Experience the magic of golden hour on the water with Waikiki’s top sunset cruises that embrace a laid-back island vibe. Whether you’re sipping a tropical cocktail, swaying to live Hawaiian music, or simply soaking in the panoramic views of Diamond Head and the Pacific, these relaxed excursions are the perfect way to wind down your day in paradise. Let the gentle ocean breeze and radiant skies set the tone for an unforgettable evening on the sea.
Holokai Catamaran – Waikiki Sunset Cocktail Sail with Open Bar
Kick back, vibe out, and soak in those iconic Waikiki sunsets aboard the Holokai Catamaran — a must-do for first-time visitors and seasoned Hawaii lovers alike. This 45-foot party-ready sailboat is known for its chill, fun atmosphere, open bar, and epic ocean views from its spacious deck and lounge netting. Whether you’re looking for a sunset cruise or a booze cruise, Holokai keeps it carefree and unforgettable. With lifeguard-certified crew on board and good vibes all around, it’s the perfect way to end your day, island-style.
Ke Kai Catamaran – Waikiki Sunset Booze Cruise
Hop aboard the iconic Ke Kai—Waikiki’s vibrant yellow-and-purple catamaran—for the ultimate laid-back sunset booze cruise. Departing straight from the sand behind Duke’s, this sail is all about good vibes, ocean views, and island-style happy hour with unlimited soft drinks and complimentary mai tais and beer. Whether you’re winding down after a beach day or getting the party started before dinner, the chill crew, splash nets, and dreamy sunset skies guarantee a memorable ride.
Maitai Catamaran – 90 Min Sunset Cocktail Sail
Maitai Catamaran—the ultimate Waikiki sunset cruise that’s all about laid-back island energy. Depart straight from the beach, sip unlimited drinks (yes, that includes Mai Tais), and soak in unreal views of Diamond Head and the Honolulu skyline. With chill tunes, a fun-loving crew, and sunset magic, it’s the perfect happy hour on the water.
Prince Kuhio – Waikiki Sunset Dinner Cruise with Local Cuisine
This chill, BYOB Waikiki experience features a local chef cooking up a fresh 3-course island-style dinner right on the boat—yeah, it’s that exclusive. Kick back on the open-air upper deck, sip your fave drinks (with a little help from the onboard mixologist), and soak up those golden hour views of Diamond Head and Waikiki. With smooth tunes, ocean breeze, and that laid-back island energy, this is the kind of cruise where memories are made. Bonus: door-to-dock rides are covered, so all you have to do is show up and vibe.
Hawea Rainbow – 90-Min Waikiki Sunset & Bar Cruise
Aboard the Hawea, Waikiki’s sleek new 50′ catamaran, and vibe out to a dreamy Hawaiian sunset like never before. Departing straight from the beach, this laid-back sail serves up epic views of Waikiki, the skyline, and Diamond Head—all with chill island energy. Sip on complimentary soft drinks or grab a tropical cocktail, beer, or seltzer from the bar and just vibe. With cozy nets for sunbathing and a spacious cabin, there’s plenty of room to kick back with your crew. It’s the ultimate sunset sail—easy, breezy, and 100% unforgettable.
Moana Waikiki Sunset Sail – 2-Hour Cruise with Drink
Ready to vibe out with epic sunset views and island chill? Hop aboard the Moana Catamaran for a laid-back Honolulu Sunset Sail, where golden skies, Diamond Head views, and $5 premium cocktails set the mood. Lounge in comfort, snap pics of that fire Waikiki skyline, and toast to good times with friends or your favorite person. With comfy seating, local brews, and even a chance to spot whales in winter—this cruise is your go-to for island magic.
Spirit of Aloha – Sunset Cruise with Cocktails & Appetizers
Soak in the laid-back island vibes on a breezy sunset sail aboard the Spirit of Aloha. Cruise past Diamond Head and Waikiki with two free cocktails in hand, tasty local-style appetizers, and good company—all while the sun dips into the Pacific. Docked conveniently at Hilton Hawaiian Village, it’s the perfect pre-dinner escape from the hustle, with chill tunes, ocean views, and happy hour prices to keep the good vibes going.
