sailboat in hawaii

Waikiki Beach’s Premier Catamaran Company

Set sail direct from the sands of the world-famous waikiki beach .

Gather your sailing buddies and join us for a classic ‘Day Sail’. Our Day Sail is the best way to explore Waikiki paradise. Soak in the sun, sip some Mai Tais, and get a feel of the island aboard our Catamaran.

Sunset Sail

Private charters.

Read more of our candid customer reviews:

🤙🏾 SHARE the ALOHA ! 🤙🏾

Makin` new friends, always 📷: @mamamaka28

Makin` new friends, always 📷: @mamamaka28 ...

Flowers in our hair, don’t care 🌺

Flowers in our hair, don’t care 🌺 ...

Best Captains & Crew on the BEACH! 🤙🏾

Best Captains & Crew on the BEACH! 🤙🏾 ...

No better way to celebrate your special event than sailing the waters of Waikiki on your own private sail! No matter the occasion, let us help you create memories and an experience of a lifetime! ✨💙

No better way to celebrate your special event than sailing the waters of Waikiki on your own private sail! No matter the occasion, let us help you create memories and an experience of a lifetime! ✨💙 ...

The BEST hour you’ll spend on your vacation! 👩‍❤️‍👨

The BEST hour you’ll spend on your vacation! 👩‍❤️‍👨 ...

We read the wind and the sky when the sun is high, We sail the length of the seas on the ocean breeze… 🌊💨⛵️

We read the wind and the sky when the sun is high, We sail the length of the seas on the ocean breeze… 🌊💨⛵️ ...

These are the days ☀️💙🐚 📷: @lizzieaustria

These are the days ☀️💙🐚 📷: @lizzieaustria ...

Make it a trip to remember 🤙🏾

Make it a trip to remember 🤙🏾 ...

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Use #SailKepoikai or tag us to be featured!

Waikiki Sailing Company

Sailing the coast of waikiki, oahu, waikiki sailing company, view our best-selling catamaran charters aboard the mana kai.

• Sells Out Fast!

Waikiki Turtle Snorkel Adventure

This is the best way to start your day, or spend your afternoon! Come snorkel with us at Turtle Canyon, a green sea turtle cleaning station.

• Hour Glass 2 hours
• Clock 2:30 p.m. , 8:30 a.m.
• User Ages 4+
• Most Popular!
• Hour Glass 1.5 hours
• User All ages

Sunset Sail

We have the most beautiful sunsets in the world, and on this cruise, you have a clear view to enjoy it  from the water on the Mana Kai.

• Hour Glass 1 hour

Friday Fireworks Cruise

Welcome aboard the Mana Kai on our Friday night fireworks cruise. The spectacular night view of Honolulu city with the surrounding Ko’olau mountain range is breathtaking.

Mana kai - Hawaiian for “Sea Spirit”

Come aboard the Mana Kai for an unforgettable sail that shows you the island of Oahu from a unique perspective. Standing 32 feet long and 16 feet wide, the Mana Kai Catamaran accommodates up to 26 passengers. Based in Waikiki Beach, our famous Hawaiian Rainbow sail, lounge net, restroom, and a pleasant sound system add to your sailing pleasure. We are an environmentally friendly, USCG certified vessel. Bring aboard the drinks of your choice and enjoy a catamaran cruise on the beautiful waters of Waikiki. It does not disappoint! Private charters are also available and may be customized to make it a perfect sailing experience to fit your every need. Book a sail with us today!

Hear Why Customers Choose Us on TripAdvisor

This was one of my favorite activities on Oahu! We loved the sail. We even got lucky and saw dolphins and turtles! My family loved every minute of it. Captain Woody and the rest of the crew were so helpful and friendly!

We did the snorkeling tour and it was great! Captain John, Curtis and the crew were all super nice full and of knowledge. On top of seeing turtles we also saw dolphins!

We found this Sunset Cruise and chose it because it is a bit smaller than most and it is BYOB. It picks up right on the beach and the crew was great.

I loved our sunset cruise! We found this one pretty last minute and felt so lucky to get spots. It’s BYOB and super fun/relaxing. Our crew was great and happy to take pictures of us, and of course gave us some fun facts and tips!

Pink Sails Waikiki

Catamaran sailing tours in honolulu, hawaii, choose your pink sails waikiki adventure.

• Most Popular!
• User All Ages
• Hour Glass 2 Hour

Turtle Snorkeling Adventure

Explore the world-famous Waikiki “Turtle Canyon” in shallow, inner, coral reefs and be amazed at the underwater world that lives just offshore of Waikiki Beach on Oahu!

• Hour Glass 2 - 2.5 Hour

Sunset Splash & Sail

Enjoy the beauty of a sunset cruise in Waikiki! Whether you’re with your family, friends, or a loved one, a Hawaiian sunset is even more amazing from the water.

• Hour Glass 1.5 - 2 Hour

Friday Night Fireworks

Experience the best seats in the house as we get up close and personal with the brilliant colors of Waikiki’s Friday Night Fireworks Show. There’s no better view of this magnificent aerial display than from out on the water with the Waikiki skyline as the backdrop.

Whale Watching

Experience the thrill of watching majestic Humpback Whales frolic in the beautiful waters off of Waikiki as our guides educate you on their migration habits, their behaviors, and other fun facts. This Oahu tour is available from December 15th through April 15th.

• Hour Glass 3 Hour , 2 Hour

Private Charters

Experience your dream Hawaii vacation aboard one of our private boat charters in Waikiki. Enjoy a personalized itinerary and have the boat all to yourself to explore the beauty of the island waters and its native wildlife.

