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Top Oahu Sailing

We’re committed to helping you feel confident as you get back out there. Check out our flexible cancellation policies and learn what steps operators are taking to keep you safe. As conditions evolve, check local regulations for the latest information.

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We’re committed to helping you feel confident as you get back out there. Check out our flexible cancellation policies and learn what steps operators are taking to keep you safe. As conditions evolve, check local regulations for the latest information.

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21 Oahu Sailing | All Oahu Tours

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Waikiki Sunset Cocktail Sail with Open BarSailing

Waikiki Sunset Cocktail Sail with Open Bar

star-4.5
This lively sunset cruise is great for groups as well as solo travelers. In fact, you’re likely to make fast friends with other passengers over conversation and cocktails including wine, champagne, and a variety of domestic and premium local beers from Maui Brewing. Have a signature cocktail, the “Holokai Hooch,” as you savor the sunset over Oahu.
...  More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From  
$65.39 
From  
$65.39 
Learn More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures

12pm Turtle Canyon Snorkel AdventureSailing

12pm Turtle Canyon Snorkel Adventure

star-4.5
This combination snorkeling and sailing adventure is perfect for families and nature enthusiasts. Swim with green sea turtles, tropical fish, and other marine life in Turtle Bay near Honolulu. Next, enjoy a cruise around Diamond Head in search of spinner dolphins, and in the winter months, humpback whales. Have some complimentary drinks and snacks as you savor the natural beauty that surrounds you.
...  More
  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From  
$87.18 
From  
$87.18 
Learn More
  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures

3pm Tradewind SailSailing

3pm Tradewind Sail

star-4.5
Discover the beauty of Oahu from the perspective of the water during an afternoon sail. Keep an eye out for a variety of marine life such as dolphins and whales. See local landmarks including the Diamond Head Lighthouse during the sail. Catch a glimpse of Koko Head and Koko Crater, and if the conditions are right, see all the way to Molokai, Maui, and Lanai.
...  More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From  
$43.59 
From  
$43.59 
Learn More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures

9am Turtle Canyon Snorkel Adventure Sailing

9am Turtle Canyon Snorkel Adventure

star-5
Get adventurous during a trip to Honolulu with a morning snorkeling excursion to see green sea turtles. Go under water at Turtle Canyon and swim with a variety of tropical fish, octopus, and turtles. After snorkeling, set sail around Diamond Head to look for Hawaiian spinner dolphins (and humpback whales during the winter months). All snorkel equipment is included.
...  More
  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From  
$87.18 
From  
$87.18 
Learn More
  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures

Half Day Oahu Combo Adventure: Bike, Sail and SnorkelSailing

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

star-4.5
On this exciting Oahu combo tour, start the day with a downhill bike ride with epic views of the coastline, before boarding a comfortable catamaran for a two-hour snorkeling adventure.  On this Oahu biking and sailing tour, all the necessary equipment is provided along with professional guides, as is round trip transportation and a deli-style lunch.
...  More
  • 5 hours 30 minutes
  • Free Cancellation
From  
$138.67 
From  
$138.67 
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  • 5 hours 30 minutes
  • Free Cancellation

Polynesian Canoe Sunset SailSailing

Polynesian Canoe Sunset Sail

star-5
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and become immersed in the stories and history of place (Mo‘olelo) reflected through the land (ʻāina) and ocean (moana) aboard a classroom on the sea. Our cultural practitioner and crew involve guests in hands on activities, using native materials to make food, clothing, tools, and other traditional items. Ask questions, explore the deck, nets and hulls, take part in poi (taro) pounding or just relax and enjoy. 'Ukulele music and traditional chants ('oli) with locally-sourced traditional food and drinks are all part of this unique experience.
...  More
  • 2 hours
  • Free Cancellation
From  
$192.00 
From  
$192.00 
Learn More
  • 2 hours
  • Free Cancellation

Kepoikai Catamaran CharterSailing

Kepoikai Catamaran Charter

star-5
Cruise the waters off Waikiki on this private catamaran. During this 1-hour activity, invite up to 37 of your friends and family on board for a journey down the coast of Waikiki and around to Diamond Head. Bring your cameras for fantastic photo ops. Relax on board with your party for special occasions such as weddings, family reunions or birthdays. Multiple departure times offered throughout the day make this a flexible activity that's easy to fit into your schedule while on Oahu.
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  • 1 hour
From  
$1,127.40 
per group
From  
$1,127.40 
per group
Learn More
  • 1 hour

Polynesian Canoe Morning SailSailing

Polynesian Canoe Morning Sail

Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and become immersed in the stories and history of place (Mo‘olelo) reflected through the land (ʻāina) and ocean (moana) aboard a classroom on the sea. Our cultural practitioner and crew involve guests in hands on activities, using native materials to make food, clothing, tools, and other traditional items. Ask questions, explore the deck, nets and hulls, take part in poi (taro) pounding or just relax and enjoy. 'Ukulele music and traditional chants ('oli) with locally-sourced traditional food and drinks are all part of this unique experience. *Morning sails are the best time to see ocean wildlife in Waikiki waters. * *Note: Saturday & Sunday Morning Sails are 3 hours instead of 2*
...  More
  • 2 hours
  • Free Cancellation
From  
$149.34 
From  
$149.34 
Learn More
  • 2 hours
  • Free Cancellation