Na Hoku Catamaran – Sunset Party Cruise with Drinks
With unlimited soft drinks and juice, plus up to three free beers or mai tais, it’s the perfect way to chill before dinner or end your day on the water with Diamond Head glowing in the background. This sunset booze cruise keeps it fun and breezy with great tunes, an epic crew, and seriously good island energy.
Three Tiki Sailing – Sunset Cruise & Friday Fireworks
Kick off your weekend with major chill vibes on the ultimate Friday night fireworks sail in Waikiki! Hop aboard the Hokulani, a comfy catamaran with serious island energy, where you can lounge, sip your fave drinks, and soak up the sunset before the iconic Hilton Hawaiian Village fireworks light up the sky. It’s totally BYOB (yes, they’ve got coolers and ice!), so you can cruise your way with snacks and tunes. Easy to get to, super laid-back, and seriously Instagram-worthy — this is your sign to book that Waikiki sail and vibe out under the stars.
Na Hoku Catamaran Sunset Cruise with Drinks
Craving golden-hour vibes and ocean breezes? Hop aboard the Na Hoku 2, a bold red-and-yellow catamaran that cruises Oahu’s South Shore with major laid-back island energy. With a fully open bar (yes, that means unlimited tropical cocktails), chill tunes, and stunning sunset views from Kewalo Basin to Diamond Head, it’s basically your dream Hawaiian happy hour on the water. Grab a seat or sprawl out on the splash nets—just be ready for good vibes, friendly locals, and epic photo ops.
Kamoauli Waikiki Sunset Canoe Sail
Set sail on a laid-back, culture-rich Waikiki sunset cruise that’s anything but ordinary. With only six guests aboard the handcrafted Kamoauli canoe, you’ll vibe out to ukulele tunes, learn hula, pound taro, and savor ono (delicious) traditional Hawaiian eats like poke and haupia. This isn’t your typical tour—it’s a chill, hands-on journey through Hawaiian history and island life, told by locals who actually live it. Expect good food, good stories, ocean views, and a whole lot of aloha. Come curious, leave connected.
Ko Olina Snorkel & Sunset Cruise with Luau Dinner & Cocktails
Glide up the Waianae coastline on a sleek catamaran, sip on tropical cocktails, and keep an eye out for dolphins, turtles, and even whales in season. You’ll get to snorkel at a hidden reef, vibe with local marine life, and wrap it all up with a chill island-style dinner as the sky explodes in sunset colors. With comfy amenities, good tunes, and the option for round-trip Waikiki transport, this is your go-to for a stress-free, unforgettable evening.
The Adventure Boat – Waikiki Sunset Cruise & Tiki Bar Happy Hour
You’ll skip traffic and cruise straight to a legendary retro tiki bar—made famous on Magnum P.I.—where tropical cocktails, tasty island bites, and vintage aloha vibes are waiting. This isn’t your average boat tour—it’s a laid-back, splashy adventure with chill ocean breezes, killer sunset views, and zero crowds. Perfect for groups up to 12, it’s a low-key, high-fun outing ideal for bach parties, post-work hangs, or unforgettable nights with friends. Bring your fave drinks, get a little salty, and soak in the island energy.
Hawaii Ocean Charters – Private Waikiki Sunset Cruise & Swim
Cruise the coast on a comfy 30-ft catamaran (max six people—no crowds here), sip your BYOB drinks, and catch epic views of Diamond Head as the sun sets. Hop in the water for a swim or just vibe on deck while the sky turns gold. It’s budget-friendly, family-friendly, and totally customizable—bring your snacks, your drinks, and your best playlist.
There’s no better way to end a day in Waikiki than with a peaceful sunset cruise that captures the true spirit of island living. With stunning views, mellow vibes, and unforgettable moments, these cruises offer a perfect blend of relaxation and aloha. Book your Waikiki sunset cruise today and set sail into a breathtaking Hawaiian evening.
