Sunset Cruises in Waikiki: The Best Way to End Your Day on the Water

There are countless things to do in Hawaii, but few experiences compare to watching the sun dip into the Pacific while Waikiki’s skyline begins to sparkle. A sunset cruise in Waikiki blends postcard-worthy scenery with Hawaiian hospitality, refreshing drinks, and unforgettable memories.

For guests of Waikiki Resort Hotel, heading out on the water is one of the best ways to round out a day at the beach or after exploring Honolulu. With so many options nearby (from lively barefoot catamarans to elegant dinner cruises) you’ll find a sunset experience that matches your style.

 

Holokai Catamaran

If you’re after a lively, social vibe, the Holokai Catamaran delivers. Known for its barefoot boarding from the beach, this 90-minute sail includes an open bar stocked with local craft beers, wine, champagne, hard seltzers, and their famous Holokai Hooch cocktail. Expect plenty of mingling, strangers often become fast friends by the end of the night.

  • Schedule: 5:00–6:30 PM (Oct–Feb), 5:30–7:00 PM (Mar–Sept)
  • Cost: Prices vary by season, all drinks included
  • Friday twist: Adults 21+ only, making it more of a party sail
  • Vibe: Fun, casual, and perfect for solo travelers or groups
  • Good to know: Departure points can shift depending on tides, so double-check your confirmation email before heading out.

 

Maitaʻi Catamaran

For a classic Waikiki sunset sail, hop on the bright yellow and green Maitaʻi Catamaran. Their 90-minute Sunset Mai Tai Sail is as iconic as its name suggests—your first fruity Mai Tai sets the tone as you cruise past Diamond Head with the city glowing behind you.

  • Cost: $79 for adults/teens, $40 for kids (3 and under free)
  • Duration: 90 minutes
  • Inclusions: Open bar with Mai Tais, beer, wine, champagne, juices, and soft drinks
  • Vibe: Laid-back, barefoot boarding, and very Instagram-worthy

This cruise is great for couples, groups of friends, or families wanting something casual but memorable.

 

Moana Sailing Company

Looking for something a little more luxurious? The Moana Catamaran offers a two-hour Waikiki Sunset Cocktail Sail that combines comfort, style, and sweeping ocean views. Their 55-foot catamaran is spacious, with plenty of seating and a premium onboard bar.

  • Schedule: 5:00–7:00 PM, boarding begins at 4:30 PM
  • Cost: Varies, with VIP and general admission options
  • Perks: First drink included, with VIP tickets featuring a souvenir cup
  • Seasonal bonus: Whale sightings (Nov–May)

This is a bucket-list experience that feels more upscale which is perfect for special occasions, honeymoons, or just treating yourself.

 

Pink Sails Waikiki

If you’re up for a little adventure, Pink Sails combines a sunset cruise with optional swimming. Their two- to two-and-a-half-hour Sunset Splash & Sail offers incredible coastline views and the chance to dive into Waikiki’s waters before watching the sunset from the deck.

  • Schedule: 5 PM to sunset (earlier 4:30 PM departures in winter months)
  • Cost: $47 per person (very budget-friendly)
  • Vessel: Catamarans ranging from 50 to 65 feet
  • Seasonal highlight: Sunset Whale Watch combo from December to April

This is one of the more affordable options and a good choice if you’re traveling with kids or want something active but low-pressure.

 

Prince Kuhio Tours

For a more traditional dinner cruise atmosphere, the Prince Kuhio offers freshly prepared meals right onboard—something that sets them apart from many other operators.

  • Sunset Dinner Cruise: $132 adults, $106 children, 2 hours
  • Sunset & Fireworks Dinner Cruise (Fridays only): $147 adults, $118 children, ~3 hours
  • Inclusions: Multi-course dinner prepared in the onboard galley, soft background music, laid-back atmosphere
  • BYOB: Bring your own drinks; the onboard mixologist will help craft cocktails with what you bring

Sailing past Diamond Head while dining on a freshly cooked meal creates an intimate, charming experience. The Friday Fireworks option ups the wow factor with front-row seats to the Hilton Hawaiian Village’s show.

 

Star of Honolulu

If you’re looking for the biggest, most entertainment-packed sunset cruise in Waikiki, the Star of Honolulu is hard to beat. This four-deck vessel comes with elevators, ADA-compliant facilities, panoramic decks, gourmet dining, and multiple tiers of evening experiences.

  • Pacific Star Buffet & Show Cruise: $118 adults, $71 children, 2 hours (with welcome Mai Tai, buffet dinner, and Polynesian show)
  • Other options: Deluxe and signature dining packages with upgraded meals and seating
  • Friday bonus: Extended sailing for fireworks
  • Entertainment: Hula welcomes, live Hawaiian music, Polynesian cultural show

It’s the most “all-in-one” sunset cruise (dinner, drinks, views, and a full show) making it a favorite for families, groups, and anyone who wants it all.

 

Frequently Asked Questions About Sunset Cruises in Waikiki

What is the best time for a Waikiki sunset cruise?

Most cruises depart between 5:00 and 5:30 p.m., depending on the season. This timing lets you enjoy the golden hour, the sunset itself, and the magical twilight glow over the Waikiki skyline.

 

Do Waikiki sunset cruises offer dinner?

Yes! Some, like the Star of Honolulu and Prince Kuhio, serve multi-course dinners prepared onboard, while others focus on cocktails, light bites, or just the sailing experience. It really depends on the vibe you’re after.

 

How much do Waikiki sunset cruises cost?

Prices generally range from about $45 per person for a simple sail to over $130 for a full dinner cruise with entertainment. Catamaran sails with open bars tend to fall in the middle.

 

What is the dress code for dinner cruises in Honolulu?

Most cruises are casual and comfortable, but dinner cruises suggest resort wear. A light sweater or wrap is smart to bring, since it can get breezy once the sun goes down.

 

What should I bring on a sunset cruise?

You’ll want to bring your ID (especially if enjoying cocktails), sunscreen, sunglasses, and your camera. Some cruises suggest light footwear that’s easy to slip off for beach boarding. A light jacket or shawl can also come in handy.

 

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Whether you’re after a laid-back sail with a mai tai in hand, a lively catamaran cruise with new friends, or an elegant dinner beneath the stars, sunset cruises in Waikiki offer something for every traveler. These experiences are the perfect way to close out a day of exploring Oʻahu’s beaches, shops, and cultural sites.

And when the cruise ends, the magic doesn’t have to stop. Your room at Waikiki Resort Hotel is just steps from the shoreline, ready to welcome you back with comfort and aloha. Book your stay with us and let every evening in Waikiki end just as beautifully as it began.