3hr Luxury Private Sailing Catamaran in Waikiki for 1 to 6 People

If you’re dreaming of escaping Waikiki’s busy beaches and seeing a different side of Oahu, a private sailing trip on a luxury catamaran might just be what you need. We haven’t personally been on this exact tour, but from what’s shared, it offers a personalized, relaxed way to enjoy Hawaii’s stunning coastlines, marine life, and even some local festivities.

What really caught our eye are the flexibility of the private charter — you get to choose your schedule and activities — and the chance to see marine wildlife like turtles and whales (if you’re there during whale season). On the flip side, the price tag of $1,595 per group might seem steep at first glance, but considering it’s a private experience for up to six people, it’s often a practical way to have a special day with friends or family.

This tour seems best suited for travelers craving a personalized, off-the-beaten-path adventure—whether celebrating a special occasion or just wanting a peaceful day on the water without the crowds. It’s not a large group, so if you value intimacy and control over your day, this could be a good pick.

Key Points

• Private, flexible experience with customizable schedule and activities
• Includes snorkeling gear, guide, and luxury amenities like Bluetooth sound system and freshwater shower
• Wildlife viewing potential — turtles, dolphins, and whales (seasonal)
• Perfect for small groups (up to 6 people) seeking an exclusive day on the water
• Bring your own food and drinks or opt for a private chef
• Cost reflects high-end, personalized service, making it ideal for special occasions or intimate getaways

A Closer Look at the 3-Hour Private Sailing Experience

When thinking about this private sailing tour, it’s helpful to picture what your day might look like. You start at the conveniently located Ala Wai Boat Harbor, stepping onto a luxurious catamaran that’s designed to make your experience smooth and comfortable. The boat’s large shaded cockpit invites you to relax and take in the views, with ample room for lounging — perfect if you’re after a chill, sun-soaked escape.

The Itinerary: Sailing Along Waikiki’s Coastline

Once underway, you’ll glide along the Waikiki shoreline toward Diamond Head, a sight that’s iconic and instantly recognizable. The captain and crew are seasoned, making sure everyone feels safe while they scan the water for marine creatures. The boat is equipped with a Bluetooth sound system, so you can play your favorite tunes, adding a personal touch to your trip.

Snorkeling and Wildlife Spotting

One of the biggest drawcards is snorkeling — and the best time to do it is before 1pm. The tour includes snorkel gear and a guide, so even beginners can feel confident as they explore the underwater world. Look out for turtles, schools of tropical fish, rays, eels, and even octopus. If you’re visiting between December and April, keep your eyes peeled for humpback whales — a truly unforgettable sight.

Customization and Flexibility

Because this is a private charter, you decide everything — where to go, what to do, and even the music. Want to spend longer swimming? No problem. Prefer a specific playlist? Bring it along. If you’d like to add some extra stops or activities, the crew is happy to accommodate, making each trip uniquely yours.

Comfort and Luxury

Beyond the incredible scenery, the boat offers luxury amenities: reusable plates, glasses, linens, a cooler with ice, and a freshwater shower. You’re encouraged to bring your own food and drinks, or you can opt for a private chef if you want a more gourmet experience. Think tapas-style snacks, tropical drinks, or whatever suits your mood.

The Crew’s Role

The crew’s primary role is to make sure you’re comfortable and safe. As one review notes, “Our seasoned Captain & Crew assure you a safe, fun, and comfortable day,” which is reassuring given the open water setting. They’re also skilled at wildlife spotting, often giving guests a chance to see marine animals up close.

Is It Worth the Price?

At $1,595 for a group of up to six, this experience isn’t cheap — but it’s about the quality and exclusivity you’re getting. For a small group or a couple celebrating something special, it offers value in privacy and flexibility that larger tours can’t match. It’s also an all-in-one package: sailing, snorkeling, wildlife, and a personalized environment. Plus, the option to add food, drinks, or even a private chef can make this a truly memorable day.

Most reviews, even if limited, suggest that the experience is highly customizable and enjoyable. The boat’s comfort, the ability to avoid crowded beaches, and the chance to see marine life make it a compelling choice for travelers who want something more intimate and tailored.

What You Need to Know Before Booking

• Meeting point is at Hawaiian Parasail which is centrally located and near public transportation.
• Parking costs $1 per hour and is available in the marina, so plan ahead if you’re driving.
• The tour lasts about 3 hours, which is perfect for an afternoon escape without feeling rushed.
• The experience is weather-dependent — if the weather turns poor, you’ll be offered a different date or a full refund.
• This is a private activity, so only your group will participate, enhancing privacy and flexibility.
• The tour includes snorkeling equipment and a guide; food and drinks are not included but can be brought or arranged.

Who Is This Tour Best For?

This private sailing trip is ideal for small groups, couples, or families who want a relaxed, customizable day on the water. If you’re celebrating a special occasion or simply want to treat yourself to a luxurious, crowd-free adventure, it offers a fantastic way to see Waikiki from a different angle.

It’s also a great choice if you’re eager to snorkel and see marine animals in a less hectic environment, away from the busy beaches. That said, it’s not geared toward those seeking large group activities or a party atmosphere — it’s about comfort, privacy, and personalized experiences.

Frequently Asked Questions (FAQs)

Can I bring my own food and drinks?
Yes, you’re encouraged to bring your own food and beverages, or you can opt for a private chef to prepare a meal onboard.

What is included in the price?
The price covers the use of snorkeling equipment, a snorkel guide, floatation devices, filtered water, reusable plates and utensils, a cooler with ice, Bluetooth sound system, and a freshwater shower.

Is transportation included?
No, the tour starts and ends at the Hawaiian Parasail Inc. location. Parking is available in the marina for a small fee, and public transportation is nearby.

How long is the tour?
The experience lasts approximately 3 hours, giving you ample time to relax, snorkel, and enjoy the scenery.

Can I customize the itinerary?
Yes, being a private tour, you can discuss your preferences with the crew — whether that’s where to go, what activities to prioritize, or music to play.

What about whale watching?
If you visit during whale season (December to April), there’s a good chance to see humpback whales, either from the boat or while snorkeling.

For anyone looking to experience Waikiki from the water in a more personal, relaxed manner, this private sailing trip offers a lot. It’s about the freedom to tailor your day: choosing when to snorkel, what marine life to look for, and how to spend your time on deck with loved ones. The luxury amenities and attentive crew help elevate what could otherwise be a simple boat ride into a memorable Hawaii experience.

While it’s not the cheapest option, the exclusivity and flexibility make it well worth considering if you’re craving an intimate adventure rather than a crowded tour. Perfect for celebrating special moments or just treating yourself to a tranquil day on the ocean, it’s a way to truly enjoy Waikiki’s stunning coastline away from the crowds.

If you appreciate a personalized touch, love snorkeling, and want a peaceful escape, this private catamaran could be just what you’re looking for.