Imagine cruising along Kauai’s southern coast in style aboard a sleek, 65-foot luxury catamaran—the Lady Kailani—while the sky shifts through shades of gold, orange, and pink. For about three hours and five minutes, you’ll be on the water, enjoying a laid-back yet refined experience that combines spectacular scenery, delicious food, and refreshing drinks. The tour departs from Eleele, with a start time of 2:00 pm, giving you plenty of time to soak in the views before the sunset.
What makes this cruise special? First, the upscale vibe of the Lady Kailani, which feels more like a floating lounge than a typical boat tour. Second, the attention to comfort, from cushioned seating to a curated menu of sushi rolls, sliders, and grilled skewers. We also love the well-stocked open bar, featuring Mai Tais, wine, and cold beer, perfect for relaxing as the sun dips below the horizon.
A potential consideration? Since the tour is not inclusive of transportation, you’ll need to arrange your own transport to and from the meeting point. Also, this tour is best suited for those with moderate physical fitness, as it involves standing and moving on a boat but excludes anyone with mobility issues or recent surgeries.
This cruise appeals most to travelers seeking a comfortable, social, and aesthetic experience—ideal for couples, small groups, or anyone wanting a romantic sunset with a touch of luxury.
- Key Points
- An In-Depth Look at the Lady Kailani Sunset Cruise
- The Setting and Vessel
- The Itinerary and Scenic Highlights
- Food and Beverage Experience
- Crew and Safety
- Who Will Love This Cruise?
- Price and Value
- Final Thoughts
- FAQ
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Key Points

- Upscale Experience: A refined, comfortable cruise aboard a brand new, 65-foot catamaran.
- Stunning Views: Excellent vantage point for Kauai’s southern coast and sunset vistas.
- Quality Food & Drinks: Sushi rolls, sliders, grilled skewers, plus an open bar with Mai Tais, wine, and beer.
- Relaxed Atmosphere: Cushioned seating, mellow music, and a friendly crew make for a laid-back outing.
- Limited Duration: Just over three hours, making it an easy addition to a day’s activities without a long commitment.
- Considerations: No hotel pickup included; appropriate for travelers with moderate physical fitness.
An In-Depth Look at the Lady Kailani Sunset Cruise

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The Setting and Vessel
From the moment you arrive at the meeting point on Waialo Road, you know this is no ordinary boat ride. The Lady Kailani, a brand-new, 65-foot luxury catamaran, looks inviting with its sleek lines and cushioned deck seating. It’s designed to provide comfort and style, giving you a sense of exclusivity even before you set sail. Since the boat is U.S. Coast Guard licensed with a safety-conscious crew, you’ll feel confident that safety is a priority—an important reassurance for many travelers.
This vessel’s size allows for a more intimate experience compared to large group boats, but it can still accommodate up to 47 travelers. This balance means you’ll likely enjoy a lively but not overcrowded atmosphere, with plenty of space to stretch out or move around for different viewpoints.
The Itinerary and Scenic Highlights
The cruise begins at 2:00 pm, providing an ideal window for enjoying the late afternoon light. Once underway, the crew guides you through the crystal-clear waters off Kauai’s southern coast. While this is a shorter cruise compared to longer Na Pali adventures, it offers a focused experience—perfect for those who want a taste of ocean cruising without committing to a full day.
The main highlight is the sunset viewing. As the sun begins its descent, you’ll be comfortably seated on cushioned benches, with panoramic views of the coastline. You’ll see Kauai’s cliffs, beaches, and possibly some marine life, all bathed in a warm, golden glow. The music from the state-of-the-art sound system drifts softly as you relax, sip your Mai Tai, and take in the scenery.
Food and Beverage Experience
One of the biggest selling points of this cruise is the curated dining experience. The menu features sushi rolls, sliders, and grilled skewers, appealing to a range of tastes. These are paired with an open bar offering Mai Tais, wine, and cold beer, making this a real treat for those who enjoy unwinding with a drink in hand. Review comments from previous guests note that the wine selection is excellent, and the craftsmanship of the food elevates what might otherwise be a simple boat tour.
Crew and Safety
The crew is described as friendly, knowledgeable, and attentive. They provide a safety briefing at the start, including instructions on water safety and boat etiquette. The crew’s professionalism shines through, giving you space to relax while knowing you’re in capable hands.
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Who Will Love This Cruise?
This cruise suits adventurers who prefer comfort and style over rugged, adventurous excursions. It’s perfect for those wanting a romantic sunset, a small-group vibe, or simply a relaxing way to appreciate Kauai’s scenery. Since it doesn’t include hotel pickup, it’s best for travelers staying nearby or those comfortable with arranging their own transportation.
Price and Value

At $239.17 per person, this experience might seem a bit premium, but it’s justified by the upscale amenities, quality food, and beautiful scenery. Compared to longer or more complicated tours, the short duration makes it a manageable luxury—especially if you’re short on time but want a memorable evening.
The all-inclusive drinks and food add significant value, allowing you to indulge without worry. Plus, the small group size and the luxury vessel elevate the experience from a typical boat ride to a true treat.
Final Thoughts

If you’re looking for an elegant yet laid-back way to enjoy Kauai’s stunning southern coast at sunset, the Lady Kailani cruise will serve you well. It offers a perfect blend of comfort, scenic beauty, and good company—ideal for couples or small groups seeking a memorable, stress-free evening.
While it’s not the cheapest option out there, the quality of the vessel, food, drinks, and views make it a solid choice for those who want something special without the full day commitment. Just remember to plan your transportation and be ready for a moderate physical level—the experience is easy-going but involves being on a boat.
In short, this cruise provides a relaxing, scenic, and luxurious way to witness Kauai’s sunset, making it a worthwhile addition to your island itinerary.
FAQ

Is transportation included in the tour?
No, hotel pickup or drop-off is not included, so you’ll need to arrange your own transportation to the meeting point at 4353 Waialo Rd, Eleele.
What should I wear?
Comfortable, casual clothing suitable for being on a boat. Bring a light jacket or sweater for the evening as it can get breezy on the water.
Are there any restrictions for participation?
Yes, the tour is not suitable for those who are pregnant, have bad backs, recent surgeries, or mobility issues, as it requires a moderate physical level.
How long is the cruise?
The cruise lasts approximately 3 hours and 5 minutes, making it a manageable, yet memorable outing.
What kind of food is served?
A curated spread including grilled skewers, sliders, and fresh sushi rolls, all paired with an open bar featuring Mai Tais, wine, and beer.
Can I cancel if my plans change?
Yes, free cancellation is available up to 24 hours before the tour, with a full refund. Cancellations within 24 hours are not refundable.
This detailed review aims to give you a genuine sense of what to expect from the Lady Kailani Luxury Catamaran South Shore Sunset Cruise. Whether you’re celebrating a special occasion or simply want to unwind with beautiful views and good company, this cruise offers a refined way to experience Kauai’s natural beauty.
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