Holokai Catamaran Waikiki Scenic Afternoon Sailing Cruise, Oahu tours & activities, fun things to do in Oahu | HawaiiActivities.com

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Holokai Catamaran Waikiki Scenic Afternoon Sailing Cruise
Instant Confirmation

Holokai Tradewinds 01

Diamond Head looks best from the water

Hop on-board a relaxing afternoon catamaran sail and enjoy beautiful views of Diamond Head and the Waikiki coastline, as well as dolphins, turtles and more!

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  • Holokai Tradewinds 03
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Cruise along the stunning Waikiki coastline with the calm seas beneath you, the clear Hawaiian sky above, and the warm tropical breezes all around. This unforgettable sail will take you past Oahu's famous Diamond Head Crater and Black Point, while you unwind and even sip your favorite tropical beverage (cash bar available)! Keep your eyes peeled for Hawaiian Spinner Dolphins and Hawaiian Green Sea Turtles or even the majestic Humpback Whales! A great activity for visitors of all ages, hop aboard this comfortable island catamaran and take a ride on the mighty, yet beautiful Pacific.
Boat Information:
Name: Holokai Catamaran
Size: 45 ft. x 24 ft.
Capacity: 49 Passengers
Safety: Lifeguard-certified crew members always on board
Accessibility:   This vessel is not wheelchair accessible
Amenities: Fully-stocked bar, functional marine head, recessed lounge seating, "trampoline" lounge netting, surround sound system
▼ Read more
Tradewind Sail
1 Select a date
2 Select the amount (# of participants, vehicles, hours, etc.)
You can book a maximum of 49.
Adult/Child (Age 3 & over)
USD 40.00
USD 40.00
Infant (Age 0-2)
Instant Confirmation USD 0.00 USD 0.00
USD 0.00
USD 0.00
*The price is subject to change depending on the start time or add-on(s) you choose.
Adult/Child (Age 3 & over)
USD 40.00
USD 40.00
USD 42.50 6%off
USD 42.50 6%off
Infant (Age 0-2)
GE Tax and Harbor Fee included
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    The Holokai departing from the shore
Set sail aboard the Holokai and enjoy the warm sun, fresh tropical breezes and refreshing ocean mist. What a perfect way to spend the afternoon!
  • Duration: 2 hour(s)
  • Available: Daily
  • Pick-up: Not available
  • Inclusion: Cruise fee / Motion sickness aid / Reef-safe sunscreen / Dry storage
  • Schedule
  • Check-in
    Time & Location
  • Check-out
    Time & Location

  • 14:30 Check-in
  • 15:00 Waikiki Tradewind Sail (1.5 hrs)
  • 16:30 Check-out
Package detail / Schedule
    • This activity is not wheelchair accessible.
    • Children of all ages can participate in this activity.
Required Items to Bring & Attire
    • A valid government-issued photo ID is required to consume alcohol.
Additional Note(s)
    • The activity schedule is subject to change or cancellation due to weather or traffic conditions.
    • The activity provider does not assume any responsibility for your valuables and/or personal belongings.
    • Gratuity is not included in the price.
    • Drinks are available for purchase.
    • This is a "barefoot" cruise and you will need to remove your shoes and wade through water to board the catamaran.
    • Validated Parking at Outrigger Reef Resort ($6 for 4 hours).
Booking Requirements (# of participants, vehicles, hours, etc.)
    • You can book a maximum of 49.
Activity provider
Expand all
Are you required to wear a life jacket?
  • Life jackets are not required to be worn while sailing.
Are photo or video services available?
  • Most times a photographer is present and takes your photo prior to boarding, these can be viewed and purchased after the trip for a fee. Otherwise, feel free to bring your own camera.
Do I need to be able to swim to participate?
  • No, this sail does not include any swimming.
Will we see whales?
  • Every year Humpback Whales migrate to the warm waters of Hawaii, and although not guaranteed, they are often seen between the months of December and April.
Please click HERE to send an inquiry about this activity
Payment/Cancellation policy
Payment type
Credit card payment
Cancellation Policy
  • Any cancellations made after 17:00 local time, 2 business days prior to the activity will be subject to a charge of 100% of the total amount.
USD 40.00
USD 40.00

Taxes & fees included

1% Reward Points
(4.56/5.00) 4.56 / 5
(147 reviews)
Pick-up Not available
Duration 2 hour(s)
Availability Daily


by: C.Theis
Great experience! Easy sign up, inexpensive, great crew. Only suggestion is to be more specific as to where to meet.
My little family of 3 took a much-needed, very rare vacation for six days on Oahu, and on the final day scheduled an afternoon sailing cruise. Unfortunately our 22yo daughter was ill and unable to go ...more
We had a great time seeing Waikiki from the water and the crew was great, they were very fun with the guests and made every effort to anticipate our needs.

Oahu Categories

USD 40.00
USD 40.00
4.56 / 5
Holokai Catamaran Waikiki Scenic Afternoon Sailing Cruise