Leila Na Pali Sunset Dinner Sail in Kauai booking from $240.86

Leila Na Pali Sunset Dinner Sail

Overview

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.

City: Kauai

Wed 11 Jun

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Starting at $240.86

Make a reservation

Wed 11 Jun

Starting at $240.86

Make a reservation

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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)

Additional Info

Service animals allowed
Not recommended for travelers with spinal injuries
Not recommended for pregnant travelers
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 can vary and may turn rough at times. It may not be suitable for some folks (all physically challenged individuals are subject to captain's discretion).
2. Not recommended for individuals who have/had back problems, recent injuries or surgeries
3. No expectant mothers.
4. Children must be 5 years or older.
5. All tour routes and destinations are subject to change without notice. Ocean conditions can and will sometimes turn rough. Snorkeling depends on ocean conditions.
6. Cancelled tours by Holo Holo Charters 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. We reserve the right to refuse service.
10. Mobility aids such as canes, walkers, crutches, wheelchairs, etc. are not allowed on board.
11. We do not land on shore.
12. Non-swimmers are not allowed in the water.
13. Full-face snorkel masks are not allowed; guests are required to use traditional two-piece snorkel and mask sets.
14. If you do not have your prescribed medication with you, i.e. Inhalers, EpiPens, diabetic medication and/or any other daily medications, you must reschedule your tour for another day.
15. No smoking of any kind, including electronic cigarettes.
16. You should bring your own towels, sunscreen, a light jacket and camera. We will provide everything else.
17. All tours are "Bare-Foot". Passengers will remove their shoes prior to boarding. Only orthopedic/diabetic exceptions will be made at captain's direction.
18. In accordance with our liquor license, guests may not bring their own alcohol and IDs are required for age verification. Intoxicated guests will not be served and may be denied boarding. Alcohol will be served only after snorkeling on applicable tours.
19. No coolers or drones/unmanned aircraft allowed on-board.
20. Spray-on sunscreen is a safety hazard and may not be used on-board the vessel. We encourage using reef-friendly sunscreens.
21. Our vessels are equipped with sensitive marine heads (toilets) that clog easily. Do not flush anything other than what your body produces and the toilet paper we provide.
22. Please use Holo Holo parking lot only or your car will be towed.
23. All complaints or incidents of harassment, sexual harassment, or sexual assault will be reported to the proper authorities.
As a company that puts sustainability at the forefront of goals, we request you bring your own reusable water bottle with you on tour.
No expectant mothers are permitted to join the tour

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.”

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.

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!

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.

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.

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!

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Cancellation Policy

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

Traveler Photos

Reviews (451)

MillValleyHiker

Mar 2025

The sunset cruise that we scheduled was cancelled twenty minutes after we were set to sail. At 8pm the night before the cruise we received an email stating that the boat would not sail but it would motor. We decided to go forward with the 1:30PM cruise and arrived well ahead of our schedule departure time. Without any warning and well after our scheduled cruise time the boat captain informed us that the cruise was cancelled because of mechanical issues. At 2:20PM, almost an hour after the schedule cruise start time we received an email stating that the cruise was cancelled. The communication and overall customer experience was unacceptable. We traveled over an hour by car from the north shore to join this cruise. Very disappointing!!

46JeanneK

Mar 2025

I highly recommend this Holo Holo cruise. The tour was well organized, the boat comfortable and the crew top notch. And of course nothing like seeing the Napali Coast from the ocean. The day we went seas were high even for March, so our trip was not a standard one. We were offered the opportunity to reschedule with several took advantage of. Captain Mike, Kevin and Leila kept the beverages flowing, shared the history of this beautiful spot and managed our safety. It was a rough but exhilarating ride. We loved it, but it was hard for some. ( take Dramamine!) Kudos to the captain for his skill in maneuvering through the chop and giving us the full tour. Pros - comfortable clean boat - emphasis on safety - attentive skilled crew - Whales and dolphins - Dramatic coastline - beverages and food was good Cons -If the tour had full comfortable seating might have been scarce -hard to hear staff commentary

Response from Host

Mar 2025

Thank you so much for joining us and for taking the time to let us know what you thought of your experience! We are beaming and hope to see you out on the water again soon! Mahalo and Aloha

tripleSeven68

Mar 2025

When you hear the captain of the catamaran offer a refund or rebooking due to strong winds and rough water, believe him and cancel. We didn’t and had a very rough 5 hours. People throwing up, me hanging on with a death grip from time to time and there was no chance of my eating dinner. I will say the crew was great, but I had no business being on that trip. I can understand though what a beautiful trip it would be on a calm day. So sorry I didn’t get to experience that.

Response from Host

Mar 2025

Thank you for sharing your experience and for recognizing the efforts of our crew—we truly appreciate your kind words about them. We understand that ocean conditions can greatly impact a guest's experience, which is why, on days when conditions may alter our advertised route or be rougher than usual, our Captain provides a Weather Briefing before departure. This is not something we do every day, but rather a proactive step we take to ensure full transparency. The goal is to give every guest the opportunity to make an informed decision—whether to proceed as disclosed, reschedule for another day at no cost, or cancel for a full refund. We’re truly sorry to hear that the conditions made your tour uncomfortable, and we appreciate your understanding of how incredible this experience can be on a calmer day. If your travels bring you back to Kauai, we’d love the opportunity to welcome you aboard again under smoother conditions. Mahalo and Aloha

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Leila Na Pali Sunset Dinner Sail

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