Kauai: Leila Na Pali Sunset Dinner Sail
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September 2026
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Who is going?
Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
4.7/5
Based on 593 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Kauai: Leila Na Pali Sunset Dinner Sail worth booking?
Kauai: Leila Na Pali Sunset Dinner Sail is a 4-hour experience in Kauai, United States, from $241 per person. It scores 77 out of 100 on the Outty Ranking, which we label “Strongly Recommended”, based on a 4.7/5 rating across 593 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 77 / 100
- Rating
- 4.7/5 (593)
- Duration
- 4 hours
- From
- $241 per person
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 captai
What you get
About this experience
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.
What's included
Included
- Dinner
- 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)
Not included
- Gratuities
- Hotel pickup and drop-off
What you'll see and do
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!
240 minutes here
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.”
60 minutes here
Kauai
Photo Opportunities Galore—Be sure your camera is fully charged because between the views of the coast, the sunset, and the golden-hour selfies and group shots, you’ll need it.
Pass by without stopping
Kauai
Hospitality with Aloha—Our friendly crew members will be there to anticipate and fulfill your needs. Whether it’s topping up your drink, taking your picture, showing you where the bathroom is, or sneaking you an extra brownie, they’re on your side!
Pass by without stopping
Polihale State Park
Get a Sense of the Cultural History—The Napali Coast is uninhabited today but was once home to thousands of people. We’ll share the history, legends, and stories of this fascinating land, leaving you with a deeper understanding and appreciation for Kauai and her people.
Pass by without stopping
Kauai
Quality Food and Drinks—The bright and nourishing meals we serve are made fresh every day, using whole ingredients. There’s something for everyone’s thirst with our ample and creative selection of alcoholic and non-alcoholic beverages including craft beer, red, white, and sparkling wines, Koloa Rum Ginger Mai-Tais, juices, sodas and water.
Pass by without stopping
Kauai
A Safe and Original Experience—Every afternoon on the water is different, just as every sunset is different. Taking into consideration the weather and ocean conditions, your experienced Captain will use their discretion in planning the evening’s specific itinerary. Their aim is to show you as much as possible in the time we have, while always prioritizing your comfort and safety. Splashes can happen--bring a light jacket!
Pass by without stopping
Where it starts and ends
Meeting point
Kauai
Port Allen Marina Center 4353 Waialo Road Ele'ele HI 96705 Directions: https://www.holoholokauaiboattours.com/contact-us/port-allen/
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Port Allen Marina Center 4353 Waialo Road Ele'ele HI 96705 Directions: https://www.holoholokauaiboattours.com/contact-us/port-allen/
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 9 travelers per booking
- Operated by
- Holo Holo Charters, Inc.
Know before you go
- 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
Photos
What travelers are saying
Outty’s summary of the themes that recur across 591 traveler reviews. Written by us, not quoted from reviewers.
Food and drink
7 mentionsThe tastings and food stops are a highlight for most reviewers.
Photo opportunities
5 mentionsThe views and photo stops come up again and again.
Knowledge and storytelling
4 mentionsReviewers describe the commentary as informative rather than scripted.
Value for money
2 mentionsTravelers feel they got more than they paid for.
Traveler reviews
591 verified traveler reviews for Kauai: Leila Na Pali Sunset Dinner Sail. Ratings and reviews provided by Viator and Tripadvisor.
Very picturesque scenery,...
Very picturesque scenery, attentive staff , plenty of beverages and food. Crew members well versed on the different historical information.
via Viator
Must see experience in Kauai!
I booked this trip early, since it was a must see for us. We visited Kauai aboard the Pride of America cruise. Once I learned the ship no longer sailed past the Na Pali Coast, I looked to book our own excursion. I checked out several different tour options and chose Holo-Holo. I liked the time slot available, and that the boat was made in Kauai. I am so glad we did not book one of the Zodiac trips, which are fun, and just did one in Kona the day before. We appreciated being in a boat more equipped to handle what the seas may deliver on this trip. I booked the sunset cruise, so there is no snorkeling for this time slot. You are aboard for 5 hrs, which sounds like a lot, but the time went by so fast, it did not feel like it. I had read that the trip can get a little rough at times, but we had mostly calm seas. The initial leg out to the Na Pali Coast was the roughest part of the trip, with some white caps present. We sat up front, so expect to get wet if you choose to sit up there. It is a blast and we all laughed so hard when a wave came and just drenched us! Other people sat in the back and did not get a hint of water on them, so to each their own on that. There were a few people who appeared seasick and the crew took good care of them, so if f you are prone to this, take some Dramamine before boarding. Dinner was served on the leg back. Holo-Holo was able to hoist the sails for part of the ride back, which was beautiful. The crew was great and attended to everyone very well. They knew a lot about the history of the area, so try to lend an ear to hear what they are saying and ask questions! The Na Pali Coast is a must see if you go to Kauai. Your eyes just drink in the majesty of this coast. No picture fully captures just how magnificent it is. Seeing it from the water gives such a dramatic perspective; plus, since you are on a catamaran, you have the luxury of enjoying scenery longer. We were treated to an amazing sunset to top off this terrific trip. Holo-Holo offers a champagne toast to top it off. When planning your trip to Hawaii, there is so much to see, and it’s hard to narrow down how you want to spend your time. Booking this trip was definitely worth it. I highly recommended Holo-Holo when visiting on Kauai! It is best for anyone that loves seeing the wonder of nature.
