Sailboat dinner cruise, 4.5 hours
A 50-foot catamaran sailboat with seating indoors and out. Appetisers, a Hawaiian-style dinner, drinks and a sunset champagne toast are in the fare; hotel pickup is not.
See this sailing's dates ↗
Nāpali Coast · Kauaʻi
Sea cliffs that rise as high as 4,000 feet above the Pacific, along a coast no road runs beside.
Champagne at sunset while the Nāpali cliffs turn gold above a coast no road reaches.
The coast in four numbers

The coast no road reaches
The Nāpali Coast runs about 16 miles along Kauaʻi's northwest side, from Keʻe Beach in the east to Polihale State Park in the west. Nā pali means "many cliffs" in Hawaiian, and they climb as high as 4,000 feet from the water. No vehicle can reach the shoreline.
The only way in on foot is the Kalalau Trail. It starts at the end of Kūhiō Highway, covers 11 miles and crosses five major valleys before it reaches Kalalau Beach. Beyond that beach, as far as Polihale, the coast can be reached only by boat or helicopter, and charter catamarans for this stretch leave from Port Allen and Hanalei Bay.
Nā Pali Coast State Park covers 6,175 acres and was set up to protect the Kalalau Valley. The shorter dinner cruise's description names the cathedral cliffs of that valley among its backdrops.
Kauaʻi is about five million years old, among the oldest of the Hawaiian Islands, and heavy rain has cut deep valleys into its volcanic rock. On the northwest side those valleys finish at the sea in walls of cliff.
The sail, mark by mark
Six marks on a typical sailing, in the order the operator describes them. The sea sets the exact route on the day.

The itinerary is for reference only. Routes depend on ocean and weather, and your booking shows the check-in time.
The cruise leaves from Port Allen with Holo Holo Charters, whose office is on Waialo Road in ʻEleʻele. You step onto a 50-foot catamaran with seating indoors and out, and restrooms on board.
The boat leaves the harbour and follows Kauaʻi's coast toward the Nāpali shore. The captains watch the ocean and the weather, and sometimes hold their decision on the day's route until check-in.
Along the Nāpali shore the land stands up out of the water in ridges. The crew talks through the coast and its people as you pass. Marine life is something to watch for, though no sailing can promise it.
The sail passes valleys, waterfalls and secluded beaches. Appetisers and a Hawaiian-style dinner are served on board, with island juices, soft drinks, beer, wine and mai tais.
A champagne toast is part of the fare, poured as the sun heads for the horizon. The operator describes the coastline changing colour then; what the sky actually does is up to that evening.
The boat turns for Port Allen and the cruise ends where it began. Tips for the crew are not part of the fare.



On board the catamaran
What you step onto at Port Allen, and what comes with the fare.
A 50-foot catamaran sailboat with seating inside and out, restrooms and open sightlines to the coast. The shorter dinner cruise sails on a 65-foot catamaran built on Kauaʻi.
Appetisers, then a locally made Hawaiian-style dinner, both included. Guests of the shorter sail also mention a small dessert.
Mai tais, beer, wine, island juices and soft drinks come with the fare, along with the champagne toast. Bring ID: it is needed to verify age.
A captain and crew narrate the coast and share its history. Guests in reviews describe a friendly team that keeps checking everyone has enough food and drink.
Guests of the 3.5-hour cruise describe a lively, faster ride with some spray, depending on where you sit. People who tend to get seasick are advised against both sails.
One guest noticed the boat is barefoot, and the operator replied that it is a standard rule for safety and deck care. Wear something that dries quickly and bring a towel.
Two dinner sails from Port Allen
| Sailing | What sets it apart | Who it suits |
|---|---|---|
| Sailboat dinner cruise, 4.5 hours | A 50-foot catamaran sailboat with seating indoors and out. Appetisers, a Hawaiian-style dinner, drinks and a sunset champagne toast are in the fare; hotel pickup is not. | Groups who want the longer sail and an unhurried evening on board. |
| Dinner cruise, 3.5 hours | A 65-foot catamaran built on Kauaʻi, with the same dinner, drinks and champagne toast. Its description mentions sea caves and waterfalls when the weather allows, and guests describe a livelier ride. | Guests with a tighter evening, and anyone happy to get a little wet. |
| On both sailings | Free cancellation up to 7 days ahead. Not for children under 5, pregnant women, wheelchair users, or people with back problems, recent surgery or a tendency to seasickness. | Read this row before you choose a date for the whole party. |
Check dates for the 4.5-hour sailboat cruise on its own listing ↗
Choose your sailing
Both dinner sails leave from Port Allen. Open either one to see which dates are free, the starting times and what your group would pay.
A 50-foot catamaran sailboat with seating indoors and out. Appetisers, a Hawaiian-style dinner, drinks and a sunset champagne toast are in the fare; hotel pickup is not.
See this sailing's dates ↗A 65-foot catamaran built on Kauaʻi, with the same dinner, drinks and champagne toast. Its description mentions sea caves and waterfalls when the weather allows, and guests describe a livelier ride.
See this sailing's dates ↗More to book around Kauaʻi

