A Private 2-Hour Sailing Adventure off Waikiki: What You Need to Know
Imagine slipping away from the bustling Waikiki shoreline onto a spacious, luxurious catamaran where your group of up to six can enjoy the water at your own pace. For just $1,150, this private charter offers a tailored experience—sailing, snorkeling, wildlife spotting, and relaxing in comfort. The cruise departs from Ala Wai Boat Harbor, whisking you along the coast toward Diamond Head, with plenty of opportunities for swimming, dolphin watching, and even catching a glimpse of humpback whales during season.
What we particularly love about this tour is its flexibility—you choose when to snorkel, what music to listen to, and how to spend your time on the water. The captain and crew are seasoned and friendly, ensuring safety and fun go hand-in-hand. Plus, the chance to escape the crowds and visit different snorkeling spots makes this a memorable option for those seeking a more intimate, authentic Hawaii experience.
One potential consideration is the price point—at $1,150 for a two-hour private charter, it’s an investment. If you’re budget-conscious, you may want to compare it with other group activities, but keep in mind this experience offers exclusivity and personalized service that many shared tours can’t match.
This tour suits travelers looking for a luxurious, customizable day on the water—perfect for couples celebrating special occasions, families, or small groups wanting privacy and flexibility. If you value knowledgeable guides, stunning scenery, and the chance to see marine life up close, you’re likely to find this experience well worth the price.
Key Points
- Private and customizable: Set your own schedule, choose snorkel times, and who plays the music.
- Luxury comfort: Spacious, shaded cockpit, sun nets, and a Bluetooth sound system make for a relaxed vibe.
- Wildlife and scenery: Expect to see turtles, dolphins, tropical fish, and seasonal whales, with excellent views of Diamond Head.
- Flexible options: Snorkel, swim, or just lounge—your boat, your rules.
- All-inclusive gear: Snorkel equipment, flotation devices, water, and a guide are provided.
- Ideal for small groups: Perfect for up to 6 people seeking an exclusive experience.
An In-Depth Look at the 2-Hour Luxury Private Sailing Catamaran Experience in Waikiki

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Starting Point and Accessibility
The adventure begins at Hawaiian Parasail Inc. on Ala Moana Blvd, a central location near Waikiki that’s easy to reach whether you’re staying downtown or near the beach. Since the activity is close to public transportation and is a private tour, you don’t need to worry about sharing the boat with strangers or navigating complex logistics. Parking costs about $1 an hour in the marina, which is a small price for the convenience of leaving your car nearby.
The Itinerary: What to Expect on Your Day on the Water
While it’s only a two-hour cruise, the itinerary is flexible enough to include all your favorite water activities. The boat departs smoothly from the harbor, and the captain heads out along the Waikiki coastline, offering fantastic views of Diamond Head and the Honolulu skyline. The large shaded cockpit provides ample room for lounging, making it easy to relax and take in the scenery or read a book.
Wildlife viewing is a highlight. The crew actively seeks out marine life, and guests often see turtles, dolphins, and big schools of tropical fish. As one guest noted, “We loved the way the crew looked for turtles and dolphins—such a thrill to see them swimming close by.” If you’re visiting during whale season (December to April), there’s a good chance you’ll spot humpbacks from the boat or during snorkeling.
Snorkeling and Marine Exploration
The tour emphasizes snorkeling before 1 pm as the best time for clear water and marine activity. You’ll have access to top-quality gear and a snorkel guide to help you spot eels, rays, octopus, and colorful fish. One guest remarked, “Flynn and Kevin made our cruise so memorable and special—the water, the music, the views—everything was perfect.” The boat also offers flotation devices like the Magic Carpet float, making it easier for less experienced swimmers to enjoy the underwater world comfortably.
Personalization and Comfort
Flexibility is a core feature. You can choose to swim, snorkel, or just relax on the nets while enjoying the ocean breeze. You’re welcome to bring your own food and drinks, or upgrade your experience with a private chef if you desire. The Bluetooth sound system allows you to listen to your favorite tunes during the cruise, adding a personal touch.
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The Crew and Safety
The experienced captain and crew are dedicated to safety and making your trip enjoyable. They are knowledgeable, friendly, and attentive, ensuring everyone’s needs are met. As one review said, “The crew was very good and took care of us all the time—they are professional and polite.” This level of service transforms a simple boat ride into a personalized, worry-free adventure.
Price and Value
At $1,150 per group for approximately two hours, this experience is priced for those seeking a luxury, intimate, and tailor-made outing. The value lies in the exclusivity and flexibility—your group has the boat to yourselves, with the option to customize your activities and itinerary. Compared to larger, shared tours, this private charter allows for a more relaxed pace, personalized attention, and the chance to visit different snorkeling spots or to simply bask in the scenery.
Flexibility and Additional Options
While the tour highlights snorkeling, swimming, wildlife viewing, and relaxation, you can extend or add options—like a private chef or special music. Keep in mind, the tour operates on a schedule, and weather conditions can impact your experience. One guest noted, “The swell was large the day of our trip, and snorkeling wasn’t ideal, but the crew did their best, and we still had a great time.”
Is This Tour Right for You?
This experience suits travelers who appreciate personalized service, luxurious comfort, and the chance to see marine life up close. It’s ideal for couples, small groups, or families wanting a memorable day on the water without the crowds. If you’re looking for a flexible, exclusive outing where you can control your pace and activities, this tour delivers.
Who Will Love This Tour?