A unique experience with a fun crew

Welcome to Pink Sails Waikiki, where adventure and relaxation collide on the sparkling waters of Hawaii! As the premier provider of Waikiki catamaran sailing tours, we offer a one-of-a-kind experience that combines the thrill of sailing with the breathtaking beauty of Oahu’s coastline. Join us for a fun-filled and professional journey, where the pink sails take you on an unforgettable tropical escapade.

Choose your preferred vessel and book your unforgettable cruise

Follow us and get excited for your pink sails experience, did you know that we also offer sailing lessons at our school, pink sails waikiki voted among top 10% best activities in the world, experience a day in paradise with pink sails waikiki ★★★★★.

What an amazing experience. The staff was wonderful and went above and beyond our expectations. I highly recommend Pink Sails Waikiki when visiting the islands. This is a must do experience.

I have taken multiple sunset tours in Hawaii. None of them let you swim. This was amazing. My kids and I swam in the ocean, we saw turtles and seals, they had free snacks and drinks for purchase. The crew was so chill and friendly. I highly recommend this tour!

It was truly amazing 🤩 saw a lot of turtles 🐢 tropical fish, water was crystal clear, staff on boat were friendly an very helpful, was highlight of my holiday so far would highly recommend 🙌

We had a fabulous time swimming with turtles off Waikiki beach. The crew were informative, friendly, entertaining and welcoming. I went with my husband and sisters and we all had a ball. It was definitely a highlight of our trip. I would highly recommend this activity.

Special: Promo Code: ALOHA20

Makani Catamaran | Boat & Catamaran Tours

Honolulu boat tours and charters, join us aboard our catamaran — the makani — for an exciting and memorable hawaiian ocean adventure with top-of-the-line equipment, luxurious amenities, and a passionate team behind us, makani aims to provide a truly world-class sailing experience. book our honolulu boat tours online today.

Experience the Best of Hawaiian Waters with Makani Catamaran | Premier Honolulu Boat Tours & Sailing Adventures

Embark on an unforgettable Hawaiian ocean adventure with Makani Catamaran, the top choice for boat tours and sailing experiences in Honolulu. Our state-of-the-art catamaran, the Makani, is designed to deliver the ultimate in comfort, luxury, and safety, ensuring a world-class experience for all our guests. Whether you’re seeking a relaxing sunset cruise, a thrilling snorkeling expedition, or a private charter for a special occasion, Makani Catamaran offers it all.

Our catamarans are equipped with top-of-the-line amenities, including spacious decks, shaded lounging areas, and modern restrooms, all tailored to provide you with the highest level of comfort during your journey. Our passionate and experienced crew is dedicated to delivering exceptional service, ensuring that every moment of your tour is filled with awe and wonder as you explore the breathtaking beauty of Hawaii’s coastline and crystal-clear waters.

Makani Catamaran offers a variety of Honolulu boat tours , including our famous sunset cruises, where you can witness the vibrant colors of the Hawaiian sunset while sipping on a refreshing drink. For those seeking adventure, our snorkeling tours take you to some of the most stunning underwater locations around Oahu, where you can swim alongside tropical fish, sea turtles, and vibrant coral reefs. If you’re looking to celebrate a special event or simply desire a more personalized experience, our private charters allow you to customize your journey to create memories that will last a lifetime.

Book your Makani Catamaran Honolulu boat tour online today and discover why we’re known as the premier sailing experience in Hawaii. With our commitment to excellence and passion for the ocean, we promise an adventure that’s not only exciting and memorable but also truly world-class.

Join us aboard the Makani and let the magic of Hawaii unfold before your eyes—luxury, adventure, and the spirit of Aloha await you.

Effective January 1st 2024, State of Hawaii Ocean Stewardship User Fee of $1.00 per person will be added to all reservations. The user fees will support the conservation, restoration, enhancement and management of Hawai’i’s marine resources.

Makani Catamaran | Boat & Catamaran Tours

1009 Ala Moana Blvd F31, Honolulu, HI 96813

Monday 9 AM–5 PM

Tuesday 9 AM–5 PM

Wednesday 9 AM–5 PM

Thursday 9 AM–5 PM

Friday 9 AM–7:30 PM

Saturday 9 AM–5 PM

Sunday 9 AM–5 PM

(808) 591-9000

Website: https://www.sailmakani.com/ Makani Catamaran | Boat & Catamaran Tours

• Hour Glass 2 Hours
• Clock 11 a.m. 2 p.m.

Fun in the Sun Sail

Embark on a voyage along the sun-kissed south shore of Oahu, where breathtaking vistas of the verdant Ko’olau Mountains, glistening Honolulu skylines, and the awe-inspiring Diamond Head await. Stay alert and witness the enchanting marine wildlife that graces these waters!

• Most Popular

Honolulu City Lights Sunset Sail

Prepare for an extraordinary evening unlike any other. Indulge in the breathtaking Hawaiian sunset aboard the Makani Catamaran, where you can relish the open air and sip on our exquisite tropical cocktails.

• Hour Glass 1 hour
• Clock 7:30 pm

Waikiki Friday Night Fireworks Sail

Experience a breathtaking view of the fireworks show from the water as the moon ascends. The Friday Night Fireworks Cruise offers a mesmerizing spectacle, showcasing the Honolulu skyline and the majestic Ko’olau range. Indulge in an evening of unparalleled beauty and enchantment.

Looking for All Honolulu Boat Tours and Private Charters?

Feel the thrill.

