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    Best results for

    Sailing in Wailuku, HI

    Showing 1-18 of 18 results
    Maui Sunset Sail

    Maui Sunset Sail

    Golden-hour catamaran sailing with cocktails, island bites, and open-ocean views

    Golden-hour catamaran sailing with cocktails, island bites, and open-ocean views
    4.9 • 1.3K reviews
    $240/ person
    Maui Sunset Sailing Cruise

    Maui Sunset Sailing Cruise

    Island music, appetizers, and Pacific views at sunset

    Island music, appetizers, and Pacific views at sunset
    4.7 • 2.9K reviews
    $149/ person
    2-Hour Windsurfing Lesson at Kanaha Beach Park

    2-Hour Windsurfing Lesson at Kanaha Beach Park

    Learn to read the wind and sail with stable boards and lightweight sails

    Learn to read the wind and sail with stable boards and lightweight sails
    $262& up
    Advanced Windsurfing Private Lesson in Kahului

    Advanced Windsurfing Private Lesson in Kahului

    2-hour private advanced windsurf lesson at Kanaha Beach Park

    2-hour private advanced windsurf lesson at Kanaha Beach Park
    4.3 • 6 reviews
    $377/ person
    Kids' Windsurfing Lesson at Kanaha Beach Park

    Kids' Windsurfing Lesson at Kanaha Beach Park

    Build windsurfing skills with a lesson designed for young sailors

    Build windsurfing skills with a lesson designed for young sailors
    4.3 • 6 reviews
    $227/ person
    2-Hour Maui Sunset Sail

    2-Hour Maui Sunset Sail

    Sail into a Maui sunset with drinks and hors d'oeuvres included

    Sail into a Maui sunset with drinks and hors d'oeuvres included
    4.9 • 1.3K reviews
    $131/ person
    Sunset Sail in Maui's Au'Au Channel

    Sunset Sail in Maui's Au'Au Channel

    Sail Lahaina’s sunset with food, drinks, and space to relax

    Sail Lahaina’s sunset with food, drinks, and space to relax
    4.9 • 1.3K reviews
    $131/ person
    2-Hour Maui Sunset Catamaran Cruise From Lahaina

    2-Hour Maui Sunset Catamaran Cruise From Lahaina

    Sail Lahaina’s sunset with appetizers and an open bar

    Sail Lahaina’s sunset with appetizers and an open bar
    4.9 • 1.3K reviews
    $114/ person
    Private 4-Hour Sailing Lesson in Lahaina

    Private 4-Hour Sailing Lesson in Lahaina

    Build sailing skills with instruction tailored to your experience

    Build sailing skills with instruction tailored to your experience
    5.0 • 128 reviews
    $2,729
    Lahaina 3-Hour Private Day Sail

    Lahaina 3-Hour Private Day Sail

    A tailored private sail with Maui coastal views and onboard refreshments

    A tailored private sail with Maui coastal views and onboard refreshments
    5.0 • 128 reviews
    $1,080& up
    Private Sunset Sail in Maui

    Private Sunset Sail in Maui

    Sail offshore Maui as the sun sets on a private yacht

    Sail offshore Maui as the sun sets on a private yacht
    5.0 • 128 reviews
    $1,620
    Sunrise Coffee Sail in Ka'anapali

    Sunrise Coffee Sail in Ka'anapali

    Sip Maui coffee on a Kaʻanapali sunrise catamaran sail

    Sip Maui coffee on a Kaʻanapali sunrise catamaran sail
    4.9 • 2.7K reviews
    $81/ person
    Maui Sunset Cruise

    Maui Sunset Cruise

    Sip cocktails and savor appetizers as you sail Maui’s west coast at sunset

    Sip cocktails and savor appetizers as you sail Maui’s west coast at sunset
    4.9 • 2.7K reviews
    $143/ person
    Sunset Sailing Cruise From Ma'alaea

    Sunset Sailing Cruise From Ma'alaea

    Sail into the evening with pupus, island-style music, and sunset views

    Sail into the evening with pupus, island-style music, and sunset views
    4.7 • 2.9K reviews
    $149/ person
    Maui Sunset Sail on a Floating Tiki Bar Catamaran

    Maui Sunset Sail on a Floating Tiki Bar Catamaran

    Sip island cocktails and savor appetizers as you sail at sunset aboard a Hawaiian-built catamaran

    Sip island cocktails and savor appetizers as you sail at sunset aboard a Hawaiian-built catamaran
    $138/ person
    Private Sailing Charter in Maalaea Bay

    Private Sailing Charter in Maalaea Bay

    Celebrate on a private catamaran with onboard appetizers and drinks

    Celebrate on a private catamaran with onboard appetizers and drinks
    5.0 • 168 reviews
    $2,729& up
    Ocean Spirit Adult Sunset Sail

    Ocean Spirit Adult Sunset Sail

    Sail into the sunset on an adults-only catamaran cruise with pupus and island-style music

    Sail into the sunset on an adults-only catamaran cruise with pupus and island-style music
    4.7 • 2.9K reviews
    $149/ person
    Sunset Sailing Cruise in Maui

    Sunset Sailing Cruise in Maui

    2-hour Maui sunset sail with live music, menu, and open bar

    2-hour Maui sunset sail with live music, menu, and open bar
    4.9 • 2.8K reviews
    $227/ person
    Wailuku Things To DoSailing18Snorkeling99Surfing Lessons57Scuba Diving56Whale Watching55
    More
    • Motorcycle Rentals24
    • Kayaking Tours20
    • Bike Tours17
    • Yacht Charters17
    • Guided Hikes16
    • Farm Visits15
    • Waterfalls15
    • Photography Tours14
    • Stand Up Paddle Boarding14
    Guided Tours
    12
  1. Dinner Cruises9
  2. Art Tours7
  3. Car Rentals7
  4. Kiteboarding7
  5. Boat Tours6
  6. Bus Van and Limo Tours6
  7. Day Trips6
  8. Meet and Greet Services6
  9. Zip Lining6
  10. Canoeing5