Kona sailing made easy! Join us for an all-inclusive sailing charter experience aboard the Moana

If you’ve always dreamed of sailing in the beautiful waters of Hawaii, you can now make that dream a reality with Hawaii Sail Charters. Unplug, unwind, and relax with only the sounds of the wind through the sails and the hull slicing through the bluest waters on earth. Sample some local dishes while we bring you a choice of complimentary tropical cocktail, Kona beer, soda or water, and let us do the sailing. If you’re an experienced sailor, you are welcome to take the helm, trim the sails and plot your own course.

Enjoy a selection of local treats and beverages, such as tropical fruit platters, local foods, and a diverse range of beers and wines from our Captain’s Bar. The Moana is outfitted with all the amenities you might need—snorkeling gear, stand-up paddleboards, and a modern Bluetooth stereo system for your listening pleasure, all readily accessible for your use.

Snorkeling

The Kona coast is famous for our year-round calm, clear, tropical waters. We can take you to uncrowded, unspoiled, coral reefs teeming with colorful fish. Kealakekua Bay and the Captain Cook Monument is always a highlight on our daily snorkeling tours. We provide all your snorkel gear, including a selection of prescription masks, flotation devices, and a warm fresh water shower and towel when you’re ready to get out of the water.

Dolphin or Whale Watching

Set sail and visit our local residents in their natural habitat. During the right season, witness the awe-inspiring sight of whales breaching the surface or playful dolphins racing alongside the boat. Our location provides prime opportunities to observe these marine animals up close, adding an element of wonder to your sailing experience.

Amenities

When you’re on the Moana, you won’t need anything other than a change of clothes and a light jacket if you’re sailing at sunset. You charter includes towels, reef safe sunscreen, gear for water sports, fishing, hot shower and everything you need to make it a memorable experience.

Sailing

If you’re a novice or experienced sailor, you’ll have the opportunity to sail in Hawaii aboard the Moana! Create a special memory when you sail across the beautiful Kona coast with an experienced crew.

Stand Up Paddleboarding

We keep two soft-top Stand Up Paddle Boards on the boat at all times. It’s great exercise and you can explore the shoreline, we just ask that you don’t venture too far from the boat. The best part is that since you can stand at full height on your board, this gives you a unique vantage point you may get lucky and see a reef turtle coming up to catch a breath or even some of our resident dolphins cruising the Kona coast.

Food & Beverages

Enjoy a taste of Hawaii with a selection of local pupus and refreshing beverages. Our standard menu includes tropical fruit platters, veggies with hummus, poke, sandwiches and freshly sautéed fish or shrimp during our sunset cruises. The Captain’s Bar offers local beers, fine wines, bubbly, crafted cocktails, juices, sodas, and sparkling water.

Experienced Crew

With years of sailing under their belts, our Captain and Crew know how to navigate the seas with expert skill and utmost safety. They’re not just seasoned sailors—they're passionate about making your journey unforgettable. Get to know them!

Fishing

Fishing on the Moana is easier than ever. We troll lures behind the boat and always keep some fishing gear on board in case you want to try!

Choosing your charter: How many hours should I book?

Our 40-foot sailboat, Moana, can accommodate up to six people, ensuring a personalized and intimate experience. When you book with us, all food, beverages and activities—including sailing, snorkeling, stand-up paddleboarding, fishing, and wildlife spotting—are included.

Our flexible booking options allow you to customize the duration and start time of your sail to perfectly match your schedule. You can book anywhere from 2 to 8 hour charters. If you’re not sure how long you’d like to sail for, here are some of the different benefits for shorter vs longer charters:

A quick escape

2 or 3 hours

Enjoy a quick escape sailing along the Kona coast, where you can get views of iconic landmarks and snorkel in crystal-clear waters. Ideal for those looking to experience the ocean without a long commitment. Our shorter charters provide a perfect blend of adventure and convenience.

private sailing charter tour paddle board

An extended excursion

4 or 5 Hours

Longer sails offer multiple stops and you have the opportunity to spend more time snorkeling or paddleboarding in scenic locations. This charter is perfect for those looking to maximize their time on the water and explore more, while still fitting the tour comfortably into their day.

Full-day sail

6,7 or 8 Hours

For those seeking a truly immersive day on the water, our 6 to 8-hour charters are highly recommended. This extended duration allows us to venture to Kealakekua Bay, where you can paddleboard to the shore, enjoy snorkeling in vibrant coral reefs, or simply relax by the picturesque sandy beaches.

Sunset Sail

Sunset sails in Hawaii are famous for a reason. The peace and calm of nothing but sea and sky is magical. There is no better place to watch the Kona sun disappear into the Pacific every evening then aboard our beautiful sail boat Moana! You might even see the unique “green flash” that is only seen by watching the sun set on the horizon of the ocean. Our Private Sunset Sailing Charters include your choice of complimentary champagne, tropical cocktail, Kona beer, soda, water and pupus (appetizers) for your enjoyment. So what are you waiting for, set sail on a sunset cruise that will be the highlight of your time in Hawaii!

Learn More

FAQs

Read the rest of the FAQs here.

You can book your sailing adventure with us at any time, as long as there is availability. This includes same-day bookings. We recommend booking as early as possible to secure your preferred date and time, but we're happy to accommodate last-minute plans if we have openings.
Yes, but you must speak to the captain first. Please call us at 808-936-4875.
When you book a sailing charter with us, everything you need for a perfect day at sea is included. Your charter comes with:
- All activities: sailing, snorkeling, stand-up paddleboarding, fishing, and the opportunity to spot dolphins and whales.
- Food: Enjoy a selection of local pupus, and other snacks.
- Drinks: We provide local beers and other beverages to complement your meals and activities.
- Equipment: All necessary gear for activities like snorkeling and fishing is provided.
Our goal is to ensure you have a hassle-free and enjoyable experience without the need to plan for additional details.
On board, you can savor a variety of local flavors designed to enhance your sailing experience.
- Local pupus (appetizers)
- Tropical fruit platters
- Veggies and hummus
- Sandwiches for longer sails (4 hours+)
- Selection of local beers and a full bar
- Juices, sparkling water, and sodas
- Sunset sails include freshly sautéed shrimp or fish.
- You can bring your own snacks and beverages!
For any custom food orders or special requests, please fill out the questionnaire provided when you book.
Our charters set sail from the Honokohau Marina in Kailua-Kona, HI. The address to plug into your maps app is 74-380 Kealakehe Parkway, but to reach our departure point, take your first right into the marina, then stay on that road all the way until you reach our slip. You will see our sign and our boat! Please refer to the map for a clear guide to our location.
Make sure to bring your bathing suit and a change of change of clothes. If you’re venturing out to the sunset sails, a light jacket is recommended. If you’d like to bring your own food, desserts or drinks you can!
Customers will receive a full refund or credit with 48 hours notice of cancellation. Customers will also receive a full refund or credit in case of operator cancellation due to weather or other unforeseen circumstances. Contact us by phone to cancel or inquire about a cancellation. No-shows will be charged the full price. See our Booking and Refund Policy.