The 15 Evenings Out in Honolulu That Earn Their Price

1.Waikiki Sunset Catamaran Sail and Swim

★★★★★★★★★★4.7 · 519 reviews · from $44Our pick

Join Pink Sails Waikiki for a two-hour sunset outing from Waikiki. You’ll cruise past Diamond Head, watch the shoreline light up, and may jump into the ocean before sunset. Crews have included Jaime, Alex, John, Peter, and others. Boat type and departure time can change with weather and availability.

“This was honestly one of the best experiences I’ve ever had, and for the price it’s a no-brained. Our crew of Jamie, Peter, and Ben made this sail unforgettable for my group! And they went above and beyond: when my sunglasses fell into the ocean, both Peter and Ben were quick to get their goggles on and jump in to find them. I didn’t think they would be recovered, but they were and for that this crew deserves nothing but high praise from me! They’re energetic, outgoing, and funny. Oh, and can’t forget about the views of the sunset: it was a beautiful backdrop. Take Pink Sails, you won’t regret…”

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2.Board from Waikiki Beach: Scenic Sunset Sail on the Hāwea

★★★★★★★★★★4.9 · 217 reviews · 1h 30m · from $68

Spend 90 minutes aboard Hāwea, a hand-built 50-foot catamaran sailing from Waikiki Beach along the Honolulu coast. Expect Diamond Head at sunset, onboard music, nonalcoholic drinks, and a bar selling cocktails, beer, and wine. Premium adds all-inclusive cocktails.

“we did the unlimited cocktail package for our anniversary. value for money. the staff were friendly and amazing and great at what they do. thoroughly recommend.”

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3.Best Waikiki Sunset Cruise:BYOB Sunset Sail with Swimming

★★★★★★★★★★5.0 · 191 reviews · 2 hours (approx.) · from $71Top rated

Spend about two hours sailing from Honolulu past Diamond Head, the Royal Hawaiian Hotel, and Magic Island. You can bring your own drinks, swim or snorkel off Waikiki, and enjoy music as the sun goes down. The boat holds no more than 35 people and returns to the marina.

“Boat sailing to the sunset and swimming. Pretty basic, but can be pleasant. Not informative. The crew is nice but not doing much.”

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4.1-Hour Friday Night Fireworks Cruise with Drinks

★★★★★★★★★★4.7 · 77 reviews · 1 hour · from $56

Board Na Hoku 2 at Kewalo Basin Harbor for a one-hour Friday evening cruise along Oahu’s south shore. You’ll see Ala Moana and Waikiki from the water, listen to upbeat music, and watch the Hilton fireworks while enjoying beer, mai tais, cocktails, juice, soda, or water.

“Fantastic. Great bunch of guys. Dancing, including pole dancing-great fun.”

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5.Board from Waikiki Beach: Friday Night Fireworks sail

★★★★★★★★★★4.8 · 70 reviews · 1 hour · from $71

Join Waikiki Sailing Company behind the Duke Kahanamoku Statue for a one-hour Friday evening catamaran cruise. Buy a drink at the onboard bar, watch Waikiki glow at sunset, and finish with close fireworks views. Crew members, including bartender-guide Cameron on some sailings, help keep the trip relaxed and safe.

“Best way to see the fireworks and the lights of the city. So pretty. Had the best time.”

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6.90 Minute Catamaran Sunset Sail

★★★★★★★★★★4.8 · 64 reviews · 1h 30m · from $56

Join the 45-foot yellow-and-red Na Hoku 2 at Kewalo Basin Harbor for a lively 90-minute sunset sail. You’ll see Waikiki, Ala Moana Beach, Kaka’ako, and Honolulu’s skyline while enjoying soda, juice, water, beer, Mai Tais, and mixed drinks. Expect music, friendly crew, and a social bar atmosphere.

“The sunset catamaran sailing experience was absolutely brilliant. The crew were amazing and very entertaining and made sure everyone had a great time. I thoroughly recommend this to everyone.”

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7.Pacific Star Sunset Buffet and Show

★★★★★★★★★★4.1 · 51 reviews · 2 - 3 hours · from $139

Sail aboard the Star of Honolulu for a casual Pacific Rim buffet, roast beef carving station, signature Mai Tai, sunset views near Diamond Head, and the Moku Ola Polynesian show. Friday sailings add an extra hour and fireworks. Pickup from selected Waikiki hotels is optional.

“The buffet was good, the entertainment was good, but the views were great.”

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8.Sunset Whale Watching with 2 Drinks (BYOB-Friendly)

★★★★★★★★★★4.3 · 34 reviews · 2 hours · from $52

Set sail from Pier E for a two-hour Waikiki sunset cruise during humpback season. Guides including Captain Chad, Dillion, and Eve share marine-life insight while you watch for whales, enjoy two cocktails, and bring extra drinks or snacks.

