Trade winds fill the sails and the Na Pali Coast turns to silhouette on this golden-hour dinner sail aboard the Leila catamaran. Expect towering cliffs, lively wildlife, local flavors, and a crew that keeps the pace relaxed but adventure-forward.
More ways to explore the area's outdoor wonders
The dock at Port Allen hums with late-afternoon light as you step barefoot onto Leila, a 50-foot sailing catamaran built for Hawaiian wind. Lines are coiled, hulls click gently against the harbor, and the trade winds tease the rigging as if urging the boat to slip its lines. Minutes later, the marina falls behind and the catamaran glides west, then north, where the Na Pali Coast rises in a sudden wall—4,000 feet of sculpted ridgelines and ribbed valleys that hold the day’s last warmth.
Difficulty
moderate
Duration
5 hours
Fitness Level
Comfortable standing and moving on a rocking deck; able to climb a few steps and maintain balance with handholds.
Wildlife
History
Na Pali’s valleys once supported thriving Hawaiian communities connected by canoes and foot trails; today, it’s protected as Na Pali Coast State Wilderness Park with access by sea, air, or the Kalalau Trail.
Conservation
Use reef-safe sunscreen and keep a respectful distance from marine mammals. Follow crew instructions to minimize impact on fragile coastal ecosystems and seabird habitats.
Reserve your spot on the Leila Na Pali Sunset Dinner Sail today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Barefoot boarding
Shoes come off before you step on deck; pack easy-on sandals and stow them at check-in.
Manage motion early
If you get seasick, take an over-the-counter remedy 30–60 minutes before departure—don’t wait until you’re underway.
Wind and spray layer
A light windbreaker keeps you comfortable when trades pick up and the bow throws mist.
Time your trip for whales
December–April offers strong humpback whale activity; arrive with a long lens or binoculars.
Light windbreaker or spray jacket
Keeps wind chill and salt spray at bay once the boat is at speed.
Reef-safe lotion sunscreen (non-aerosol)
Meets local rules and protects skin during late-afternoon tropical sun.
summer
Reusable water bottle
Refill on board to stay hydrated without single-use plastic.
Motion sickness tablets or patches
Helpful for those sensitive to swell; take before departure for best results.