Response from the operator: We are so glad to have had you aboard and are absolutely beaming reading how much you enjoyed your Sunset Dinner Tour! Thank you so much for joining us and for taking the time to share your experience. Nāpali is truly a magical place, and we couldn’t have said it better ourselves! We hope to see you again soon for another adventure. Mahalo & Aloha!
via Tripadvisor
Beautiful. Fun (for the seasickness prepared). Wet. The staff was extremely attentive.
We were out on the water from maybe 2:30 until after the sun went down at around 8:00. We got pretty wet staying out on top to avoid getting seasick down below. We were glad the boat was at about half-capacity, so we had room to move around. The scenery was spectacular, the staff attentive, but the ride was pretty rocky for most of the trip (which the captain said was pretty typical). Didn't really have the appetite for dinner, so we took it with us. Several people were seasick. Glad we avoided it.
Response from the operator: We appreciate your kind words and understanding about the rocky conditions, and love hearing how much you enjoyed your time with the captain and crew. There's nothing quite like the views along the Nāpali Coast, and we love knowing how much you enjoyed it! Mahalo and Aloha
via Tripadvisor
Staff was fabulous ...
Staff was fabulous Very knowledgeable, took care of all the passengers on board, captain made this a memorable trip
via Viator
Epic views, great service, great value!
Drew, Captain K, Shania and Christina were a fantastic team. They all went out of their way to be friendly helpful and service all the guests. I am especially appreciative of Drew who was captain for most of the trip. We had favorable weather conditions and calm oceans and so we made good time. He brought us not only to Kalalau, but almost to Hanakapi Beach! I have taken three tours with Holo Holo and this was by far the best. We even got to see into the caves up close. And Drew's narration was so informative giving us details along the way to help us understand the coastline and a bit of the history. The drinks, appetizers, and dinner were tasty and well presented. I give this six out of five stars!
Response from the operator: This is everything that we love to hear! We are so glad to have had you aboard and couldn't be happier knowing how much you enjoyed your tour and Captain Drew! Until we meet again... Mahalo and Aloha
via Tripadvisor
Good to know
- Duration
- 4 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $241 to $264
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 208
- Verdict
- Strongly Recommended
Why this scores 77
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Kauai: Leila Na Pali Sunset Dinner Sail: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Kauai.
How much does Kauai: Leila Na Pali Sunset Dinner Sail cost?
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Prices start at $241 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Kauai usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Kauai: Leila Na Pali Sunset Dinner Sail take?
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Plan for about 4 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Kauai is not rushed.
Is Kauai: Leila Na Pali Sunset Dinner Sail worth it?
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It holds an Outty Ranking of 77 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (4.7/5 across 593 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Kauai, and how flexible the cancellation terms are.
Can I cancel or reschedule Kauai: Leila Na Pali Sunset Dinner Sail?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Kauai: Leila Na Pali Sunset Dinner Sail suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 4-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Kauai: Leila Na Pali Sunset Dinner Sail?
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Around 208 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Kauai can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Kauai and add a light layer if any part of the 4-hour experience runs outdoors or after sunset.
Where does Kauai: Leila Na Pali Sunset Dinner Sail start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Kauai within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Kauai?
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Kauai sells Na Pali Coast boat and helicopter tours, Waimea Canyon drives, tubing through old plantation ditches and Hanalei kayak trips. Ocean conditions shut down the north shore boat runs in winter, so cancellation terms matter. On Outty we rank every Kauai experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Koloa Zipline in Kauai, Kauai: NaPali Boat Tour on the Amelia K, Kauai: Secret Falls Kayak and Hike. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Kauai?
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April to June and September to October, with calmest seas in summer. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Kauai?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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