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9.Sunset 5 Course Dinner Cruise with Entertainment

★★★★★★★★★★4.4 · 28 reviews · 2 - 3 hours · from $193

Board the Star of Honolulu for a two-hour sunset cruise from Honolulu. Enjoy a five-course lobster and tenderloin dinner, two premium drinks, live Hawaiian and jazz music, and the Moku Ola show. You can watch from four decks, including the open observation deck.

“I enjoyed it, our server seemed a bit scatter brained and the tables were definitely set up in a way that was not ideal for where we were sitting. But the upper deck of the boat was really nice and seeing the sky and the coast from the boat as the sun went down was super beautiful. The food was really good. I think the circumstances of seating location and the server being a bit overwhelmed was probably the worst part of it.”

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10.Small Group-Oahu Tour, Dole Plantation, Northshore, Sunset Beach

★★★★★★★★★★4.0 · 18 reviews · 5 to 6 hours (approx.) · from $199

Spend 5 to 6 hours touring Oahu in an air-conditioned vehicle with pickup from a Honolulu hotel or port. You’ll visit Dole Plantation, Haleiwa, Sunset Beach, North Shore viewpoints, and selected Honolulu landmarks. Groups are capped at 11, with bottled water and a snack included.

“Great way to visit major attractions in Oahu with a very Knowledgeable and accommodating guide - Jay. Felt we had adequate time at each stop. We were a large group of 14.”

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11.Waikiki Sunset – 50 Min Helicopter Tour – Doors Off or On

★★★★★★★★★★5.0 · 8 reviews · 50 minutes (approx.) · from $515

Fly for about 50 minutes from Rainbow Helicopters near Honolulu International Airport. Choose doors on or doors off, then see Waikiki, Diamond Head, Hanauma Bay, the Ko’olau Mountains, Sacred Falls, the North Shore, Dole Plantation, and Pearl Harbor with pilots such as Kieran, Oliver, and Kat.

“Oliver was our pilot and he was amazing ensuring to be soft with his flight to ensure you were not motion sickness, but at the same time gave us the best views the island has to offer. He hover while the sunset was at its best. Thank you Oliver you are the air boss!!!”

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12.Sunset sailing in small intimate groups

★★★★★★★★★★5.0 · 7 reviews · 2 hours · from $103

Join Captain Tony aboard The Universe for a two-hour sunset sail from Honolulu’s Ala Wai Boat Harbor. The small six-person group keeps the outing personal as you pass Waikiki and Diamond Head, with snacks, drinks, music, restrooms, and space to bring your own food and alcohol.

“Fabulous tour on the water with Captain Tony. Wonderful recommendations, photos taken, and amazing sunset! Thank you Tony!”

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13.Waikiki Night Marchers Ghostly Walking Tour

★★★★★★★★★★4.9 · 6 reviews · 1h 30m · from $40Best value

Meet Lopaka Kapanui, Hawaii’s Ghost Guy, at Kapiʻolani Park for a 90-minute, half-mile walk through Waikiki’s sacred past. Hear documented paranormal accounts, ancient Hawaiian legends, and stories of the night marchers. The tour is family-friendly, wheelchair accessible, and Native Hawaiian-owned.

“Loved the ghost stories and participation! Lopaka is very knowledgeable and is very good talking stories! Honestly, I was a little nervous going home and taking someone with me! LOL”

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14.Off road Stand-Up ATV and Sunset Snorkel Cruise

★★★★★★★★★★5.0 · 3 reviews · from $270

Start with a 50-minute EzRaider electric ATV ride through Coral Crater’s dusty trails, hills, berms, and obstacles. Then drive to Ko Olina Marina for a 2 to 3-hour Kai Oli’Oli sunset cruise with guided snorkeling, sea turtle sightings, open bar, and a Hawaiian buffet.

“First timers to Hawaii and decided to book sometime at Coral Crater for me and my wife with Malama Tours as transportation was included. We started on the ATV course and then moved to the zip lines. ATV, our guide was excellent. Sabin made sure to explain in detail everything to expect to make sure we were as safe as possible. We went through a brief introductory course and then hit the course full speed! 1/2 way through we swapped drivers (optional) so that we both had an opportunity to drive. Highly recommend not wearing white. Bring or buy a face cover it does get dusty. Zip Line. This package…”

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15.Waikiki Friday Night Fireworks Catamaran (Wahine Koa)

★★★★★★★★★★3.3 · 3 reviews · 2 hours · from $84

Join Pink Sails Waikiki for a two-hour Friday night catamaran cruise from Ala Wai Boat Harbor. Choose a 55-foot sailing catamaran or 65-foot power catamaran, enjoy Waikiki and Diamond Head views, and watch the fireworks from offshore.

“Horrible experience.. captain not only asked for tips but also told us how much...and hire an IT GUY.. WE received a cancelation notice even though the trip wasn't cancelled......very unprofessional ..”

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