Your Hawaii Marriage Proposal

Why a Hawaii marriage proposal? The Hawaiian Islands are known as a romantic archipelago. You will feel romance the minute you step off the plane…the balmy tradewind, the scent of plumeria in the air, coconut trees swaying in the breeze, the azure blue waters lapping the beautiful white sand beaches. So, what better place on the planet than Hawaii for your proposal of a lifetime?.

Hawaii proposal at sea.

You cannot be any more romantic when you propose to your loved one while sailing into the sunset. Saying “YES” under a tropical sky, on your own private yacht, will be a memory of a lifetime. It is a stunning way to begin your commitment to each other. Of course, you don’t need the sunset to complete your proposal: 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.

Saying “yes” is just the beginning!

May the love you share today be just as strong every day in the years to come. You will look back on your Hawaii proposal on s/v Kaikiwi as not just the highlight of your Hawaii vacation, but the highlight of your lives. Your private Hawaii marriage proposal will set the tone of your lives together as you sail off into the beautiful pacific waters off Oahu.

I have sailed many a couple and witnessed their Hawaii proposal. Every single one gives me chicken skin. It is an honour. Call Sail Blue Hawaii to book your Hawaii marriage proposal at sea. 

Private Sailing Charter in Hawaii.

When you book your private sailing charter while vacationing in Hawaii it may well be the highlight of your vacation. It is astonishing how many times my clients have said that to me. That is thrilling. It is exactly why I have worked so hard to give people the best-kept charter vessel in the islands, AND the best private sailing charter experience. That was my goal when I set up up Sail Blue Hawaii LLC.

“This is the best time I have had in my entire life.”
-Kaelyn, age 7, CA

Why choose a private sailing charter?

There are so many reasons, but let me name a few:

  • CoVid is still around. Your captain is vaccinated and boosted. How better to keep you and your loved ones safe. When you sail on “Kaikiwi”, a 42-ft Beneteau, you will feel so safe especially when you see the over-crowded catamarans.
  • delight in pure trade wind sailing any time of day for as many hours as you want.
  • whale sail. In winter, humpbacks are Hawaii’s most famous tourists, making their annual 3,500 mile trip from Alaska to the islands each December through April.  We’ll set sail and hope to find these gentle leviathans.
  • birthday parties
  • corporate fun(ctions)
  • very popular: summer only; Friday night pau hana fireworks cruise. Combine this with sunset and you have the perfect cruise.
  • for romantics: sunset cruise: a beautiful time of day to be on the water.
  • maybe you’ve just flown in from the East Coast and Waikiki doesn’t wake up early enough for you. Let’s catch sunrise over Diamond Head. Maybe we’ll see dolphins in the beautiful morning light.
  • choose the one night of the month (or, the “blue moon” second night of the month) to sail from sunset to full moon. It is truly magical to see the full moon rise over Diamond Head after sailing into the sunset. Click moon phases to see full moon calendar.
  • when the moon is close to its new phase, we have fabulous star-gazing.  Set sail for sunset and a night sail. In winter months, the iconic Southern Cross can be seen.
  • proposal:  how more romantic can you get when you propose to your loved one while sailing into the sunset?
  • weddings for romantics:  there’s nothing more special than saying “I do” under a tropical sky  while sailing into the sunset.  Your captain will marry you with a personalized  service on your own private yacht.
  • renewal of vows:  what a “wow” it is to  say those vows again, to remember and  re-ignite!
  • sailing lessonsHelp set the sails and take the helm if you like as you learn the “ropes” of sailing.  The first thing you learn: they are not ropes.  They are “lines.” Captain Gaelyn will assist you to build your skills and confidence. For all levels of sailing experience.
  • memorials, ash scatterings and life celebrations
perfect tradewind sailing

Waikiki private whale watching charter

Every winter we are blessed with thrilling whale watching. Humpback whales migrate from Alaska to Hawaii to calve. Where better to see them but on your own Waikiki private whale watching charter. Better yet is to capture them while sailing.

A Waikiki whale watch sailing charter to remember

Yesterday we were enjoying an unusual morning without tradewinds… we couldn’t sail. What a perfect opportunity to view whales. Captain had killed the engine (we knew whales were in the area) when a humpback mum and calf swam by just to wow us. Mum was teaching calf to breech. All of us on board were breathless as the calf kept breeching as it approached the boat. It crossed our bow continuing to display this exceptional display of strength and playfulness. Adding to this, all 40 tons of mum was swimming close behind, crossing our bow a little too close, the captain would say, while the guests said “NO WAY!”. While not all whale watching is this fantabulous (fantastic + fabulous), do sign up for a Waikiki private whale watching charter if you are in Hawaii during our winter months. You will remember this for your lifetime.