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.

Oahu’s best sunset cruise

Honolulu Oahu sunset cruise
Honolulu Oahu sunset cruise

Relieve your guilt by getting your work done early and grabbing your loved ones for a spectacular Honolulu sunset cruise on a private sailing charter at the end of your day. Hawaii is fast becoming the most popular post-pandemic place to be whether you are choosing to spend a month or two here to tele-work or bringing the family for a much-needed breather. While you are here there are so many reasons to get out on the water. Go ahead and treat yourself: de-stress and take some healing time that only “being out there“ can offer.

WHAT ABOUT THE WEATHER?

“It’s too windy,” you say.  Captain says, “no wind, no sail”:-) Hawaii is typically a windy place, and this week has been no exception.  That being said, Captain has many hidden talents, including an easy way of trimming the sails and changing the sail plan to keep you comfortable and having fun. Overall, your private sailing experience on our Honolulu sunset cruise is of the most importance to us!

CALL Sail Blue Hawaii for your private Oahu sunset cruise

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.

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 🙂

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.