Napali Sunset & Dinner Sail

Napali Sunset Sail

Duration 4.5 Hours

Adults $159

Children 5-12 $139

Check in at 1:30 pm
For safety, no children under 5 allowed on this tour

Watch the colors of the coastline change as the sun sinks into the ocean; it’s truly gorgeous.

Join us on our Napali Sunset Sailing Tour aboard Leila, our 50-foot, Kauai-built sailing catamaran, and experience the astounding beauty of Napali’s 3500-foot cliffs, cascading waterfalls, sea caves, secluded beaches, and abundant marine and wildlife. Sit back and enjoy a delicious Hawaiian-inspired meal and celebrate the setting of the sun with a sparkling wine toast to wind down an unforgettable Kauai sunset cruise.

Here at Holo Holo Charters, we’re passionate about sailing! Turning off the motors, setting the sails, and letting the power of the wind move us across the ocean, really puts us in touch with our humanity and satisfies our need to explore and adventure. Sharing this passion is our business, so please come aboard our Napali Sunset Sailing Tour and let us wine and dine you up the Napali Coast, and take you sailing into the sunset!

We’ll be taking Leila—our spacious and beautiful 50-foot, Kauai-built sailing catamaran. Leila was very specifically designed to efficiently sail Kauai’s coast and to look amazing while doing it! Her narrow hulls and low center of gravity make for a most comfortable ride. You’ll find plenty of room to spread out on Leila’s deck and her nets, and there are two restrooms on board for your convenience.

Since we are passionate about sailing, we only hoist the sails if weather permits, we need wind to fill the sails! We try to avoid motor-sailing as many others do, sails up and engines on, as the joy of sailing comes from the quiet you can only experience with motors off and the natural push of the wind. On this tour we are covering over 60 nautical miles, so we will be motoring most of the trip, but when conditions permit we will sail for up to thirty (30) minutes or more.

We’ll get situated, cast the lines, and take a right out of Port Allen Harbor, making our way up Kauai’s westside to the Napali Coast. Make sure to keep your eyes peeled for dolphins, whales (seasonal), and turtles that frequent the area.

After passing Polihale State Park, we’ll be in the heart of the world-famous Napali Coast. Napali is the gem of Hawaii, and the warm afternoon is an excellent time to take it all in. Your captain and crew will narrate the journey, telling you the fascinating history and colorful legends behind Napali’s beaches, valleys, reefs, caves, and arches. Glimmering waterfalls and the changing colors of the late afternoon sky provide the most romantic backdrop for this incredible and informative experience.

When we’ve turned around and we’re pointing south is usually when we’re heading downwind, which makes this the best time to get our sail in! Upwind sailing can be a bit bumpy but downwind is dreamy, so we’ll set the sails, kill the motors and let Leila do what she does best–gracefully travel along the Napali Coast by the power of the wind.

When the Kauai dinner cruise bell rings, it’s time to enjoy a locally-made meal—we’ve got pupus (appetizers) to start, followed by a delicious Hawaiian-inspired dinner to fill you up. In the beverage department, we can offer you water, soft drinks, juices, or– if you want to kick it up a notch– beer, wine, seltzers, or our Ginger Mai Tai’s made with award-winning, local, Koloa Rum. At sunset, we’ll share a sparkling wine toast to celebrate the day, because we got to enjoy another beautiful day in paradise!

By the time we get back to the dock and conclude the evening’s Napali sunset dinner sail, you should have not a worry in the world, but a big smile, a rosy glow, a warm heart, and memories that will last a lifetime.

Dinner Menu
Pupus (Appetizers)
Meat, Cheese & Cracker Platter
Veggie Crudite: Vegan/GF
Ranch: Vegan
Roasted Red Pepper Hummus: Vegan/GF

Teriyaki Chicken: GF
Teriyaki Tofu: Vegan/GF
Roasted Stir Fry with Veggies: Vegan/GF
Somen Noodle Salad: Vegan
Hapa Rice: Vegan/GF
Local Garden Greens with Lemon-Herb Vinaigrette: Vegan/GF

Double Chocolate Brownies – Vegetarian

Water, Island Juices & Soft Drinks
Island Spritzer (Passion Orange, Guava, Pineapple) Vegan/GF
Beer, Wine, Koloa Rum Ginger Mai Tai & Sunset Champagne Toast
[Served buffet style, to be served by 1 crew member]

Tour Details
See the Napali Coast, amazing marine life, and more!
Stir-fry Dinner with Hawaiian influence
Mai tais, beer, wine, and soft drinks during cruise. Sunset champagne toast
The chance to see humpback whales (peak season Dec-Apr)
Tour Details

Check in at 1:30 p.m. at our Port Allen location (time varies by season).
For safety, no pregnant women or children under 5 allowed on this tour.

Address: 4353 Waialo Rd #5a, Eleele, HI 96705
We recommend that all guest bring a light jacket and a towel with them for extra comfort in case the weather is not as warm as usual the day of the tour.

For safety, no pregnant women or children under 5 allowed on this tour.
Note that tours often fill up 3 – 5 days in advance. Booking your tour early in your vacation window is a good idea in case the weather forces us to postpone your tour.

We pride ourselves on creating fun and memorable ocean adventures for our guests. Your safety is our top priority; therefore, all tour routes, destinations, and snorkeling activities are dependent on ocean and weather conditions. Conditions around Kauai can change quickly, so our expert captains are constantly analyzing and may wait until check-in time to determine the best route for the day. If that occurs, you will have the opportunity to go on the altered tour, reschedule to another day, or cancel your tour at no charge if it is weather related.