Sail Oahu, Hawaii's Premier Luxury Sailing ExperienceSailing

Sail Oahu, Hawaii's Premier Luxury Sailing Experience

Enjoy personalized attention from the captain and crew on this private yacht charter from Oahu. You and your private group will have the run of the boat; you can relax and watch the scenery while sipping drinks from the open bar and enjoying the provided food. Make some stops to explore the underwater world, slipping on the provided snorkel gear to check out the marine flora and fauna.
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  • 2 to 4 hours
From  
$1,760.00 
per group
From  
$1,760.00 
per group
Learn More
  • 2 to 4 hours

Waikiki Panorama SailDay Cruises

Waikiki Panorama Sail

star-1
Set sail for beautiful Waikiki, the beachfront neighborhood of Honolulu, on this guided, 90-minute tour along the south shore of the island of Oahu in Hawaii. Beginning from the Kewalo Harbor waterfront, head down to Ala Moana Beach Park to Waikiki and the volcanic tuff cone Diamond Head. Along the way, look for Hawaii’s famous green sea turtles and other marine wildlife. Snacks, two free bar beverages and unlimited non-alcoholic drinks are provided. Local hotel pickup and drop-off included.
...  More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From  
$75.01 
From  
$75.01 
Learn More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures

BYOB Friday Night Fireworks Cruise!Sailing

BYOB Friday Night Fireworks Cruise!

star-1
Friday Night Fireworks in Waikiki Beach is a major tourist draw each week. Avoid the crowds than congregate on the beach and surrounding streets by enjoying the spectacle from a boat as you cruise along the coast of Waikiki. You'll enjoy unobstructed views of the fireworks from the water and plenty of space to move around. The company provides light snacks and refreshments and you can bring your own beverages.
...  More
  • 2 hours 30 minutes
  • Free Cancellation
From  
$75.00 
From  
$75.00 
Learn More
  • 2 hours 30 minutes
  • Free Cancellation

Polynesian Canoe Day SailSailing

Polynesian Canoe Day Sail

star-5
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and become immersed in the stories and history of place (Mo‘olelo) reflected through the land (ʻāina) and ocean (moana) aboard a classroom on the sea. Our cultural practitioner and crew involve guests in hands on activities, using native materials to make food, clothing, tools, and other traditional items. Ask questions, explore the deck, nets and hulls, take part in poi (taro) pounding or just relax and enjoy. 'Ukulele music and traditional chants ('oli) with locally-sourced traditional food and drinks are all part of this unique experience. *Note: Saturday & Sunday Daytime Sails are 3 hours instead of 2 and include full meal service.*
...  More
  • 2 hours
  • Free Cancellation
From  
$149.34 
From  
$149.34 
Learn More
  • 2 hours
  • Free Cancellation

Friday Night Catamaran Fireworks Sail with Open BarSailing

Friday Night Catamaran Fireworks Sail with Open Bar

star-4.5
Every Friday night, catch the weekly Hilton Hawaiian Village fireworks display from the water on this evening cruise off Waikiki Beach. The cruise includes an open bar, making this a fun and affordable way to kick off the weekend. This is a great option for families, groups, and celebrations like birthdays and bachelorette parties.
...  More
  • 1 hour
  • Free Cancellation
From  
$54.49 
From  
$54.49 
Learn More
  • 1 hour
  • Free Cancellation

Beneteau First 42.7' SailboatSailing

Beneteau First 42.7' Sailboat

Enjoy the amazing views while sailing from Waikiki beach to Diamond Head. Captain and crew are ready to take you and your group for a private tour on a 40 feet France made Beneteau sailboat. You can cruise on this romantic yacht over the warm, crystal clear Honolulu waters. Feel the sweet tropical ocean breeze, then turn around out of Diamond Head, jump into the lovely water, swimming with dolphins and sea turtles. When feeling a need to rest, there is room to lie down on the deck, enjoy the sunshine, and watch fantastic Oahu Island at a perfect distance. Overlooking the downtown Honolulu skyline, and famous Waikiki beach. This is truly a tour with fun and scenery, enjoy the best Honolulu sailing has to offer.
...  More
  • 3 hours
  • Free Cancellation
From  
$475.00 
per group
From  
$475.00 
per group
Learn More
  • 3 hours
  • Free Cancellation

Beneteau Sense 50' Sailing YachtSailing

Beneteau Sense 50' Sailing Yacht

star-5
Luxurious Sense 50 by Beneteau. Features a catamaran style spacious cockpit with large shaded top, ac at sea down below as well as dockside. all electric sail controls, bow and stern thrusters, refrigerator and freezer, micro wave, ice maker, and much more... Step aboard and enter the spacious main salon just three steps down. All electric toilets with separate stall showers and hot and cold water shower in the stern.
...  More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From  
$999.00 
per group
From  
$999.00 
per group
Learn More
  • 3 hours
  • Free Cancellation
  • Taking safety measures

