Sailing in Honolulu delivers reliable trade winds and stunning views year-round. Several well-organized tours operate from Waikiki Beach, with sunset cruises being the local specialty. The 1.5-hour catamaran tours are perfect for budget travelers and families, while 2-hour combination sailing-swimming excursions offer more adventure. I’m especially fond of the Friday fireworks cruises – they provide the best vantage point for the weekly show, plus generous drink service. Private charters, though pricier, guarantee an intimate experience away from the crowds. Notably impressive are the modern catamarans, equipped with comfortable seating and stable sailing characteristics. Let’s explore the top sailing tours that consistently earn our highest recommendations.
Key Points
- Sunset sailing cruises around Honolulu offer stunning city skyline views, including the popular Waikiki Sunset Catamaran Cruise and Oahu Sunset Sailing in Small Groups.
- Friday night fireworks cruises in Honolulu provide a front-row seat to the weekly fireworks display, with options like the Friday Night Fireworks Catamaran Cruise.
- Luxury sailing charters, such as the Oahu Luxury Day Sailboat Charter and Island Jewel Luxury Catamaran, offer customizable and private sailing experiences for special occasions.
- Unique sailing experiences, like the Waikiki Sunset Catamaran Sail and Swim and Honolulu Sailing Tour, combine sailing with activities like swimming and potential wildlife sightings.
- Flexible booking policies, including free cancellation and reserve now, pay later options, provide convenience and peace of mind for planning Honolulu sailing excursions.
Honolulu: Sunset Catamaran Sailing Experience
Why not start your Honolulu vacation with an unforgettable sunset catamaran sailing experience?
This 1.5-hour tour departs from Kewalo Basin Harbor, offering stunning views of the city skyline as you sail into the sunset. Priced at Kč 1,335 per person, the experience includes complimentary drinks, food options, and pickup and drop-off services.
The vibrant party atmosphere, with unlimited drinks, will have you feeling the ocean breeze and listening to the waves in no time. With an impressive 5/5 rating based on 9 reviews, this is a must-do activity for those 21 and over.
Reserve now and enjoy free cancellation up to 24 hours in advance.
Read our full review: Honolulu: Sunset Catamaran Sailing Experience Review
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Honolulu: Friday Night Fireworks Catamaran Cruise W/ Drinks
One of the best ways to experience Honolulu’s vibrant Friday night scene is by embarking on the Friday Night Fireworks Catamaran Cruise.
You’ll depart from Kewalo Basin Harbor and enjoy scenic views of the Waikiki skyline and Ala Moana as you sip on unlimited mai tais, beer, cocktails, juice, and soft drinks.
The upbeat music creates a lively atmosphere as you take in the front-row seats to the Hilton’s fireworks display.
At just $56.36 per person, this relaxing 1-hour cruise is a fantastic way to kickstart your weekend.
With a 4.4/5 rating and positive reviews, this activity is perfect for couples, friends, and families with children.
Read our full review: Honolulu: Friday Night Fireworks Catamaran Cruise W/ Drinks Review
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Oahu: Luxury Day Sailboat Charter
For a luxurious day sailing along Oahu’s picturesque coastline, consider chartering a private sailboat.
At $699 for up to 6 people, this 2-hour private charter allows you to customize your adventure, viewing Diamond Head and the Honolulu skyline while keeping an eye out for marine life.
Amenities include light refreshments and an onboard crew to assist with beverages. With a maximum of 12 participants, you’ll enjoy an intimate sailing experience.
Bring your own food and drinks (no glass), then get ready for photo opportunities with stunning backdrops.
Confirm details like photo ID and credit card upon arrival, and enjoy a worry-free sail with free cancellation up to 24 hours in advance.
Read our full review: Oahu: Luxury Day Sailboat Charter Review
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Waikiki: Friday Night Fireworks Catamaran Sail
Experience the Waikiki Friday Night Fireworks spectacle from the best seat in the house – a luxurious catamaran sailing along the Honolulu coastline.
This 1-hour cruise offers panoramic views and an open bar with craft cocktails. The state-of-the-art vessel features covered and open-air seating, ensuring your comfort.
Complimentary round-trip transport from select Waikiki hotels is available, making the experience hassle-free. Priced from $93.28 per person, you can reserve now and pay later with free cancellation up to 24 hours in advance.
Don’t miss this opportunity to witness the stunning fireworks display while sailing the waters of Waikiki.
Read our full review: Waikiki: Friday Night Fireworks Catamaran Sail Review
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Oahu Hawaii: Honolulu Sailing Tour
Set out on a captivating two-hour catamaran cruise along Oahu’s stunning coastline, where you’ll have the chance to spot sea turtles, spinner dolphins, and even seasonal humpback whales.
