Hawaii Sailing Adventures, LLC

Private Charters in Maui, Oahu, Lanai, Kauai

Private Hawaiian Catamaran, Sailing and Yacht Charters

It's time for the vacation of your dreams.

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

Maui Catamaran Charters

Hawaii Sailing Adventures offers private boats, catamaran charters, and sailing trips on our luxury fleet. We provide charter options for Maui, Kaanapali , Kauai , Niihau, Lanai , Molokai , Honolulu, Waikiki, Oahu , Kaneohe Bay, and The Big Island.   Snorkel, whale watch and visit Napali Coast, Kaanapali & Kohala Coast, exploring the beautiful "unknown" Hawaii through our one of our luxury boat trips.

Contact us  to learn more about booking a private catamaran or boat charter where you'll create a memorable adventure for your family and friends. Enjoy extraordinary encounters with whales, dolphins, and sea turtles, swim and snorkel in tropical island waters and have the best sailing experience in your lifetime!

Explore Our Fleet

top view anchored

Custom 49 catamaran

2 boats

Fountaine Pajot Helia 44

Catamaran Maui

Excess 12 – 39’

anchored

42 Catalina MK 11

Top view Waikiki (1)

Beneteau Oceanis 48

saling 3

Nautor Swan 46

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Beneteau 42

stern view

Beneteau Oceanis 41

side view group 1

Beneteau 393

OLYMPUS DIGITAL CAMERA

Beneteau 39

top view

Ferretti 69

Ready to find out more.

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

Napali Coast, "The Forbidden Island", North Shore Molokai, Kanaapali, Manele Bay

Niihau, Kalalau Valley, lagoon, reefs and beaches, sea cliffs, waterfalls, snorkel, scuba, swim, sunbathe, kayak, paddleboard, surf, windsurf, fish, and dine ashore. Stay in the harbor as a pleasant, charming, quiet, relaxing home base with all the cooking and sleeping amenities, a more creative environment than a hotel or house, and explore on-island activities on a week or two sailing charter. Relax, work the sails, whale watch, extended inter-island trips, short sailing tours, sunset sail, and dinner cruise. Feel what it is like to offshore cruise in the most dramatically beautiful settings in the world. Our crewed sailing and luxury yacht charters and boat tour prices include skipper, food, fuel, gear, other vessel costs, Sail Blue Hawaii, and much more.

What our customers say...

"Thank you so much! We loved the day and the memories will be cherished. We hope to do it again some day."

The Ferrier Family

A dream wedding in hawaii.

Ask us about our tropical, romantic wedding and honeymoon packages. Then, let us arrange your marriage ceremony aboard your private yacht.

Catamaran and Monohull sailboats to; Maui , Lahaina, Molokai , Lanai , Oahu , Honolulu, Kauai , Niihau, Big Island Hawaii .

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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]

Private Yacht Charter

“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

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“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

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Recent Sailing Charters/ Sail Blue Hawaii BLOG

Hawaii private sailing yacht rental.

You are in paradise and what could be better than to experience your very own Hawaii Private Sailing Yacht Rental ! Because this is custom sailing, we can sail any time of day and whatever length of time you wish. Our islands are most consistently graced with trade winds so any time is a good …

Continue reading “Hawaii Private Sailing Yacht Rental”

Waikiki Sailing at its BEST!

Private boat tours in Waikiki are available with Sail Blue Hawaii. Weekends and holidays fill quickly so plan ahead and book today. Your experienced captain will ensure your safety and enjoyment. The cost of a private boat tour in Waikiki is affordable and highly desired. Your private yacht is spacious, featuring covered and open air …

Continue reading “Waikiki Sailing at its BEST!”

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”

Honolulu Sailing Company

  • 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

sailboat charter hawaii

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.

FALL SALE – 20% off morning charters

Mana Cruises 2022 Logo

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..

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MANA Cruises + Charters

92-100 Waipahe Place, Kapolei

5.0 263 reviews

TripAdvisor

MANA Cruises & Charters Celebrates 7 Years!

MANAKAHI off of Makua

Make Waves this World Ocean Day

SummerClub Collab

MANA x SummerClub

A Pod of Hawaiian Spinner Dolphins

How do Dolphins Sleep???

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Top Hawaii Activities

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Why do Whales Migrate to Hawaii?

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Spotting the Big M

Boarding Mana Kahi

Charter a Boat in Hawaii!

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What to Expect: Crafting your Itinerary with MANA Cruises

Explore your options.

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

sailboat charter hawaii

Native Hawaiian Owned & Operated

OFFICE HOURS

Daily 8 AM - 5 PM

Experiences Locations Ko Olina Waikiki Gallery FAQ About Fleet Contact Privacy Policy

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

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.

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COMMENTS

  1. Private Catamaran Charters in Maui & Oahu

    Hawaii Sailing Adventures offers private boats, catamaran charters, and sailing trips on our luxury fleet. We provide charter options for Maui, Kaanapali, Kauai, Niihau, Lanai, Molokai, Honolulu, Waikiki, Oahu, Kaneohe Bay, and The Big …

  2. Hawaii Sail Charters

    Discover the best sail charters with our all-inclusive private boat charters and unforgettable snorkeling tours in Kona. Enjoy sunset sails, dolphin tours, and whale watching along the Kona Coast. Perfect for families and friends.

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    Experience the best sites of the Hawaiian Islands aboard the only true luxury sailing yacht in Hawaii. Voyage with sailing and water activities in the highest comfort and a first-rate crew. …

  4. Private Sailing Charters, Honolulu, Oahu, Hawaii

    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, …

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    Call Now! 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 …

  6. MANA Cruises » Hawaii's most trusted yacht & boat …

    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 …

  7. Aloha Kai Charters

    Aloha Kai Charters provides you everything needed to enjoy a safe, private, and fun experience of a Hawaii sailing charter or cruise you've always wanted. Departing from Ma’alaea, Hawaii …

  8. Hawaii Sailing Adventures

    Set sail aboard Maile, a very beautiful and special sailboat available for private charters on the Kohala coast and on the Big Island of Hawaii.