Top Sunset Cruises on Oahu

Picture of Jeanne Cooper

Jeanne Cooper

After two decades of visiting Hawaii as a travel writer and wife of a triathlete, Jeanne now shares news and views of the islands from her home base on the Kohala Coast.

Watching the Hawaiian sun drop below the ocean’s horizon from a catamaran is arguably the best part of a trip to Oahu — the water is scattered with sailboats and cruise ships, and the water sparkles a deep golden orange as music plays and people cheer as the sun sets. This is an experience you don’t want to miss. We chose two affordable 2-hour sails for you to consider — whether you choose the booze-cruise or the BYOB sail, both are perfect for families, couples and friends. Cheers!

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Photo: HTA / Kuni Nakai

Sunset Cruises Near Waikiki

A couple lounges on a boat, laughing and enjoying glasses of red wine. The woman is wearing a floral dress and straw hat, while the man is casually dressed. The boat is on the water with a cityscape and mountains visible in the background under a clear sky.
Photo Courtesy of Lōkahi Luxury Cruises

Lōkahi Luxury Cruises | Morning or Sunset Sail & Tasting

Departs: 1125 Ala Moana Blvd Pier C | Kewalo Basin Harbor
Price: 10% discount starting at $2,633
Capacity: 6 Guests

Discover the captivating allure of Waikiki, nestled along the renowned South Shore of Oahu and neighboring the iconic Diamond Head Crater (Leahi). Lōkahi Luxury Cruises presents their 44-foot French-built Catamaran, outfitted to host your private cruise with four bedrooms, four bathrooms, full kitchen, dining area, air conditioning, lounge nets, and local crew. Immerse yourself in their exceptional experiences and uncover why they have an enduring love for this paradise they call home.

Holokai Waikiki Sunset Cocktail Sail

Departs: Waikiki Beach (Outrigger Reef Hotel)
Price: $84

A sunset sail is best matched with an open bar, great music, relaxing atmosphere and a fantastic crew. The Holokai catamaran embarks from Waikiki Beach and lasts approximately 2 hours, the ideal amount of time to enjoy the sunset and the beautiful views of the coastline. This cruise is for all ages except on Friday, when its sunset sails are 21-and-over only.

Mana Kai Catamaran

Departs: Waikiki Beach (Duke's Statue)
Price: $48
This relaxing sunset cruise departs from Waikiki Beach and takes you out to see the city skyline and nearby Diamond Head. The Mana Kai catamaran offers Waikiki’s most affordable sunset cruise and sells out fast. Make sure to BYOB and snacks for this 2-hour sail.

Paradise Waikiki Sunset Cocktail Cruise

Departs: Waikiki (Ala Wai Boat Harbor)
Price: Starting at $100
Enjoy a  2-hour Waikiki sunset cruise aboard Oahu’s largest island catamaran. Sip on a Mai Tai and take in scenic views of Diamond Head as the sky changes colors with the setting sun. Book your cruise with or without a freshly prepared BBQ dinner.

Star of Honolulu Sunset Dinner Cruise with Live Entertainment

Departs: Downtown Honolulu (Aloha Tower)
Price: Starting at $109
Depart from Aloha tower aboard the world famous Star of Honolulu for an unforgettable evening of dining, entertainment and cruising the coast of Honolulu. Enjoy live music, an array of dining packages and the best sunset views Honolulu has to offer.

Maitai Catamaran Waikiki Sunset Sail with Open-Bar

Departs: Waikiki Beach
Price: $79
Step aboard the Maitai Catamaran for a classic Waikiki Beach sunset sail. Enjoy panoramic views of Diamond head and the Honolulu Coastline with drink in hand from the open bar. Set sail for happy hour on Hawaii’s most popular sunset cocktail cruise!

Sunset Cruises Ko Olina

Ko Olina Deluxe Oahu Sunset Cruise with Happy Hour Drinks & Appetizers

Departs: Ko Olina Marina
Price: $120

Bask in the beautiful Hawaiian sunset as you sail along the spectacular coast of Oahu. Enjoy light appetizers and your favorite cocktails as you watch the sun sink below the horizon.

MANA Cruises and Charters Ko Olina Tasting + Sunset

Departs: Ko Olina Marina
Price: Starting at $225

Sit back and relax as the MANA crew takes you along the Ko Olina coast known for it’s wildlife and incredible sunsets. Sip on a signature drink and enjoy the gourmet dinner catered to your dietary needs as the sun sinks and the sky changes colors. 

Sunset Cruises North Shore

North Shore Private Sunset Cruise from Haleiwa (BYOB) - Go Adventure Hawaii

Departs: Haleiwa Small Boat Harbor
Price: $447 ( 1 - 4 persons)

Perfect for small groups, families, friends, or couples, this private sunset cruise showcases the stunning North Shore of Oahu. Sip on drinks of your choosing (BYOB) as you sail from Haleiwa harbor and watch the sun set behind Kaena Point. 

North Shore Sunset Cruise on Speed Boat from Haleiwa - Ocean Outfitters

Departs: Haleiwa Small Boat Harbor
Price: $69

Enjoy a unique sunset cruise experience on a smooth riding speed boat. Pack snacks and beverages and explore the uncrowded and stunning North Shore of Oahu as the sun sets. from the water.  

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