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Oahu

Honolulu

5.0★ from 160+ reviews on Google

PRIVATE SAILING CHARTER IN HONOLULU

Boat & Sail, Snorkel

Set sail on a private 40-foot luxury catamaran out of Honolulu for a customizable ocean escape—complete with snorkeling, lounging, and panoramic views of Oahu’s coastline.

$1200+

Departing from Kewalo Basin Harbor in Honolulu, this private sailing charter aboard the Island Jewel—a sleek, 2022 40’ Excess 12 catamaran—is all about flexibility and luxury. Whether you're planning a two-hour sail or a full-day outing, you’ll have access to three staterooms, two showers, a modern kitchen, and outdoor spaces designed for sunbathing, relaxing, or sharing a meal. With a maximum of 13 guests and personalized service from a licensed captain and crew, you’ll snorkel clear waters, enjoy light snacks and refreshments, and maybe even catch a sunset off the bow. It’s BYOB, totally customizable, and perfect for groups looking for a high-end, stress-free day on the water.

“The best day we had on Oahu, beautiful boat, amazing crew, worth every penny.”

Verified Review

GUEST REQUIREMENTS

Private, for all ages

ACTIVITY LEVEL

Relaxing

WHAT TO BRING

Swimsuit, sun proection, BYOB/BYOF (if desired)

CANCELLATION POLICY

Changes or cancellations must be made 7 days prior.

WHAT GUESTS ARE SAYING

5.0★ from 160+ reviews on Google

Guests love the balance of comfort and freedom on this modern sailing catamaran — roomy decks, thoughtful details, and a friendly local crew. Many highlight the easygoing vibe: lounging in the sun, snorkeling with turtles, or enjoying drinks while the Oahu coastline drifts by. The crew’s local knowledge and care make even a short sail feel special, whether you’re celebrating a milestone or just craving a breezy escape at sea.

“So relaxing and personal - we felt like we had our own private island for a few hours.”

Verified Review

  • Trip Overview:
    Step aboard a 40-foot sailing catamaran designed for laid-back luxury and easy coastal adventure. Your private charter is fully customizable — choose the length, pace, and vibe that suits your day, from quick coastal sails to longer snorkel or sunset cruises. Relax on sun loungers, stretch out on the bow trampoline, or cool off in the water with included snorkel gear and a floating mat. Light snacks, soft drinks, and croissant sandwiches (on longer sails) are provided; you’re welcome to BYOB and bring your own food or catering. A licensed captain and crew handle the sailing, local stories, and safety — all you need to do is enjoy Oahu from your own open-air lounge at sea.

    Pricing breakdown:
    Pricing & How It Works
    Your private catamaran charter is priced hourly, with a 2-hour minimum:

    Boat: $400/hour

    Captain & Crew:
    - $150/hour (paid separately)
    - Total: Starts at $550/hour, plus tax and processing fees

    Example “Out the Door” Prices:
    - 2 hours: ~$1,217.84 total
    - 3 hours: ~$1,876.74 total
    - 4 hours: ~$2,435.66 total

  • Island Jewel Yacht Charters offers guests a chance to sail Oahu’s coastline on their 2022 Excess 12, a 40-foot private sailing catamaran designed for laid-back luxury. Operated in partnership with Captain & Crew Aloha LLC, the team behind the Island Jewel are seasoned local captains who even sailed this vessel across the Pacific to its new home in Honolulu. They focus on safe, flexible, and personal charters that feel more like sailing with old friends than booking a cookie-cutter tour.

  • Meeting Point:
    Kewalo Basin Harbor, Slip F11
    1025 Ala Moana Blvd, Honolulu, HI 96814

    Check-in Instructions:
    Arrive at Slip F11, front row next to Dive Oahu. Guests can be dropped off in the harbor loading zone. Paid parking is available onsite ($2.44/hr). Please arrive early — your licensed captain and crew will greet you dockside for orientation and safety briefing.

  • No refunds will be given within 7 days of the charter. Inclement weather or an unsafe south swell is the only exception.
    Rescheduling is permitted depending on availability.

    Inclement Weather:
    Winds exceeding 27 knots or a strong south swell inhibiting us from cruising or leaving the channel safely may result in cancelation and a full refund or rescheduling will be permitted. The cancelation of a charter, because it is UNSAFE, is solely up to your pre-approved captain.

FOLIO TRAVELOGUE

A Day That Slipped into Memory

We boarded Island Jewel mid-morning, shoes off at the dock, coffee still in hand. Honolulu was behind us before I even noticed. The breeze picked up as the sails went up, and just like that we were slicing through blue. Not a tour vibe, not a crowded boat—this felt like ours for the day. Someone put on music, someone else uncorked a bottle. The city faded.

The catamaran itself? Honestly, kind of a dream. You’ve got space to spread out—loungers at the front, shade in the back, clean bathrooms (yes, plural), and a little kitchen where the crew keeps snacks coming. When we dropped anchor near a quiet reef, they handed us snorkel gear and said, "Take your time." I did. I floated. I watched a parrotfish gnaw a chunk out of coral. I forgot what time it was.

"Not a tour vibe, not a crowded boat—this felt like ours for the day."

Back on deck, there was fruit, soft drinks, and that lazy vibe that only happens after swimming in warm water. We stretched out, talked about nothing, took too many photos, laughed at how we were supposed to do something productive today. And then the crew asked—sunset sail or head in now? We stayed.

By the time we turned back toward the harbor, the light had shifted to that golden, cinematic tone that makes everything feel like a movie. It wasn't a long trip, not really. But it felt huge. Like we’d stepped into another version of our lives for a few hours. The kind where time slows down and everything tastes better.

EXPLORE MORE

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PRIVATE SAILING CHARTER IN HONOLULU

Location

Oahu

City

Honolulu

Duration

2+ hours

Price

$1200+

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