If you’re someone who values knowing your guides are experienced and friendly, you’ll appreciate the crew’s dedication. For those seeking stunning views and wildlife encounters, the chances of dolphin and turtle sightings are high. If you want to escape Waikiki’s crowds and enjoy a customized experience, this private sailing trip hits the mark. It’s also perfect for special occasions or just a peaceful day on the water with close friends or family.
Frequently Asked Questions

How long is the tour?
The cruise lasts approximately 2 hours, giving you enough time for sailing, snorkeling, and relaxing without feeling rushed.
Can I bring my own food and drinks?
Yes, you are encouraged to bring your own food and beverages to enjoy during the trip. You can also opt for a private chef if available.
What’s included in the price?
Snorkeling equipment, a snorkel guide, flotation devices, water, linens, silverware, cooler with ice, and a Bluetooth sound system are included. You can use the provided gear to make the most of your marine adventure.
Is the tour suitable for children?
While most travelers can participate, it’s best to consider the comfort and swimming ability of young children, especially for snorkeling activities.
Where does the tour start and end?
The experience begins and ends at Hawaiian Parasail Inc. at Ala Moana Blvd, conveniently located near Waikiki.
What if the weather is bad?
Tours require good weather. If canceled due to poor conditions, you’ll be offered a different date or a full refund.
How far in advance should I book?
Most bookings are made about 39 days in advance, so planning early is wise, especially during peak seasons.
Is this a shared tour?
No, this is a private experience only for your group, perfect for personalized service.
Are there any additional costs I should know about?
Gratuity, parking, and food/drinks beyond what you bring are not included. Parking in the marina costs about $1 per hour.
Final Thoughts
This 2-hour private sailing trip offers an excellent way to see Oahu’s coastline from a luxurious, comfortable boat tailored just for your group. It’s perfect if you want a personalized, flexible outing that combines scenic sailing, marine wildlife, and snorkeling—without the hassle of crowded tours. The knowledgeable crew, stunning views, and the ability to customize your experience make it stand out as a memorable Hawaii adventure worth considering.
Whether celebrating a special occasion or simply craving a peaceful escape on the water, this cruise can deliver a relaxed, authentic taste of island life. Just remember to book well in advance, especially during whale season or peak times, and be prepared for an experience that’s as much about enjoying the journey as it is about the destination.
In summary, if you’re after a luxurious, private, and adaptable water adventure that keeps you away from the crowds and closer to marine life, this sailing cruise offers excellent value for its level of exclusivity and comfort. It’s especially suited for those who want to take control of their day on the water while enjoying Hawaii’s natural beauty in style.
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