A Private 3-Hour Luxury Sailing Adventure in Waikiki: Your Personal Escape on the Water
Imagine slipping away from the crowded beaches of Waikiki for a few hours aboard your own luxury private catamaran. For $1,595 per group—up to six people—you can enjoy a tailored, intimate experience that combines sailing, snorkeling, wildlife viewing, and pure relaxation. Departing from the convenient Ala Wai Boat Harbor, this trip offers a chance to see sea turtles, dolphins, rays, octopus, and during whale season, even humpback whales. With the freedom to choose your schedule and activities, it’s an ideal way to spend a relaxed, authentic day on the water.
What we especially like about this experience is the flexibility—you can pick the best time to snorkel (preferably before 1 pm when marine life is most active) and decide whether to anchor near Diamond Head, explore the coastline, or just lounge in the nets with your favorite tunes. The crew is experienced and dedicated to your safety and enjoyment. However, a potential consideration is that food and drinks are not included, so you’ll need to plan to bring your own or order from their snack menu.
This tour suits travelers who value privacy, personalized attention, and a flexible schedule. Whether you’re celebrating a special occasion or simply craving a peaceful escape from bustling Waikiki, this private boat ride can be tailored to your preferences, making your Hawaiian adventure truly memorable.
Key Points

- Private, tailored experience for up to 6 guests provides exclusivity and flexibility.
- Wildlife viewing and snorkeling are prime, especially before 1 pm for the best marine encounters.
- Customizable activities include sailing, swimming, relaxing, and even listening to your own music.
- Experienced crew guarantees safety, and helps spot marine life like turtles, dolphins, and whales.
- Additional amenities such as snorkel gear, flotation devices, and a Bluetooth sound system enhance comfort and fun.
- Cost reflects a high-value, intimate experience, perfect for small groups seeking a personalized day at sea.
Exploring Waikiki’s Private Sailing Catamaran: An Authentic Ocean Escape
When we first heard about the 3-hour private sailing tour off Waikiki, we immediately appreciated what makes it special: it’s not just another mass-market cruise; it’s a personalized adventure on a luxury vessel. For those who love the idea of sailing in style, this trip offers a peaceful alternative to crowded beaches and busy boat tours.
The meeting point at Hawaiian Parasail Inc., conveniently located at 1651 Ala Moana Blvd, makes it easy to access from most Waikiki accommodations. The boat departs from the Ala Wai Boat Harbor, a hub that’s close to everything yet feels removed from the hustle of Waikiki’s main strip once you’re on board. The captain, along with their crew, ensures a safe and smooth ride, with plenty of room to lounge or explore, depending on your mood.
A highlight is the boat itself—a luxury catamaran with large shaded cockpit, offering unobstructed views of Diamond Head and the coastline. It’s a boat designed for comfort, with ample space for lounging, a Bluetooth sound system for your playlists, and even a freshwater cockpit shower to rinse off after snorkeling. The nets at the bow are perfect for lying back with a drink, soaking up the sun, or just listening to the waves.
Enjoy being on the water? Here are other boat experiences we've looked into in Oahu
What to Expect During Your Private Charter

The itinerary is flexible, but here’s a breakdown of what you’re likely to experience:
- Departure and Coastline Views: As you leave the harbor, you’ll cruise along Waikiki’s iconic shoreline. The proximity to Diamond Head means stunning vistas from the water, with the city skyline on one side and lush mountains on the other. It’s an ideal setting for photos or just soaking in the scenery.
- Wildlife Spotting: Your crew will be on the lookout for sea turtles, dolphins, and schools of tropical fish. One reviewer mentioned how the crew was great at finding marine life, making the snorkeling more vibrant. During whale season (December-April), there’s a good chance to see humpback whales breaching or spouting nearby.
- Snorkeling: The best time for snorkeling is before 1 pm, when the water tends to be clearer and marine activity is higher. Using provided gear, you’ll explore near a sunken barge or reefs, where you might see eels, rays, and numerous fish. The snorkel guide is helpful in pointing out wildlife, making the experience both fun and educational.
- Flexibility in Stops: Unlike larger tours, your boat can anchor in multiple spots, giving you options to swim, relax, or explore at your own pace. You can decide to stay longer in prime spots or move along if you’re eager to see more of the coast.
- Additional Activities: If you want, you can bring your own music or snacks. While food and drinks aren’t included, a snack and beverage menu is available, and you’re welcome to bring your own. The crew is happy to accommodate requests, making this a truly personalized experience.
- Evening Options: If your schedule allows, timing your trip to include Friday night fireworks can add an extra layer of fun, with a stunning backdrop of fireworks lighting up the sky behind Diamond Head.
Authentic Marine Encounters and the Value of a Private Yacht

