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Best results for

Sailing in Waimanalo, HI

Showing 1-24 of 68 results
Hobie Wave Catamaran Rental on Wai Kai Lagoon

Hobie Wave Catamaran Rental on Wai Kai Lagoon

Sail the Wai Kai Lagoon with captain-led lessons or approved self-operation

4.3 • 337 reviews
$66/ boat
Sail to Diamond Head From Waikiki

Sail to Diamond Head From Waikiki

Diamond Head sail with snacks and unlimited nonalcohol drinks

4.7 • 211 reviews
$58/ person
Waikiki Sunset Sail

Waikiki Sunset Sail

Sunset views and complimentary drinks aboard a Waikiki catamaran

$69/ person
Waikiki Sunset Cruise

Waikiki Sunset Cruise

Bring your own drinks for a sunset sail along Waikiki’s coast

5.0 • 8.5K reviews
$83/ person
Private Sunset Catamaran Cruise & Snorkel in Honolulu

Private Sunset Catamaran Cruise & Snorkel in Honolulu

A private evening sail with your own music, food, and drinks

5.0 • 803 reviews
$1,058
Sail a Private Waikiki Charter

Sail a Private Waikiki Charter

Set your own agenda on a private Waikiki sail for up to 6 guests

5.0 • 493 reviews
$1,777& up
Private Catamaran Charter in Honolulu

Private Catamaran Charter in Honolulu

Sail, swim and snorkel along Waikiki on your own catamaran

5.0 • 101 reviews
$1,218& up
Ko Olina Sunset Sailing Cruise

Ko Olina Sunset Sailing Cruise

Sunset sailing with cocktails, appetizers, and shoreline wildlife viewing

4.9 • 3.1K reviews
$138/ person
Oahu Circle Island Tour & Sunset Sail

Oahu Circle Island Tour & Sunset Sail

Circle Oahu’s landmarks, then sail Waikiki at sunset

4.9 • 2.4K reviews
$491/ person
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
Sail Waikiki to Diamond Head on a 1.5-Hour Cruise

Sail Waikiki to Diamond Head on a 1.5-Hour Cruise

Sail Waikiki’s south shore with Diamond Head views and beach boarding

4.9 • 917 reviews
$57/ person
Honolulu Sunset Cruise

Honolulu Sunset Cruise

Unwind on the water as the sun sets over the horizon

5.0 • 72 reviews
$108/ person
Sail & Swim on a Waikiki Sunset Cruise

Sail & Swim on a Waikiki Sunset Cruise

Bring your own drinks on a Waikīkī sunset sail with a swim stop

4.9 • 790 reviews
$81/ person
Private Sailing Charter in Honolulu

Private Sailing Charter in Honolulu

Book a private sail and choose your own snorkeling or sunset plan

4.9 • 169 reviews
$1,765& up
Private Diamond Head Sailing Charter in Honolulu

Private Diamond Head Sailing Charter in Honolulu

Private sailing with Diamond Head views and room to celebrate

5.0 • 44 reviews
$769& up
Sunset Sail Charter With Dinner In Honolulu

Sunset Sail Charter With Dinner In Honolulu

Private 2-hour Honolulu sunset sail with voyaging dinner and cultural activities

4.9 • 107 reviews
$1,218
Sunset Cruise in Waikiki

Sunset Cruise in Waikiki

Sail the Waikiki coastline as day turns to night

4.8 • 5.5K reviews
$65/ person
Honolulu Sunset Sailing Cruise

Honolulu Sunset Sailing Cruise

Sail into sunset views with a relaxed evening on the water

4.8 • 2.4K reviews
$98/ person
Honolulu Friday Night Fireworks Sail

Honolulu Friday Night Fireworks Sail

An evening catamaran sail with fireworks and an open bar

4.8 • 1.5K reviews
$90/ person
Waikiki Sunset Catamaran Sail

Waikiki Sunset Catamaran Sail

Sail off Waikiki at sunset with a pupu platter and skyline views

4.8 • 160 reviews
$95/ person
Honolulu Sunset Sailing Charter

Honolulu Sunset Sailing Charter

Private sailing with Waikiki views, swimming, and snorkeling options

4.9 • 28 reviews
$663
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 Catamaran Sail with Open Bar in Waikiki

Sunset Catamaran Sail with Open Bar in Waikiki

Sail Waikiki at sunset with drinks included on a 1.5-hour happy hour cruise

4.9 • 917 reviews
$90/ 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
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