Big Island of Hawaii Cruises & Sailing Tours

15 experiences to discover

Day & Sunset Cruises Dinner Cruises Sailing Trips

Explore the best cruises & sailing tours tours and activities in Big Island of Hawaii. Our unbiased ratings help you find the perfect experiences for your trip.

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4.62

Kona Super Raft Sunset Cruise

From $130

2 providers combined

Sail aboard a super raft

Dinner

4.6

Waikoloa Catamaran Sunset Sail

$149-$159

2 providers combined

Sail along the stunning Kohala Coast

Full premium bar with tropical cocktails, beer, wine, soda, and juice

4.58

Kona Customizable Boat Adventure

From $1694

1 provider live

Relax on a modern powered catamaran

Sandwiches, fresh fruit

4.58

Kailua Kona Historical Dinner Cruise to Kealakekua Bay

$189-$200

2 providers combined

Sail along the stunning Kona coastline

1 complimentary drink

4.58

Kealakehe Sunset Cruise & Manta Night Snorkeling

From $990

1 provider live

Cruise into a stunning sunset

Soda/Pop

4.56

Kona Catamaran Snorkel & Sail 4 hr

From $449

2 providers combined

Cruise the stunning Kona Coast

Comfortable shaded seating and spacious open decks

4.55

Kona Private Cruise with Snorkeling and Fishing

From $1900

1 provider live

Explore vibrant marine life while snorkeling

Sandwich spread

4.55

Kona Sunset Cruise

From $800

1 provider live

Experience a stunning Hawaiian sunset

Filtered water

4.53

Hilo Humpback Whale-Watching Cruise 1.5 hr

$175-$179

2 providers combined

Cruise on a 35ft Wellcraft Scarab

90 Minute Whale Tour

4.53

Kona Coast Sunset Cruise

$89-$109

2 providers combined

Sail along the stunning Kona Coast

Restroom on board

4.4

Waikoloa Sunset Cocktail Cruise

From $165

1 provider live

Sail along the stunning Kohala Coast

A variety of hot and cold appetizers

4.06

Kona Sail & Snorkel to Captain Cook Monument

From $136

1 provider live

Sail along the scenic Kona Coastline

Masks, Fins, Snorkels, Flotation Noodles