This Honolulu sailing tour offers panoramic views of the Koolau Mountains, Honolulu, Waikiki, and Diamond Head. Aboard the fully USCG-certified and state-of-the-art catamaran, you’ll enjoy a live tour guide, a surround-sound stereo system, covered and open-air seating, and dual restrooms.
While food and beverages are available for purchase, the tour price is on the higher end at $140.98 per person. Free cancellation up to 24 hours in advance and reserve now, pay later options are available, though parking can be challenging, making shuttle service a recommended choice.
Read our full review: Oahu Hawaii: Honolulu Sailing Tour Review
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Honolulu: Island Jewel Luxury Catamaran Charter
Frequently, travelers seeking a luxurious and personalized sailing adventure in Honolulu turn to the Island Jewel, a state-of-the-art 2022 Excess 12 40′ sailing catamaran.
This private charter offers an 8-hour experience starting at $837.70 for up to 11 guests, departing from Kewalo Basin Harbor. The customizable itinerary includes activities like snorkeling, paddleboarding, and dolphin/whale watching, plus amenities like sun loungers, bedrooms, and a full kitchen.
While guests can bring their own food and non-glass beverages, certain items like red wine and chocolate are prohibited.
With a reserve now, pay later policy and free cancellation up to 24 hours in advance, the Island Jewel provides an unforgettable and flexible sailing escape.
Read our full review: Honolulu: Island Jewel Luxury Catamaran Charter Review
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Oahu: Waikiki Sunset Catamaran Sail and Swim
Seeking a unique way to cap off your Oahu adventure? Consider the Waikiki Sunset Catamaran Sail and Swim.
This 2-hour excursion offers a front-row seat to Hawaii’s stunning sunset from the comfort of a catamaran. Sail along the Waikiki coastline, taking in the vibrant hues and Diamond Head views.
Then, dive into the refreshing ocean and swim as the sky lights up. With a knowledgeable crew, affordable pricing, and free cancellation, this is an experience you won’t want to miss.
Rated 4.6/5 by past guests, it’s a must-do activity that will leave you with unforgettable memories of your Oahu getaway.
Read our full review: Oahu: Waikiki Sunset Catamaran Sail and Swim Review
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Oahu: Friday Night Fireworks Sailing in Small Groups
For a unique perspective on Oahu’s iconic Friday night fireworks display, consider the small-group Friday Night Fireworks Sailing experience.
You’ll sail to Diamond Head for a front-row seat to the Waikiki Fireworks Show, all while enjoying the city lights, sunset, and moonrise over the coastline.
The 2-hour sail on a luxury yacht accommodates up to 6 participants and includes live entertainment, snacks, and an amazing captain to guide you.
Book now and pay later – there’s no upfront payment required.
And with free cancellation up to 24 hours in advance, it’s a flexible option for your Honolulu adventure.
Read our full review: Oahu: Friday Night Fireworks Sailing in Small Groups Review
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Waikiki: Sunset Catamaran Cruise
Sail aboard a luxurious catamaran and witness the breathtaking sunset over Diamond Head on the Waikiki Sunset Catamaran Cruise.
This 1.5-hour experience costs $69.06 per person and offers free cancellation up to 24 hours in advance. Relax as you sail the warm ocean breeze, sipping drinks and enjoying the onboard music and local stories shared by the crew.
The cruise departs from the Duke Paoa Kahanamoku Statue on Waikiki Beach, so be sure to arrive 30 minutes early for check-in. Bring your swimwear, towel, and sunscreen, and plan for potential traffic or road closures.
With an overall rating of 4.8/5 from 92 reviews, this cruise is a must-try for a memorable sunset experience in Honolulu.
Read our full review: Waikiki: Sunset Catamaran Cruise Review
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Oahu : Waikiki Sailing Turtle Snorkeling in Small Groups
If you’re looking to learn about Oahu’s stunning marine life, the Waikiki Sailing Turtle Snorkeling tour in small groups is a must-try experience.
This 2-hour adventure takes you to Turtle Canyon, where you’ll have increased chances of spotting large numbers of sea turtles and vibrant coral reefs. Departing from Ala Wai boat harbor, you’ll witness the sunrise over Diamond Head before snorkeling with the turtles and tropical fish.
The tour includes all snorkeling gear, juice, and water, plus knowledgeable guidance from the captain and crew. And if no turtles are seen, you can redo the tour free of charge.
With a maximum of 6 participants, this intimate experience is a great way to explore Oahu’s underwater wonders.
Read our full review: Oahu : Waikiki Sailing Turtle Snorkeling in Small Groups Review
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Oahu: Sunset Sailing in Small Intimate Groups
Spend a captivating 2-hour sunset sail around Oahu’s breathtaking coastline aboard a luxury yacht with no more than 6 intimate guests.
Marvel at the views of Diamond Head and Waikiki as you sip complimentary water, snacks, and soft drinks. Feel free to bring your own alcohol (no glass bottles) and enjoy the captain’s insightful commentary on local sights and marine life.
