5 Sunset Cruises on the Big Island, Compared

1.Waikoloa Signature Catamaran Sunset Sail

★★★★★★★★★★4.5 · 396 reviews · 1 hour 30 minutes to 2 hours (approx.) · from $159Our pick

Sail from Anaehoomalu Bay on a 53-foot catamaran with up to 49 people. You’ll get coastal views, live commentary, a premium bar, light snacks, shaded seating, and a sunset stop. Crew members including Captain Rob, Nicole, Kuapapa, Keith, and Henry have been praised for warm service. The cruise lasts about 90 minutes.

“We had a great cruise. The crew was terrific. We enjoyed the catamaran. The drinks were varied and the dinner was a surprise.”

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2.Kona Signature Catamaran Sunset Sail

★★★★★★★★★★5.0 · 218 reviews · 1 hour 30 minutes (approx.) · from $109Best value

Sail from Honokohau Harbor along the Kona Coast on a spacious catamaran for about 90 minutes. You’ll have shaded and open-air seating, a restroom, premium drinks, snacks, and often a casual teriyaki dinner. Captains and crew members such as Michael, Xander, Nicole, John, and Caesar are known for friendly service, while dolphins and whales may appear offshore.

“Beautiful trip, great and friendly staff, good food. We booked our trip at the last minute and this trip did not disappoint! We saw a few whales while sailing out. Our only bummer was the weather which could not be controlled. It is HI so we were still perfectly content. 😁”

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3.Waikoloa: Catamaran Sunset Sail with Cocktails

★★★★★★★★★★4.8 · 68 reviews · 1h 30m · from $159

Spend 90 minutes aboard Hawaii Nautical’s Spirit of Aloha catamaran, sailing from Anaeho‘omalu Bay along the Kohala Coast. Captain Michael and the local crew serve tropical cocktails, beer, wine, snacks, and soft drinks while you watch the sun set behind the Pacific, with Mauna Kea and Hualālai in view.

“Everything about the sunset sail was awesome. Beautiful sailing and sunset; as well as expert/kind/wonderful captain and crew. I couldn’t have enjoyed it more.”

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4.Sunset Cocktail Cruise on our Sailing Catamaran

★★★★★★★★★★5.0 · 62 reviews · 2 hours (approx.) · from $165

Spend about two hours cruising the Kohala Coast from either ʻAnaehoʻomalu Bay or Kawaihae Harbor. Ocean Sports provides a professional crew, unlimited soft drinks, beer, wine, and cocktails, plus hot and cold pupus. The sunset is the main event, with room to sit, stand, mingle, or find a quiet spot on deck.

“Very relaxing. Nice crew. I would definitely book this trip again. It was so nice being on the blue waters.”

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5.Kona: Catamaran Sunset Sail with Cocktails and Snacks

★★★★★★★★★★5.0 · 8 reviews · 1h 30m · from $109

Settle aboard the Spirit of Aloha for a 90-minute Kona sunset sail from Honokohau Harbor. You’ll get panoramic ocean and mountain views, island-inspired light bites, and a full premium bar with cocktails, beer, wine, soda, juice, and water. Luke has guided the cruise, and the open-air deck suits couples, families, and friends.

“Luke was a wonderful tour guide, we had a lovely time!”

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