Big Island Boat Charters & Trips

Private Catamaran Trips on Hawaii's Big Island

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

See The Big Island via a private boat or catamaran trip with Hawaii Sailing Adventures. With long white-sand beaches, crystal clear bays, rain forests, waterfalls, luaus, exotic flowers, and birds - the Big Island has everything you imagine when you think of tropical Hawaii.

If you're looking to charter a private boat for a trip with family and friends, sailing, sightseeing, snorkeling, scuba, fish, paddle board, surf, windsurf and more vacation fun, contact our team today!

Explore Our Big Island Fleet

All
  • All
  • Catamarans
  • Sailboats
top view anchored

Sunreef 70

catamaran charters

Sunreef 62

aqua water side view anchored

Isara 50

people on boat and in water sand bar

Fountaine Pajot Helia 44

Catamaran Maui

Excess 12 – 39’

under sail 1

Beneteau Oceanis 48

saling 3

Nautor Swan 46

side view group 1

Beneteau 393

Whale watching: Humpbacks travel thousands of miles every winter to breed here.

ome of our favorite snorkeling spots offer the best chance for a close encounter.

Most who experience the manta ray will tell you it is one of those things everyone must do at least once! You will be entranced as you witness these graceful creatures dancing underwater.

Explore the brilliant and colorful undersea life in the coastal waters off of Kailua-Kona, Sail the Kohala Coast, and visit backwater, secluded bays, and anchorages like Nishimura, Mhukona. Honauau, Kealakekua, Keauhou, Hookena, Kauhako,Okoe .Keauhou Bay.

What our customers say...

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