Honolulu & Diamond Head: Sunset yacht cruise with crew

Summary

Watching the sun slip behind Diamond Head from a quiet yacht

You’ll board a private yacht in Honolulu with a small group and friendly local crew for a sunset cruise along Waikiki and past Diamond Head. Sip your own drinks as you watch city lights appear and maybe spot sea turtles or dolphins if you’re lucky. With gentle breezes and relaxed island vibes, it’s an evening you’ll remember long after heading home.

What’s the experience like?

I almost missed the boat — literally. We’d underestimated Honolulu traffic (rookie mistake), so we arrived at the marina a little flustered, shoes half-tied and sunscreen still streaky. But the captain just grinned, waved us aboard, and said something about “island time.” I liked him right away. The yacht felt bigger than I expected, with this soft salt smell in the air and that low hum of people settling in, finding their spots.

As we pulled away from Waikiki, our guide pointed out Diamond Head — it’s even more dramatic from the water, kind of looming but peaceful at the same time. There was this moment when everyone went quiet except for one kid giggling at a seabird skimming past. The breeze picked up and you could taste it — not just salty but almost sweet, like plumeria somewhere nearby. Someone handed me a drink (BYOB is genius) and I tried to pronounce “mahalo” properly; Li laughed at my attempt, which honestly made it better.

The sky started changing fast — all pinks and golds melting into each other over the ocean. I kept looking back at Honolulu’s city lights flickering on, thinking how different everything looks from out here. We watched for dolphins (no luck this time), but saw a sea turtle bobbing up for air near the bow. It felt like we were all sharing some secret with the island — not loud or showy, just quietly special. The sail back was slower, nobody really talking much anymore. I still think about that view under Diamond Head as the last light faded out.

Step-by-step itinerary

Day 1 — Diamond Head Sunset Sail

• Sunset sail aboard luxury catamaran
• View Diamond Head and Waikiki coastline
• Spot dolphins, sea turtles, and whales
• Enjoy complimentary tropical drink

Top questions

How long is the Diamond Head sunset yacht cruise?

The cruise lasts approximately 2 hours.

Is this a private yacht tour or shared with others?

The yacht is reserved privately for your party only.

Are drinks included on the sunset sail?

No drinks are provided but you can bring your own beverages (BYOB).

Will we see dolphins or sea turtles?

You might spot dolphins or sea turtles; sightings aren’t guaranteed.

Is there hotel pickup included?

No hotel pickup is included; you meet at the marina in Honolulu.

Can infants or small children join?

Yes, infants and small children can ride in a pram or stroller.

Is this sunset cruise suitable for all fitness levels?

Yes, it’s suitable for all physical fitness levels.

Does the tour include snorkeling or just sailing?

This experience is focused on sailing during sunset; snorkeling isn’t included.

What’s included

Your evening includes exclusive use of a 43-foot private yacht with space for your group only, BYOB privileges so you can bring your favorite drinks aboard, plus a fun licensed captain and local crew guiding you along Waikiki and past Diamond Head before returning to port after sunset.