Makani, the finest Hawaii catamaran offers a covered cabin seating area, two large, freshwater restrooms, surround sound system, sunbathing net areas, and pilothouse seating. No expense has been spared making Makani the catamaran of choice for the most discriminating customers, including many celebrities. The Captain and crew attend to your every need. We hope you make Makani your first choice to “Feel the Thrill” and have an unforgettable Hawaiian ocean experience. Check out our Google Virtual Tour!

Rave Reviews

Traveling at the age of 20 with your friends is a guaranteed fun time but when you do amazingly fun excursions like the Makani Catamaran, it just makes your vacations a thousand times better! My friends and I had such a great time thanks to your amazing staff. They’re very nice and very helpful. I’ve been on the catamaran three times and every time it just seems to get better and better. I highly recommend Makani Catamaran, MAHALO!!! oh and we saw turtles and DOLPHINS on our sail, IT WAS AMAZING!!!

This was by far the best catamaran we have been on! The staff is AMAZING. The crew is so helpful and funny. They make you feel like your part of their crew for sure. We loved spending time on the water and hearing all they had to say about the islands and animals. The captain was great! We will be doing this again!

We saw a sea turtle and a group of dolphins followed us for a while and did some "tricks". No whales on this trip but the crew made the experience fun by telling jokes and talking about the animals.

I can't say enough nice things about our trip on the Makani Catamaran! The staff were warm and friendly, the drinks we're tasty and the views were breathtaking. We had the opportunity to stand in the Captain's Galley and take photos. Captain Jon was so accommodating and thoughtful - he even offered to take our picture. This is one experience you do not want to miss out on! Highly recommend.

The boat was in great shape, staff was very professional and committed to safety. I appreciated that more than anything. I would highly recommend this trip for anyone visiting the Island, the views are well worth it. Great value trip!

So, full disclosure I was pretty skeptical that this would be fun at all. In fact, this was totally my wifes idea. That said, of all the things we did in Hawaii, this ended up being one of my favorites. We had been doing pushing ourselves pretty hard for several days up to this point and it was just really nice to sit back for a couple hours with drinks in hand and hang out as a family. We sat on the netting in the front and our 9,7, and 5 year old kids thought it was awesome to watch the water go by underneath and at one point even had some dolphins following us. 100% would suggest and will definitely do again.

I am so happy that I booked this during our trip to Hawaii. The crew was nice, hospitable, and very engaging. They made the sail super fun for everyone on board. Our captain was even able to show us sea turtles and a whale, even though we were not promised that when booking! Plus there was a full service bar and the drinks were awesome! I would definitely recommend to everyone. It is definitely worth it.

Hawaii Sailing Adventures, LLC

Private Charters in Maui, Oahu, Lanai, Kauai

Private Catamaran Sailing Charter Trips in Maui

Perfect for family trips, weddings, honeymoons and vacations..

1/2 day, one-day, sunset, dinner, multi-day to multi-week inter-island vacation, and trip options are available.

As Hawaii's second largest island, Maui boasts white sand, crystal clear water, black sand beaches, waterfalls & mountains. With Hawaii Sailing Adventures, you can sail Maui by booking a private sailboat charter and luxuriously exploring the white, black, and red beaches or many activities, including sailing, surfing, paddleboard, kayaking, snorkeling, scuba, biking, windsurfing, swimming, shopping, eating. Our boat routes are perfect for family trips, friends, weddings, honeymoons, birthdays, anniversaries, and vacations.

We offer the only private vacation sailing catamarans and the most extensive fleet of monohulls available on and inter-island to Maui from the neighboring island for just your family and friends.

Contact us today to talk about booking your Hawaiian vacation!

Explore Our Maui Fleet

Custom 49 catamaran

Fountaine Pajot Helia 44

Excess 12 – 39’

42 Catalina MK 11

Beneteau Oceanis 48

Nautor Swan 46

Ferretti 69

Chesapeake Bay 36

Visit one of the luxury spa resorts on kaanapali beach..

• See “tons” of frolicking Humpback whales.
• Snorkel, sunbathe, fish, surf, sail, swim, relax.
• Maui, Lanai and Molokai, short sails between islands.
• Fishing is great and we know the most amazing snorkel spots.
• Lahaina is a historic whaling town, beautiful art galleries, wonderful upscale restaurants.

Sailing Maui and Oahu is a weather friendly option for Winter.

Ready to find out more?

Get information on prices, itineraries, private daily or weekly charters & tours in Hawaii.

What our customers say...

• All Adventures
• Waikiki Sail & Snorkel Adventure

Diamond Head Sunset Cruise

Explore famous turtle canyons, private whale watching cruise.

• Friday Nite Fireworks Cruise

Offshore Fishing

• Private Sunset Dinner Cruise
• Interisland Overnight Adventures
• ASA Sailing School
• Event Planning
• Luxury 43 Ft Sailing Yacht
• Luxury 48 Ft Sailing Yacht
• Luxury 50 Ft Sailing Yacht
• Luxury 50 Ft Sailing Catamaran
• Articles & latest News

Experience the Magic of Hawaii!

Sunset sails, snorkeling adventures, whale watching, friday night fireworks, explore turtle canyons, asa certified sailing school, anniversaries, bachelorette parties, memorials & ash ceremonies, catering photography, waikiki sail & snorkel adventure.

Oahu’s Best Snorkeling Tour features a three hour cruise aboard a private luxury yacht. Enjoy a leisurely sail off the idyllic coast of Oahu’s famous Waikiki Beach with stunning views and  a chance to see dolphins, sea turtles and whales in season.

Escape the crowds and let your captain guide you to a relaxing anchorage where you can snorkel with tropical fish, sea turtles and beautiful coral.  Invite your family and friends and make memories while your Captain and crew take care of the rest.

Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Immerse yourself in a gorgeous Hawaiian sunset. Idyllic sailing awaits you with spectacular views of iconic Diamond Head and Waikiki. Catch a glimpse of dolphins, sea turtles, and whales in season.  Honolulu’s city lights provide an enchanting backdrop for your return to port.

Immerse yourself in a vibrant underwater wonderland as you snorkel through coral reefs teeming with Sea Turtles and tropical fish. The crystal clear waters of Waikiki’s Famous Turtle Canyons reveal a kaleidoscope of colors and marine life. Discover the secrets of this diverse marine ecosystem as you swim among the colorful inhabitants and witness the beauty of Hawaii’s underwater world up close. Our Top Rated Sea Turtle Swim features a three hour private cruise aboard a luxury yacht. Get a chance to see dolphins and whales (in season) while taking in the magnificent views of Oahu’s Famous Waikiki coastline. 

From the comfort of your private luxury yacht, enjoy an amazing experience with Hawaii’s humpback whales.  Departing near Waikiki, enjoy a leisurely sail against the majestic backdrop of Diamond Head as you scan the water for majestic whales. Dolphins, sea turtles, and manta rays are often seen while relaxing aboard with your family and friends.

Sport fishing from a sailboat is a true adventure!  We head offshore where the big fish are and sail fast to catch real gamefish like mahimahi, ono, and tuna. We do not fish the delicate reef ecosystem, those fish should only be caught on camera, and you can do that on our snorkeling tours. Offshore fishing in Hawaiian conditions can be physically challenging so be sure you are ready. We often see dolphins, sea turtles and manta rays while sailing offshore.

We offer beginner to advanced sailing and navigation instruction aboard private yachts in the Hawaiian Islands. Instructors are ASA Certified and dedicated to teaching you the skills required to be your own Captain. We give you the knowledge and experience to be confident and safe on all your sailing adventures- Whether you charter a boat from a local harbor, go on an exotic sailing vacation, or even buy your own boat.

Special Event Planning

Bring the Spirit of Aloha to your next Birthday, Anniversary, Hawaiian Wedding, or Corporate event. Let our preferred Honolulu event specialists assist you in making your event an unforgettable success! If you would like to have a Memorial at Sea or a Hawaii Ash Scattering we can help you create the right ceremony.

Your message

Want your own private sunset tour? This is it! The tour was very professional as well as fun. Michelle made booking the tour very easy. Michelle and Will were very good on the open Ocean and very accommodating. Allowed music if you wanted and can bring whatever drinks you want. Will had just crossed the Pacific Ocean in a boat! Wow!

What to do with a dozen friends all in town at once? Our sunset sail was wonderful! Everyone had a lovely time, enjoying the beautiful skyline and horizon. The highlight of the trip was our close sighting of humpback whales! They were less than 30 yards away at times – it’s hard to say whether the kids or the adults were more excited! The crew was very helpful and the boat Tefiti (for sailing nerds) is beautiful, clean, in perfect condition, and amazingly set up for singlehanding – almost everything is automated to the point she almost sails herself. Not a spot of rust anywhere – she clearly gets a lot of TLC!

Our family of 10 rented the boat originally for two hours to take my husband’s ashes out to Diamond Head and scatter them in the ocean he loved so much and sailed so often. It was a Memory that the entire family will cherish forever. Michele and our captain couldn’t have been more accommodating. After we put his ashes into the water, we asked if it would be possible to stay out an extra hour so that we could all swim in the waters off Waikiki…and the two of them were totally good with that! Such a fun time after such an emotional day for us all. Michele was so good with the two youngsters we had with us…even providing brand-new life jackets for them…ages 6 + 7! It was sunset as we came into the channel…docking was a picture perfect ending to the afternoon. Thank you so much! We loved it and highly recommend this team for a perfect sail aboard the Beneteau 50 Te Fiti!

Had a great day with Honolulu Sailing Company. It was really nice to have a private yacht and avoid the crowds packed on other boats. Our family really appreciated that the captain and crew were fully vaccinated and it made the tour very relaxing. It’s hard these days to find something to do that feels safe. We booked a snorkel cruise and will book a sunset sail before we head home to Arizona.

Private Sailing Charters, Honolulu, Oahu, Hawaii

Ocean Yacht Adventures Honolulu Oahu

WELCOME ABOARD SailBlueHawaii.com

Sail your own exclusive private yacht charter .

You’ll sail in the safety of your own private bubble. How perfect is that during this challenging time? Your private sailing charter in Hawaii offers you an incredible opportunity to explore the stunning waters of the Hawaiian Islands in a luxurious and personalized way.

Sign up today for your sailing adventure with Hawaii’s premiere sailing charter company. [email protected]

“DON’T DREAM YOUR LIFE, LIVE YOUR DREAM”

Any occasion is a great one to get out sailing on Hawaiian waters to enjoy some relaxing and refreshing ocean time. Especially true here in Hawaii where the air is balmy and year-round trade winds provide Honolulu with wonderful sailing conditions.

At Sail Blue Hawaii, the possibilities are endless and  THE HORIZON IS NO LIMIT.

Honolulu Sailing, Yacht Charters, Oahu

While sailing off the Oahu coastline, we often see Hawaiian green sea turtles lazing in the sun, dolphins jumping the bow, whales (winter only) spouting off to starboard, and the stunning shine of Venus at sunset. Leave Waikiki and the crowds behind. Step onto your own private yacht and enjoy the ride of your life. The wind is our engine as we sail the beautiful azure blue Pacific waters. The sound of the ocean will thrill. You can choose a magical sunrise cruise, an adventurous tradewind day-sail, a romantic sunset cruise; depending on your preferences and schedules…anything is available for any occasion.

