Sailors of all stripes will find plenty to love in Honolulu’s crystal-clear waters. Private catamaran trips along Waikiki offer the best value, combining swimming spots with unmatched skyline views. The standout tours here include the evening fireworks cruises (Friday nights) and daytime trips to Turtle Canyon, where you’re practically guaranteed to spot green sea turtles. For pure romance, nothing beats the sunset sails – they’re less crowded and offer spectacular photo ops without the daytime heat. I especially love the small-group morning tours when the waters are calmest and marine life is most active.
Let’s explore the top sailing adventures in Honolulu.
Good To Know
- Private catamaran cruises along the Waikiki coastline offer 2-hour sightseeing, swimming, and dolphin watching experiences starting at Kč 25,902 for 6 participants.
- Luxury 3-hour catamaran excursions provide a customizable itinerary with amenities like a charcuterie board, premium alcohol, and complimentary photography for up to 12 guests.
- Sunset sailing tours and Friday night fireworks sailing experiences offer small group settings with complimentary snacks, beverages, and live guide commentary.
- Snorkeling adventures at Turtle Canyon provide the opportunity to swim with sea turtles while sailing on a 2-hour experience priced at €98.83 per person.
- Luxury day sailboat charters along the Oahu coast offer sightings of dolphins and turtles, with amenities like barefoot sailing and bathroom facilities for up to 6 guests.
From Honolulu: Private Catamaran Cruise With Captain & Crew
The private catamaran cruise in Honolulu offers travelers a unique opportunity to explore the Waikiki coastline and witness the natural beauty of the Hawaiian waters.
Priced from Kč 25,902 for up to 6 participants, the 2-hour cruise includes a guided tour, boat cruise, sightseeing, swimming, snorkeling, and dolphin watching.
Guests can enjoy the amenities of the 41ft private sailing catamaran, including a shaded cockpit, restroom, lounging pillows, and a sound system.
The cruise also provides snorkeling gear, a magic carpet flotation device, filtered water, and a cooler with ice.
With a 5/5 rating based on 2 reviews, the cruise is an excellent way to experience Honolulu’s stunning coastline and marine life.
Read our full review: From Honolulu: Private Catamaran Cruise With Captain & Crew Review
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Oahu: Sunset Sailing in Small Intimate Groups
For those seeking a truly intimate and memorable sunset sailing experience in Oahu, the small group sunset sailing tour offers an exceptional opportunity.
Accommodating just 6 participants, this 2-hour cruise showcases the island’s stunning coastline and breathtaking sunsets. Guests will sail towards Diamond Head while enjoying complimentary snacks and beverages, including water, chips, and juices.
The tour’s live English-speaking guide provides insightful commentary, and the luxury sailing yacht ensures a comfortable and relaxing journey. Priced at $103.66 per person, this experience earns a perfect 5/5 rating from previous travelers who praised the personal touch and exceptional value.
Read our full review: Oahu: Sunset Sailing in Small Intimate Groups Review
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Oahu : Waikiki Sailing Turtle Snorkeling in Small Groups
Seeking a unique and intimate encounter with Oahu’s marine life? Set out on a 2-hour sailing and snorkeling adventure at Turtle Canyon aboard a 45′ yacht.
Limited to just 6 participants, this tour offers the chance to sail towards Diamond Head, witness a breathtaking sunrise, and snorkel amongst schools of tropical fish and colorful corals.
The highlight is the opportunity to search for and swim with sea turtles at a cleaning station. If no turtles are spotted, guests can return for a free redo.
Included are snorkeling gear, refreshments, and educational commentary on the ocean and marine life.
At just €98.83 per person, this small-group experience is an unforgettable way to explore Oahu’s vibrant underwater world.
Read our full review: Oahu : Waikiki Sailing Turtle Snorkeling in Small Groups Review
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Oahu: Friday Night Fireworks Sailing in Small Groups
This small-group Friday night fireworks sailing tour in Oahu offers a unique vantage point to witness the iconic Waikiki fireworks display.
During the 2-hour excursion, guests sail on a luxury yacht to Diamond Head, enjoying the city lights and dramatic coastline views. The tour is limited to 6 participants, providing an intimate and personalized experience.
Amenities include water, chips, soft drinks, and a great sound system. Guests can bring their own food and beverages, including alcohol.
With free cancellation up to 24 hours in advance, this is a flexible and hassle-free way to enjoy Oahu’s famous Friday night fireworks from the water.
Read our full review: Oahu: Friday Night Fireworks Sailing in Small Groups Review
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Oahu: Waikiki Sunset Catamaran Sail and Swim
Oahu’s iconic Waikiki shoreline sets the stage for an unforgettable sunset catamaran sail and swim experience. Lasting 2 hours and priced from $49.21, this activity offers stunning views of Diamond Head and Waikiki’s coastline.
