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Waikiki Boat & Sailing Cruises

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Set sail on unforgettable Waikiki boat and sailing cruises with breathtaking views of Diamond Head and Honolulu’s skyline. Choose from relaxing daytime sails, romantic sunset cruises, or lively cocktail catamaran trips right off Waikiki Beach. Many tours include snorkeling at Turtle Canyon, seasonal whale watching, or private charter options for families and groups. With convenient departures from Waikiki, these sailing adventures offer the perfect way to enjoy Oahu’s ocean beauty.
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

1-Hour Hawaii Glass Bottom Boat Tour - Waikiki Morning & Afternoon Marine Life Cruise

Great day all around

2025/11/23 Families Kara

The guide was friendly, knowledgeable, and shared interesting local stories. Well-organized and a great way to see the island’s highlights in one day.

Star of Honolulu Sunset Buffet Dinner Cruise & Polynesian Show

Great Friday Night

2025/11/23 Families Kara

The Friday add on of the fireworks at the end made the night extra special. Service was friendly and attentive, and the sunset views over Waikiki were stunning.

Star of Honolulu Sunset Buffet Dinner Cruise & Polynesian Show

A fun evening!

2025/11/23 Families Kara

The Polynesian show was very entertaining, with skilled dancers. The boat service team was attentive, and the atmosphere was festive without feeling crowded. A fun and memorable way to enjoy a Hawaiian evening.

Star of Honolulu Sunset Buffet Dinner Cruise & Polynesian Show

Well rounded evening!

2025/11/22 Families Kara

The sunset views from the deck were stunning, and the buffet offered a wide variety of tasty dishes.

90-Min Tradewinds Sail Scenic Waikiki Beach Cruise - Maitai Catamaran [11:00 AM & 1:00 PM]

So Fun 🤩

2025/11/19 Couples Happy Couple

We had no idea what to expect. We just thought a little boat ride would be fun. It ended up being our favorite thing we did on our trip. We started off in the bay seeing dolphins swimming and spinning around and then ... more

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Waikiki Bottom Fishing Cruise Tour - Ohana Fun Charters

Good service, but I wanted more fish

2025/11/16 Families Hamster

The fishing guy was very helpful, fixed all the issues. Good service, but I wanted more fish.

Waikiki Sailing & Cruises | Book Oahu Tours, Activities & Things to Do with HawaiiActivities.com
Set sail on unforgettable Waikiki boat and sailing cruises with breathtaking views of Diamond Head and Honolulu’s skyline. Choose from relaxing daytime sails, romantic sunset cruises, or lively cocktail catamaran trips right off Waikiki Beach. Many tours include snorkeling at Turtle Canyon, seasonal whale watching, or private charter options for families and groups. With convenient departures from Waikiki, these sailing adventures offer the perfect way to enjoy Oahu’s ocean beauty.