Your private sailing charter in Hawaii is perfect for intimate gatherings, family vacations, or romantic getaways. It comes with an exceptionally experienced captain and crew who are knowledgeable about the islands’ marine life, culture, and history. You will enjoy tradewind sailing as only Hawaii can offer.

The stunning coastal landscapes, crystal-clear waters, and the chance to see marine wildlife up close makes your private sailing charter an unforgettable experience. However, it’s essential to book in advance, especially during peak tourist seasons, to ensure availability and secure your preferred sailing date.

SUNSET SERVED DAILY

“Years from now you will be more disappointed by the things you didn’t do than by the ones you did do. So throw off the bow lines. Sail away from the safe harbor. Catch the trade winds in your sails. Explore. Dream. Discover.” -Mark Twain

Recent Sailing Charters/ Sail Blue Hawaii BLOG

Learn to sail in hawaii.

The Louis Vuitton Cup is at this moment being sailed in Barcelona. Whether you’re an avid Cup follower and know a bit or a lot about sailing, or just interested in sailing lessons to learn the ropes, Sail Blue Hawaii can give you a lesson at your level. By the way, the LVC leads up …

Continue reading “Learn to sail in Hawaii”

Say “YES”…Hawaii’s best private proposal at sea

The Hawaiian islands are known for their romance. So, what could be more perfect than saying “YES” aboard your own private yacht at sunrise or sunset? YES, trust Sail Blue Hawaii…Hawaii’s best proposal at sea …with this incredibly important event. Sailing this romantic Hawaii marriage proposal will guarantee she says “yes.” Saying “yes” is just …

Continue reading “Say “YES”…Hawaii’s best private proposal at sea”

Hawaii’s best private sunset charter

The sunset cruise, Hawaii’s best private sunset charter, was almost over. After a long, beautiful afternoon sail, we sailed gently into sunset hour. It’s that time when you go from the tranquility of sailing to turning the engine on and heading back in the channel. I always feel the disappointment in my charterers as I …

Continue reading “Hawaii’s best private sunset charter”

MAUI’S BEST PERFORMANCE SAILING CHARTERS

Welcome to sail maui.

Sail Maui offers the most intimate and authentic catamaran sailing experience in Hawai’i. We offer performance sailing cruises, coastal snorkeling at various destinations, remarkable sunset sailing, and exclusive private charters. Set sail with us today, and discover the very best of Maui with our expert crew.

CHOOSE YOUR ADVENTURE

MEET THE CREW

Captain Greg

Mate Daniela

FIRST MATE KEELY

Twenty years from now, you will be more disappointed by the things you didn’t do, than by the ones you did. So throw off the bowlines. Sail away from the safe harbor. Catch the trade wind in your sails. Explore. Dream. Discover.” – Mark Twain

Whale Watch Sails

Enjoy humpback whales all around during the winter season, and listen to their song. It is a treat to have them here. 

Sail And Snorkel Adventures

Sail along the coast and let yourself be captured by the beauty of the island, or swim or snorkel in our beautiful, turquoise water. 

Sunset or Dinner Sails

Savor a magical evening as you enjoy appetizers on the foredeck and watch the soft, evening light fall on the island as the sun sets. 

Order breakfast, lunch or dinner through our private Chef, or have our Chef prepare a special menu for dinner on board.

[email protected]

808-960-9744

Our Mailing Address

P.o. box 6600 kamuela, hi 96743.

SPOTS FILLING QUICKLY! BOOK YOUR SUMMER CRUISE & SNORKEL TODAY

Tradewind Charters

Escape on a private charter | honolulu, hi.

• Most Popular!

Cruise & Snorkel

Perfect for visitors with a desire for real sailing in a private setting. Our luxury yachts are limited to private parties ensuring comfort and no crowds!

Fishing Adventures

Create fantastic family memories at sea on your Oahu vacation by combining a few ocean activities together.

Mimosa Sunrise Cruise

Ideal for the romantic couple who’s up at the crack of dawn during their Hawaiian vacation due to time zone changes. Witness the brilliant colors of a sunrise at sea from the deck of the Love Boat.

Sea Spa Cruise

Perfect for couples, families, and groups celebrating life events like birthdays, anniversaries, showers, and bachelor/bachelorette parties.

Aloha to Tradewind Charters

Tradewind Charters Hawaii offers visitors and Kama’ainas private sailing cruises, fishing charters, sunset dinner sails, snorkeling tours, whale watching and dolphins swims, scenic sightseeing tours, weddings at sea, sea burial services, and much more. Whether you are looking to relax for an afternoon or a whole week, host a wedding and reception at sea, entertain family, friends, and business associates for a luncheon cruise, or savor a romantic sunset dinner sail, we do it all for you.

Meet Captain Ken

Capt. Ken at the helm. Over 25 years ago, I sailed over from the West Coast and started up Tradewind Charters to provide the very best in private boat charters for clients from all over the world. Our islands’ perfect weather is ideal for sailing and living in comfort, and coupled with an unsurpassed beauty and allure, incredible marine life year-round, and neighbors full of ALOHA, it truly is Paradise. Come sail with us and let us show you the reasons why we call these islands home.

Raving Reviews

"A group of four of us took a morning sailing cruise out past the shores of Waikiki. Captain Nate was a great source of information and shared some fantastic recommendations of things to see/do. He was very personable and informative and made our trip very enjoyable."

"This was an amazing way to end our vacation in Hawaii. Our family sailed for two hours and enjoyed the sunset while eating and drinking. Best of all it was just us! Our own private cruise. Paul was an incredible captain and host who took care of all of our needs. We just sat back and enjoyed the ride."

