When it comes to exploring the Hawaii’s most breathtaking wonders, nothing quite compares to the experience of a cruise. But with countless options sailing across the island, how do you know which ones truly stand out? We’ve done the legwork for you by curating a list of the 12 most recommended cruises, based on real traveler reviews and experiences.
Star of Honolulu Sunset Cruise – Steak, Lobster & Hula Show
Treat yourself to a luxe 5-course meal starring whole Maine lobster and tenderloin steak (plus vegan, chicken, and fish swaps if that’s more your style), sip two drinks on the house, and kick off the night with a hula welcome and bubbly toast at the Aloha Tower. From 360° sunset views to live jazz, Polynesian performances, and even Friday night fireworks from the water, it’s an iconic Oahu night made for celebrating, vibing, and making memories that hit different.
Holokai Catamaran Sunset Cocktail Sail (Open Bar)
Ready to vibe with the best sunset on Oahu? Hop aboard the Holokai Catamaran—Waikiki’s go-to sunset sail that’s equal parts chill and iconic. With open bar vibes, a fun-loving crew, and epic ocean views, it’s the perfect way to soak up golden hour with your crew. This 45-foot catamaran fits up to 49 guests, has comfy lounge nets, a fully-stocked bar, and certified lifeguards on deck. Whether you’re new to Hawaii or back for more, Holokai is the sunset cruise to book.
Star of Honolulu – Sunset Dinner Cruise & Show
Hop aboard the Star of Honolulu for an unforgettable sunset cruise that’s big on vibes and easy on the wallet. Kick things off with a fruity Mai Tai and a hula show, then dig into an all-you-can-eat buffet stacked with everything from roast beef to island-inspired eats (vegan options too!). With four spacious decks, epic ocean views of Diamond Head and Waikiki, live entertainment, and even Friday night fireworks, this cruise is the ultimate way to level up your night in Hawaii.
Ke Kai Catamaran: Waikiki Sunset Booze Cruise with Free Drinks
Ready to level up your sunset vibes? Hop aboard Ke Kai—the iconic yellow catamaran with red-striped sails—for the ultimate Waikiki booze cruise! Departing right from the beach behind Duke’s, this 43-foot party sail is all about good times, stunning views, and unlimited drinks (yes, mai tais and beer included). Whether you’re winding down your day or kicking off the night, this sunset cruise brings the energy with a chill crew, ocean breezes, and unforgettable moments.
Star of Honolulu: Top Deck 5-Course Sunset Dinner Cruise
Set sail in style where luxury meets island vibes. Treat yourself to a five-course steak and lobster feast (or go for vegan, chicken, or fish if that’s more your vibe) while vibing to live jazz by top Hawaiian artists in the glam Art Deco Super Nova Room. With epic sunset views, Diamond Head on the horizon, and Waikiki’s twinkling lights, this cruise is straight-up dreamy. Fridays even come with fireworks! Perfect for date nights, big celebrations, or just treating yourself.
Maitai Catamaran – 90 Min Sunset Sail with Open Bar
This barefoot booze cruise is all about chill island energy, unlimited drinks (yes, Mai Tais are flowing), and unforgettable views of Diamond Head and the city skyline glowing at golden hour. With space to lounge, a splash-net for ocean breezes, and a super fun crew, it’s the perfect combo of happy hour and Hawaiian adventure.
Ocean & You – Waikiki Sunset Booze Cruise with Live DJ
Looking for the ultimate Waikiki party vibes? Hop aboard Oceans & You, the only booze cruise in Honolulu with a live DJ, mood lighting, and a fully stocked bar—all on a sleek 55-ft luxury power boat! Sip drinks while you catch a stunning sunset, then dance under lavender twinkle lights as the deck turns into a floating club. Whether you’re celebrating, spring breaking, or just vibing with the crew, this 21+ cruise is where the night starts. Bonus: Friday night fireworks? You’ve got front-row seats.
Hawea Rainbow – 90-Min Waikiki Sunset & Bar Cruise
Depart right from the beach and sail into golden hour with epic views of Diamond Head, Waikiki Beach, and the city skyline. Chill on spacious nets, sip complimentary drinks, and upgrade with cocktails, wine, or seltzers if you’re feelin’ fancy. With space for just 45 guests, it’s the perfect blend of comfort, adventure, and unforgettable sunset magic.
Moana Catamaran – 2-Hour Sunset Sail with Drink
Kick back on comfy loungers, sip $5 premium cocktails (yes, we’re talking Koloa Rum and local craft beers), and toast to a night you’ll never forget. Whether it’s date night or squad goals, this 55-ft catamaran has open-air and covered seating, chill beats, and serious sunset magic. Bonus: you might spot whales in winter!
Spirit of Aloha – Hilton Port Sail with Cocktails & Appetizers
Cruise past Diamond Head with Insta-worthy views, chill on deck with two free cocktails in hand, and snack on delish local appetizers like avocado poke and pipikaula. It’s the perfect golden hour escape from the crowds—just steps from Hilton Hawaiian Village. With happy hour drink deals, laid-back energy, and a crew that keeps it smooth sailing, this is how you do paradise right.
Ko Olina Snorkel & Sunset Cruise with Luau Buffet & Cocktails
Cruise past epic views from Ko Olina to Waianae, spot dolphins, turtles, and maybe even whales (in winter), then dive into crystal-clear water for a secret snorkel sesh—gear and guidance included. After soaking up the sea life, feast on a delicious local-style dinner buffet, sip on tropical cocktails (yes, up to four!), and vibe out as the sky turns into a sunset masterpiece. It’s the only Oahu dinner cruise that adds snorkeling to the mix, so bring your swimsuit and good vibes—this one’s a certified main character moment.
Makani Catamaran – Sunset Cocktail Cruise
With spacious seating, unlimited drinks, and convenient transportation, this state-of-the-art catamaran offers the perfect way to unwind and soak in the island’s stunning sunset. Book early and get ready for a breezy, unforgettable evening on the water!
Ready to set sail on the adventure of a lifetime? With these 12 traveler-approved cruises, you’re sure to find the perfect voyage to match your dream getaway. Whether you’re craving island sunsets, cultural discoveries, or scenic coastlines, your unforgettable journey starts here—book your cruise today and let the ocean lead the way!