Disclaimer: This is a once-in-a-lifetime adventure. It may not be suitable for individuals who are physically challenged. Those who suffer from motion sickness should take precautions. Safety and your experience are always our top priority. Ocean conditions can sometimes turn rough, therefore all tour routes and destinations are subject to change due to weather. Snorkeling depends on ocean conditions. Please review our full Passenger Policy here.


COVID-19 Statement

Holo Holo Charters knows the importance of protecting beautiful Kaua’i. Our primary goal is to ensure the safety of our guests, employees, and small island community. We look forward to providing safe and exciting ocean adventures for you, our extended ‘ohana.

We are taking additional care to minimize the risks associated with travel and group activities. We ask that all guests follow the guidelines below and practice care with health and hygiene. If you or any member of your party has been feeling ill, please let us know as soon as possible.

Guests are required to complete a digital health waiver as well as a COVID-19 health screening prior to proceeding on tour.
If you or any member of your party have had symptoms related to COVID-19 including sore throat, cough, fever, shortness of breath, etc. we request that you stay home and seek medical care.
Please sanitize your hands prior to entering our office and prior to boarding our vessel. Wash or sanitize your hands frequently.
Please follow social distancing guidelines at all times. Maintain a distance of 6 feet between yourself and other guests who are not a part of your family/group whenever possible.
Please cover your mouth when coughing or sneezing.
Holo Holo Charters – COVID-19 Company Policies

Holo Holo Charters is taking additional steps in our daily operations by cleaning, disinfecting, and updating protocols to ensure the safety and wellbeing of our guests and employees. Our policies adhere to the U.S. Coast Guard’s COVID-19 safety requirements, CDC recommendations, and local requirements.

Our commitment to you:

We have increased our cleaning and sanitization procedures onboard the vessels to exceed CDC guidelines, including physical cleaning with EPA-approved disinfectant. Additional hand sanitizer stations are available throughout our office and the vessels for your safety.
Frequent wipe-downs of high-touch common areas are performed in our office and onboard our vessels.
Holo Holo checks all employee temperatures daily. Any employee having a temperature of 100.4 degrees or higher will not be permitted to work to ensure the safety of our employees and guests. Each employee is required to pass a health screening before clocking in for their shift.
All complimentary snorkeling gear (snorkel, mask, fins, and flotation devices), are cleaned and sanitized before and after every use, using protocols and products suggested by the CDC.
All onboard meals are served in accordance with state requirements.

Boat Details

With a sleek and modern state-of-the-art design, Leila sets a leisurely pace under motor and is the fastest sailing catamaran on Kauai when purely under sail. Designed for level sailing with no more than 10 degrees of “heel”, you won’t be sailing sideways.

This 50-foot long and 28-foot wide motorized sailing catamaran provides ample space to move around and slips quickly and smoothly through the water. Leila is Coast Guard certified to take 45 passengers, but we won’t exceed 37 which leaves ample space to move around and enjoy the adventure.

There’s plenty of dry storage space in the protected cabin area, with seating inside and outside on both the stern and bow. Two heads (restrooms) are available in the hulls of each side of the vessel, accessible via a short staircase.

A swim-step and underwater ladder are available for easy access into and out of the water or take the quicker route into the water via a waterslide off the stern of the vessel! There’s a freshwater shower on board to rinse off after your swim or snorkel.


Disclaimer: This is a once-in-a-lifetime adventure. It may not be suitable for individuals who are physically challenged. Those who suffer from motion sickness should take precautions. Safety and your experience are always our top priority. Ocean conditions can sometimes turn rough, therefore all tour routes and destinations are subject to change due to weather. Snorkeling depends on ocean conditions.

Cancellation Policy

• Holo Holo Charters reserves the right to refuse service due to safety and/or health conditions.

• All tour routes and snorkel destinations are subject to change or may re-route due to weather and sea conditions.

• All no-shows or tours cancelled within 24 hours of check-in time is a 100% charge of full fare. Larger groups of 6 or more have a 7 day (1 week) cancellation policy.

• There is a late rescheduling fee (24 hours prior to check in) of $25 per person.

San Francisco, CA

A day we will never forget!

This tour was outstanding. The crew were extremely friendly, and let their good personalities shine so we felt welcomed and taken care of. Good food and drink. And naturally, the nature: It is stunningly beautiful. And this is coming from a Norwegian that lived among some of the most amazing fiords in Norway for years. So even as a spoiled Norwegians, this nature just hit us. We hope one day to do this tour again. The sun was shining, whales were playing and people were in great mood. We highly recommend Holo Holo Charters.

Los Angeles, CA


We booked the 4.5 hour sunset dinner cruise to the Na Pali coast hoping that we'd see a few whales as a bonus. What a wonderful adventure - Captain Dave, Ian and Kama pointed out at least 20 whales in the first 2 hours of our ride and kept the entire group entertained with factoids and legends. The service was terrific, folks seemed to really enjoy the food, and beverages were plentiful. Special kudos to Captain Dave for really emphasizing safety and following up with those who appeared to be in distress. The Na Pali coast was even more beautiful than what we've seen in photos, and we really got a chance to see things up close. Highly recommend this tour and this operator - it was truly a wonderful trip!