• Experience face to face Dolphin encounters on our trampoline nets!
  • Catamaran Sailing with only 15-17 passengers on board.
  • Hanalei Beach departures from Kauai’s North Shore.
  • Fishing included! Fish for the big ones like Ono, Ahi, Mahi Mahi and Aku!
  • Open deck seating for 360 degree Na Pali Cliffs and Ocean views.
  • Lunch includes: Pastrami/turkey deli sandwich, fresh fruit, chips and cookies. Cold bottled waters and sodas. BYOB.

Captain “Bob” Sundown, the most experienced tour boat Captain on Kauai, takes you sailing starting right from Hanalei where we’ve had dolphins playing and leaping alongside us as we sail even before we hit Na Pali waters!

Captain Bob is the best. We did this 7 years ago and I just looked him up and was so happy to see he was still sailing. Such a wonderful time for my wife and I. Captain Bob is also an excellent fisherman, historian, and all around awesome skip. –Edward T. Littleton, MA

Come aboard and “talk story” with second Captain and crewman Nick; your tour guide for your sail who’s very knowledgeable and willing to share his 15 years of Na Pali experience with you and your family. He’s caring, compassionate, friendly, great with kids and adults alike!

Would highly recommend doing a trip with Captain Sundown from Hanalei Bay! The trip is super casual and relaxing. We were lucky enough to see a pod off over 30 dolphins on our way out. Nick is super super knowledgeable of the area and its history and loves to share his insight to the area, really enhanced the ride. The snorkeling was fun, about 45-60 mins, and there were plenty of fish to see. The fresh pineapple and oranges were delicious, and the packed lunch and lite snacks/refreshments really hit the spot. BCon17 New York City, NY

Like many people, I can’t recommend this tour highly enough. First, touring the Napali coast by catamaran brings up close to some of the most spectacular landscape on the planet. Second, you can look at all the pictures and documentaries you want, but seeing a reef and all its spectacular fish firsthand really is a life-changing experience. We also saw dolphins–who came up to the boat to check us out, and turtles. Nick and Bob are excellent, knowledgeable hosts. Truly a fantastic, not-to-be-missed opportunity. –herman2923 San Diego, CA

Ku’uipo our “Sweetheart” is Hanalei’s only sailboat. She is a true sailing catamaran with two trampoline nets on the bow of the boat showcasing Na Pali. These nets make wet, splashy fun for kids of all ages and when it comes to marine life, you can’t get any closer on any other tour boat on Kauai!

If you have kids, be sure to have them sit on the front netting on the way back! Lots of fun waves and you get wet. It is a great day for family & friends to be off electronics and truly enjoy the beauty of the island and each other. -Felicia V. Walnut Creek, CA

What ocean adventure would be complete without trolling for the Big Ones? Captain Sundown loves to fish. Prepare for some added adventure as we troll up to 4 lines in the water. We have 14-O Reels for fish over 20 pounds and hand lines for fish under 20 pounds. Our Crew know you’d love to help reel them in, and they’ll give you a quick on the spot lesson in bringing in the big ones! (note: no gutting of fish occurs on board, fish is kept iced down in coolers for 48 hours before filleting.)

Come “armchair sail” and check out our Facebook page for fish pics and videos!

$259.00 each plus online booking fees

About Us

Established in 1971, we are a family owned and operated Na Pali Sailing Catamaran Company from Hanalei Bay located only 5 minutes North of Na Pali. Our departures from Kauai's North Shore allow true sailing opportunities along the Na Pali Coast. We offer Hanalei's only sailing tours and take no more than 15-17 passengers per trip.

Opening Hours

Open Daily 8:30am - 5:30pm

Contact Us

Our Hanalei Bay departures from Kauai’s North Shore allow true sailing along the NaPali Coast.
© 2015 Captain Sundown - All Rights Reserved