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
535 reviews
Total reviews and rating from Viator & Tripadvisor
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.
Amazing
Michelle L,Mar 5, 2026
- Review from Viator
5.00Kevin and the girls were great! Food was great. We had beautiful weather and lot’s of fun. Saw whales, dolphins , while enjoying stories of the history, spectacular views and sunset!
Not to be missed
Marion R,Mar 5, 2026
- Review from Viator
5.00The Napoli Coast is beautiful and seeing it by boat is the way to do it. Our cruise was incredibly fortunate and not only saw whales, but saw a mother whale teaching her baby behaviors. It was spectacular. The food was unusually good for a boat meal!
Seasick
leslieo783,Mar 2, 2026
- Review from Tripadvisor
3.00Unfortunately, for me, it was a horrible experience. I was extremely seasick, despite taking Dramamine and ginger would not recommend it for those with weak . Crew was great.
beware the swells
Elise D,Mar 2, 2026
- Review from Viator
3.00This cruise experience was tainted by extreme sea sickness because of the huge swells. The captain warned our group before that it can get "exciting" and offered a refund if that didn't sound fun to us. I just had no idea, it would be hours of feeling every 10' wave. I had taken over the counter meds to try to prevent any issues, but it didn't do anything for the type of open water with high waves that we were in the whole time. I think I just didn't realize how bad it could be and for so long. There were four people (that I knew of) that were throwing up. It was just too long and we choose a bad weather day. The crew and captain were fine, but there were so many people crammed onto the boat (it was overly full, and hard to find a place to sit) that you almost had to beg for any service or attention. There was no information or history told, and when the captain did address the group, you couldn't hear anything he said unless you were right next to him. The food was okay, nothing to write home about, it was so expensive, not worth that amount of money. I would do another one of these cruises but on a bigger boat and for half the time.
Relaxing, beautiful, and well cared for. Holo Holo Charters is great!
Bryan G,Mar 2, 2026
- Review from Viator
5.00Holo holo, Captain Mike, and the crew made our day really special. From the ability to reserve online, to the reminders, to the Captain meeting us on time and escorting us to the catamaran and giving the safety talk, it was clear we were in good hands. The crew made us feel welcome and comfortable, providing a helpful hand to maneuver around the boat, and welcome snacks and drinks for our sunset cruise and sight seeing tour of the Na Pali coast line. The dinner was good drinks were plentiful. An amazingly relaxing sightseeing trip. Highly recommend!
Great tour. Staff very...
Dee J,Feb 27, 2026
- Review from Viator
5.00Great tour. Staff very friendly and helpful. Always making sure everyone was save. They were very knowledgeable about the Napali coast
A must do!
Madison M,Feb 22, 2026
- Review from Viator
5.00Holy Smokes! What an incredible trip of a lifetime. We by far had the best crew and boat, from a phenomenal view of the coast line, to whales and spinner dolphins jumping out it was hard to beat. The gorgeous sunset toast and food/drinks offered were also top tier. We will highly recommend and be back in the future!!
From US$263.82
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Operated by Holo Holo Charters, Inc.