Hawaii Proposal at Sea

Definition of romance: chartering your private yacht to propose to your loved one while in Hawaii. Imagine saying “YES” while sailing into the sunset.

Sail Sunset on Valentine’s Day

This Valentine’s Day was a highlight for me. I have been running private charters for many years now but this one stands out. The young couple, delighted in each other, chose to spend their time on the forward deck…what I call the “best seat in the house”. Not long into our sunset sail, a whale breeched, some distance from us but still out-of-this-world spectacular. We spent the two hours enjoying 2 whale groups as they swam and played in Mamala Bay. Honolulu, Hawaii. Humpback whale sighting rules are strict here: keep a minimum 100 yard distance and do not change direction to follow them. No worries! We just sailed our track and the whales theirs and the show went on. The couple I took sailing earlier in the day have been thrilled daily by whale sightings from their Waikiki lanai. But there is NOTHING better than seeing them from your Hawaii private yacht.

Dolphins too!

Yep. As if the humpbacks weren’t thrilling enough, the Hawaiian spinner dolphins came out to play. Usually in my sailing area, dolphins cruise by around 10 in the morning. So imagine the thrill of this huge pod swimming in Kaikiwi’s bow wake, frolicking and spinning all around us. WOW! As sunset came on, he asked, she said “YES”! How could you not after a show like this?

Sail Blue Hawaii

Call today for your Hawaii proposal at sea. It will stay with you for your lifetime.

5 BEST private HAWAII sailing charter ideas

  1. Sign up for a brilliant tradewind full-sail private sailing charter. You’re on your own yacht with just you and your’s in your bubble. How more perfect can it be?
  2. A private sailing charter sails 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. This is not “destination” sailing.  “Destination” is sailing. Last week as we sailed, we saw an endangered monk seal. This week a monk seal has given birth and she and her pup are hanging out at Kaimana Beach!

Looking towards the Island of Oahu

3. As we sail, especially in winter months, there is a huge chance we will see rainbows which thrill as they follow us as we sail up the coast.

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4. If conditions are light, we’ll sail outside the shelter of Diamond Head where wind and waves are bigger, perhaps spraying you with delight. It is a rare day we get outside the shipping lanes!

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5. I was asked the other day: “don’t you ever get bored sailing every day, doing the same thing every day?”. I was speechless. Every day the ocean is different, the weather is different, and YOU, the client, are different. Such variety! Such entertainment for me! Welcome to my OFFICE!!

So, come on sailor and non-sailor alike: Let’s throw off the dock lines and explore my office by signing up for your very own Honolulu Hawaii private sailing charter. It doesn’t get any better than this!

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.

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.

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.