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.
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
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 9 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 7 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!
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
Recently booked 2 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
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
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
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
Recently booked 4 times!
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
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
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
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
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
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
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
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
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
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
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
12

Top-Rated Activities for Oahu

Latest reviews of Waikiki Boat & Sailing Cruises

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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2.5-Hour Turtle Snorkel Tour with One Cocktail - Waikiki Rainbow Sail Catamaran

Best snorkeling with so much marine life

2025/04/19 Families Best snorkeling

The guides were amazing, we say dolphins on our way to the snorkeling. Snorkles with turtles and so many fish and on the way back saw humpback whales.

The most incredible experience and best snorkeling I have done

2-Hour Moana Waikiki Sunset Sail Cruise with Drink Included - Family Friendly

A Great Cruise

2025/04/19 Couples Ray

Crew was very nice. Great catamaran and I loved being under sail for most of it (no engine noise).

2.5-Hour Turtle Snorkel Tour with One Cocktail - Waikiki Rainbow Sail Catamaran

A Most Memorable Hawaiian Experience!

2025/04/17 Families Lidia S

If you are staying in Waikiki. I highly recommend these guys. They were fantastic. We saw many turtles and fish. An absolute high light of our trip here in Hawaii. Thanks to the crew!

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

Thar be whales

2025/04/17 Friends Jolee Martin

We saw a whale tail. We also saw sea turtles. The boat ride was a great experience. The captain and crew were amazing. I would recommend this to everyone‼️

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

Dinner Cruise

2025/04/13 Families Schaeffer Family from Eastern Oregon

To start, Parking was really easy to find. We arrived early as we were staying about 25 miles from Honolulu. GPS took us right down to the ship. There is a parking lot right across the street from the Marketplace where ... 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.