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
Leila Na Pali Sunset Dinner Sail
Reviews
521 reviews
Total reviews and rating from Viator & Tripadvisor
Lovely cruise along...
Mike T,,Jan 24, 2026
- Review from Viator
5.00Lovely cruise along Napali coast. Got a little rough but we were able to stay dry. Too cloudy for pretty sunset but saw lots of whales
East Coast Tour in the Winter
McKayla W,,Jan 14, 2026
- Review from Viator
5.00That was better than we could have ever dreamed. The huge group was warned that because it’s winter, the water was more choppy for the Napoli coast, especially that day. So the Captain made the executive decision to not do the Na Pali coast at all and go up the east coast. We didn’t have a problem with that, but others did and had the option to reschedule or refund for a chance at better waves. Which left us with a small group! There was the captain and three deckhands. They were just incredible. We loved them. So kind, helpful beyond belief, and personable. We loved their stories from living on the island and education for us about the island and ocean life. We also had other tours the rest of the week that we had questions and concerns about like scuba diving that a deckhand, Luke, knew everything about and calmed our fears and made us excited. You can move around the boat freely, barefoot, there was the trampolines you could even lay on! It was so relaxing and fun! Doing the east coast in the winter was just phenomenal weather. It was dreamy Hawaii. The whales were so active we saw breaching! The Captain went right over and allowed time to watch! Then there was more whales that we got to watch! It was basically a whale watching tour and I was HERE FOR IT! We even saw sea turtles coming up for air, dolphins, a seal on the beach, and goats on the mountain!! WHAT!? I absolutely loved the food. Appetizers and dinner buffet style so you don’t get hungry ever! The deckhands are always there to help get you food, more drinks, take your dishes, offer help with sickness, etc. they had everything you need if you were feeling nauseous. Which, because we did the east coast with no waves, no one was sick! And my husband gets super seasick and he wasnt sick at all! (That was his favourite part) I can’t say enough good things about this tour. It was a dream experience because of the crew. We did not have kids in our group. We have three children ourselves who did not accompany us, and we did talk about how we were glad they weren’t there because we don’t think they would have had fun for five hours. And the stress of keeping them safe and parenting for five hours would not have been relaxing. Hope that helps anyone. Thank you crew and Captain Kevin for the best Hawaiian activity out there!
Great Roster Island Dinner Cruise
Donald,,Dec 19, 2025
- Review from Viator
5.00It’s a bare foot cruise and in most cases you will get wet. Even though we only saw whale tale it was great. The scenery around the island was outstanding and the cruise staff were very helpful and knowledgeable.
You've Heard of A Booze Cruise? How About a Barf Cruise?!!
Ohtobeinsandiego,,Dec 13, 2025
- Review from Tripadvisor
2.00This was our second attempt to take this cruise. The last time, about 2 years ago, was cancelled due to weather conditions. Perhaps this one should have been cancelled, too. We embarked on December 11th, 2025. First, the catamaran was the smallest boat at the dock. We were fully booked with about 40 passengers aboard. Due to the roughness of the seas, all 40 of us were crammed into the main cabin area. Second, during the presale "weather" briefing, Capt. Mike mentioned we could expect 8-10 foot swells and if anyone was prone to sea sickness, perhaps they should cancel. But, he didn't explain exactly what 8-10 foot swells would do. He kind of made light of it, saying it would be "interesting." What he should have explained was that it would be like a huge roller coaster with the boat heaving up and down as the waves broke over the bow. My wife and I are not prone to seasickness, but at least 25% of our fellow passengers apparently were as they spent the cruise heaving over the side and into red Fire buckets. Third, only when we arrived to check in did we learn this would be a barefoot cruise. Nowhere was it mentioned during the online booking process or follow-up emails. The bare foot requirement was due to "safety" of passengers. I get it, some people show up wearing flip-flops, high-heels, etc. and they don't necessarily want to police footwear. But, I was wearing Sperrys, designed for boating and my wife was wearing hiking shoes with Vibram soles, extremely sticky soles. The deck was anti-slip with a very textured surface, so textured that some passengers cut their feet and one passenger severly skinned the top of her foot and leg when she dove for the railing to vomit over the side. They had to bring out the first aid kit for her. Fourth, the two deckhands had to play the hand that was dealt them by Captain Mike, emptying puke-filled fire buckets and guiding people to the rails to puke. They did a great job and tried to make the best of it. They served up appetizers, beer, wine and other beverages and later served pull pork and rice. My wife and I didn't eat any of it since we had spent the entire time watching our fellow passengers vomit. Kinda made us lose our appetite. It really didn't appear that anyone was having a great time.... Finally, immediately after the cruise, my wife received an email asking for feedback, either by posting a review or texting the feedback directly to them. She provided a similar account of feedback texted directly to them. As of Saturday, December 13th, we've not gotten a response. So, the lesson here is that this cruise takes you into open seas. It can be rough during certain times of the year. They should do a better job of explaining that and be mindful of how poor of an experience it is when you have to watch a good number of your fellow passengers puke during the cruise. Oh, and the coast that we sailed to see was beautiful.
Wonderful Sunset Catamaran Ride
Lori L,,Nov 24, 2025
- Review from Viator
4.00Lots of fun, a very active boat ride. The crew was amazing, and dinner was great! We saw dolphins, whales, and a beautiful sunset!
No wind in our sails - incredible experience
z0rillad,,Nov 23, 2025
- Review from Tripadvisor
4.00Captain Mike and his two person crew of Nichole and John were amazing tour guides. The view was breathtaking on both legs of the trip. The food and drink portion of the program was sufficient and satisfying. The only tiny wrinkle in our experience was the lack of wind which made this experience an amazing boat ride and not a sailing adventure. Would highly recommend the trip and we will look forward to sailing with them in the future.
Beautiful Tour of the Na Pali Coast with Holo Holo Charters
karentX2006XQ,,Nov 22, 2025
- Review from Tripadvisor
5.00We had a wonderful experience on the Holo Holo catamaran with Captain Glen. The 65 foot catamaran accommodated about 40 guests, and the buffet dinner served on our sunset dinner cruise was surprisingly good. I will say, the complimentary (included in the price of the tour) mai tais tasted pretty much like juice. But I'm sure they don't was guests on the boat over indulging on the water. According to our captain, the Kauai waters were unusually calm for late October, which allowed our boat to get closer to the Na Pali coast than is typical. The captain was very professional and experienced and knew a lot about the history of Kauai and Na Pali in particular. The ride was beautiful and we would highly recommend this charter company.
A must experience for scenery, sunset and sail!
Craig B,,Nov 22, 2025
- Review from Viator
5.00Sailing the Napili coast and Sunset what could be better than that! A little rough water, maybe because its Winter so I suggest taking dramamine, a patch or something like a Ginger chewable for sea sickness. We saw a whale and dolphins . The food and crew are fantastic and I highly recommend this experience!
Be prepared for extreme...
Carlee G,,Nov 21, 2025
- Review from Viator
4.00Be prepared for extreme wind . Hair should be pulled back, no hats. Also, be prepared for rough waves. The trip was great, it’s not for the weak.
Napali Coast dinner cruise.
C5791ZDrichardj,,Nov 16, 2025
- Review from Tripadvisor
5.00Got lucky as it was a picture perfect day in November. Captain Nate, mates Selma and Noah were very attentive and friendly. We highly recommend.
From US$263.82
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Operated by Holo Holo Charters, Inc.