Lanai Boat Charters & Trips

Private Catamaran Charters on Lanai

1/2 day, one-day, sunset, dinner, multi-day to multi-week inter-island vacation, and trip options are available.

Tour Lanai on a private catamaran or monohull sailboat operated by Hawaii Sailing Adventures. Explore everything this beautiful island offers, including Hulopae Beach on the southern coast of Lanai, once a tiny fishing village. The protected bay of Hulopoe is for great snorkeling, body surfing, and swimming. In addition, there are numerous tide pools carved from volcanic rock to explore here.

We offer the only catamaran sailboats for private vacation inter-island charter to Lanai.

Contact us to book your private charter for family and friends - we look forward to showing you Lanai!

Explore Our Lanai Fleet

  • All
  • Catamarans
  • Sailboats
top view anchored

Sunreef 70

2 charter-blaze-17

Sunreef 62

aqua water side view anchored

Isara 50

snorkeling Lanai

Fountaine Pajot Bahia 46

Lagoon 440 Fly Bridge Catamaran Charter

Lagoon 440 Fly Bridge

anchored bow

Excess 12 – 39’

side view Hale Lono

Beneteau Oceanis 50

under sail 1

Beneteau Oceanis 48

saling 3

Nautor Swan 46

under sail, Daimond Head

CSY 44

Lanai presents a more laid-back and intimate atmosphere.

Visit the spa at spectacular Luxury Manele Bay Four Seasons Resort, Nanahoa  (surrounded by towering Pinnacles and sea caves), and Shipwreck Bay. 

What our customers say...

Ready to find out more?

Get information on prices, itineraries, private daily or weekly charters & tours in Hawaii.