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Best results for

Sailing in Waimanalo, HI

Showing 25-48 of 68 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
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
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
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
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
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
Honolulu 3-Hour Sailing Lesson

Honolulu 3-Hour Sailing Lesson

Take the Helm With Private Sailing Instruction

4.7 • 164 reviews
$1,358
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
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 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
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
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
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 Sailing Charter in Honolulu

Private Sailing Charter in Honolulu

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

$449& up
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
123
Waimanalo Things To Do
SailingSnorkeling119Scuba Diving85Surfing Lessons68Boat Tours55
More
  • Bus Van and Limo Tours53
  • Historical Tours44
  • Stand Up Paddle Boarding38
  • Yacht Charters37
  • Day Trips33
  • Whale Watching30
  • Guided Tours25
Kayaking Tours
24
  • Guided Hikes23
  • Bike Tours20
  • Dance Performances19
  • Helicopter Tours19
  • Sightseeing19
  • Theater Musicals and Shows17
  • Themed Dinners17
  • Fishing Charters15
  • Waterfalls12
  • Zip Lining12
  • Historical Sites and Monuments11
  • Sunrise and Sunset Tours11