Kauai Sailing Catamarans allows you to experience the majestic Na Pali coast.  On the custom built catamaran “Lucky Lady”. Sailing along you will pass by majestic seacliffs, waterfalls, sea caves, pristine beaches and remote wilderness coastline. The experienced captains tell tales of Hawaiian history & legends. Enjoy snorkeling and waterside fun or just relax on the spacious main deck or the panoramic observation deck.  Encounter spinner and bottle nose dolphins, Hawaiian green sea turtles and in season (December-April) magnificent humpback whales.
For true trade wind sailing on Kauai join the crew of Holoholo Charters aboard “Leila”, a beautiful 48′ sailing catamaran. When the winds permit, they sail while you are enjoying a continental breakfast on the way to the Na Pali Coast. Along the way the crew will be entertaining you with stories of the Hawaiians who once lived in this beautiful area. Considered to be “The Jewel of Kauai” with 3,000 foot cliffs, green valleys, hidden beaches, secluded waterfalls and breathtaking beauty, the Na Pali coast is a sight to be enjoyed from sea level.
Lucky lady snorkel sail
Sail along the Na Pali coast
kauai snorkeling
Sail along the Na Pali coast

CCruise Ship Iconruise Ship Passengers

Lucky Lady Na Pali Snorkel and the Leila Na Pali Snorkel Sail Morning Snorkel Tour do not work for cruise ship passengers due to the early morning check in time and the length of the tour.


The Leila Na Pali Snorkel Sail Sunset Motor Tour is available for cruise ship passengers who are on one of the NCL ships that overnight in Nawiliwili. You can do the sunset tour on day one; You will need a rental car since the check-in location is about 40 minutes from the cruise ship dock.


Activity Tips

Kevin Ditamore – Owner / Manager

Coming soon!