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Experience a 2-hour luxury private sailing trip in Waikiki for up to 6 people with personalized routes, snorkeling, wildlife viewing, and flexible options.

This private sailing experience in Waikiki offers a luxurious 2-hour escape on a spacious catamaran designed for up to 6 guests. Priced at $1,150 per group, it provides a personalized adventure departing from Hawaiian Parasail Inc. that focuses on flexibility, privacy, and comfort. Recognized for its high ratings—5.0 from 14 reviews—this tour is highly recommended by 93% of travelers, highlighting its excellent value and memorable experiences.
This tour suits those seeking to escape the crowds of Waikiki, enjoy tailored activities like snorkeling and wildlife sightings, and prefer a private, relaxed setting. Although it’s just 2 hours long, the tour offers enough time for water-based fun, wildlife encounters, or simply unwinding aboard a luxurious vessel. Keep in mind, the trip is best booked around 39 days in advance to secure your preferred date.

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This tour departs from Hawaiian Parasail Inc. located at 1651 Ala Moana Blvd #600b, Honolulu, HI 96815. The meeting point is convenient, near public transportation, making it easy to reach without the need for extensive planning. The boat itself is a spacious luxury catamaran with a shaded cockpit offering unobstructed views of Waikiki’s coastline.
Once onboard, the boat glides smoothly along the water, giving passengers a chance to relax and enjoy the scenery. The departure is scheduled to maximize the chance of seeing marine life and enjoying the prime daylight hours, especially for snorkeling and wildlife viewing.
Sailing on this luxury vessel guarantees a comfortable ride thanks to a large shaded cockpit with plenty of space to lounge. The catamaran’s design emphasizes stability and smoothness, making it ideal for guests seeking a relaxing cruise. The seats are arranged for unobstructed views, perfect for sightseeing or just soaking in the sunshine.
The vessel is equipped with features to enhance comfort and entertainment, including a Bluetooth sound system for your preferred music, a freshwater cockpit shower for cooling off, and reusable plates, glasses, linens, and silverware. A cooler with ice and additional refrigeration help keep your drinks cool during the trip.

A key highlight of this tour is the snorkeling experience, which is best enjoyed before 1 pm. The snorkel gear and a snorkel guide are included, making it easy for guests to explore the underwater world. You can expect to see turtles, dolphins, schools of tropical fish, eels, rays, and possibly octopus.
The crew actively searches for marine life, including humpback whales during the season from December to April. Wildlife sightings are common whether you’re snorkeling or simply observing from the boat, adding a dynamic element to the trip.

Because this is a private charter, the itinerary is flexible. You have the freedom to decide when to snorkel, swim, or just relax. Guests can bring their own food and drinks or upgrade the experience with a private chef—an option that makes this cruise perfect for special occasions or intimate celebrations.
The crew is known for catering to guest preferences, whether that involves playing your favorite music, choosing specific routes, or stopping at different swimming spots. This level of customization ensures a personalized experience that suits your schedule.
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Between December and April, the waters around Waikiki become prime whale-watching territory. The tour offers a chance to see humpback whales, either from the boat or during snorkel excursions. The knowledgeable crew actively looks out for these majestic creatures, making this an exciting feature of the experience during the right months.
Wildlife sightings are a memorable part of this trip, with dolphins, rays, and big schools of tropical fish frequently spotted along the route. This makes the tour not just about sailing but also about experiencing Hawaii’s vibrant marine ecosystem.

This tour includes plenty of useful amenities to enhance comfort and convenience. Passengers receive snorkeling equipment, a snorkel guide, and the magic carpet flotation device to aid in underwater exploration. The boat also provides filter water and reusable dining ware to support eco-friendly practices.
For relaxation, guests can use the freshwater cockpit shower, and listen to their own music playlist through the Bluetooth sound system. The snack and beverage menu is available on request, although food and drinks are not included in the base price.

At $1,150 per group, this private experience is an excellent value considering the exclusivity, customization, and amenities provided. Since bookings are typically made about 39 days in advance, early planning is advised to secure your preferred date and time, especially during peak whale season or busy holiday periods.
This tour is not inclusive of gratuity, parking costs (about $1/hr in the marina), or food and drinks, which can be brought onboard or ordered separately. The free cancellation policy allows you to cancel up to 24 hours in advance for a full refund, offering flexibility in planning your trip around Hawaii’s unpredictable weather.
The seasoned captain and crew are committed to ensuring a safe, enjoyable, and tailored experience. They actively seek marine life and are attentive to guest needs, whether that involves safety instructions, route adjustments, or sharing interesting facts about Hawaii’s waters. The crew’s professionalism and friendly demeanor consistently earn positive feedback, making the ride both secure and fun.
This private sailing trip is ideal for couples, small families, or groups of friends wanting an exclusive, relaxed day on the water. It is especially suited for those who value flexibility, personalized service, and the chance to avoid Waikiki crowds. The inclusion of snorkeling and wildlife viewing makes it attractive for nature lovers and those keen on marine activities.
Guests seeking a luxurious, intimate experience with the option to customize every aspect will find this tour particularly satisfying. However, travelers looking for a longer or all-day trip should consider additional options, as this experience is designed as a brief, high-quality escape.
The 2-hour luxury private sailing catamaran in Waikiki provides a sophisticated and customizable way to enjoy Hawaii’s waters. The private setting, combined with wildlife viewing, snorkeling, and flexible scheduling, makes it a top choice for those wanting an exclusive aquatic experience.
While the price point is higher than group tours, the personalized attention, luxury amenities, and ability to control the itinerary justify the cost for many. This experience particularly appeals to guests who value comfort, privacy, and a tailored adventure, whether celebrating a special occasion or simply seeking a peaceful day on the ocean.
“We had the most replacing and fun time with Kevin and Flynn. It was the perfect day. Thank you for taking care of us.”
Is this tour suitable for children?
Yes, most travelers can participate, and the experience is family-friendly given its relaxed pace and safety features.
Can I bring my own food and drinks?
Yes, guests are welcome to bring their own food and drinks, or opt for a private chef upgrade if desired.
What are the best times for snorkeling?
Snorkeling is optimal before 1 pm, when water conditions are often calmer and visibility is better.
Are marine wildlife sightings guaranteed?
Wildlife sightings depend on natural conditions, but the crew actively looks for turtles, dolphins, rays, and whales during the season.
How do I book this tour?
Bookings are typically made about 39 days in advance, through the provider’s platform. Free cancellation is available up to 24 hours before the trip.
What should I bring on the tour?
Bring essentials like sunscreen, a hat, towel, and personal belongings. The vessel supplies snorkeling gear, flotation devices, and water.
Is there parking nearby?
Parking costs $1 per hour in the marina. It’s advisable to arrive early or consider alternative transportation options.
Can I customize the route or activities?
Yes, the tour is private, allowing you to decide on routes, snorkeling spots, and music to suit your preferences.
What happens in case of bad weather?
If canceled due to poor weather, you will be offered a different date or a full refund.