Guests can swim in the refreshing ocean while enjoying the vibrant sunset hues. With an overall rating of 4.6/5 from 258 reviews, the experienced crew ensures a fun and safe journey.
The catamaran sail, tips, and English-speaking guides are all included. Availability is limited, so it’s best to book early.
With the option to reserve now and pay later, this is a great way to make the most of an evening in Honolulu.
Read our full review: Oahu: Waikiki Sunset Catamaran Sail and Swim Review
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Oahu: Luxury 50′ Catamaran Cruise With Snorkeling and Sunset
For those seeking a luxurious and unforgettable outing on the crystal-clear waters of Oahu, the Luxury 50′ Catamaran Cruise with Snorkeling and Sunset offers an unparalleled experience.
Priced from $2,997.00 per group (up to 12 participants), this 3-hour adventure includes a range of activities, from sailing and snorkeling to paddle boarding and kayaking.
The customizable itinerary offers options like sunset charters, dolphin and whale watching, and even corporate events. Theres some good a charcuterie board, premium alcohol, and custom-designed menus, while also enjoying additional activities like hydro surfing and hula lessons.
With complimentary photography and videography, this cruise promises a truly memorable day on the water.
Read our full review: Oahu: Luxury 50′ Catamaran Cruise With Snorkeling and Sunset Review
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Honolulu: Waikiki Fireworks Catamaran Cruise
Guests seeking a captivating fireworks display and a scenic cruise along the Honolulu coastline can embark on the Waikiki Fireworks Catamaran Cruise.
Priced from €45.88 per person, this 1-hour experience departs from the Duke Paoa Kahanamoku Statue in Waikiki.
Highlights include a dazzling fireworks show over Waikiki Beach and panoramic views of the Honolulu coast at night.
Onboard, guests can enjoy a selection of drinks and relax to a Bluetooth sound system.
With an overall rating of 4.8/5 based on 39 reviews, the tour offers excellent value and a memorable first-time ocean experience.
Read our full review: Honolulu: Waikiki Fireworks Catamaran Cruise Review
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Waikiki: Sunset Catamaran Cruise
The Sunset Catamaran Cruise from Waikiki Beach offers travelers a chance to experience the stunning beauty of Oahu’s coastline at dusk.
This 1.5-hour cruise provides breathtaking views of Diamond Head and the Honolulu skyline, all while guests can enjoy beer, wine, and signature cocktails from the onboard bar.
The friendly crew shares local stories and provides a unique perspective of the area, including the moonlit beauty of the shoreline.
With a starting price of $69.06 per person and free cancellation up to 24 hours in advance, this sunset cruise is an excellent value for those looking to make the most of their time in Waikiki.
Read our full review: Waikiki: Sunset Catamaran Cruise Review
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Waikiki: Tradewind Sail Catamaran Adventure
Visitors to Waikiki can also experience the island’s natural beauty from a different perspective with the Tradewind Sail Catamaran Adventure.
This 1.5-hour cruise takes guests along Oahu’s stunning South Shore, offering breathtaking views of Diamond Head and the iconic Waikiki skyline.
The spacious catamaran provides ample room to relax and soak up the sun while sailing the gentle trade winds.
Passengers can enjoy complimentary mai tais, beer, wine, and soft drinks as they spot marine life like sea turtles and dolphins.
With a 5-star rating and affordable pricing at £44.84 per person, the Tradewind Sail Catamaran Adventure is a must-do activity for visitors seeking a serene and picturesque sailing experience in Honolulu.
Read our full review: Waikiki: Tradewind Sail Catamaran Adventure Review
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Honolulu: Marine Life Boat Tour on Waikiki Catamaran Charter
Sailing along Waikiki’s picturesque coastline, the Waikiki Catamaran Charter offers an unparalleled opportunity to witness the diverse marine life of Honolulu.
This 2-hour boat tour boasts a 4.6 rating from 1,308 reviews, with a price of $40 per person. Guests can expect to see a variety of sea turtles, tropical fish, and other marine creatures in their natural habitat.
The tour provides an intimate and educational experience, allowing visitors to appreciate the beauty and fragility of Oahu’s underwater ecosystem.
Whether you’re a nature enthusiast or simply seeking a relaxing day on the water, the Waikiki Catamaran Charter is an excellent choice for your Honolulu sailing adventure.
Read our full review: Honolulu: Marine Life Boat Tour on Waikiki Catamaran Charter Review
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Honolulu: Island Jewel Luxury Catamaran Charter
For those seeking a truly luxurious sailing experience in Honolulu, the Island Jewel Luxury Catamaran Charter offers an unparalleled opportunity.
Priced from €798.63 per group (up to 11 guests), this 8-hour excursion aboard a 2022 Excess 12, 40′ luxury sailing catamaran provides an array of amenities, including three bedrooms, two bathrooms, and a fully equipped kitchen.
