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Kauai: Leila Na Pali Sunset Dinner Sail

4.65
4.7(569 reviews)
English
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Overview

Available languages

English

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

What To Expect

1

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!

4 hours • Admission Not Applicable
2

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.”

1 hour • Admission Not Applicable

Options

Kauai: Leila Na Pali Sunset Dinner Sail

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

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Reviews

4.65

569 reviews

Total reviews and rating from Viator & Tripadvisor

472
45
21
12
19
  • Terrific

    Ron B,Jun 14, 2026

    - Review from Viator

    5.00

    Great experience. The staff was really friendly, the sights were breathtaking and dinner was delicious.

  • Captain Mike and crew...

    Christiana H,Jun 14, 2026

    - Review from Viator

    4.00

    Captain Mike and crew were very attentive! Unfortunately spouse has mobility issues that prevented her from using the heads.

  • Outstanding Boat Adventure!

    Debbie L,Jun 13, 2026

    - Review from Viator

    5.00

    An outstanding time with HoloHolo Charters! Captain Mike, his crew Coral and Casey were great! To see the Kauai coastline was incredible. Really appreciated Captain Mike’s attention to safety onboard and Casey and Coral were great in explaining about the Hawaiian heritage and keeping everyone hydrated. The appetizers were great and the dinner delicious. And the evening was topped off with a yummy brownie and champagne at sunset! Thank you all for a delightful time!

  • Absolutely amazing

    Kimberly S,Jun 12, 2026

    - Review from Viator

    5.00

    Fanatic views and super nice and attentive crew. Highly recommend to anyone wanting to see the Na Pali coast.

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  • A very safe trip

    Hector T,Jun 10, 2026

    - Review from Tripadvisor

    5.00

    Beautiful views and a fantastic crew that was always super attentive to our needs. The snorkeling trip is done only in the mornings and that would have made it better.

  • Sunset dinner cruise

    GregD1750,Jun 10, 2026

    - Review from Tripadvisor

    5.00

    We had an awesome time with Captain Max & the team from HoloHolo Charters today on the Napali Coast Sunset Dinner Cruise. They were incredible and the food & drinks were as well. Highly recommend HoloHolo Charters and Captain Max!

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  • An absolute must

    Carrie S,Jun 10, 2026

    - Review from Viator

    5.00

    A wonderful sunset tour with family. Great crew and captain, wonderful food and drinks, all around fantastic time. Scenery was mind blowing…don’t miss this cruise along the coast.

  • Sea sick

    Jennica L,Jun 5, 2026

    - Review from Viator

    1.00

    I was sea sick the entire time and didn't get to enjoy anything unfortunately. I didn't get to eat or drink so that was also a bummer.

  • Incredible and fascinating!!!

    manuelsD2983NB,Jun 5, 2026

    - Review from Tripadvisor

    5.00

    Incredible experience! Honestly, the trip was super calm and the guides, the captain, and the food were amazing! Thanks to Claire for the excellent service!! She saved my cap in the middle of the sea!!

    manuelsD2983NB's photo 1
  • Up Close View of Na Pali Coast

    Colettejmeyer,Jun 4, 2026

    - Review from Tripadvisor

    4.00

    The staff was great and very attentive, the food and drinks were good, the catamaran is very nice, and it's really the best way to get close up to the majestic Na Pali Coast, so it's worth it for that. Be prepared, though, for us it was not a serene cruise experience on calm waters. It is a long, 5+hour round trip and the waters on the way out as you make your way to Na Pali can be rough. None of my family got sea sick as we all took Dramamine beforehand, so that was good. We did get drenched as we sat near the side of the boat at the back, which was preferable to us than the interior covered cabin for motion sickness. The sunset view on the way back, which was calmer, was spectacular. All in all, it was an experience we will remember for a long time but is not for the faint of heart!

    Colettejmeyer's photo 1
    Colettejmeyer's photo 2
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Operated by Holo Holo Charters, Inc.

A product of Trip Social Group

Australia: Pavel Australia Pty Ltd

Việt Nam: Công ty TNHH Trip Social

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