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Address: 74-380 Kealakehe Pkwy, Honokohau Harbor Slip H-5, Kailua-Kona, Island of Hawaii, HI 96740-2721
Phone Number:
+1 808-938-7272
Website
Recommended length of visit: 2-3 hours
Description:

Hawaii Island Sailing offers private, customized sailing adventures on the...

Hawaii Island Sailing offers private, customized sailing adventures on the beautiful yacht, “Imagine”. We personalize your destination, food and refreshments. Choose to snorkel, fish, whale watch, learn sailing, take the helm, a Zodiac beach excursion or all of the above! Sit back and relax while experiencing the romance of cruising the Kona-Kohala Coast of Hawaii under sail. Sea kayaks and paddle boards are also available. We are conveniently located at Honokohau Harbor.

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Lots to do in 3 hours!

Fine 40 foot sailboat with experienced, highly competent captain and mate. All gear well maintained and efficiently handled. Quick to turn off the engine and hoist sails. We... read more

5 of 5 bubblesReviewed 1 week ago
Tangolinas
,
Anchorage, Alaska

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55 Reviews from our TripAdvisor Community

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Showing 55: English reviews
Anchorage, Alaska
Level Contributor
3 reviews
5 of 5 bubbles Reviewed 1 week ago

Fine 40 foot sailboat with experienced, highly competent captain and mate. All gear well maintained and efficiently handled. Quick to turn off the engine and hoist sails. We sailed down to Kona to jump in with dolphins. Muffins on the way down and bagels, cream cheese, fresh fruit on the way back hit the spot. Every one who wanted to... More 

Helpful?
Thank Tangolinas
Elayne W, Manager at Hawaii Island Sailing, responded to this review

Tons of fun sailing with you guys!! Next time you are here visiting let's do it again!! We needed some hat overboard maneuver practice so we enjoyed fishing your hat out of the water but it is only as easy as the crew and spotters make it!! You are good sailors......All y'all!!! Steered a straight course and kept those telltales... More 

Colorado Springs, Colorado
Level Contributor
48 reviews
13 attraction reviews
common_n_attraction_reviews_1bd8 17 helpful votes
5 of 5 bubbles Reviewed 1 week ago

We did two sunset sails with Captain Elayne on the 40' Catalina Imagine and both were excellent. They accommodated one passenger in a wheelchair. Very friendly. Great food. Bring your own adult beverages. Comfortable. Very willing to adapt. Totally overcast on one sail so we diverted to watch dolphins and whales. A perfect way to spend a few hours with... More 

Helpful?
Thank Hank S
Elayne W, Manager at Hawaii Island Sailing, responded to this review

Awe. Thanks Hank!! You and your gang were tons of fun and Maddie is simply adorable!! How can you resist her charm and desire to move here!! I think she may win you all over!! Let me know how we can assist in your "relocation"!! So looking forward to sailing with you all again!! CaptIn Elayne, Eric and Heidi!! More 

1 review
5 of 5 bubbles Reviewed 2 weeks ago via mobile

Captain Elaine was great, and our sail trip was one of the absolute favorite things we've done our two weeks on the island. We arrived hungry and enjoyed sushi, fruit, cheese and crackers while we sailed north along the island. The captain gave us some simple lessons in sailing and we had a stunning sunset to cap it off. My... More 

Helpful?
Thank Jennifer B
Elayne W, Manager at Hawaii Island Sailing, responded to this review

Thanks for sailing with us!! We had so much fun out there with you guys!! Come visit us again next time you all get together for some adventure!! Happy Sailing!! More 

Okoboji, Iowa
2 reviews
5 of 5 bubbles Reviewed 4 weeks ago via mobile

Ok this experience was superb. Excellent equipment, Captain Elayne and Eric were awesome instructors, great training, fun to be around. Booked second day with them two days later.

