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    Tradewind Charters

    Tradewind Charters

    4.7 • 164 reviews
    Honolulu, HI

    Tradewind Charters invites guests to experience Oahu from the water aboard private, comfortable sailing yachts. Founded by Captain Ken more than 25 years ago, the team brings local knowledge, warm aloha, and attentive service to e...

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    Book Tradewind Charters

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    Honolulu Sunset Proposal Cruise

    Plan a sunrise or sunset sail with roses and champagne

    From$1,221
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    Waikiki Friday Night Fireworks Private Charter

    Sail off Waikiki for sunset views and Friday fireworks

    From$1,290
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    Waikiki Friday Night Fireworks Private Charter

    Sail aboard Sea Scape for private ocean views and Friday night fireworks

    From$2,040
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    Honolulu Private Snorkeling Charter

    Cruise Waikiki waters with snorkeling gear, expert instruction, and space to relax

    From$2,047
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    Honolulu Snorkel Sailing Charter

    Private catamaran sailing with reef snorkeling off Waikiki

    From$1,358
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    Waikiki Friday Night Fireworks Private Charter

    Watch Friday fireworks and Honolulu lights from a private catamaran

    From$3,071
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    Reef Fishing & Snorkeling Charter in Honolulu

    Cast, snorkel, and swim from a private power catamaran off Honolulu

    From$3,344
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    Private Reef Fishing & Snorkeling Charter in Honolulu

    Catch-and-release reef fishing with snorkeling and swimming

    From$1,631
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    Honolulu 3-Hour Private Spa & Swim Cruise

    Ocean massage, Mai Tais, and light appetizers for your private celebration

    $3,406.15
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    Honolulu Sunset Massage Cruise

    Unwind with a 90-minute massage on a private Honolulu catamaran

    From$2,593
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    Private Sea Spa Cruise in Honolulu

    Unwind with a private catamaran cruise and a 60-minute massage at sea

    From$2,047
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    Private Whale Watching Charter in Honolulu

    Sail privately in search of Hawaii’s humpback whales

    From$948
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    Explore Honolulu On A 2.5-Hour Snorkel Cruise

    Cruise from Waikiki and snorkel with a friendly group

    $116.04person
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    Honolulu 3-Hour Sailing Lesson

    Take the Helm With Private Sailing Instruction

    From$1,358
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    Honolulu Sunrise Private Cruise

    Private morning sailing with mimosas and open-water views

    From$1,358
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    Honolulu Sunset Private Cruise

    Private evening cruise with music and non-alcoholic beverages

    From$2,047

    Review summary

    4.7
    Excellent
    164 reviews•Google Maps
    136
    4
    0
    2
    9

    Captain Mikey and his crew consistently earn praise for creating memorable experiences on the water. Guests mention the spacious, well-maintained boats and the crew's genuine hospitality that makes everyone feel welcome. The snorkeling trips seem particularly popular, with multiple people raving about encounters with sea turtles and even large pods of dolphins. Several reviews highlight the Friday night fireworks cruises as a fantastic way to see Honolulu from the water. What really stands out is how the team handles special occasions with care and professionalism. From engagements to a deeply moving memorial ceremony, Captain Mike and crew bring thoughtfulness to meaningful moments. People who've done multiple boat tours in Hawaii say this ranks among their best experiences. The combination of local knowledge, genuine warmth, and attention to detail keeps impressing visitors, making this a solid choice for anyone looking for a charter experience in Honolulu.

    What people are saying

    Review 1 of 5
    5/5

    Thank you so much! The family had a relaxing time. The co captain was also amazing with my kids, especially the 6 year old. Core memories were made with the turtles and the water scooter. Thanks a bunch from the Hernandez family

    Photo of Clarissa Fierro

    Clarissa Fierro

    August 2, 2026

    Review 1 of 1
    5/5

    Thank you so much! The family had a relaxing time. The co captain was also amazing with my kids, especially the 6 year old. Core memories were made with the turtles and the water scooter. Thanks a bunch from the Hernandez family

    Photo of Clarissa Fierro

    Clarissa Fierro

    August 2, 2026