so highly recommend the private charter route if you have enough people. Thanks for a great experience!
Written February 20, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Paige H
1 contribution
5.0 of 5 bubbles
Jan 2020 • Friends
I was celebrating my 30th birthday in Hawaii with a group of friends and wanted to do a boat day where we could snorkel and just be out on the water. After doing tons of research into various boat companies in the Honolulu and West Oahu areas, I found Tradewind Charters and was pleasantly surprised by the cost for a private charter (most other boats were similarly priced but would have been with many more people onboard!) We had a truly wonderful afternoon sailing with Captain Nate and first mate Francesco aboard the My Sunshine. They had a cooler full of cold drinks waiting for us on board, a wireless speaker that we could play our music through, and all of the snorkeling and safety equipment needed. Nate and Francesco were so kind and accommodating and took tons of great photos of our group, both on the boat and while we were snorkeling. We got to swim with sea turtles which was a highlight! I highly recommend Tradewind Charters for an unforgettable boating experience.
Written January 20, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Aloha Paige, Thanks so much for the awesome review. We hope you visit us again soon! Mahalo and take care, Capt. Ken
Written August 26, 2020
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Michael E
13 contributions
5.0 of 5 bubbles
Aug 2021
Wanted a 3 hour charter with 10 people to surf the waves and do a little snorkeling. Believe we had Captain Nate and Ty but they were great and knowledgeable and knew what they were doing. Took us to Turtle Canyon and saw some of the clearest water I've seen in a while (highly recommend going first thing in the morning). Then did some sailing around Diamondhead. Did the catamaran and it was fully kitted out, spotlessly clean, and comfortable. Would use these guys to anyone going to Honolulu.
Written September 9, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Jesse R
Manhasset, NY17 contributions
5.0 of 5 bubbles
Dec 2020 • Family
We booked a private charter for 5 om the 43 foot sailboat , Sunshine" Captain Ken was a pleasure to deal with on the phone and Captain Wes who took us out was attentive ,experienced and knowledgeable- everything you want in a skipper! We took a cruise from 2-5 w/ the intent of whale watching.We had to go 3 miles out but we got quite a show! Awesome and fun.We brought our own food and drink which I prefer because everything is just we would want it. I recommend Trade Wind charters wholeheartedly and would definitely ise them again!
Written December 27, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Ana O
1 contribution
5.0 of 5 bubbles
Apr 2022
It was the family's first sailing trip and we had a blast. Captain Nate was very entertaining and accommodating to the point he took a lot of pics for us. We brought our own food and drinks, celebrated the day with great music and stories. It was a relaxing 2-hour trip and the sunset was the highlight of our day.
Written April 6, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

tcwoodford
Milford, CT1 contribution
5.0 of 5 bubbles
Aug 2021
By far the best experience in Hawaii. Wes the captain and Ty did everything in their power to make our experience the best it possibly could be. Forever grateful for the amazing memories and HIGHLY recommend to all - worth every single dollar - would most certainly do it again
Written August 29, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Jonathan B
New York City, NY11 contributions
5.0 of 5 bubbles
Aug 2021
An experience doesn’t have to be overly complicated to be perfect. Last time We visited Honolulu, a highlight of our trip was a sunset cruise around Waikiki on the Holokai catamaran. In these covid times, we wanted to replicate the experience but with slightly less risk and opted for a private charter on Tradewinds 40’ catamaran. Capt Ken and Josh couldn’t have been kinder and more accommodating and sitting on the trampoline while we gently sailed around Waikiki for a beautiful sunset delivered yet again. Would highly recommend to anyone looking for a private charter experience
Written September 1, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

TekySales
Portland, Oregon17 contributions
5.0 of 5 bubbles
Mar 2022 • Family
Just sit right back and you'll hear a tale, a tale of a fun trip, that started from this tropic port...
Just West of the harbor by the Hilton (not the harbor next to the Hilton). It's a short Uber from the Hilton.

The skipper was brave and sure. He (Nate) had plenty of dad jokes and made the trip fun, took many pictures, and was always checking to make sure we had what we needed.

3 passengers set sail that day for a three hour tour. Mom, dad, and 12 y/o son. We did snorkeling, saw whales, and sailed while relaxing. Towards the end on the way back to port...

The weather started getting rough, the tiny ship was tossed. (It was actually a good sized sail boat but it did get a little rough towards the end on the way back to harbor).

Highly recommend My Sunshine and Captain Nate.
Written March 28, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

kim R
Vancouver, WA21 contributions
5.0 of 5 bubbles
Feb 2023 • Friends
There is a lot to say here but I'll keep it down to a short story. I went looking for a company that would help with ash scattering in Honolulu for the time I was out to visit this month. Sent out notifications to various charter companies although I heard from quite a few that could do it, none had the most affordable package as this company had. Captain Ken Middleton reached out to me n was very kind n helped me with what I wanted to do. I spoke to Devin their office guest service agent, who graciously took my calls whenever I had a question and handled the contract for the charter. She was the best! We were suppose to have a sailing yacht but the weather wasn't going to permit it so they upgraded me at no extra charge to their larger catamaran. The voyage there along with Captain Wes and 1st mate Josh who both were awesome and informative and respectful when the ceremony took place. All in all, I couldn't have been happier with everything from start to finish. Thank You Tradewind Charter for an amazing journey! .
Written February 21, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

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