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Experience Kauai's stunning Na Pali Coast on a 5-hour sunset dinner sail aboard a sleek 50' catamaran, with wildlife sightings, local cuisine, and sunset Champagne toast.
The Leila Na Pali Sunset Dinner Sail offers a memorable way to explore Kauai’s iconic Na Pali Coast. For $263.82 per person, you get approximately 5 hours of cruising, dining, and sunset viewing aboard a 50-foot catamaran. This tour departs from Port Allen Marina and combines scenic water routes with a delicious onboard dinner, drinks, and the potential for seasonal whale sightings. The vessel’s sleek design and traditional sailing options make it especially appealing, though conditions can occasionally turn rough, so physical readiness and flexibility are beneficial.
Highly praised for its knowledgeable crew and breathtaking views, this experience suits those seeking a relaxed yet visually spectacular evening on the water. The tour’s inclusion of local food, soft drinks, and Champagne makes it feel like a full-fledged celebration of Kauai’s natural beauty, but it’s best suited for guests comfortable with ocean conditions and capable of moderate physical activity.


This tour showcases 17 miles of Kauai’s famous Na Pali Coast, accessible only by sea or land. The cruise departs from Port Allen Marina and takes you past spectacular cliffs, waterfalls, and hidden valleys. The vessel’s size and design allow smooth navigation along these dramatic landscapes, which are best appreciated from the water’s vantage point.
The route includes stops at Na Pali State Wilderness Park, where you witness steep cliffs and lush waterfalls up close. The boat’s ability to sail traditionally, harnessing only the wind when conditions permit, adds an authentic touch to this water adventure. The crew’s expertise ensures a safe trip, even if ocean conditions become a bit lively.
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One of the highlights of the tour is the chance to spot dolphins, sea turtles, and during the season, humpback whales. The crew keeps a keen eye on the water, and guests are encouraged to bring fully charged cameras for the abundant photo opportunities. Whale watching is seasonal, primarily from December through April, and can be a memorable addition to the scenic cruise.
The boat’s design makes it an excellent platform for observing marine life while maintaining a peaceful, quiet environment when the sails are hoisted. Guests may also see goats, rainbows, and other natural features as the vessel moves along the coast.

The timing of the cruise aligns with sunset, offering spectacular views as the sky turns golden. The crew often provides photo opportunities of the coast, the sunset, and the golden hour glow, making it perfect for capturing memories.
Guests are advised to fully charge their cameras and bring extra memory cards due to the multitude of picturesque scenes. The bright, golden light during this time enhances the already stunning vistas of waterfalls, sea caves, and rock formations, providing an ideal backdrop for selfies and group shots.

A freshly prepared dinner is served onboard, featuring green salad, pasta salad, teriyaki chicken, Kalua pig with cabbage, stir-fried veggies, and rice. Vegetarian options include tofu and stir-fried vegetables. The meal is complemented by a variety of beverages, including mai tais, beer, wine, sodas, and water.
A Champagne toast marks the sunset, enhancing the celebratory mood. The crew’s friendly service ensures everyone’s drinks are topped up, and they are available to assist with dining requests. The quality and freshness of the food, prepared daily with whole ingredients, add a satisfying touch to the cruise experience.

Throughout the voyage, the crew shares stories about the history and legends of the Napali Coast. While the coast is now uninhabited, it was once home to thousands of people, and the crew provides context about its cultural significance.
This storytelling aspect adds depth to the scenic experience, giving guests a richer understanding of Kauai’s past. The crew’s knowledge and friendly demeanor make the commentary engaging without interrupting the tranquil atmosphere of the ocean.
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The sailing experience varies with weather. When conditions are favorable, the crew hoists the sails, and the boat is propelled by trade winds reaching speeds of up to 18 knots, creating a smooth, traditional sailing experience.
The captain and crew are dedicated to safety and comfort, adjusting the route based on ocean conditions. It’s common for the vessel to sail quietly, allowing guests to enjoy the peaceful sound of the wind and waves. Splashing can occur, so bringing a light jacket is recommended for comfort during the evening.

The onboard menu emphasizes whole, fresh ingredients, with a variety of options for different tastes. The dinner includes meat dishes, vegetarian options, and dessert, served in generous portions. The beverage selection covers a wide range, from craft beer, red and white wines, and sparkling options to non-alcoholic drinks like juices and sodas.
Guests cannot bring their own alcohol, but the crew’s offerings are well-regarded for their quality and presentation. The Champagne toast at sunset is a memorable highlight, adding a celebratory element to the cruise.

The tour accommodates up to 41 travelers, providing a comfortable environment for socializing or enjoying quiet moments. Children must be at least 5 years old, and the tour is best suited for those with moderate physical fitness due to boat movement and the need to remove shoes before boarding.
Accessibility can be a consideration, especially during rough ocean conditions, which may limit the experience for some individuals. Expect ocean conditions to vary, and the captain has discretion over the route to ensure safety.
Booking typically occurs about 41 days in advance, reflecting high demand. The tour offers free cancellation up to 24 hours before the scheduled start, providing flexibility for weather or personal plans.
Guests are encouraged to bring sunscreen, towels, a light jacket, and a camera. The meeting point is at Holo Holo Charters, with no hotel pickup included. Arriving equipped and prepared enhances the overall experience, especially given the unpredictable nature of ocean conditions.
This 5-hour water adventure blends stunning Na Pali Coast scenery, marine wildlife sightings, and delicious local cuisine for a well-rounded Kauai experience. The knowledgeable crew and authentic sailing add a charming, educational touch that appeals to travelers eager for both relaxation and insight.
While ocean conditions can sometimes turn rough, the crew’s professionalism ensures safety and maximizes the chance of enjoying the highlights, including whale sightings during season. The inclusion of a Champagne toast during sunset elevates the experience to a festive, memorable event.
This tour is especially suitable for those comfortable with moderate physical activity and ocean travel, seeking a beautiful, relaxed evening on the water with excellent food, drinks, and views.
“This experience has been the highlight of our trip! Captan Max explained safety and what to expect with the weather very well and with a good dose…”
How long is the Leila Na Pali Sunset Dinner Sail?
The tour lasts approximately 5 hours, from departure at Port Allen Marina to return.
What is included in the price?
Price includes sightseeing on a 50-foot sailing catamaran, a dinner with various dishes, mai tais, beer, wine, soft drinks, and a Champagne toast at sunset. Wildlife sightings are also possible.
Are whales seen during the tour?
Yes, seasonally from December through April, humpback whales can be spotted, along with dolphins and sea turtles.
Is the tour suitable for children?
Children must be at least 5 years old. It’s recommended that guests have moderate physical fitness due to ocean conditions.
What should I bring?
Guests should bring sunscreen, towels, a light jacket, and a camera. The tour provides everything else needed.
Can I cancel if weather is poor?
Yes, free cancellation is available up to 24 hours in advance. If canceled due to weather, a full refund or reschedule is offered.
Is hotel pickup included?
No, transportation to the meeting point at Holo Holo Charters is not included.
What is the maximum group size?
The tour hosts up to 41 travelers, ensuring a comfortable experience.
Are there any restrictions on bringing alcohol?
Guests may not bring their own alcohol; the crew serves drinks during the cruise.
What happens if ocean conditions are rough?
The captain may adjust the route, and in some cases, sailing might be canceled for safety. The crew aims to show as much as possible while prioritizing comfort and security.