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Waikiki Boat & Sailing Cruises

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Ride on the winds and waves of Hawaii as you set out on the best Oahu sailing and cruising adventures along Waikiki Beach! Take your pick from a variety of ocean activities, and begin your day early with a visit to your captain's favorite snorkeling spots, take a scenic boat tour at twilight and watch the beautiful sunset as you sip on tropical cocktails, and even dine on a delicious Pacific-Rim inspired feast. Then simply relax and enjoy amazing views of the Waikiki coastline and Diamond Head.
Your Guide to Waikiki Sails & Cruises
If you're looking for a fun way to explore Waikiki, then there is no better way than on a Waikiki sail or cruise! From snorkeling tours to day sails and sunset cruises, there's something for everyone.

Many of the snorkeling tours go to Turtle Canyon off the coast of Waikiki, so you can enjoy a beautiful underwater world surrounded by green sea turtles, or honu in Hawaiian, while you are out on the ocean. During the winter months, you might even be lucky enough to spot some whales in the distance, and if you take one of the morning sails, you'll likely be treated to a show by some of Hawaii's spinner dolphins. Don't forget to keep an eye out for that iconic view of Diamond Head, and have your phones and cameras ready for the best views of this amazing natural landmark.

For those looking for an extra special evening out, there are plenty of sunset dinner cruises and sunset booze cruises available too. The dinner cruises offer delicious food options that range from multi-course steak and lobster dinner, to a yummy plate of Hawaiian-style garlic shrimp from a popular local restaurant. The booze cruises will also often come with complimentary drinks for all guests, have the best drink prices in Hawaii, and for the boats without a bar, you can always BYOB and enjoy your favorite drinks while out on he best sails and cruises in Waikiki.

On your next visit to Hawaii, check out the Waikiki sailing and cruising option, and with so many tour options, there is sure to be a sail or cruise for any budget, group, and age. Don't miss out on an unforgettable experience, and book your Waikiki sail or cruise today!

Top-Rated Activities for Oahu

Latest reviews of Waikiki Boat & Sailing Cruises

Waikiki Sunset Dinner Cruise with Freshly Prepared Local Cuisine - Prince Kuhio

We really enjoyed every thing about this cruise!

2025/06/16 Couples M&L

From checking in till the time we departed the crew was happy, kind, and lots of fun! The meal was wonderful and the sights were amazing! It was one of the highlights of our stay in Hawaii!

Star of Honolulu Waikiki Sunset Cruise - Steak and Lobster Dinner & Hula Show

Exceeded My Expectations

2025/06/11 Solo Travelers NaniK

We had an incredible experience on the Star of Honolulu Waikiki Sunset Cruise - Steak and Lobster Dinner & Hula excursion. Not a dull moment. The fireworks show from the boat was awesome. The food was amazing. The servic... more

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Star of Honolulu Waikiki Sunset Cruise - Steak and Lobster Dinner & Hula Show

Not the best best experience !

2025/06/09 Solo Travelers Worse dinner cruise ever!

As soon as we arrived we notified several members of the serving staff that we were missing our bottle of champagne that we ordered. However bottled chilled champagne was out already at other tables for guests who hadn’t... more

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Waikiki Snorkel with Turtles Cruise with Beers & Cocktails - Ke Kai Catamaran

Snorkeling with turtles

2025/06/04 Others Rashmi

Those gentleman were amazing!! Aiden was outstanding, and took the best pictures of my daughter and I. Thank you boys!!

Star of Honolulu Sunset Buffet Dinner Cruise & Polynesian Show - Great Value!

If you are thinking about it, just go ahead and book it!

2025/06/02 Families MissL

We booked this for our last evening on the island, and it was an amazing way to end our trip. The crew were all so nice, the entertainment was fun and interactive, and seeing the fireworks from the water on our final ni... more

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Waikiki Snorkel with Turtles Cruise with Beers & Cocktails - Ke Kai Catamaran

Amazing experience!!

2025/05/31 Families Mel

The crew was amazing, the views were stunning and there was so much ocean life to be seen! Highly recommend!

Waikiki Sailing & Cruises | Book Oahu Tours, Activities & Things to Do with HawaiiActivities.com
Ride on the winds and waves of Hawaii as you set out on the best Oahu sailing and cruising adventures along Waikiki Beach! Take your pick from a variety of ocean activities, and begin your day early with a visit to your captain's favorite snorkeling spots, take a scenic boat tour at twilight and watch the beautiful sunset as you sip on tropical cocktails, and even dine on a delicious Pacific-Rim inspired feast. Then simply relax and enjoy amazing views of the Waikiki coastline and Diamond Head.