Kauai: Leila Na Pali Sunset Dinner Sail
Overview
Available languages
5 hours
Mobile ticket
Let us wine & dine you as we sail off into the sunset along Kauai’s spectacular Napali Coast. Enjoy appetizers, craft beer, wine, and Koloa Rum Mai-Tais aboard our sleek and spacious sailing catamaran, Leila. Your captain will share legends and stories of this sacred and historical coast as we bask in the glory of her 4000’ cliffs, emerald valleys, sparkling waterfalls, secluded beaches, and majestic wildlife including Hawaiian spinner dolphins and humpback whales (seasonally, December- April). We’ll serve you a nourishing and delicious meal in the most stunning setting Kauai has to offer. Sailing across the ocean by the power of the wind will ignite your senses and make you feel alive! We’ll raise a toast as the sun falls below the horizon and the afterglow casts warm hues upon the island. Treat your loved ones to the very best on this adventurous-yet-relaxing golden-hour excursion where photo opportunities abound, and treasured memories are made.
Additional Info
Service animals allowed
Not recommended for travelers with spinal injuries
Not recommended for travelers with poor cardiovascular health
Travelers should have at least a moderate level of physical fitness
Passenger Policy
1. This is an adventure. Ocean conditions vary and may be rough. Participation may not be suitable for everyone; boarding of physically challenged individuals is at the captain’s discretion.
2. Not recommended for guests with back, neck, knee, hip, or other joint problems, chronic pain, recent injuries or surgeries, or severe motion sickness. No refunds for seasickness; prevention is best with over-the-counter remedies.
3. No expectant mothers.
4. Children must be 5 years or older.
5. Routes, destinations, and snorkeling are subject to change without notice due to weather and ocean conditions.
6. Cancelled tours are fully refundable or gladly rescheduled.
7. “No shows” or any cancellation within 24-hours of check-in time is subject to a 100% charge of the total fare including tax.
8. We are not responsible for lost, damaged or stolen items.
9. Mobility aids such as canes, walkers, crutches, wheelchairs, etc. are not allowed on board.
10. We do not land on shore.
11. Non-swimmers are not allowed in the water.
12. Full-face snorkel masks are prohibited. Only traditional two-piece masks and snorkels may be used. For safety, please avoid snorkeling within 24 hours after arriving from a flight over 5 hours
13. If you do not have your daily or prescribed medication with you, i.e. inhalers, EpiPens, diabetic medication, you must reschedule your tour for another day.
14. No smoking of any kind, including electronic cigarettes.
15. You should bring your own towels, sunscreen, a light jacket and camera. We will provide everything else.
16. All tours are barefoot. Shoes must be removed before boarding, with orthopedic/diabetic exceptions at the captain’s discretion.
17. Per our liquor license, guests may not bring alcohol. IDs are required for age verification. Intoxicated guests will not be served and may be denied boarding. Alcohol is served only after snorkeling on applicable tours.
18. No coolers or drones/unmanned aircraft are allowed on-board.
19. Spray/aerosol sunscreens are prohibited as a safety hazard. Please use reef-friendly lotion sunscreens instead.
20. Marine toilets clog easily. Only flush human waste and the toilet paper provided.
21. Please use the designated gravel parking lot.
22. All complaints of harassment or assault, and any suspected illegal activity, will be reported to the proper authorities.
23. We reserve the right to refuse service to anyone who does not meet health, safety, or policy requirements.
As a company that puts sustainability at the forefront of goals, we request you bring your own reusable water bottle with you on tour.
Child rates apply to ages 5-12, and adult rates apply to ages 13 and above.
No expectant mothers are permitted to join the tour
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
Na Pali Coast State Wilderness Park
See the Incredible Napali Coast— We’re talking 4,000’ cliffs, steep cathedral spires, deep emerald valleys, waterfalls, picture-perfect beaches, sea caves, rock arches, rainbows, goats, dolphins, turtles, sunsets & much more!
Kauai
The Joy of Sailing—Granted there’s wind and conditions allow, we’ll hoist the sails, cut the motors and let the trade winds propel us along the coast. We’ve had Leila rocking up to 18 knots! Boat enthusiasts will appreciate Leila’s smart design and “nice lines.”
What‘s Included
Mixed green salad, Pasta salad, Teriyaki chicken, Kalua pig & cabbage, stir-friend veggies and tofu, and rice. Dessert too!
See the Napali Coast, amazing marine life, and more!
