Waikiki Sailing & Cruises (Waikiki Beach), Oahu tours & activities, fun things to do in Oahu

Waikiki Beach

Overall Rating

Ride the tradewinds of Oahu on a sailing adventure along beautiful Waikiki Beach! Start your day early and visit your captain's favorite snorkeling spots, or take a scenic boat tour at twilight and watch the beautiful sunset as you sip on tropical cocktails or indulge in a delicious pacific-rim inspired feast. Then just kick back, relax and give in to the beauty of the Waikiki skyline.

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40Activities

1/2 pages

Availability varies by date for all activities.

No.1

Top Seller

Star of Honolulu Sunset Dinner Cruise with Live Entertainment
TOP PICKS Quick Confirmation

Depart from Aloha tower aboard the world famous Star of Honolulu for an unforgettable evening of dining, entertainment and cruising the coast of Honolulu. Enjoy live music, an array of dining packages and the best sunset views Honolulu has to offer.

Pick-up Provided

Meal Provided

Accessible

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From USD89.10

10%
OFF

(2552 reviews)

Daily

3 - 6 hour(s) (evening)
No.2

Top Seller

Manu Kai Catamaran Waikiki Diamond Head Sunset Cruise with Free Cocktails & Beer
Quick Confirmation

Join the friendly crew of the Manu Kai on one of Waikiki's most popular activities: a sunset sail! Departing right from Waikiki Beach, sail along the coast of Waikiki and Diamond Head, getting amazing panoramic views while sipping on a cocktail.

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USD44.28

(50 reviews)

Daily

2 hour(s) (evening)
No.3

Top Seller
Top Rated

Holokai Waikiki Sunset Cocktail Sail with Open Bar - Most Popular Booze Cruise
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Set sail on Holokai Catamaran, the most popular sunset booze cruise in Waikiki. Enjoy a fun happy hour on board a catamaran surrounded by views of Diamond Head and Waikiki Beach. All drinks are included.

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USD60.00

6%
OFF

(441 reviews)

Daily

2 hour(s) (evening)
Top Seller

Na Hoku II Catamaran Waikiki Booze Cruise - Daytime Diamond Head Sail
TOP PICKS Quick Confirmation

Cruise along Waikiki coast with Na Hoku Catamaran, Waikiki's most popular party boat. Embark on a 90-minute booze cruise with an open bar that includes beer, mai tais & well drinks. Perfect for groups of friends on a tropical getaway!

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USD44.28

(26 reviews)

Daily

2 hour(s) (afternoon)
Top Seller

Holokai Catamaran Turtle Canyon Snorkel Sail (from Waikiki Beach)
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Explore Turtle Canyon in Waikiki with a fun-filled snorkeling eco-tour and catamaran cruise. Be greeted by the amazing Hawaiian Green Sea Turtle on this morning sailing adventure with lots of time for swimming with turtles & tropical fish!

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USD80.00

6%
OFF

(365 reviews)

Daily

3 hour(s) (morning, afternoon)
Top Rated

Maitai Catamaran Waikiki Booze Cruise - Open-Bar Sunset Sail & Friday Fireworks
TOP PICKS

Sail a laid-back sunset cruise with an open-bar, departing from Waikiki Beach in Honolulu. Feel the sea breeze while enjoying a cocktail and relax on this sunset catamaran sail! Enjoy an iconic way to spend the evening on your Hawaii vacation.

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From USD51.00

6%
OFF

(878 reviews)

Early Booking

Daily

2 hour(s) (evening)
Honolulu Sunset Dinner & Cocktail Cruise Aboard the Majestic
TOP PICKS Quick Confirmation

Cruise the clear blue waters of Oahu aboard the Majestic for an elegant sunset cruise. Enjoy delicious Hawaiian cuisine and cocktails while taking in the breathtaking views of the sunset and Waikiki coastline. The night is yours aboard the Majestic!

Pick-up Provided

Meal Provided

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From USD109.86

9%
OFF

(248 reviews)

Daily

2.5 - 4.5 hour(s) (afternoon, evening)
Star of Honolulu - Waikiki's Best Whale Watch Cruise (from Aloha Tower)
Quick Confirmation

Embark on the most popular whale watch cruise of Oahu! Star of Honolulu is the best vessel for viewing whales. Choose from a morning or afternoon tour & add breakfast or lunch. Cultural activities included. Get your discounted tickets today!

Pick-up Provided

Special

Accessible

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From USD37.80

10%
OFF

(635 reviews)

Family Discount

Daily

3 - 5 hour(s) (morning, afternoon)
Waikiki Deluxe Turtle Snorkel Cruise & Water Fun Combo - Kayak, SUP & Trampoline
TOP PICKS Quick Confirmation

Enjoy up to 5 different Waikiki water activities in one day! Snorkel, cruise on a kayak or stand up paddle board, or play on the water slide & trampoline on the water, all from one amazing boat cruise in Waikiki!

