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Best results for

Sailing in Oahu, HI

Showing 49-72 of 73 results
Waikiki Afternoon Sail

Waikiki Afternoon Sail

Afternoon catamaran sail with included drinks and Waikiki views

4.8 • 1.5K reviews
$90/ person
Private Waikiki Fireworks Sailing Catamaran Cruise

Private Waikiki Fireworks Sailing Catamaran Cruise

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

4.7 • 164 reviews
$2,041& up
Honolulu Sunset Sail

Honolulu Sunset Sail

Sail past Waikiki and Honolulu as Hawaii's sunset colors the horizon

$84/ person
Private Proposal Sailing Charter in Honolulu

Private Proposal Sailing Charter in Honolulu

Set the scene for your proposal with an ocean backdrop

5.0 • 44 reviews
$769/ boat
Cultural Sail Charter on O'ahu

Cultural Sail Charter on O'ahu

Sail O'ahu's Kona coast with Hawaiian stories, activities, and deckside relaxation

4.9 • 107 reviews
$1,107
Private Sailing Charter in Honolulu

Private Sailing Charter in Honolulu

Set your own course for a private sail along Oahu's south shore

$449& up
Sunset Sail In Waikiki With Complimentary Drinks

Sunset Sail In Waikiki With Complimentary Drinks

90-minute Waikiki sunset sail with complimentary drinks

$69/ person
Private Wedding & Elopement Sailing Charter in Honolulu

Private Wedding & Elopement Sailing Charter in Honolulu

Exchange vows at sea with an officiant included and Oʻahu’s coastline as your backdrop

5.0 • 44 reviews
$769/ boat
Private Daytime Sailing Charter in Honolulu

Private Daytime Sailing Charter in Honolulu

Sail Waikiki’s coast privately with a captain and room to relax on deck

4.7 • 164 reviews
$949& up
Waikiki Friday Night Fireworks Sail

Waikiki Friday Night Fireworks Sail

Sail off Waikiki for Friday night fireworks with complimentary drinks

$69/ person
90-Minute Honolulu South Shore Sail

90-Minute Honolulu South Shore Sail

Cruise Oahu’s south shore with complimentary drinks and Diamond Head views

$46/ person
Honolulu Sunset Sail

Honolulu Sunset Sail

A lively sunset catamaran sail with complimentary drinks

$57/ person
Sunset Sail in Honolulu from Kewalo Basin Harbor

Sunset Sail in Honolulu from Kewalo Basin Harbor

Sunset sailing, sightseeing, and complimentary drinks aboard Manu Kai

$60/ person
Waikiki 1-Hour Diamond Head Sail

Waikiki 1-Hour Diamond Head Sail

Sail Waikiki’s coastline with music, ocean views, and complimentary drinks

$40/ person
Waikiki 1-Hour Sailing Cruise

Waikiki 1-Hour Sailing Cruise

Sail Waikiki’s coast with ocean views and complimentary drinks

$46/ person
Private Ash Scattering & Ceremony Sail in Honolulu

Private Ash Scattering & Ceremony Sail in Honolulu

Private morning sail for memorials, ash scatterings, and meaningful ceremonies

$999
Waikiki Sunset Catamaran Sail

Waikiki Sunset Catamaran Sail

Sail Waikīkī at sunset with drinks and light bites included

4.9 • 926 reviews
$115/ person
Diamond Head Sail & Swim From Waikiki

Diamond Head Sail & Swim From Waikiki

Sail past Diamond Head, then anchor off Waikiki for a swim

5.0 • 121 reviews
$110/ person
Private 1.5-Hour Sunset Sail in Honolulu

Private 1.5-Hour Sunset Sail in Honolulu

1.5-hour private sunset sail with wine, beer, and non-alcoholic drinks

4.9 • 917 reviews
$4,314
Waikiki Friday Fireworks Cruise

Waikiki Friday Fireworks Cruise

Sail at sunset for Waikiki Beach fireworks views

4.8 • 1.6K reviews
$87/ person
Private 2-Hour Sailing Lesson in Honolulu

Private 2-Hour Sailing Lesson in Honolulu

Build sailing skills with hands-on instruction from Captain Al

$424& up
Waikiki Friday Night Fireworks Sail with Drinks and Bento

Waikiki Friday Night Fireworks Sail with Drinks and Bento

Sail at sunset for front-row views of Waikiki’s Friday fireworks, with drinks and a bento included

4.9 • 926 reviews
$183/ person
Private Afternoon Sail in Waikiki

Private Afternoon Sail in Waikiki

Private beach-boarded sail with Diamond Head Lighthouse views

4.9 • 917 reviews
$2,259
Afternoon Waikiki Coast Sail

Afternoon Waikiki Coast Sail

Relax along Oʻahu’s south shore with Waikiki views, Diamond Head, snacks, and drinks

4.9 • 926 reviews
$86/ person
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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