Diamond Head Sunset Sail

Overview

Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Our Diamond Head Sunset Sail features a two hour cruise aboard a private luxury yacht. Immerse yourself in a gorgeous Hawaiian sunset the only way, from the sea, with spectacular views of iconic Diamond Head and Waikiki. Catch a glimpse of dolphins, sea turtles, and whales in season. Honolulu’s city lights provide an enchanting backdrop to your return to port.
Adventure Awaits. Sail Explore Discover. Hawaii's Premier Yacht Charters.
Sunset Cruises
Snorkeling Tours
Sail and Sea Turtles
Whale Watching
Private Sailing Cruises
Offshore Fishing Hawaii
ASA Certified Sailing Lessons
Weddings Proposals
Anniversaries
Birthdays
Bachelorette Parties
Memorials & Ash Ceremonies
Corporate Events

City: Oahu

Sun 23 Feb

Other dates

You can choose the date already on the booking website

Starting at $595.00

Make a reservation

Sun 23 Feb

Starting at $595.00

Make a reservation

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What's Included

43' Private Yacht Reserved for Your Party Only

BYOB

Fun Licensed Captain and Crew

2 Hour Adventure

Additional Info

Infants and small children can ride in a pram or stroller
Public transportation options are available nearby
Suitable for all physical fitness levels
Hand sanitiser available to travellers and staff
Regularly sanitised high-traffic areas
Gear/equipment sanitised between use

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Traveler Photos

Reviews (8)

Jenny_R

Aug 2022

Superb sunset sail! Great crew - Perry & Sami were the best! We saw dolphins literally all around the boat! A rainbow and a stunning sunset! Perfection!

Neil C

Apr 2021

We chartered Honolulu Sailing's Gaugin sailboat for a three-hour "Sunset Sailing/Snorkeling" private tour to celebrate our anniversary. This tour is a great option for one or two couples, or perhaps a small family, who want to enjoy the beautiful waters near Waikiki on a vessel that isn't packed with tourists. We boarded the Gaugin from the marina at the Kewalo Basin Harbor, which is between Waikiki and Downtown Honolulu. Captain Rick, an experienced sailor, welcomed us onboard, and First Mate Sebastian offered to stow our possessions. Sebastian said he would be happy to do whatever he could to make our journey comfortable, safe, and fun. He did not disappoint us. The Gaugin has a covered passenger section in the aft part of the boat that seats four comfortably with table between them. There is also space near the bow where you can sit or stand. (If the ocean is choppy, you'll need to hold onto the mast or ropes when you're upfront.) Below deck, there is a small galley with a refrigerator, stove, and table, as well as two bathrooms. We brought our own cooked food and beverages, which Sebastian brought up to us from the galley whenever we wanted. He also reheated the food that needed to be served warm, and he cleaned up afterwards. Although his primary job is to help the captain and ensure our safety, he couldn't have been more friendly and helpful. Sadly, Mother Nature was less cooperative. It was cloudy and cool most of the time (unusual for late April), and light rain fell intermittently. Captain Rick went further offshore than he had planned to escape the rain, which was heavier near the shore. Unfortunately, the weather prevented us from seeing a beautiful ocean sunset, which we had been looking forward to. Nevertheless, we still had a really good time on the boat, had some nice picture-taking opportunities near Diamond Head, Waikiki, and Kakaako, and we enjoyed learning about sailing from Captain Rick and Sebastian, and hearing about some of their previous adventures. Incidentally, I had made our reservation through the Honolulu Sailing Co. web site. When I first attempted to pay, my credit card was unexpectedly declined. A few minutes later, I got an email from my bank asking if I had initiated this purchase and wanted it to be approved. That was a little scary, but I took a chance and said yes, and I was then able to complete the transaction . I can imagine that many prospective passengers experiencing a similar credit card issue would simply switch to a different sailing company. If my experience was common, Honolulu Sailing without realizing it may be missing out on potential customers.

Response from Host

Mar 2022

Aloha, We are so glad you enjoyed your Waikiki sailing adventure! It’s the best way to spend the day in the warm Hawaiian Waters. A note regarding your credit card. We have a very secure online Booking system. When a client travels It is quite common for a bank to decline a transaction until they verify you are actually making the purchase. It is always a good idea to notify your credit card company that you are traveling. Come sail with us again next time you are in Hawaii! Mahalo Nui Loa

Stephanie_J

Jan 2021

Our crew, Nora and Captain Rick, were incredibly nice and easy going. We were able to bring food and drinks onto the boat and play our own music. It was such a neat and beautiful experience being out on the water as the sun was setting. I would highly recommend doing this if you are coming to O'ahu!! Very well worth it!!