Waikiki Sailing & Cruises | Book Oahu Tours, Activities & Things to Do with HawaiiActivities.com
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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!
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31 Activities Availability varies by date for all activities.
Enjoy a relaxing 90-min daytime scenic cruise. Enjoy breathtaking views of Waikiki and Diamond Head
Daily departures at 11:00 AM & 1:00 PM
Pick-up Not Provided
Meal Not Provided
Afternoon
2 hour(s)
Daily
Have the best seats in the house to see the popular Friday Night Fireworks on a 90-min cocktail sail
Set out on this family-friendly Waikiki catamaran sail with the amazing views of the fireworks
Pick-up Not Provided
Meal Not Provided
Evening
2 - 2.5 hour(s)
Fri Only
Set sail on an affordable 1-hour morning cruise to Diamond Head
See marine wildlife in their natural environment. Includes non-alcohol beverages
Pick-up Not Provided
Meal Not Provided
Morning
1.5 hour(s)
Sun / Thu Only
Experience a 2-hour sunset dinner sail the way Polynesians have for centuries in a traditional canoe
Enjoy traditional food, music, legends & myths, and crafts with a certified cultural Practitioner
Pick-up Not Provided
Meal Provided
Evening
2.5 hour(s)
Daily
Get ready for a night of fun and excitement on a 90-minute private sunset sail
Sit back, relax, and enjoy three complimentary cocktails and beers, and unlimited soft drinks
Pick-up Not Provided
Meal Not Provided
Evening
2 hour(s)
Daily
Join Hawaii Nautical on a 2.5-hour cruise to one of the most popular spots to see turtles on Oahu
Book the morning turtle snorkel cruise for a delicious lunch and two free cocktails
Pick-up Not Provided
Meal Not Provided
Morning / Afternoon
3 - 3.5 hour(s)
Daily
Join Makani Catamaran on a 2-Hour sail along the Oahu's scenic South Shore
Full service cash bar! Drinks are available for purchase
Pick-up Provided
Meal Not Provided
Morning / Afternoon
2.5 - 4 hour(s)
Daily
Enjoy a scenic 90-minute private afternoon sail aboard Manu Kai Catamaran
Raise your glass and enjoy three complimentary cocktails and beers, and unlimited soft drinks
Pick-up Not Provided
Meal Not Provided
Afternoon
2 hour(s)
Sun / Fri / Sat Only
Head out on a 2-hour private sailing adventure, and take the plunge for an ocean swim
Includes complimentary soft drinks and cocktails, as well as snorkel gear and a floating lounger
Pick-up Not Provided
Meal Not Provided
Afternoon
2.5 - 3.5 hour(s)
Sun / Fri / Sat Only
Join Ocean & You on a 2-hour morning or afternoon whale watching cruise with free transportation
Includes snacks, beverages, hula entertainment & underwater hydrophone to listen to the whales
Pick-up Provided
Meal Not Provided
Morning / Afternoon
2.5 - 4.5 hour(s)
Daily
Enjoy a relaxing 90-min scenic sail along Waikiki coastline. Includes 2 complimentary bar drinks
Includes bar snacks, unlimited nonalcohol drinks & 2 free cocktails
Pick-up Provided
Meal Not Provided
Afternoon
2 - 3 hour(s)
Daily
12

Top-Rated Activities for Oahu

Latest reviews of Waikiki Boat & Sailing Cruises

90-Min Maitai Waikiki Catamaran Fireworks & Moonlight Sail with Open Bar

Worth every penny

2025/05/11 Families Blake

This experience is one of the best for Waikiki.
Bottomless drinks, perfect evening view of the city skyline, and we had two amazing hosts who had the best energy.

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

Fun but crowded

2025/05/07 Friends Kara

Lots of people on the boat, very busy but the team works very hard!

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

Staff was amazing

2025/05/04 Couples Love!!

Such a great experience!! Can’t wait to book again! See yall next year (:

Waikiki Sunset Cocktail Sail with Open Bar Included - Holokai Catamaran

Great, but yet

2025/05/04 Others Kam & fam

To no fault of their own it rained. It poured really hard. The Captain & First mate were great. They tried to get us out of the pouring rain as best and as fast as they could. The premade drinks were ok. Add some champag... more

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

It was ok

2025/04/29 Solo Travelers Chris W

Not the best experience, very rushed,choppy water, cloudy because of all the sand in the waterI didn't see anything underwater snorkeling ,saw a few turtles swimming on top of water.as far as the drinks part.. you got a... more

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

Fantastic

2025/04/21 Solo Travelers Robert

Had a great time. very friendly staff, well organized production.
It may be their job but everyone seemed to enjoy making sure you have a great time.
go. get the pictures. the memories are priceless.

bonus : go on ... more

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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.
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