With a 5/5 rating from previous guests, this sunset sailing experience offers excellent value for money.
Book now and pay later, with free cancellation up to 24 hours in advance.
Don’t forget to pack comfortable clothes, biodegradable sunscreen, and a towel – no sandals or smoking allowed.
Read our full review: Oahu: Sunset Sailing in Small Intimate Groups Review
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Honolulu: Marine Life Boat Tour on Waikiki Catamaran Charter
Take in the wonders of Honolulu’s vibrant marine life aboard a comfortable Waikiki catamaran charter.
This 2-hour tour offers an up-close look at Oahu’s diverse sea creatures. Spot sea turtles, dolphins, and a variety of tropical fish as you sail along the scenic Waikiki coastline.
The small-group experience provides ample opportunities for photos and relaxation. You’ll depart from a convenient Waikiki location, with an option for pickup.
Rated 4.7 out of 5 stars from 327 reviews, this is a must-do activity for nature lovers visiting Honolulu.
Book your spot on this Waikiki catamaran adventure to make the most of your time in this Hawaiian paradise.
Read our full review: Honolulu: Marine Life Boat Tour on Waikiki Catamaran Charter Review
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Honolulu: Waikiki Fireworks Catamaran Cruise
Set out on a captivating 1-hour Waikiki Fireworks Catamaran Cruise and witness the dazzling display over the iconic Waikiki Beach.
Set sail along the Waikiki coastline, enjoying the moonlit ambiance and serene waters. As the fireworks light up the sky, savor the front-row view from the water.
Bring your own drinks or purchase from the onboard bar, and relax to the Bluetooth sound system. Meeting at the Duke Kahanamoku Statue, you’ll be guided to the boat.
Though late arrivals won’t be rescheduled, the crew assists guests with limited mobility.
With an overall rating of 4.8/5, this cruise offers exceptional value and an unforgettable experience.
Read our full review: Honolulu: Waikiki Fireworks Catamaran Cruise Review
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Waikiki: Tradewind Sail Catamaran Adventure
The Tradewind Sail Catamaran Adventure in Waikiki offers a tranquil escape on the open waters. Lasting 2.5 hours, this tour takes you along Oahu’s stunning south shore, providing breathtaking views of Diamond Head and the Honolulu skyline.
You’ll sail aboard a spacious catamaran and soak up the refreshing trade winds. The experience is rated 4.7 out of 5 by 327 reviewers, who praise the knowledgeable crew and the chance to spot turtles and other marine life.
At $80.05 per person, it’s an affordable way to enjoy Honolulu’s beautiful coastline from a unique vantage point. Whether you’re seeking relaxation or adventure, this sailing tour is a must-do on your Oahu itinerary.
Read our full review: Waikiki: Tradewind Sail Catamaran Adventure Review
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Oahu: Luxury 50 Catamaran Cruise With Snorkeling and Sunset
For the ultimate sailing experience on Oahu, consider the Luxury 50 Catamaran Cruise with Snorkeling and Sunset.
At €2,830.60 for up to 12 participants, this 3-hour private group tour offers a tailor-made adventure.
Depart from the Ala Wai Small Boat Harbor in Waikiki and enjoy sailing, snorkeling, paddleboarding, and more.
Indulge in a charcuterie board, drinks, and a custom-designed menu as you take in the scenic views and stunning sunset.
Additional experiences like wine tasting, hydro surfing, and Hawaiian cultural activities can be added to create your perfect day on the water.
With free cancellation and a pay-later option, it’s an unforgettable way to explore Oahu’s beauty.
Read our full review: Oahu: Luxury 50 Catamaran Cruise With Snorkeling and Sunset Review
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From Honolulu: Private Catamaran Cruise With Captain & Crew
From Honolulu, you’ll enjoy a private catamaran cruise with a dedicated captain and crew.
This 2-hour experience costs from $1,075 for up to 6 participants. You’ll explore Oahu’s coastline, including Waikiki and Diamond Head, with the option to spot whales (December-April), snorkel, swim, and sail into the sunset.
The luxury 41ft catamaran comes equipped with snorkeling gear, a restroom, sound system, cooler, and an onboard photographer. Hotel pick-up and drop-off are available.
Just bring your swimwear, sunscreen, and a jacket. This customizable experience allows you to relax on the magic carpet floatation device or lounge in the shaded cockpit.
With free cancellation up to 24 hours in advance, you can book now and pay later.
Read our full review: From Honolulu: Private Catamaran Cruise With Captain & Crew Review
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The Sum Up
Whether you’re looking for a relaxing sunset sail, a lively fireworks cruise, or a luxurious day on the water, Honolulu offers a variety of top-notch sailing experiences. From catamarans to private charters, you’ll find the perfect way to enjoy the stunning Hawaiian coastline and make unforgettable memories. So why not set sail and experience the beauty of Honolulu from the water?