Waikiki coastline sail with Diamond Head views

Dolphins and sea turtles show up on the water more often than on the beach.

A 1.5-hour sailing tour along Waikiki's south shore aboard a 65-foot catamaran, with views of Diamond Head, casual wildlife watching, and complimentary locally inspired beverages. The crew offers light cultural and historical context as you cruise, and the pace is relaxed—ideal for an easy afternoon on the ocean before dinner or a quiet way to see the coastline without a strenuous outing.

Step-by-step itinerary

Afternoon sail along Waikiki coastline

• Board catamaran
• Sail past Diamond Head
• View Waikiki coastline from ocean
• Watch for dolphins and sea turtles
• Enjoy cultural and historical insights
• Drink complimentary local beverages
• Disembark at office

The Experience

The boat leaves from the Waikiki area and heads out along the coastline where Diamond Head rises from the ocean. You'll spend the afternoon on the water watching for dolphins and sea turtles while the crew shares stories about the historic sites you're passing. The catamaran is built for comfort—a 65-foot sailing vessel designed to keep the experience laid-back rather than rushed.

Complimentary locally inspired cocktails, beer, wine and non-alcoholic options are served throughout the sail. The crew provides unobtrusive cultural and historical insights as you cruise, so you get context without a formal lecture. The whole outing runs 1.5 hours, which means you're back with time to spare before dinner or evening plans.

This is a shared tour with other guests, and the crew speaks English. Service animals are welcome aboard. Infants need to sit on an adult's lap. The experience suits all fitness levels since you're sitting on the boat the entire time—no walking, no water entry required.

What’s included

• 1.5-hour sailing experience aboard a luxury 65-foot catamaran.
• locally inspired cocktails, beer, wine and non-alcoholic beverages.
• casual narration and light cultural and historical insights from the crew in English.

Good to know

Easy physical levelPets welcomePublic transport nearbyInfants must sit on laps

Operated by Hawaii Nautical

Is this one for you?The pace is entirely relaxed—you sit on the boat the whole time, so this works for anyone looking for an easy afternoon on the water without physical exertion or early wake-up.

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Top questions

What wildlife might I see on the Waikiki coastline sail?

Dolphins and sea turtles are the main animals you'll watch for during the 1.5-hour sail, though sightings depend on the day and the season.

Is Diamond Head visible from the boat?

Yes—you'll see Diamond Head from the ocean as the catamaran sails along the Waikiki coastline, giving you a view of the landmark from the water rather than from shore.

What drinks are included on the sail?

Locally inspired cocktails, beer, wine and non-alcoholic options are served complimentary throughout the 1.5-hour experience.

How long is the entire sail?

The tour runs 1.5 hours on the water, departing from the Waikiki area and returning with time to spare before dinner or other plans.

Do I need to be in good physical shape for this tour?

No—the sail suits all fitness levels since you're seated on the boat the entire time with no walking, swimming or water entry involved.