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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32 Activities Availability varies by date for all activities.
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
Recently booked 6 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
Recently booked 8 times!
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
Recently booked 5 times!
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
Recently booked 3 times!
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
Popular : Recently booked 12 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
Board the famous Rainbow Sail Catamaran for a 2.5-hour snorkeling tour with sea turtles in Waikiki!
Includes snorkel gear, flotation belts, non-alcoholic beverages, and one complimentary cocktail
Pick-up Not Provided
Meal Not Provided
Morning / Afternoon
3 hour(s)
Daily
Recently booked 4 times!
Enjoy an affordable and fun 90-minute sunset sail along the coast of Waikiki
Includes complimentary soda, juice, water, and three beers or Maitai cocktails
Pick-up Not Provided
Meal Not Provided
Evening
2 hour(s)
Daily
Hop aboard Waikiki’s most popular sunset cocktail booze cruise
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
Recently booked 2 times!
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
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
Recently booked 2 times!
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
Recently booked 2 times!
Embark on a 2 or 3-hour private charter day sail along the Waikiki coastline for up to 30 guests
Relax with scenic ocean views on a boat rental, perfect for celebrations, gatherings, and more
Pick-up Not Provided
Meal Not Provided
Morning / Afternoon
2.5 - 3.5 hour(s)
Daily
Enjoy a 2-hour morning whale watching tour aboard Hawaii’s largest vessel
If you don't see a humpback whale, you will receive a “Whale Check” to return for free
Pick-up Provided
Meal Not Provided
Morning
3 - 5 hour(s)
Daily, Wheelchair accessible
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
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)
Daily
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
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 Provided
Morning / Afternoon / Evening
2.5 - 3 hour(s)
Daily
Enjoy a comfortable cruise aboard the Majestic. The longest whale watching tour of Hawaii!
If you don't see whales, come back again for free! Tours are led by a marine life naturalist onboard
Pick-up Not Provided
Meal Not Provided
Afternoon
3 hour(s)
Daily
A fun 90-minute cruise with open bar featuring cocktails, beer, wine, juices & soft drinks
Hop aboard Waikiki’s most popular fireworks cocktail booze cruise
Pick-up Not Provided
Meal Not Provided
Evening
2 hour(s)
Fri Only
12

Top-Rated Activities for Oahu

Latest reviews of Waikiki Boat & Sailing Cruises

Waikiki Sunset Cocktail Sail with Open Bar Included - Holokai Catamaran

So beautiful!

2025/03/22 Friends K and M

This trip was absolutely wonderful! I think Mitchell and I don’t know. The other guys name were the hosts and they were so informative about sites that we could see from the boat that we couldn’t see from the island. So ... more

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

Awesome experience

2025/03/20 Friends Dylan

Aidan, JJ, Carlos and Nick were a fantastic crew. They we knowledgeable, friendly, and funny too. We got to see turtles, fish of all kinds, sea urchins and more!

Star of Honolulu Sunset Buffet Dinner Cruise & Live Entertainment - Great Value!

Dinner cruise

2025/03/19 Couples Kara

This evening was very crowded, not our style but we did like the firework show from the boat.

Star of Honolulu Sunset Buffet Dinner Cruise & Live Entertainment - Great Value!

Big boat

2025/03/19 Couples Kara

You are tightly seated within other groups, but regardless of that the crew and entertainment are fantastic.

Pink Sails Waikiki Whale Watching Tour - Morning & Sunset Cruise [Dec-Apr]

Epic!

2025/03/19 Families Kara

Tons of whale sightings, and a great size baot not too many peolpe!

Star of Honolulu Vow Renewal & Sunset Dinner Cruise with Live Entertainment

Anniversary Renewal

2025/03/17 Solo Travelers DZ

The food and entertainment was great! It was a great way to renew our wedding vows and the Captains were fantastic. Such beautiful views and the atmosphere and all the employees were fantastic.

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.