Diamond Head Sail

optional sailing lesson

Sail to the famous Diamond Head and even enjoy a sailing lesson if you choose!

Duration: 2 to 4 hours

Charter Rate:

Princess: $150 per hour for 6 passengers or less

Aveia: $500 per hour for 12 passengers or less

Makani: $1,000 per hour for 79 passengers or less


Experience a sail off Waikiki with the famous Diamond Head landscape as your backdrop.

Enjoy a drink, while basking in the afternoon sun, or take the helm and learn how to use the trade-winds to take you on a Hawaiian roller coaster ride. Sail past the Waikiki War Memorial Natatorium– a historical monument of Hawaii. Learn the basics of sailing, tacking, gybing, sail set, and more. Don’t forget to keep your eyes open for sea life, Dolphins, Turtles, Monk Seals, Manta Rays, and from November to May, Humpback Whales are all commonly seen in the beautiful Hawaiian waters.



Cancellation Policy:
Customers will receive a full refund with 48 hours notice of cancellation.However, we always try to reschedule our guests as we know your plans can change suddenly. Customers will also receive a full refund in case of operator cancellation due to weather or other unforeseen circumstances. Contact us by phone to cancel or inquire about a cancellation. No-shows will be charged the full price.

(808) 228-3843

Ala Wai Harbor, Slip D53

1651 Ala Moana Blvd, Honolulu, HI 96815