Guests can enjoy water activities like snorkeling, stand-up paddleboarding, and dolphin or whale watching, with gear provided.
The customizable itinerary allows for sunset sails, multi-day adventures, or tailored day trips.
With a capacity of up to 11 guests plus crew, the Island Jewel Charter delivers an unforgettable sailing experience in Hawaii.
Read our full review: Honolulu: Island Jewel Luxury Catamaran Charter Review
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Oahu Hawaii: Honolulu Sailing Tour
On the sparkling waters off Oahu’s coastline, the Honolulu Sailing Tour invites travelers to experience the island’s natural beauty from a unique vantage point.
This 2-hour catamaran cruise offers the chance to observe sea turtles, spinner dolphins, and even seasonal humpback whales. Guests will enjoy panoramic views of the Koolau Mountains, Honolulu, Waikiki, and Diamond Head while relaxing on the comfortable, fully-equipped vessel.
The tour is led by friendly, experienced crew and includes a full bar and food options for purchase. Priced at €134.40 per person, the tour provides an excellent value, though one traveler found it slightly overpriced.
Read our full review: Oahu Hawaii: Honolulu Sailing Tour Review
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Oahu: Luxury Day Sailboat Charter
A luxurious day of sailing awaits adventurers aboard the Sailing Beauty of Honolulu. Priced at $699 per group, this 2-hour private charter offers the ultimate Oahu experience.
Sail along the coast, sighting dolphins and turtles, while enjoying the Honolulu skyline. With a live guide, up to 6 guests can customize their adventure. The sailboat’s new deck and technology ensure an enhanced experience.
Barefoot sailing, bathroom facilities, and lite refreshments are provided. Participants should bring comfortable attire, sunscreen, and a camera. Glass containers must be stored below deck, and children’s specifications are required for life jackets.
Metered parking and check-in at the Kewalo Basin dock complete this luxurious day on the water.
Read our full review: Oahu: Luxury Day Sailboat Charter Review
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Waikiki: Friday Night Fireworks Catamaran Sail
Frequently, adventurous travelers embark on the Friday Night Fireworks Catamaran Sail in Waikiki, a captivating 1-hour experience that showcases the enchanting Honolulu skyline under the starry night sky.
Aboard a state-of-the-art catamaran, guests enjoy an open bar with craft cocktails and panoramic views of the city and the fireworks display.
With comfortable covered and open-air seating, dual restrooms, and complimentary round-trip transport, the cruise offers a convenient and luxurious way to witness Waikiki’s famous fireworks show from the best seat in the city – on the water, with the Ko’olau range as a stunning backdrop.
Read our full review: Waikiki: Friday Night Fireworks Catamaran Sail Review
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Honolulu: Sunset Catamaran Sailing Experience
Honolulu’s Sunset Catamaran Sailing Experience whisks travelers away from the bustling city for a tranquil 1.5-hour journey on the open waters.
Embark from Kewalo Basin Harbor and sail into the vibrant sunset, enjoying complimentary drinks including beer, Mai Tais, and mixed cocktails.
Indulge in the lively party atmosphere as you admire the breathtaking views of Honolulu’s skyline.
This popular activity often sells out, so it’s best to reserve your spot in advance.
With a 5/5 rating from previous guests, the Sunset Catamaran Sailing Experience is a must-do activity for those seeking a refreshing ocean breeze and a memorable sunset adventure in Honolulu.
Read our full review: Honolulu: Sunset Catamaran Sailing Experience Review
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Honolulu: Friday Night Fireworks Catamaran Cruise W/ Drinks
The Friday Night Fireworks Catamaran Cruise W/ Drinks in Honolulu provides an exciting opportunity to witness the Hilton’s dazzling fireworks display from a front-row seat on the water.
Priced from €53.73 per person, the 1-hour cruise offers panoramic views of the Waikiki skyline and Ala Moana while you enjoy unlimited mai tais, beer, cocktails, juice, and soft drinks.
The relaxing catamaran ride also takes you around local landmarks, with upbeat music to enhance the experience.
With a likely sellout and free cancellation up to 24 hours in advance, this cruise is a must-try for those seeking a unique way to experience Honolulu’s famous Friday night fireworks.
Read our full review: Honolulu: Friday Night Fireworks Catamaran Cruise W/ Drinks Review
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The Sum Up
Honolulu offers a variety of exhilarating sailing experiences, from intimate sunset cruises to festive fireworks sails. Visitors can choose from private catamarans, luxury day charters, and small-group tours that provide opportunities to spot marine life and witness the stunning island scenery. Whether seeking a romantic evening or a fun-filled group outing, Honolulu’s sailing options cater to a range of interests and budgets.