Friday Night Fireworks SailSailing

Friday Night Fireworks Sail

Sailing time in Waikiki during sunset with Fireworks! Sunset sail with the added experience of the famous weekly Hilton Hawaiian Village fireworks. Sailing in Honolulu is always beautiful and each time different from the night before. Being with your family and friends on a private yacht overlooking the Waikiki nights skyline. Diamond head on the right, sunset on your left.
...  More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From  
$475.00 
per group
From  
$475.00 
per group
Learn More
  • 2 hours
  • Free Cancellation
  • Taking safety measures

Kaneohe Bay Hobie Catamaran Sailing RentalSailing

Kaneohe Bay Hobie Catamaran Sailing Rental

This is the only private Hobie Catamaran sailing rental on Oahu! And Kane'ohe Bay is the best place for sailing! Whether you're an experienced sailor and looking to take the tiller, or a beginner wanting to learn or just cruise the bay by Hobie Cat, this is perfect. Get 1-on-1 sailing instruction, or great for up to 3 people. Bring food and drinks for a picnic on the bay. Bring your own snorkeling gear if you want to get in the water, or rent ours. This private rental is catered to how you want to spend the time. One hour is enough, but you'll probably want more! Our Hobie Getaway is set up right on the water's edge, ready to go. Like all of our activities, this is nonprofit and the proceeds actually fund He'eia State Park!
...  More
  • 1 hour
  • Free Cancellation
  • Taking safety measures
From  
$100.00 
per group
From  
$100.00 
per group
Learn More
  • 1 hour
  • Free Cancellation
  • Taking safety measures

Honolulu Sunset SailSailing

Honolulu Sunset Sail

Sailing time in Waikiki during sunset Sunset Sailing in Honolulu are always beautiful and each different from the day before. Imagine being with your family and or friends on a private yacht overlooking the Waikiki skyline. Diamond head on the right side sunset on the left. Special event celebrations birthdays anniversaries and get together. Wedding proposals after wedding parties and ash gatherings have been performed on our luxury yachts. Catering on the Sunset Sailing Honolulu can be provided for an additional fee and our licensed and trained Captain/Crew will make you feel comfortable. Between November and end of March as whale season. Dolphins monk seals and sea turtles are abundant in the area just outside Diamond head. Let us know what date you want to come!
...  More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From  
$375.00 
per group
From  
$375.00 
per group
Learn More
  • 2 hours
  • Free Cancellation
  • Taking safety measures

Honolulu Sunrise SailSailing

Honolulu Sunrise Sail

Early morning sunrise sailing in Honolulu Hawaii. Leaving from Kewalo basin Harbor next to Alamoana beach park. There’s plenty of parking and when we shove off, it’s still dark outside. Honolulu sailing company can provide the coffee and pastries so just let us know what your preferences are. Bring along your family and friends for spectacular sunrise on your private yacht. We have several boats and yachts to choose from. When you go for a sunrise sail or charter, very few people are willing to get up so early. It is such a shame, because the views are gorgeous and the area is clear of other watercraft. Spotting marine life; whales dolphins and sea turtles are more visible when the area isn’t so crowded. Take a chance, get up early and come with us sailing Waikiki near Diamond head today!
...  More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From  
$350.00 
per group
From  
$350.00 
per group
Learn More
  • 2 hours
  • Free Cancellation
  • Taking safety measures

Afternoon Sail & SnorkelSailing

Afternoon Sail & Snorkel

The 43 ft "Gauguin" Beneteau First Cruising Monohull is Designed by Bruce Farr from New Zealand for a fast, sea kindly hull with a terrific, livable interior in the Beneteau tradition. Featuring three comfortable double staterooms with lots of opening ports and hatches, navigation station, 2 heads with showers, refrigeration and freezer, full electronics, autopilot, ac when dockside, available for day sails from 2 hours up. and inter-island for weeks or more.
...  More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From  
$475.00 
per group
From  
$475.00 
per group
Learn More
  • 2 hours
  • Free Cancellation
  • Taking safety measures

Sailing

Semi-Private Tour: Waikiki Luxury Yacht Snorkel and Sail

Bask in the sunshine and feel the warm breeze on your face as you sail along the Waikiki coast on a private luxury yacht! On this private excursion with no more than six people, snorkel the warm waters of Oahu and soak in the picturesque coastline views. Enjoy pure Hawaiian relaxation and personalized service from your crew on this intimate snorkel and sail adventure, which includes either breakfast or lunch and a full open bar!
...  More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From  
$174.99 
From  
$174.99 
Learn More
  • 3 hours
  • Free Cancellation
  • Taking safety measures

Experiences Types

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Sailing in Oahu?
Q:
What Sailing in Oahu are 1 hour or less?
Q:
What tours in Oahu are taking additional safety precautions?
Q:
What tours in Oahu are good for avoiding crowds?