"My family thoroughly enjoyed a three-hour sail trip on "My Sunshine." Captain Paul was amazing, as was the boat trip. Beautiful say on Waikiki swimming, sailing and enjoying the sun. Perfect cruise!!!!"

"I had a WONDERFUL experience. Captain Ken was incredibly responsive and easy to coordinate with. He and his crew made sure that we had an enjoyable and safe time out on the water. The boat was incredibly clean, and well-equipped with everything you would need - snorkels, bathrooms, and a full bar! Can't wait to sail again with Tradewind Charters."

• (808) 664-1164
• [email protected]
• Ko Olina / Waikiki

PRIVATE & SHARED YACHT CHARTERS

We specialize in providing private and shared yacht charters in hawaii, from ko olina and waikiki. with a passenger limit of six, we cater to families, couples, corporate suites and more.  browse from our three vessels, two oahu locations, and various experiences to find the perfect match for you. trust in our genuine service and aloha from beginning to end..

MANA Cruises + Charters

92-100 Waipahe Place, Kapolei

5.0 250 reviews

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Ko Olina: Ko Olina Marina 92-100 Waipahe Place, Kapolei, HI 96707 Waikiki: Ala Wai Boat Harbor 5 Holomoana St, Honolulu, HI 96815

Native Hawaiian Owned & Operated

OFFICE HOURS

Daily 8 AM - 5 PM

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• © MANA CRUISES AND CHARTERS - 2024
• ALL RIGHTS RESERVED

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Sailing in Hawaii: Everything You Need to Know

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The ocean surrounding the Aloha State beckons all to sail its waters. For those who take the call, they will find ample steady breezes, the sun, and calm seas awaiting their adventure. However, the calm and beautiful ocean can be deceiving to the inexperienced. 

If you want to go sailing in Hawaii, you must come prepared with a plan, a doable destination, and enough supplies if something goes wrong. This is because the trade winds and currents near the islands can change from calm to turbulent in an instant. 

To solve some of the riddles of sailing in Hawaii, the American Sailing Association established a list of tips and accredited sailing schools so you can learn the ropes. By reading further, you will learn what these tips and schools are so you can implement them as needed.

— article continued below —

The Art of Sailing Among the Islands of Hawaii

There is no better way to see Hawaii than by sailing. The trade winds surrounding the islands make nearly perfect sailing conditions without ceasing. Plus, you can enjoy the calm waters and warm breeze all year long, especially on the western side of the archipelago. You can take out your boat or rent one to see all the islands offer, such as the Kohala Coast and Kealakekua Bay.

While the lure of the water splashing onto your boat's hull sounds inviting, the islands are notoriously challenging to sail. The breeze may be steady, but it is not a constant everywhere. The shapes of the islands create a chaotic storm of everchanging ocean currents and weather. The conditions are so bad, sailors boast that if you can sail in Hawaii, you can sail anywhere .

Each island has its unique character traits. The winds are so specific that ancient Hawaiians have 30 names for the winds around the island of Maui alone. It also takes an expert navigator to chart around the swells, currents, and rotating stars. The ancient Polynesian navigators were the best in the world for a reason. 

Therefore, you must come prepared before you embark on your journey through the waters surrounding these volcanic islands. 

Hawaiian Sailing Education Resources

Most people get the taste for sailing around Hawaii on some sunset cruise and believe they are already skilled enough to handle the Hawaiian trade winds. They feel the moist air passing over the West Maui Mountains and over the boat, forcing it to move with purpose. They think they can handle the waters and embark to go off the typical visitor tours. 

However, the Hawaiian straits can get challenging beyond the shores. General sailing skills are not enough; you need local expertise if you want to avoid Hawaii's legendary surf breaks or a free trip to Tahiti. 

You can gather this expertise by hiring a guide for a private tour of the islands, or you can attend classes at one of the three American Sailing Association (ASA) sailing schools on the island of Oahu:

• Waikiki Sailing School
• Sail Hawaii
• Honolulu Sailing

You will find all three schools centrally located at the Kewalo and Ala Wai harbor near the world-famous Waikiki Beach. 

All three schools provide instructions that lead to ASA certifications 101 and 106 using a classic Pearson Ariel 26 keelboat. You will learn your way around Hawaii with practical applications such as a liveaboard Pacific Offshore Challenge sailing adventure around the islands. They even offer courses for ASA 105 and 107 (Celestial Navigation) certifications. 

Best Places to Sail in Hawaii

With your new Hawaii sailing certification, you will want to get out on the open sea. Every Hawaiian island has unique vistas and challenges that will keep you coming back for more. If you set out with a guide, they will point you towards exciting destinations and how to get to them. If you are taking the seas alone, you will want to plan out your excursions before leaving the shore. 

Sailing Around Maui

Around Maui county's islands, the tradewinds generally come from the northeast but can have different effects if they flow from the north versus the east. Either way, they will lead you to the Auau and Pailolo Channels and Maalaea Bay which are often labeled as the best sailing places in Maui. 

The Pailolo Channel

The Pailolo Channel offers the most consistent sailing conditions of the archipelago. Situated between the mountains of the Maui and Molokai islands, the strait forms a 9-mile-wide funnel that keeps the winds going in the same path regardless of their direction. 

Reaching the channel requires knowing how the winds are blowing. With an east wind, your best bet is to start sailing towards Eastern Molokai, then turn towards Maui once you reach the middle of the channel. The winds would then cross your boat from the port side. 

