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
  • 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

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.