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From USD71.10

15%
OFF

(12 reviews)

Sun, Mon, Tue, Wed, Thu, Fri

3.5 - 5 hour(s) (morning, afternoon)
Prince Kuhio Waikiki Casual Sunset Dinner Cruise
TOP PICKS

Cruise along the Waikiki coast, enjoying a casual steak & shrimp dinner as you watch the sunset from indoor or outdoor seating on the Prince Kuhio, a 100-ft luxury vessel. Includes free pick-up & one welcome drink to start your cruise off right!

Pick-up Provided

Meal Provided

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From USD69.99

21%
OFF

(53 reviews)

Daily

2.5 - 4.5 hour(s) (evening)
Manu Kai Diamond Head Sail - Daytime Waikiki Cruise with FREE Beers & Maitais
TOP PICKS Quick Confirmation

Join Manu Kai Catamaran on a fun 90-minute day sail! Tours depart from Waikiki Beach daily at 3:30 PM, from right in front of Dukes Restaurant. This cruise includes 3 free beers and Maitais, and unlimited soft drinks.

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USD38.75

(15 reviews)

Daily

2 hour(s) (afternoon)
Spirit of Aloha Waikiki Sunset Cruise with Cocktails and Appetizers
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Set sail on a relaxing cruise on the Hilton Waikiki's own Spirit of Aloha catamaran! Enjoy appetizers, two free drinks and witness the stunning beauty of Diamond Head & the Waikiki skyline. An amazing experience for families and couples.

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USD102.19

5%
OFF

(64 reviews)

Sun, Tue, Thu

2 hour(s) (evening)
Mana Kai Swim with Turtles Sail - Waikiki's Most Affordable Snorkel Cruise
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Go on a fun catamaran cruise and snorkel among fish, coral and green sea turtles at the famous Turtle Canyon in Waikiki! Snorkeling gear and flotation vests are provided.

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USD52.35

5%
OFF

(19 reviews)

Daily

2.5 hour(s) (morning, afternoon)
Waikiki Submarine Tour by Atlantis Adventure (from Hilton Pier)
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Dive into blue Hawaii water aboard Atlantis Submarine & explore a vibrant aquatic world without getting wet. The only submarine tour in Hawaii takes you to the ocean floor, 100 feet from the surface! Get ready for the best family activity on Oahu!

Pick-up Provided

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From USD117.40

8%
OFF

(545 reviews)

Daily

2 - 4 hour(s) (morning, afternoon)
Captain Tiger's Waikiki Daytime and Sunset Bottom Fishing Cruise
TOP PICKS

Conveniently located right outside of Waikiki, this budget-friendly bottom fishing tour is a fun time for anyone wanting to reel in some fish in Hawaii.

Pick-up Provided

Meal Provided

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From USD59.99

7%
OFF

(223 reviews)

Group Discount

Daily

4 - 5 hour(s) (afternoon)
Makani Catamaran Island Style Waikiki Sunset Dinner Sail - Book Now & Save $15
TOP PICKS Quick Confirmation

Set Sail with Makani Catamaran on a casual Waikiki Dinner Cruise. Enjoy delicious, local-style cuisine as the sun sets and the sky lights up with brilliant hues of orange, red and purple. Complimentary Round Trip Waikiki Transportation Included.

Pick-up Provided

Meal Provided

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From USD114.00

12%
OFF

(206 reviews)

Sun, Tue, Wed, Thu, Fri, Sat

2.5 - 4.5 hour(s) (evening)
Majestic Waikiki Whale Watch Afternoon Cruise - See Hawaii's Humpback Whales

Set out on a Honolulu Whale Watch Cruise to see Hawaii's humpback whales and cruise past beautiful Diamond Head in search of these majestic marine mammals. Available from Jan - Mar.

Pick-up Provided

Meal Provided

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From USD51.70

(256 reviews)

Daily

3 - 5 hour(s) (afternoon)
Spirit of Aloha Waikiki Swim with Turtles Snorkel Cruise with 2 Free Cocktails
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Sail and snorkel the beautiful blue waters of Waikiki! Dive into a fun-filled day of ocean adventure as you discover the colorful marine life of Hawaii.

Meal Provided

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From USD123.93

5%
OFF

(40 reviews)

Daily

3 hour(s) (morning, afternoon)
Royal Hawaiian Catamaran Waikiki Private Boat Charter

Specializing in private charters in Honolulu, the Royal Hawaiian Catamaran is the perfect option for your group. Personalize your charter to the specific needs of your group for a memorable experience aboard this beautifully built custom catamaran.

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From USD128.05

Daily

2.5 - 3.5 hour(s) (morning, afternoon, evening)
Waikiki Pirate Ship Nightclub Dance Cruise - BYOB Party Boat with Live DJ
TOP PICKS Quick Confirmation

An after-dark, pirate-themed floating nightclub for adults only! Bring your own beer and hit the dance floor as you sail along the Waikiki coast! An excellent party starter!

Pick-up Provided

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USD47.65

(18 reviews)

Fri, Sat

2 - 3.5 hour(s) (evening)