Helpful?
Thank rebeyou
Elayne W, Manager at Hawaii Island Sailing, responded to this review

Well.....you and Jill are awesome students!!! We had a lot of fun out there practicing maneuvers, teaching some new ones, laughing and harnessing the breezes that decided to visit us........ from EVERY direction!! Give Murph a HUMUNGOUS HUG from me when you take your 104 test and remember...... heaving to is a maneuver.....not something we do overboard!!! Bow through irons....backwind... More 

Wilsall, Montana
Level Contributor
8 reviews
6 attraction reviews
5 of 5 bubbles Reviewed 4 weeks ago

There is nothing like seeing the sunset over the ocean. Being on a sail boat is the way to go. No motor noise! Captain Elayne was introduced to my husband and myself by friends(msjday1) who invited us to join them on this sunset cruise, April of 2016. We are boaters and feel comfortable on the water, but it has been... More 

Helpful?
Thank cmshrstock
Elayne W, Manager at Hawaii Island Sailing, responded to this review

We had tons of fun with you too!! Thanks a Brazillion for the fish recipe!! We use it all the time...I mean....all the time!! Looking forward to hanging out with you guys on your next visit!!! Let's catch enough fish to fill the freezer!!! See ya soon!! Happy Sailing!! Elayne and the gang More 

Las Vegas, Nevada
Level Contributor
152 reviews
64 attraction reviews
common_n_attraction_reviews_1bd8 93 helpful votes
4 of 5 bubbles Reviewed 16 January 2017

Although Captain Elayne was not able to make our booking, Captain Eric filled in with Cassidy and they were great. We appreciated their sailing skills and friendly company. Despite the whales sleeping in that morning, we had fun just being on the sailboat out on the beautiful water. One of us felt a little seasick and they suggested she steer... More 

Helpful?
Thank CapricornSister
Elayne W, Manager at Hawaii Island Sailing, responded to this review

Thank you for your review!! Even though Captain Elayne was too sick to sail that day the entire crew at Hawaii Island Sailing are hooked on sailing!! Eric and Cassidy had a wonderful time sharing the beautiful ocean and their sailing skills with you!! We look forward To sailing with you again soon!! Happy Sailing!!! More 

Los Angeles, California
Level Contributor
6 reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 bubbles Reviewed 15 January 2017

This review is beyond tardy! I wrote a review last April but I was unable to get it to post. My husband Ron and I are both sailors but most of our sailing has been in Southern California. We had the great privilege of sailing with Captain Elayne last April, not once but twice! The first time it was a... More 

Helpful?
Thank msjday1
Elayne W, Manager at Hawaii Island Sailing, responded to this review

Thanks for your review!! I always love our sailing experiences together!!! Hope you will come cruising with us when we finally cast off the dock lines and head out on the big blue!! Cannot wait until your next visit!!! Happy sailing!! More 

Seattle, Washington
1 review
5 of 5 bubbles Reviewed 8 January 2017

My family and I had a wonderful afternoon sail/snorkeling trip with Captain Elayne. Even though the winds were light we gave the sails a try. Captain Elayne happily explained how all the ropes and sails worked and offered to let my kids give it a try. The captain and crew were a delight to spend time with as they were... More 

Helpful?
Thank yaknap22
Elayne W, Manager at Hawaii Island Sailing, responded to this review

We had a lot of fun with you and your family....... Hope we get to sail with you again in the not too distant future!!! Happy Sailing!! More 

1 review
5 of 5 bubbles Reviewed 8 January 2017 via mobile

Thrilling gentle ride among happy spinner dolphins, who cavorted all around the boat as soon as we left the harbor. Skipper Cassidy and Captain Elayne maneuvered the boat to where we could see the dolphin antics without disturbing them. The dolphins love the displacement flowing from the bow and playfully cruised with us for 30 minutes, from time to time... More 

Helpful?
Thank Michael B
Elayne W, Manager at Hawaii Island Sailing, responded to this review

You can "Imagine" how it makes us feel to read your review!! Being able to share our love for the sea and sailing is our favorite thing to do!! Thank YOU all for being so much fun and getting us out on the water!! It is very rewarding to see beginner sailors keep those sails full while they are at... More 

Sunnyvale, California
Level Contributor
3 reviews
5 of 5 bubbles Reviewed 29 December 2016

Imagine is the name of the wonderful Catalina 400 sailboat on which we spent a glorious day today. Elaine and Eric were our captains and they were flexible, accommodating and simply magnificent. We started with some upfront and center whale watching and then we spent the next few hours swimming with the dolphins...so many dolphins...and we wanted more so we... More 

Helpful?
Thank Saura N
Elayne W, Manager at Hawaii Island Sailing, responded to this review

We had so much fun with you guys!! What a hoot!! Great family and talent to boot!! I love it when we can laugh until we cry!! Make sure to look us up next visit to Hawaii Island and you will sail with us on our frequent sailor discount!! Happy Sailing!! More 

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