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Best results for

Sailing in Lanai City, HI

Showing 1-14 of 14 results
Private 4-Hour Sailing Lesson in Lahaina

Private 4-Hour Sailing Lesson in Lahaina

Build sailing skills with instruction tailored to your experience

5.0 • 128 reviews
$2,729
Maui Sunset Cruise

Maui Sunset Cruise

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

4.9 • 2.7K reviews
$143/ person
2-Hour Maui Sunset Sail

2-Hour Maui Sunset Sail

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

4.9 • 1.3K reviews
$131/ person
Maui Sunset Sail

Maui Sunset Sail

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

4.9 • 1.3K reviews
$183/ person
Maui Sunset Sailing Cruise

Maui Sunset Sailing Cruise

Island music, appetizers, and Pacific views at sunset

4.7 • 2.9K reviews
$149/ person
Private Daytime Sailing Charter in Lahaina, Maui

Private Daytime Sailing Charter in Lahaina, Maui

A tailored private sail with Maui coastal views and onboard refreshments

5.0 • 128 reviews
$1,080& up
Sunrise Coffee Sail in Ka'anapali

Sunrise Coffee Sail in Ka'anapali

Sip Maui coffee on a Kaʻanapali sunrise catamaran sail

4.9 • 2.7K reviews
$81/ 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

4.9 • 1.3K reviews
$131/ person
Private Sunset Sail in Maui

Private Sunset Sail in Maui

Sail offshore Maui as the sun sets on a private yacht

5.0 • 128 reviews
$1,620
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

4.9 • 1.3K reviews
$131/ person
Private Sailing Charter in Maalaea Bay

Private Sailing Charter in Maalaea Bay

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

4.7 • 2.9K reviews
$149/ 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

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

$138/ person
Lanai City Things To Do
SailingSnorkeling66Whale Watching50Scuba Diving43Surfing Lessons35
More
  • Motorcycle Rentals30
  • Yacht Charters16
  • Guided Hikes15
  • Kayaking Tours15
  • Fishing Charters10
  • Guided Tours10
  • Bus Van and Limo Tours9
Dinner Cruises
9
  • Boat Tours6
  • Dolphin Watching5
  • Equipment Rental5
  • Farm Visits5
  • Waterfalls5
  • Chocolate Tours4
  • Day Trips4
  • Farm and Nature4
  • Sightseeing4
  • Stand Up Paddle Boarding4
  • Zip Lining4
  • Car Rentals3