With a north wind, you can go straight through the middle of the channel with the free-running breeze. You will crawl at a consistent 15-25 knots, but you will have a riveting sailing experience. 

Honolua Bay should be available to you regardless of the trade winds. 

Auau Channel

As the Pailolo Channel becomes the Auau Channel near Lanai, the winds get complicated. For example, you can cross the channel from Manele Harbor to Lahaina without much effort with a good north wind. However, crossing the channel with an east wind can challenge even native experts. 

With an east wind, your best chance is to find wind convection or a light breeze caused by the nearby hot land. Though, the occasional south wind can help as well. 

On the South Side of Maui

Maui's volcanoes turn the island into a wind funnel aimed directly at Maalaea Bay. This funneling makes the bay the windiest spot in Hawaii. As such, the bay is continuously whitecapped from dawn to dusk. To make matters worse, the north wind arrives early, rendering snorkeling and other water activities impossible. 

You also must reach the bay traveling upwind. Because of this, even the seasoned veterans will not sail into the bay and recommend using a motor along the coastline. You can bring out the sails again once you reach North Kihei. You can only sail to McGregor Point and Maalaea Harbor during light or westerly winds. Just be ready for the jump from 10 knots to 25 as you pass North Kihei. 

Cruising the Leeward Seas

The leeward side of the islands is the calmer side with much more manageable water and winds. Partly shielded from the tradewinds, these waters provide an unforgettable and unique way to see Hawaii and all that the islands offer. You can sail anywhere with little effort, even upwind. 

Kaiwi Channel

For instance, you can cross the Kaiwi Channel between Oahu and Molokai in less than half a day. Once there, you can spend the rest of the day and night enjoying life in Lono Harbor, a deserted but protected hideaway. You can then take the short-day trip to the Nanahoa pinnacles, an interesting rock formation with a nice anchoring spot for swimming and lunches. 

Lanai Island

Toward the south from Nanahoa, you will find the Island of Lanai and the Auau Channel with a more leisurely approach towards Manele Bay. The bay is Lanai's only recreational marina and has no guest slips, but it does give you access to Hulopoe Beach and the nearby hiking cliff trails. 

The only other interesting spot on the island is Lahaina Harbor. The Lahaina Yacht Club privately owns the historic harbor. As such, you need permissions from the club to dock. Even then, most of the time you will find yourself mooring your boat to a visitors' buoy or anchoring in the bay, using their provided dinghy to reach the bars on the shore. 

Luckily, ASA Hawaiian classes provide Lahaina Club membership, giving full access to the club's other amenities, including hot showers, fish taco shops, and the best view in town. 

Molokai Island

Across the channel from Lanai is Maui, which has nothing special for boaters, but beyond Maui is Molokai. Reaching Molokai requires crossing the Pailolo Channel, but you will find a reef that will lead you towards the calmer lee side of the island. 

Fortunately, there are no harbors or anchorages along Molokai's north shore. So, you can avoid most of the tradewinds and travel down the lee side until you reach Kaunakakai. Kaunakakai is the main town on Molokai, and its harbor is fully equipped. There is a guest dock with end ties and enough room in the harbor in case you must anchor offshore. 

As for the island itself, Molokai has the most native Hawaiians in the state, who prefer a more traditional lifestyle. The "Friendly Island" feels like a time capsule with only a few modern amenities. The island's major attraction is the Paddler's Inn. The popular restaurant serves as the central meeting spot for locals and visitors alike. It is open every day except Sunday and serves Molokai's famous hot bread.

The Open Sea Between Molokai and Oahu

When sailing around the Hawaiian Islands, you rarely venture out into the open ocean. Most travels keep you near the islands or in the semi-protected channels between them. The only time you will travel through the open Pacific is when you go directly between Oahu and Molokai. 

The course will take you past migrating Humpback whales as they play with spinner dolphins. However, we only recommend that you take the route going in the westward direction. This way, you will travel the 45 nautical miles with the trade winds and not against them. 

Sailing Between Hawaii and Mainland U. S.

When people talk about Sailing in Hawaii, they only mention traversing the waters between the islands. However, the open ocean between the archipelago and the mainland offers a gratifying experience on its own. Many sailors prefer the ventures so they can bring their boats with them instead of renting once they get to Hawaii. 

General Hawaii-Bound Sailing Route

Regardless of your starting location, your trip to Hawaii will be essentially the same, with a few deviations. You generally head south along the coastline until you are between 35 degrees North and 25 degrees North. From there, you can head straight westerly for Hilo. The trip will take about 2-4 weeks. While there are more direct routes, this passage is the quickest with the fewest chances for failure. 

Los Angeles is a good staging point . The city ranges from 38 degrees and 34 degrees North. From the south, you want to remain offshore and out of the surf as much as possible, but you can start heading west as soon as you see the city. 

From the north, you must choose from three different routes: 

• Slowest route: Reach Los Angeles through San Francisco. You can hop from port to port until you reach the Bay Area before heading southeasterly to join the northern route to Hawaii.
• Fastest route: Head directly towards Los Angeles, approximately 20 to 40 miles from the shore. This route lets you take advantage of the coastal current and winds. 
• Safest Route : Same as the fastest route, except you remain 50 to 100 miles out. You will find smoother sailing the farther out you are, but try to avoid the Pacific High. 

Regardless of the route you take, you want to avoid:

• Point St George
• Cape Flattery
• Cape Blanco
• Rocky Point/Honda Point

Make Sure You Always Remain South of the Pacific High

Regardless of how you plan to reach Hawaii, you want to avoid the Pacific High. This semi-permanent depression in the North Pacific gives Hawaii its tradewinds, and you need those tradewinds for your trip. The High also has light winds and rain, which will make your trip a miserable experience. 

