OAHU · HAWAII
Oahu’s best days out.
The 15 most popular catamaran & sailing cruises on Oahu. What each one is really like on the day, what it costs and who runs it.
Sail Waikiki at sunset on Moana with premium cocktails, Diamond Head views, and possible dolphins or humpback whales (Nov–May).
Most Popular“A really wonderful expierence, we did the VIP which we liked to board early and get the free drinks included. Lovely hosts and weather was amazing!”
Waikiki catamaran snorkel to Turtle Canyon for guaranteed green turtles, with lunch and drinks. Pickup options and whale spotting season.
“The catamaran sail was very enjoyable but the snorkeling was very crowded. Lunch was simply a deli wrap.”
Sail from Waikiki to Turtle Canyon for guided snorkeling on a Hawea catamaran, with gear, snacks, and great Oahu ocean views.
“It was a great experience! I saw a ton of fish and a bunch of sea turtles. Claire was great bringing us to where the cool sea life was and giving some info on them. On the way back Tony was great helping me get aome ginger ale (stomach wasn’t great). Anyway this crew was…”
Waikiki Turtle Canyon catamaran snorkel with a 100% turtle sighting promise, included gear, snacks, and a small-group crew.
“Loved this tour ! All staff was super kind and helpful. They have the cutest co-captain and her name is sushi! Everything about this experience was amazing. 10/10”
Snorkel Turtle Canyon from a Waikīkī catamaran with gear, lifeguards, sea turtles, and a Diamond Head cruise. First drink included.
“The experience was exceptionally well organized and truly enjoyable! It was our first time snorkeling, and we absolutely loved it. Watching turtles and the variety of colorful fish was an extraordinary highlight that made the trip unforgettable.”
90-minute Waikiki–Diamond Head sunset catamaran with bento snacks, two drink tickets, unlimited soda/tea, and a prime Diamond Head turnaround.
“There’s so many choices for sunset cruises out there and it can be overwhelming. I’d recommend stopping right here and booking this one with Hawaii Nautical! This company had by far the nicest boat on the water when we went out. Somehow our family of 7 ended up being the only ones on the boat…”
Cruise Waikiki sunset on a 40-foot catamaran with pupus, refreshments, BYOB for adults, and Diamond Head views.
“My husband and I went on this sail to celebrate our anniversary, and it turned out to be such a memorable experience. We were a little nervous at first because it was raining and overcast, but the crew reassured us it would clear up—and it did! We’re so glad we didn’t cancel. Krash made the…”
BYOB Waikiki sunset cruise with Diamond Head views, snacks included, and a relaxed 90-minute sail for up to 40.
“Beautiful sunset. Courteous staff, did not over stuff the boat with guests. We were able to walk around comfortably. Fun time was had by all. Would definitely book again.”
Fast luxury catamaran cruise from Oahu’s Ala Moana area with Waikiki views, wildlife sightings, and sunset skyline plus buffet on select dates.
“About a two hour trip, not much room, a little crowded. Not happy they allowed smoking on board. We finally found a place to sit at the back, and had to move due to smoking.”
Waikiki catamaran whale watch with a premium bar and expert narration, plus a free re-ride if no humpbacks show.
“It was a nice boat. The crew were awesome. We didnt see any whales on our trip. Would do it again...”
Catamaran sailing and snorkel from Ko Olina with lunch and cocktails. Gear included, possible dolphins and whales, smooth 3-hour outing.
“Great crew and excellent snorkel experience. Captain Todd and his crew provided great service throughout the trip”
A Friday-night Waikiki catamaran cruise with music, a cash bar, and great views of Diamond Head and the weekly fireworks.
“Went out Jan 16 and it was a most beautiful calm clear night. Coastline is always Amazing. Second time with PINK SALES, and they hit it out of the park again. Our crew was awesome and made our trip extra special. Won’t use any other charter.”
Waikiki sunset cocktail sail on the Holokai Catamaran with an open bar, Holokai Hooch, and top views of Oahu for 1.5 hours.
“I was really disappointed with my experience on this boat tour. From the moment my group arrived, the atmosphere felt unwelcoming and exclusionary. When we asked about playing different music, our request was dismissed and referred to as “ghetto.” Hearing staff use language like that was uncomfortable and inappropriate. It made us feel singled out…”
Waikiki sunset cruise on a 50-foot catamaran past Diamond Head, with local stories, skyline views, and BYO snacks. 90 minutes.
“Very relaxing and enjoyable. The only thing I didn’t like was how rowdy the other guests were”
Snorkel Waikiki’s Turtle Canyon from the Hāwea catamaran, meet green sea turtles, then sail back with sea views and marine life.
“A great time out on the sea. The entire crew was friendly and helpful. They had a spotter looking pit for the turtles to make sire everyone got to see them. Couldn’t have had a better time and highly recommend.”
Waikiki to the North Shore, and the whole loop in between.