What sets this tour apart from more generic boat trips is the personalized, intimate nature. The crew’s focus on your group’s preferences means you’re not stuck on a preset itinerary. You can choose to soak in the scenery, snorkel extensively, or simply relax and enjoy the luxury surroundings.
And the marine life sightings seem to be a highlight. One review notes, “We loved the way the crew found turtles and dolphins, making the trip more memorable.” The possibility of seeing whales during season adds an extra thrill, especially if you’re traveling during peak months.
The luxury features—such as a Bluetooth speaker, plush nets, and freshwater shower—enhance comfort, making it feel more like a private yacht than a tour boat. Plus, the use of reusable plates, glasses, and linens shows a thoughtful approach to environmental sustainability, which many travelers appreciate.
Analyzing the Cost and Experience

At $1,595 for up to six guests, the cost might seem steep at first glance. However, when you consider exclusive access, customization, and the luxury amenities, it offers excellent value for those seeking a private, high-end experience. If you’re traveling with family, friends, or a special someone, splitting this cost can make it quite reasonable for a personalized day at sea.
Compared to larger group tours, you’ll find this private option more flexible and less crowded—crucial benefits in today’s travel environment. You can decide whether to spend more time snorkeling, relaxing, or exploring different parts of the coast—all with the crew’s assistance.
Who Should Book This Experience?

This tour suits those who really want to escape Waikiki’s crowds and enjoy a more personalized day on the water. It’s perfect for small groups or families celebrating a special occasion, or anyone who values the comfort of a luxury vessel and the ability to customize their adventure.
If you’re a wildlife enthusiast or snorkeler eager to see turtles, fish, and whales, this trip offers some of the best opportunities for marine encounters in a relaxed, intimate setting. And if you’re after a peaceful, scenic escape with premium amenities, this private sailing experience ticks all those boxes.
Prefer personalized experiences? Here are other private options we've covered in Oahu
The Sum Up: A True Hawaiian Ocean Experience

In summary, this private 3-hour sailing trip in Waikiki offers a luxurious, flexible, and authentic way to experience Hawaii’s stunning marine environment. Its focus on personalization and comfort makes it stand out from larger, more generic tours. You’ll enjoy breathtaking coastlines, wildlife encounters, and the freedom to set your pace—whether you want to snorkel, sunbathe, or simply relax.
While it’s a bit pricier than group tours, the exclusivity and tailored experience are worth it, especially if you’re celebrating something special or simply seeking a peaceful day on the water. The knowledgeable crew and high-quality amenities ensure a safe, enjoyable, and memorable journey.
If you’re looking for a private, upscale way to explore Waikiki’s waters, this tour is a fantastic choice. Just remember to bring your own food and drinks if you desire, and perhaps plan your trip during whale season for an extra spectacular encounter.
FAQ

Is transportation to the meeting point included?
No, hotel pickup and dropoff are not included. You’ll need to arrange your own transportation to Hawaiian Parasail Inc. at Ala Moana Blvd.
What is the maximum group size?
Up to 6 people can join this private tour, making it ideal for families or small groups looking for intimacy.
Can I bring my own food and drinks?
Yes, you can bring your own food and drinks, or you may order from the snack and beverage menu available on board.
Is snorkeling equipment provided?
Yes, snorkeling equipment and a snorkel guide are included. You also get a flotation device called the Magic Carpet.
What should I wear?
Casual, comfortable clothing suitable for water activities is best. Don’t forget sunscreen, sunglasses, and a hat.
How long is the trip?
The tour lasts approximately 3 hours, offering plenty of time for sailing, snorkeling, and relaxing.
Is this tour suitable for children?
Most travelers can participate, but it’s best for those comfortable with water activities and boat travel.
Does the trip operate during bad weather?
The experience requires good weather. If canceled due to poor conditions, you’ll be offered a different date or a full refund.
Can I customize the schedule?
Yes, since it’s a private charter, you can work with your crew to choose activities and stops that suit your preferences.
What wildlife might I see?
Turtles, dolphins, rays, eels, octopus, and tropical fish are common; during whale season, humpback whales are a highlight.
In all, this private sailing experience balances luxury, adventure, and authentic Hawaiian beauty—a perfect way to make your Waikiki trip unforgettable.
More Private Tours in Oahu
More Boat Tours & Cruises in Oahu
More Tour Reviews in Oahu
More Oahu experiences we've covered
- Waikiki Catamaran Snorkel Sail: Turtles Guaranteed
- Premium eFoil Lesson near Waikiki
- Private Whale Watching Trip from Oahu
- Full-Day Guided Adventure in Koko Head Stairs and Southeast O’ahu
- Professional Photo Shoot: Hire a Photographer in Honolulu
- Private Professional Vacation Photoshoot in Honolulu
- Hawaiian Style Scooter Ride around O’ahu for the Day
- Surf Honolulu: Ala Moana Stand-up Paddleboard Lesson
- Polynesian Show and Dining experience with Transfer
- Oahu Island Experience feat the North Shore (Small Group Tour)
- Learn to surf with a local big wave rider on the North Shore of Oahu
- 2hr Luxury Private Sailing Catamaran for 7-12 People