Mai tais, beer, wine, and soft drinks during the cruise. Sunset champagne toast
Sightseeing cruise on a 50-foot sailing catamaran
The chance to see humpback whales (in season)
Gratuities
Hotel pickup and drop-off
Options
Kauai: Leila Na Pali Sunset Dinner Sail
Reviews
542 reviews
Total reviews and rating from Viator & Tripadvisor
Beautiful Experience
Diane R,Apr 22, 2026
- Review from Viator
5.00The experience was amazing and the crew and captain were awesome!! We had a wonderful time and even saw whales!! Highly recommend to anyone wanting a water experience.
A Chance to See Everything
Tehachapi,Apr 21, 2026
- Review from Viator
5.00This sail was fantastic. Capt. Max and the all female crew were as cool as could be. Great food, great music and great things to see. We saw whales, dolphins, turtles, flying fish and goats in the cliff ridges.
Sunset sail
N3314KKpattig,Apr 19, 2026
- Review from Tripadvisor
5.00This was an amazing trip. We saw a small family of whales and later bottle nose dolphins swam with the boat. Coastline is beautiful, the ship takes you up close to a waterfall. If you are up front, 100% chances of getting soaked. Very fun.
Beautiful, comfortable and sunset
laurenm965,Apr 17, 2026
- Review from Tripadvisor
5.00We couldn’t have had a better experience, the captain (Max) the crew(John and Jace) were fantastic! Super nice, experienced and knowledgeable!
What a lovely afternoon!
Jeffrey C,Apr 13, 2026
- Review from Viator
5.00Communication before the trip was excellent -- we had 2 people who didn't come to Kauai, and we canceled them and it was very easy. Also, they changed the departure time from 1:30pm to 2:45pm, which they said was to combine 2 boats-- which was fine because it was wavy-- 75 less minutes on the waves was probably good for us all! Staff was INCREDIBLE-- phone staff, check in people, boat crew, and captain. All super professional and friendly; also constantly offering to bring food or drinks to passengers since it was wavy. Some people braved the front of the boat, some people walked around a bit, and some people like us just stayed in the middle back seats and enjoyed the view. Dinner was lovely, drinks were plentiful (both soft drinks and mai tais!) and I will repeat that every single staff was super friendly, efficient, and thoughful for those of us who didn't feel like standing. We lucked out with our cruise on the only sunny day we had out of the 5 in Kauai! We happened to have booked that sunny day a month in advance, but they do allow changes and cancellations up to 24 hours before the cruise, so their flexibility made it very easy to choose them. By the time sunset came, the sun had disappeared behind clouds, but we didn't really care as the rest of the trip had gone so well. 100% recommend! PS--We only saw 2 of the maybe 35 passengers get sick over the side. That said, one woman never stopped heaving the whole time, so be sure to medicate even if you think you'll be fine. Took 2 pills of the CVS/ Long's Drugs version of "less-drowsy" dramamine one hour before sailing and we felt great.
This Is The One!
JohnW915,Apr 12, 2026
- Review from Tripadvisor
5.00What an exceptional sunset cruise experience! Captain K and his crew were professional, personable and attentive to the needs of the passengers. It was great to see the Na Pali coast including the Jurassic Park view - iconic! And the food (pork & teriyaki chicken) was excellent. Cannot say enough good things. We highly recommend this cruise and Holo Holo Charters!
a great experience that in intend to enjoy again.
davidgL6226JM,Apr 12, 2026
- Review from Tripadvisor
5.00had a great time with captain mike. a fine sailor, as well. at 5 hours in duration, the cruise was well worth the money, i would recommend holo holo charters to anyone
Can’t miss this experience!
Z6653PSkellyh,Mar 19, 2026
- Review from Tripadvisor
5.00Glenn, Jasmine, John took amazing care of us on our sunset cruise to see the Napali coast. To top it off we saw so many whale. Glenn was an expert captain and made the ride for comfortable. I experience motion sickness easily, and while I did take Dramamine ahead of time, he navigated the large swells with ease. All three employees had fun personalities which added to the experience. I can’t recommend Holo Holo charters enough!
Rainy but still well managed
Federico M,Mar 11, 2026
- Review from Viator
4.00We were unlucky with the weather but we still enjoyed it! View is amazing and we also got an amazing rainbow
Epic!
V663IJlaurieo,Mar 9, 2026
- Review from Tripadvisor
5.00This was the highlight of our two-week trip to Hawaii. We saw whales, dolphins, and the amazing NaPali coast. The most beautiful scenery of my life. The food was really good, nice beverages, and the crew made sure we were all kept happy and informed.
From US$263.82
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Operated by Holo Holo Charters, Inc.