Tradewind Charters
Captain

Tradewind Charters

Honolulu, United States
10+ reviews
Sailed over from Seattle, WA in the 1980's to start Tradewind Charters. With a fleet of 3 charter vessels based in Kewalo Harbor, we specialize in private, upscale charters for 2-29 guests.

Charters

Rating

4.8
22 reviews
4.7
Boat & Equipment
4.9
Captain & Crew
4.9
Experience

All reviews (22)

Showing 1 – 5 of 22 reviews
  • Charmaine Felix Randquist
    Charmaine Felix Randquist
    us
    Seattle, WA, US
    •
    Member since 2026
    5.0
    Verified

    Amazing experience! Highly recommended

    Charmaine private charter • 5 adults

    We came to Hawaii to celebrate both of my nephews graduating, and this private charter was my gift to them. We were originally booked with another company, but they cancelled just hours before our trip due to mechanical issues , leaving me scrambling to find another option. Tradewinds Charters and their incredible crew truly saved the day. Not only were they able to accommodate us at the last minute, but we ended up on a beautiful catamaran sailboat that was even better than our original booking, and at a very comparable price. We booked a 3-hour private charter, and the captain and crew customized the entire experience to exactly what we wanted. We started with snorkeling, where we saw so many sea turtles! Having a private snorkeling experience was so much more enjoyable than being in a large tour group, and we never felt rushed. After snorkeling, we sailed along the coastline and took in the breathtaking views of Oahu from the water. It was the perfect way to experience the island from a completely different perspective. We couldn’t have asked for a better day. Thank you, Tradewinds Charters, for turning what could have been a huge disappointment into one of the highlights of our Hawaii trip. We highly recommend them to anyone looking for an unforgettable private charter experience!

    Response from Captain

    Mahalo so much, Charmaine! We're so glad we could help turn a stressful last minute cancellation into such a memorable day for you and your family. It means a lot to hear that you enjoyed the private experience, from snorkeling with turtles to sailing along Oʻahu's beautiful coastline. We'll be sure to share your kind words with our captain and crew, they'll truly appreciate it! If you have a moment, we'd also be incredibly grateful if you could share this review on our Google page as well. Mahalo again, and we hope to welcome you back on board the next time you're in Hawaii!

  • Craig Ebersole
    Craig Ebersole
    us
    Illinois, US
    •
    Member since 2026
    5.0
    Verified

    Very knowledgeable crew!

    3 Hour–Cruise&Snorkel (11AM) • 8 adults

    The crew was a big help in walking us through the process for spreading my wife’s ashes as she wished. It made a difficult time more bearable for us. Highly recommend!

  • Sydney Stelzer
    Sydney Stelzer
    us
    Wisconsin, US
    •
    Member since 2026
    5.0
    Verified

    Such a great crew and experience!

    2 Hr Trip – Sunset Cruise • 26 adults

    The captain and crew were so kind, organized, and welcoming. We had a full boat of 20-30 somethings and they got us all checked in, on the boat, and having a great time with ease. The open bar was super reasonably priced and the whole crew made great conversation!

    Response from Captain

    Thank you for the review, Sydney! We’re so glad you and your group had a great time on the sunset cruise. Our crew works hard to make everything run smoothly while keeping the experience fun and relaxed, so it means a lot to hear that. We hope to have you all back out with us again soon!

  • Velma Mcmillan
    Velma Mcmillan
    us
    Texas, US
    •
    Member since 2026
    5.0
    Verified

    amazing trip!!

    3 Hour – Cruise&Sail (11 AM) • 2 adults

    csptain was great enjoy the adveture we had

  • Kevin Michael
    Kevin Michael
    us
    Pennsylvania, US
    •
    Member since 2025
    5.0
    Verified

    Great trip

    3 Hour – Cruise&Sail (2 PM) • 2 adults

    Wes was great, he found the wildlife we were looking for and was a gracious host in general. Highly recommend this tour.