Therefore, all recommended routes towards Hawaii send you south before you head west. However, the Pacific High moves. It shifts towards the equator in the winter and back north in the summer. The Los Angeles route is only suitable for summer sailing because of this. During any other time of the year, you must head further south before you start heading for the Hawaiian Islands. 

A general rule of thumb is:

• 20 degrees North during winter
• 30 degrees North during spring
• 35 degrees North during summer

Once you reach your travel latitude, it will take you a few days before you pick up the tradewinds for smooth sailing to Hilo. Just note that the optimal wind zone will remain small and narrow throughout the trip. 

Best Time to Sail to Hawaii

Because of the Pacific High, your best time to sail to Hawaii is in June. Setting out in June lets you take the Los Angeles route in relative comfort while avoiding the hurricane season. After June, you must deal with the hurricanes, while your trip will get cold if you venture out during the winter and spring. 

Just note that you may still deal with the occasional hurricane. Fortunately, hurricanes are easily spotted. So, you should have plenty of time to prepare for them. Pacific hurricanes tend to stay south of 20 degrees North Latitude, far away from the summer Hawaii route. 

Heading Back to the Mainland

After your many adventures around Hawaii, you take a different route back to the mainland. The tropical tradewinds only move west, and you need the jet stream which moves easterly, so you must head north of the Pacific High to reach them. 

Therefore, the only route available to you is to head straight north from Hilo until you pass the High's northern edge. This path should take you to around 47 degrees North, which is the latitude of Seattle. From there, you can turn towards the east and sail until you reach the coast. You can then travel south until you reach your home base. The 2,600-mile trip to Seattle will take you 4 to 5 weeks.

Plan for the Journey

As with any long voyages, you must prepare for your trip before setting sail to or from Hawaii. You are looking at a several-week journey through cold nights, rain, and slow winds. These conditions grow worse as you drift near the Pacific High, but you should get through the worst of it after five days of sailing. 

Once you catch the trade winds, the air gets warmer and dryer, and with winds pick up to something respectable. This part of the journey will take about two weeks, but it should be a pleasant ocean voyage. 

However, you will spend all that time on your own. There will be nothing on the horizon to break the monotony. As such, you need to bring your knowledge of sea sailing, courage to remain focused, a strong stomach, and a plan for anything that might go awry. A part of that planning is establishing a time to sleep and change the sail, as well as fixing any leaks that might spring up. Because of this, you may not want to make the journey alone. 

Sailing among the Hawaiian Islands is a fun way to enjoy the sun and the sights from the Aloha State. However, the waters around these islands can challenge even seasoned sailing veterans. To enjoy your voyages while remaining safe, you must come prepared and understand how the winds and water current flow around the islands. Only then can you sail around the archipelago with your friends.

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3,152 Burned Vehicles Have Been Removed From Lahaina, But More Than 350 Remain

The U.S. Army Corps of Engineers provided an update on debris removal, which also included 141 boats.

More than 350 burned vehicles are still spread throughout Lahaina more than a year after the Aug. 8, 2023 fire, but that’s a small fraction of the vehicles that were destroyed.

So far, 3,152 vehicles have been removed from the burn zone, according to Lt. Col. Collin Jones of the U.S. Army Corps of Engineers.

The Corps will collect the remaining cars over the next several months, Jones said at a recent community meeting.

No other government agency is involved in the task, but insurance companies and private individuals have removed some vehicles.

“I would say that overall, we are on or ahead of schedule. We’ve been making good progress,” Corps debris mission manager Zack Moore said.

The Corps is working with private contractors, many specializing in disaster and debris recovery, to remove vehicles. It’s taken more than 6,000 hours to remove the vehicles so far; each one takes about two hours.

The vehicles are taken from roads and private properties to a temporary staging site at Pioneer Mill in Lahaina. Twice a week, Maui County employees or contractors notify owners and their insurance companies that the vehicles were accounted for and collected as waste. Once adjudicated, the vehicles are recycled as scrap metal, Moore said.

The processing of the vehicles includes removing all hazards and fluids at the pickup location, Moore said. Then they are transported to the staging site to be baled and taken to recycling. 

Taking away the vehicles is part of the Corps’ debris removal contract. It also removed and disposed of 141 boats in the burn zone.

The Corps estimates the total cost of removing all vehicles at $15 million to $20 million. This would mean each vehicle cost from $4,300 to $5,700.

Removal of all types of debris from roads and other rights of way is 25% complete, the Corps said.

“We estimate that all the debris cleanup should be done by February 2025,” Moore said.

The Corps said it has cleared 100% of debris from 1,390 residential lots, with 48 lots still awaiting soil testing to get a final notice of completion. The job was finished several months ahead of the January 2025 estimate, the Corps said.

For commercial and public properties, the Corps said it has cleared 94 of 159 lots, with 23 lots waiting for soil testing to get a final notice of completion. The anticipated date of completion for all commercial and public lots is February 2025.

The 36-acre Kilohana temporary housing site, another Corps project, is 85% complete, with 97% of utilities finished. Total completion is expected by Oct. 28. It will include 169 modular units.

Construction of the Kealamoka Fleming Road sewer line, serving Kilohana housing, Fleming Road and Malo Street, started July 10 and is expected to be finished by March 15.

The King Kamehameha III temporary school, a project that began in November, was completed in February. The school opened April 1 to serve about 600 students.

Civil Beat’s coverage of environmental issues on Maui is supported by grants from the Center for Disaster Philanthropy and the Hawaii Wildfires Recovery Fund, the Knight Foundation and the Doris Duke Foundation.  

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