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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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32 Activities Availability varies by date for all activities.
Enjoy a delightful sunset cruise and savor a delicious dinner buffet with roast beef carving station
Feel the spirit of Aloha and enjoy a welcome mai tai, Polynesian show, and a pier-side hula show
Pick-up Provided
Meal Not Provided
Evening
3 - 5.5 hour(s)
Daily, Wheelchair accessible
Area: Oahu
Recently booked 5 times!
Enjoy an affordable 90-minute snorkel sail, and swim with turtles and fish at Turtle Canyon
Includes complimentary soda, juice, water, and 3 alcoholic beverages like beer and mai tai cocktails
Pick-up Not Provided
Meal Not Provided
Morning / Afternoon
2 hour(s)
Daily
Area: Oahu
Recently booked 8 times!
Spend an evening on the Star of Honolulu on a sunset cruise with a 5-course steak & lobster dinner
Raise your glass with a champagne toast & two free drinks, and enjoy live jazz and a Polynesian show
Pick-up Provided
Meal Not Provided
Evening
3 - 5.5 hour(s)
Daily, Wheelchair accessible
Area: Oahu
Watch the sunset and cruise along Waikiki coast on a 90-minute sunset sail with open-bar
Waikiki's most popular booze cruise - Sells out fast! Advanced reservations highly recommended
Pick-up Not Provided
Meal Not Provided
Evening
2 hour(s)
Daily
Area: Oahu
Recently booked 6 times!
Board the famous Rainbow Sail Catamaran for a 2.5-hour snorkeling tour with sea turtles in Waikiki!
Includes cold brew coffee, granola bars, non-alcoholic beverages, and one cocktail
Pick-up Not Provided
Meal Not Provided
Morning / Afternoon
3 hour(s)
Daily
Area: Oahu
Recently booked 4 times!
Hop on a 90-min fun sunset sail and cruise along Waikiki coastline on a comfortable catamaran boat
Includes a variety of delicious appetizers, 2 complimentary drinks and the best Happy Hour deals
Pick-up Not Provided
Meal Not Provided
Evening
2 hour(s)
Sun / Mon / Tue / Wed / Thu / Sat Only
Area: Oahu
Recently booked 4 times!
Enjoy an affordable and fun 90-minute sunset sail along the coast of Waikiki
Includes complimentary soda, juice, water, beers and cocktails
Pick-up Not Provided
Meal Not Provided
Evening
2 hour(s)
Daily
Area: Oahu
Recently booked 2 times!
Dive 100 feet below the surface of the ocean in the world’s largest recreational submarine
See turtles, sharks, stingrays, yellow tangs, eels, and many other species of underwater marine life
Pick-up Not Provided
Meal Not Provided
Morning / Afternoon
2.5 hour(s)
Daily
Area: Oahu
Feel the excitement of spotting a whale for the first time! Three different tours departing daily.
Includes snacks and a full service cash bar is available
Pick-up Not Provided
Meal Not Provided
Morning / Afternoon / Evening
2.5 hour(s)
Daily
Area: Oahu
Hop aboard Waikiki’s most popular sunset cocktail cruise with drinks included
A fun 90-minute cruise with open bar featuring cocktails, beer, wine, juices & soft drinks
Pick-up Not Provided
Meal Not Provided
Evening
2 hour(s)
Daily
Area: Oahu
Head out on a 3-hour fun Waikiki cruise complete with many watersports perfect for the whole family
Have a blast kayaking, stand-up paddling, snorkeling, jumping on a water trampoline & water slide
Pick-up Provided
Meal Not Provided
Morning / Afternoon
3.5 - 5 hour(s)
Sun / Mon / Wed / Fri / Sat Only
Area: Oahu
Sail into the sunset on a beautiful deluxe catamaran and enjoy a 2-hour cocktail cruise
With one drink included and premium cocktails for just $8, this is the best deal in Hawaii
Pick-up Not Provided
Meal Not Provided
Evening
2.5 hour(s)
Daily
Area: Oahu
Recently booked 3 times!
Embark on a romantic fine dining sunset cruise aboard Star of Honolulu for a memorable experience!
Enjoy live jazz, a 5-course steak & lobster dinner, private seating, a champagne toast, and 2 drinks
Pick-up Provided
Meal Not Provided
Evening
3 - 5.5 hour(s)
Thu / Fri / Sat Only, Wheelchair accessible
Area: Oahu
Embark on a 2-hour Hawaiian cultural experience cruise and interactive voyage along Waikiki coast
Experience Hawaiian food tasting, ukulele music, traditional chants and clothing manufacture
Pick-up Not Provided
Meal Not Provided
Morning / Afternoon
2.5 hour(s)
Daily
Area: Oahu
Enjoy a great 2-hour sunset cruise with freshly prepared 3-course dinner by the on-board chef
Your choice of Smoked Beef Short Ribs, Chef’s Catch of the Day or Vegetarian Pasta
Pick-up Not Provided
Meal Provided
Evening
2.5 - 3 hour(s)
Daily
Area: Oahu
Enjoy a 2.5 hour snorkel cruise at Waikiki Turtle Canyon led by a professional guide
Includes snacks, juice and water. Alcoholic beverages are available for purchase
Pick-up Not Provided
Meal Not Provided
Morning / Afternoon
3 hour(s)
Daily
Area: Oahu
A fun 90-minute cruise with open bar featuring cocktails, beer, wine, juices & soft drinks
Hop aboard Waikiki’s most popular fireworks cocktail cruise
Pick-up Not Provided
Meal Not Provided
Evening
2 hour(s)
Fri Only
Area: Oahu
Renew your marriage vows on the best sunset dinner cruise in Hawaii
Dine on a delicious steak and lobster dinner while enjoying views of Waikiki
Pick-up Provided
Meal Not Provided
Evening
3 - 6 hour(s)
Daily, Wheelchair accessible
Area: Oahu
Enjoy a fun and affordable one hour Happy Hour sail aboard the Ke Kai Catamaran
Includes complimentary soda, juice, water, and 3 alcoholic beverages like beer and mai tai cocktails
Pick-up Not Provided
Meal Not Provided
Afternoon
1.5 hour(s)
Daily
Area: Oahu
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
Area: Oahu
12

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

Close
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

Close
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.