Before you pick a date
Holo Holo Charters, 4353 Waialo Road, Suite 5A, ʻEleʻele. The sailing leaves from Port Allen and comes back there, and your booking shows the check-in time.
A passport or photo ID, and a jacket. Pets and smoking are not allowed on board.
Children under 5 and pregnant women cannot join. Child rates apply to ages 5 to 12, and adult rates start at 13.
The operator advises against it for people with back problems, recent injuries or surgery, or severe motion sickness, and no refunds are given for seasickness. Wheelchairs, walkers, canes and crutches cannot come aboard.
Conditions around Kauaʻi change quickly. The captains keep analysing the ocean and the weather, and may wait until check-in to choose that day's route.
Tips, and hotel pickup and drop-off on the sailboat cruise. Your ticket is a mobile ticket in the GetYourGuide app right after you book, with nothing to print.
Guides to the coast and the sail
How the sailboat dinner cruise runs, mark by mark, in the order the operator describes it.
Open this Nāpali guide → the placeWhat the coast is, how people reach it on foot and by sea, and why Kalalau Valley matters.
Open this Nāpali guide → what you pay forA plain list of what comes with the sailboat dinner cruise and what you pay for separately.
Open this Nāpali guide → choosing a sailingTwo sailings from the same operator and the same harbour, side by side.
Open this Nāpali guide → rules before you bookThe age, health and kit rules in one place, so nobody in your party is turned away at the harbour.
Open this Nāpali guide → for partiesPlanning the evening for a group: dates, ages, the harbour and what is already in the fare.
Open this Nāpali guide →FAQ
The sailboat dinner cruise runs 4.5 hours and the shorter dinner cruise 3.5 hours. Choose a date on GetYourGuide to see the starting times; your booking then shows the check-in time.
On the sailboat cruise: the sailing, the crew, appetisers and a Hawaiian-style dinner, a champagne toast at sunset, and mai tais, beer, wine, juice and soft drinks. Tips and hotel pickup and drop-off are not included. The shorter dinner cruise lists the same dinner, drinks and toast, with gratuities extra.
The sailing is built around sunset and the champagne toast, but no operator can promise the sky. Cloud, haze and the day's route all change what you see, so treat the colours as a bonus.
Both listings tell guests to keep an eye out for marine life, naming dolphins, turtles and seals, and humpback whales in season. Sightings are never guaranteed.
Children under 5 and pregnant women are not allowed. The sail is not recommended for people with back problems, recent injuries or surgery, or severe motion sickness, and wheelchairs and other mobility aids cannot come on board.
It depends on the ocean that evening. Guests describe a lively ride, and a few mention spray, most often on the shorter cruise. Seasickness is not refunded, so weigh your own tendencies before you choose.
GetYourGuide shows free cancellation up to 7 days before the sailing for a full refund. No refunds are given for seasickness.
Pick the 4.5-hour sailboat cruise for a longer, settled evening on a 50-foot catamaran. Pick the 3.5-hour cruise for a shorter evening on a 65-foot catamaran built on Kauaʻi, whose description mentions sea caves and waterfalls when conditions allow.
This is the lowest starting fare per person. Pick a date and party size on the booking page and it totals the price in your own currency before you pay.