Category: sunset cruise

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Private Hawaii Sailing Charter

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. 

Why a private sailing charter?

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. 

What will we see?

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.

Tradewind sailing at its best. Call Sail Blue Hawaii today for YOUR private Hawaii sailing charter.

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Private Hawaii Whale Watch

“It was a fabulous afternoon with tradewind sailing at its best while enjoying our Hawaii whale watch. Captain Gaelyn managed to find two sets of mom and calf humpbacks in the bay. Our private sailing charter was also blessed with dolphins swimming in Kaikiwi’s bow wake. I had read on her website: “watch spinner dolphins surfing the bow wake” but thought that an exaggeration. Nope! much to our delight.”

Honolulu’s Best Private Sailing Charter

“It is perfect in today’s world to sail with Sail Blue Hawaii. We choose Captain Gaelyn and her “Kaikiwi” because of her beautifully maintained sailboat and the “private” sailing charter. Keeping family safe while having fun on the ocean was our priority. Humpbacks, dolphins, turtles, flying fish… all in one fabulous balmy afternoon. When we wrote for information on her private sailing charter, she wrote back:

“Kaikiwi” sails from Oahu’s south (protected) shore, not far from Waikiki, past beautiful coastline in the cobalt blue blue waters of our Pacific.  Wildlife such as green sea turtles, “honu”, dolphins, “nai’a”, humpback whales, “kohola” (in winter season only), and flying fish, “malolo” are some of the critters we may see as we sail. Beautiful views of Oahu, Diamond Head and, on clear days, far in the distance, Molokai and Lanai can sometimes be seen. Please understand this is not “destination” sailing.  “Destination” is sailing.

We didn’t miss out on one single thing in that very wordy paragraph. Cobalt blue blue? Understated! Wildlife? They were all out to play. Molokai and Lanai were both there, yes, in the distance. Destination? Sailing!”

Whether you are signing up for a Hawaii whale watch, a sunset cruise, a sunrise cruise, or just an afternoon of private sailing, write for your custom quote today. Sailing with Sail Blue Hawaii could well be the highlight of your Hawaii vacation. Locals welcome too 🙂

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Private sailing charter in Hawaii

There are many reasons to choose a private sailing charter in Hawaii.

You may never know why you go or how it will change you, but listen to this: last night my sunset cruise (repeat) clients said: last time, after their cruise with me, they went home and took up the boating life! Yep, they went and bought a boat! And have spent the last 4 years cruising the Chesapeake. I was thrilled to hear this. I am not saying after you sail with me you will go buy a boat. After all, the best boat to have is someone else’s. 🙂

What’s so thrilling about a boating lifestyle?

It’s not just romance but you sure can find that. It’s not just freedom but you sure will find that. It’s not just sunsets but you sure will soak them in…maybe even see the green flash. It’s not just rainbows but they will deliver your pot of gold. It’s not just hands on the wheel but YES, the wheel is yours. These are just glimpses of the boating life. Whether you are a sailor or a power boater, at the end of the day, it’s the magic there. You’ve sailed or powered to an anchorage far from everyday life. And this is therapy at its best.

Sign up today for your private sailing charter in Hawaii with Sail Blue Hawaii.

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Private Hawaii Sailing Charter

TODAY call Sail Blue Hawaii to book your dream private Hawaii sailing charter. Kaikiwi, a 42 ft Beneteau, is the perfect choice for any and all occasions. Whether you want an adventurous tradewind sail (we are the only ones who will sail you out past Diamond Head, and only if that’s what you want!!), a sailing lesson, a more relaxed kick-back sunset cruise..whatever it is…you dream it, we will sail it.

Where do we sail to?

“Kaikiwi” sails from Oahu’s south (protected) shore, not far from Waikiki, past beautiful coastline in the cobalt blue blue waters of our Pacific.  Wildlife such as green sea turtles, “honu”, dolphins, “nai’a”, humpback whales, “kohola” (in winter season only), and flying fish, “malolo” are some of the critters we may see as we sail. Beautiful views of Oahu, Diamond Head and, on clear days, far in the distance, Molokai and Lanai can sometimes be seen. Please understand this is not “destination” sailing.  “Destination” is sailing.

Why choose a private sailing 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.

Feel free to create your own custom cruise.  We will cater to your every whim.  Call Sail Blue Hawaii for your special occasion and we will design the sailing charter of your dreams.

Do you have someone special in your life and just can’t find the right way to say “thank you” or “happy birthday/anniversary”?  Stun them with a GIFT CERTIFICATE.  It could well be the best gift they have ever received. 

The horizon is no limit.

Kaikiwi is a beautiful 42ft Beneteau. The best-kept yacht in the islands!

Email, text or call TODAY for your private Hawaii sailing charter.

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Sailing Yacht Rental Hawaii

Our current tradewind flow made for a beyond awesome day-sail yesterday for a couple’s sailing yacht rental while in Hawaii. Typically, for a private day-sail charter, clients choose 2-, 3- or 5- hour sails. Because yesterdays’ tradewinds were in the range of 15 knots we were able to sail way beyond the Diamond Head wind line. Fabulous. We found a false orca whale swimming around..that is a seldom sight.

What time of day is best for a private sail in Hawaii.

Because this is custom sailing, we can sail any time of day you want and whatever length of time you wish. Our islands are most consistently graced with trade winds so any time is a good time to go sailing…✨SUNRISE, morning, afternoon, SUNSET✨.  It is all good.  You can email Sail Blue Hawaii NOW to sign up for a sunrise cruise, a day-sail, or a magical sunset cruise.

Where are we sailing to?

While on your private sailing yacht rental, we sail from Oahu’s south (protected) shore, not far from Waikiki, past beautiful coastline in the cobalt blue blue waters of our Pacific.  Wildlife such as green sea turtles, “honu”, dolphins, “nai’a”, humpback whales, “kohola” (in winter season only), and flying fish, “malolo” are some of the critters we may see as we sail. Beautiful views of Oahu, Diamond Head and, on clear days, far in the distance, Molokai and Lanai can sometimes be seen. Please understand this is not “destination” sailing.  “Destination” is sailing.

any time is a good time for a private sailing charter but a sunset cruise is for romantics

Email Sail Blue Hawaii today to get your custom quote for your private sailing yacht rental. It’s the best money can buy.