Best Private Sunset Cruises in Waikiki for Special Occasions

Travelers can enjoy a private top-rated Waikiki sunset snorkel and swimming tour with Hawaii Ocean Charter, departing from Kewalo Basin. Maximum of 6 passengers allowed on board the comfortable 30 ft power catamaran for an intimate experience. Bring drinks and snacks to customize your sunset cruise experience.  Restrooms are available at the harbor before and after your tour. Humpback whale sightings may be possible during winter whale season (November-March).

Go Adventure Hawaii offers a private sunset cruise departing from Haleiwa Harbor on Oahu’s North Shore.  The two hour expedition can accommodate up to 6 passengers, and offers a great experience for intimate gatherings of friends and family.  Guests will be able to enjoy the beautiful island coastline and sunsets, while being guided by a knowledgeable local crew. This activity is budget-friendly and BYOB, allowing guests to customize their own ocean experience with their own drinks and snacks.

Three Tiki Sailing offers a must-do BYOB Waikiki sunset happy hour cruise for guests of all ages. The Hokulani catamaran, certified for up to 49 passengers for private charters, provides unobstructed views and ample shade. The boat includes two netted seating areas, five separate bench seats, and a comfortable shaded lounge area known as “the nook”. For shared tours, only 35 passengers are allowed on board to ensure maximum comfort.

Couples can enjoy a luxurious romantic sailboat charter off the beautiful Waikiki coastline with breathtaking views. Exclusive charters come with a gourmet charcuterie board, handcrafted mocktails, and professional photography to capture candid moments. Options include sunset cruises, fireworks sails, and nighttime star and moon swims. Perfect for newlyweds, wedding anniversaries, or unforgettable Hawaiian wedding proposals with Sailing Eternal Tides.

Hawaii Ocean Charters offers a sunset cruise in Oahu with views of Waikiki and Diamond Head, accompanied by island music. Boat rentals as well as private charters for 35 passengers or work outings are also available. Friendly and knowledgeable crew is attentive to your needs and will provide interesting facts about the islands. BYOB cruise allows guests to bring their own drinks and snacks; complimentary soft drinks, juice, and water are included. Whales can sometimes be seen between November to March.

Travelers can choose a private Waikiki sunset sail and boat rental that accommodates up to 12 passengers. Sail times range from two to four hours with the option of customizing the tour according to guest preferences.  Options include relaxing anchored off shore or sailing around rough waters of Diamond Head.  Boat includes a shaded cockpit, lounging net, electric flush toilet, cooler with ice, filtered water and reusable utensils.  There is an option to swim in the ocean before viewing the stunning sunsets and fireworks show.

Private chartered cruise with up to six passengers and ample seating both indoors and outdoors for comfort and style.  BYOB and bring your favorite drinks and food on board to customize your private Waikiki sunset cocktail cruise experience. Listed price is per group, not person, so you can have up to six passengers on the boat with you.  Complimentary non-alcoholic drinks and light snacks provided, but guests are welcome to bring their own beverages/food onboard.