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Best results for

Sailing in Oahu, HI

Showing 25-48 of 73 results
Private Event Sailing Charter in Honolulu

Private Event Sailing Charter in Honolulu

Customize your private Waikiki charter for groups up to 40

4.9 • 790 reviews
$1,826& up
Full-Day Private Sailing Charter to Waimea Bay

Full-Day Private Sailing Charter to Waimea Bay

Private 6-hour sail to Waimea Bay for up to 6 people

5.0 • 59 reviews
$1,937
Waikiki Afternoon Sailing Cruise

Waikiki Afternoon Sailing Cruise

Relax on the water with Waikiki and Diamond Head views

4.9 • 169 reviews
$35/ person
Honolulu Sunset Sailing Charter

Honolulu Sunset Sailing Charter

Private late-afternoon sail with sunset views of Honolulu and Oahu’s shores

5.0 • 44 reviews
$769
Morning Sail on Oahu's Kona Coast

Morning Sail on Oahu's Kona Coast

A weekday sail with Hawaiian cultural activities and refreshments

4.9 • 107 reviews
$221/ person
Friday Night Fireworks Cruise in Waikiki

Friday Night Fireworks Cruise in Waikiki

Watch Waikiki's Friday fireworks from a 55-foot catamaran

4.8 • 5.5K reviews
$90/ person
Catamaran Sail in Honolulu with Diamond Head Views

Catamaran Sail in Honolulu with Diamond Head Views

Sail past Waikiki and Diamond Head with a full bar onboard

4.8 • 2.4K reviews
$98/ person
90-Minute Waikiki Sailing Cruise

90-Minute Waikiki Sailing Cruise

Sail off Waikiki with ocean views, splashy fun, and drinks available onboard

4.8 • 1.5K reviews
$53/ person
Honolulu Sunrise Private Cruise

Honolulu Sunrise Private Cruise

Private morning sailing with mimosas and open-water views

4.7 • 164 reviews
$2,041& up
Ko Olina Sunset Sail With Hawaiian Music

Ko Olina Sunset Sail With Hawaiian Music

Toast the evening with coastal views and a full open bar

4.9 • 926 reviews
$160/ person
Watch Friday Night Fireworks on a Honolulu Sail

Watch Friday Night Fireworks on a Honolulu Sail

Sail Friday night and watch Honolulu fireworks from the water

4.9 • 917 reviews
$96& up
3-Hour Sailing Lesson in Honolulu

3-Hour Sailing Lesson in Honolulu

Learn foundational sailing skills with professional captains in Hawaii

4.9 • 28 reviews
$663/ person
Private Sunset Cruise in Honolulu with Diamond Head Views

Private Sunset Cruise in Honolulu with Diamond Head Views

Golden-hour views of Waikiki and Diamond Head

4.7 • 50 reviews
$341
Half-Day Private Sailing Charter on Oahu's North Shore

Half-Day Private Sailing Charter on Oahu's North Shore

Sail the North Shore with a naturalist and seasonal whale listening

5.0 • 59 reviews
$1,661
Watch Friday Night Fireworks on a Waikiki Sail

Watch Friday Night Fireworks on a Waikiki Sail

Friday fireworks sail with front-row views from the water

4.9 • 169 reviews
$117/ person
Honolulu Fireworks Private Sailing Charter

Honolulu Fireworks Private Sailing Charter

Sail into Friday night for Waikīkī fireworks views from the water

5.0 • 44 reviews
$619& up
Hawaiian Cultural Sail on O'ahu's Kona Coast

Hawaiian Cultural Sail on O'ahu's Kona Coast

Sail into Hawaiian culture with music, activities, and refreshments

4.9 • 107 reviews
$221/ person
Swim & Sail on a Waikiki 2.5-Hour Cruise

Swim & Sail on a Waikiki 2.5-Hour Cruise

Swim, relax, and sail past Waikiki and Diamond Head

$134/ person
Ko Olina Sunset Sail & Luau

Ko Olina Sunset Sail & Luau

Sail Oʻahu’s coast before an evening of island dining and culture

4.9 • 926 reviews
$342/ person
Sunset Cruise in Waikiki

Sunset Cruise in Waikiki

Open-bar Mai Tais and coastal views as the sun sets

4.8 • 1.5K reviews
$90/ person
Honolulu 3-Hour Sailing Lesson

Honolulu 3-Hour Sailing Lesson

Take the Helm With Private Sailing Instruction

4.7 • 164 reviews
$1,358
Sunset Swim & Sail Cruise in Waikiki

Sunset Swim & Sail Cruise in Waikiki

Sail Waikīkī’s Gold Coast at sunset with optional swim time

4.9 • 169 reviews
$74/ person
Honolulu Special Occasion Sailing Charter

Honolulu Special Occasion Sailing Charter

Celebrate on a private sail along Oʻahu’s coast with views of Diamond Head

5.0 • 44 reviews
$769& up
Morning Sail Charter on O'ahu's Kona Coast

Morning Sail Charter on O'ahu's Kona Coast

Explore Hawaiian culture and ocean landscapes on a family-friendly morning sail

4.9 • 107 reviews
$1,107
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Oahu Things To Do
SailingSnorkeling134Surfing Lessons105Scuba Diving97Boat Tours61
More
  • Bus Van and Limo Tours57
  • Stand Up Paddle Boarding57
  • Historical Tours44
  • Whale Watching43
  • Yacht Charters39
  • Day Trips34
  • Fishing Charters31
  • Guided Tours27
  • Kayaking Tours26
Guided Hikes
23
  • Bike Tours20
  • Dance Performances19
  • Helicopter Tours19
  • Sightseeing19
  • Theater Musicals and Shows17
  • Themed Dinners17
  • Sunrise and Sunset Tours15
  • Waterfalls12
  • Yoga12
  • Zip Lining12