Oahu: Waikiki Catamaran Swim & Sail with Diamond Head

★★★★★★★★★★ 4.89 (261 reviews) 95% rated it 5 stars

Free cancellationExcellent quality

1/8

Duration2h

GroupUp to 47

LanguagesEN

Mobile ticketAccepted

Swim off Waikiki, then sail past Diamond Head on a catamaran with drinks

You swim in clear water off Waikiki, then relax on a cushioned catamaran as it sails past Diamond Head. The boat includes drinks, netted lounges, and all entry fees. Dolphin and flying fish sightings are possible but not guaranteed. The whole experience takes a few hours and ends with you back on solid ground, still tasting the salt water.

Step-by-step itinerary

Swim and sail along Waikiki coast

Swim off Waikiki beach
Relax on catamaran seating
Sip refreshments and enjoy music
Sail past Diamond Head Crater
Watch for dolphins and flying fish

The Experience

So you're standing on the Moana catamaran and the water is so clear you can see straight down—nothing between you and the bottom but light. The crew gives you the go-ahead and you're in, swimming off the Waikiki coast but far enough out that the beach noise disappears. It's one of those moments where you stop thinking about the day you left behind and just float there, because the water is doing exactly what it promised. After the swim, you dry off on the cushioned seating scattered across the boat—there's room everywhere, netted lounge areas if you want to lie back with a drink and watch the horizon.

Then the catamaran picks up speed and you're sailing past Diamond Head, the most photographed landmark in all of Hawaii, and it's bigger and sharper than you expected from the beach. The crew keeps an eye out for Hawaiian Spinner Dolphins or flying fish as you move along the coast, though they'll tell you upfront that sightings depend on the day and the weather. This isn't a snorkel tour—no gear, no reef work—so it's really about the swim itself and the sail, the movement of the boat, the drink in your hand, and the way the light hits the water when you're actually out on it instead of looking at it from shore.

The whole thing runs a few hours, which is long enough to feel like you've done something but short enough that you're not wiped out by afternoon. You've got a restroom on board, all the fees and taxes are already in the price, and there's public transportation nearby if you need to get back to your hotel. Book it for a morning or early afternoon slot—the water's calmest then, and you'll have the rest of the day ahead of you.

What’s included

Your experience includes the swim-and-sail off the Waikiki coast, cushioned seating throughout the catamaran, two netted lounge areas for relaxing with drinks, a sail past Diamond Head, onboard restroom access, and all fees and taxes built into the price.

Good to know

Moderate physical levelPublic transport nearbyNot for heart conditions

Operated by Moana Sailing Co.

Is this one for you?Pick this if you want to swim in clear water and see Diamond Head from the water without arranging your own boat or worrying about snorkel logistics—the catamaran handles the route and the timing, so you just show up and get in.