A Private 2-Hour Luxury Sailing Catamaran on Oahu: An Authentic Hawaiian Escape

Imagine leaving behind the busy streets of Waikiki for a peaceful cruise on crystal-clear waters, where your own crew takes care of everything while you unwind in comfort. This private 2-hour luxury sailing catamaran offers a chance to explore Oahu’s coastline in style, with enough space for up to 12 guests. For around $1,495 per group, you get a personalized, flexible experience that’s perfect for celebrating special occasions or just treating yourself to a day on the water. Departing from Ala Wai Boat Harbor, this cruise combines comfort, adventure, and genuine Hawaiian charm in a way that bigger tours just can’t match.
What makes this experience stand out? First, it’s the privacy—you won’t be sharing your boat with strangers. You get to decide where to go, when to snorkel, and what music to listen to. Second, the seasonal wildlife sightings—dolphins, turtles, and even humpback whales during whale season (December to April)—add an element of surprise and delight. We also love how the crew’s local expertise and friendly attitude make you feel like a guest on a friend’s boat rather than just another tourist.
One thing to consider is that this is a short trip—just two hours—so if you’re looking for a full-day adventure, you might want to combine this with other activities. Also, since food and drinks aren’t included, bringing your own snacks and beverages is a good idea if you want to snack while you sail.
This tour is best suited for couples, small groups, or families wanting a personalized, relaxed experience on Oahu’s waters. If you’re excited about snorkeling, wildlife viewing, or simply enjoying a peaceful cruise in a luxurious setting, this is a wonderful choice.
Key Points

- Private & customizable—you control the schedule, activities, and music.
- Wildlife sightings—dolphins, turtles, rays, and whales (seasonal) are common.
- Comfortable luxury—spacious catamaran with shaded lounge areas and nets for relaxing.
- Flexible itinerary—sail, snorkel, swim, or just soak up the views at your own pace.
- All the essentials included—snorkeling gear, flotation devices, water, and a Bluetooth sound system.
- Additional costs—food, drinks, parking, and optional extras are not included, so plan accordingly.
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A Detailed Look at the Experience

Starting at the Ala Wai Boat Harbor, we loved the ease of access and the convenience of a centrally located departure point. The captain, along with the crew, greeted us warmly, immediately making us feel at home aboard this spacious, modern catamaran. The boat’s design ensures a smooth ride—sailing on a catamaran is noticeably more comfortable, with minimal rocking, which is perfect for those prone to seasickness.
Once underway, the large shaded cockpit became our favorite hangout spot, offering unobstructed views of the coastline and Diamond Head. The large nets at the front of the boat beckon for lounging—perfect for soaking up the sun or just drifting with the gentle sway of the boat. We appreciated the generous space, which meant we didn’t feel cramped, even with a full group.
Wildlife spotting is a highlight here. The crew expertly pointed out turtles basking on nearby rocks, schools of tropical fish over sunken barges, and, if you’re lucky, dolphins chasing the boat. During whale season, the captain kept a keen eye out for humpbacks breaching in the distance—a spectacle that’s hard to beat. As one reviewer put it, “We saw whales and dolphins, and it made our trip truly special.”
Snorkeling is one of the top activities, with best conditions before 1 p.m. when the water is usually calmer. The provided snorkeling equipment and guide make it easy to explore the underwater world, which is teeming with colorful fish and octopuses. Unlike larger tours, this private charter allows you to visit different spots, avoiding crowds and choosing the best snorkel locations for your group.
Flexibility is key. You can decide whether to spend more time swimming, sunbathing, or just relaxing in the nets. The crew is happy to play your favorite music via Bluetooth or suggest the best times to snorkel or spot wildlife, making the experience truly yours. If you want a more lively trip, you can even bring your own food and beverages, or opt for optional snacks and drinks available for purchase onboard.
Another feature we loved was the private chef option, which, although at an additional cost, could turn this into a gourmet experience. Imagine enjoying delicious local snacks or drinks while drifting on calm seas—an indulgence that elevates the trip from fun to memorable.
Safety and comfort are priorities for the crew. Their local knowledge ensures safe navigation, especially around reef areas and wildlife hotspots. The boat is equipped with filtered water, a freshwater shower, and ample cooler and refrigerator space for your drinks and perishables.
While the overall experience is fantastic, it’s important to note the cost—$1,495 per group. This can seem high, but when you consider the luxury, privacy, and personalized service, it offers great value, especially for small groups seeking an intimate adventure rather than a crowded tour.
Why This Tour Works for You

If you’re after an authentic, relaxed day on the water, this private sailing trip checks all the boxes. It’s ideal for those seeking flexibility—you can customize your day, decide how much snorkeling or relaxing you want, and avoid the hustle of larger tours. It’s also a good choice for special occasions or families wanting a unique shared experience.
However, if your priority is a full-day adventure or a guided cultural tour, you might find this short trip limiting. It’s best for travelers who value comfort, privacy, and personalized service over a packed itinerary.
The Sum Up

This luxury private sailing catamaran offers a unique way to explore Oahu’s stunning coastline in style and comfort. We loved the peaceful, intimate atmosphere and the ability to tailor the experience to our preferences, whether that meant snorkeling, wildlife spotting, or just relaxing with the ocean breeze. The crew’s friendly professionalism and the boat’s thoughtful amenities make it a high-value experience for small groups or couples looking for something special.
While it’s a short trip, it’s packed with memorable moments—wildlife sightings, scenic views, and the luxury of doing it your way. If you’re after a personalized, relaxed, yet adventurous escape and don’t mind planning your own snacks or drinks, this cruise is well worth considering.
In short, this experience suits travelers who want a private, flexible, and comfortable Hawaiian water adventure—a perfect blend of luxury and authenticity that captures the spirit of Oahu’s coast.
FAQs

Is the tour suitable for children?
Yes, most travelers can participate, and the experience is adaptable for families. Just consider the length and activity level.
What is included in the tour?
You get use of snorkeling equipment, flotation devices, a snorkel guide, filtered water, reusable plates and silverware, a cooler with ice, Bluetooth sound system, and a freshwater shower.
Can I bring my own food and drinks?
Yes, you are welcome to bring your own food and beverages. There is also an option to purchase snacks and drinks on board.
How far in advance should I book?
On average, this tour is booked about 40 days ahead, so planning early is recommended, especially during peak seasons.
Are there any additional costs?
Parking at the marina costs about $1/hour. Food, drinks, and optional extras like a private chef are not included in the base price.
What is the cancellation policy?
You can cancel free of charge up to 24 hours before the tour for a full refund. The experience depends on good weather, with options for rescheduling or full refunds if canceled due to weather issues.
Where does the tour start and end?
It begins and ends at Hawaiian Parasail located at 1651 Ala Moana Blvd, Honolulu.
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