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Maui's Best Private Sunset Sailing Charter: Exclusive Sailing Experience in Maalaea Waters
5.0
9 Ratings
Wailuku
Escape the crowds and experience the beauty of Maui’s Maalaea Waters on a private sunset sailing charter. Enjoy cocktails, whale watching, and a customized trip to make your dreams come true.
Escape the crowds and experience the beauty of Maui’s Maalaea Waters on a private sunset sailing charter. Enjoy cocktails, whale watching, and a customized trip to make your dreams come true.
Duration:
2 hours
Cancellation:
24 hours
Highlights
-
Maui - The best way to enjoy sunset on Maui is to be on your own private charter sailing catamaran and be on the water.
Take your loved one and friends sailing on your own yacht with the help of a few crew. Unlike many other companies that motor the majority of the time, we pride ourselves on sailing as much as possible. Perfect for celebrating…
-
Maui - The best way to enjoy sunset on Maui is to be on your own private charter sailing catamaran and be on the water.
Take your loved one and friends sailing on your own yacht with the help of a few crew. Unlike many other companies that motor the majority of the time, we pride ourselves on sailing as much as possible. Perfect for celebrating birthdays, anniversaries, proposals, bachelorette parties, quality family time, and more!
Want to spend a little extra time on the water? Add an extra hour on to your sail.
What's Included
- Carbonated beverages
- Snacks
- Carbonated beverages
- Snacks
What's Not Included
- Alcoholic beverages are not included. However, you are welcome to bring alcohol onboard and we have all the appropriate glassware for serving. Legal drinking age is 21+ years of age.
- Gratuities
- Alcoholic beverages are not included. However, you are welcome to bring alcohol onboard and we have all the appropriate glassware for serving. Legal drinking age is 21+ years of age.
- Gratuities
Additional Information
Primed and prepped for navigations in the famed currents of Maalaea, our fleet of sailboats offers an excellent selection for exclusive small groups seeking tranquil solitude. Board with us for a stunning twilight journey, observe whales, partake in some libations, acquire sailing skills, commemorate a momentous event, or simply unwind and rejuvenate….
Primed and prepped for navigations in the famed currents of Maalaea, our fleet of sailboats offers an excellent selection for exclusive small groups seeking tranquil solitude. Board with us for a stunning twilight journey, observe whales, partake in some libations, acquire sailing skills, commemorate a momentous event, or simply unwind and rejuvenate. We are capable of tailoring an ideal excursion to transform your desires into reality.
- We accommodate all age limits including infants.
Location
333 Maalaea Rd
Maalaea Road
Check-in and boarding
Slip #83 is located on the northern land/street side of Maalaea harbor. Slip #83 is located in front of the brown roofed public bathrooms next to the red roofed coast guard station.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
5.0
(9 Ratings)
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1 star
Sarahwickens
Jul 17, 2024
Private sail - Tonight my sons and I sailed to spread my husbands ashes in one of his favorite places.
It was as lovely as it could have been with the circumstances. Kiera and Tennasyn were truly gracious hosts and made sure we were taken care of.
My sons and I are grateful for such a beautiful evening.
I would highly recommend using this company.
Review provided by Tripadvisor
835tiffanyo
Apr 26, 2024
Best sunset sail ever! ⛵️ - We had the BEST time with Kiera & Tennyson! They are wonderful captains, and took care of our every want/need! Absolutely a 🌟🌟🌟🌟🌟 review! Would do this again!! 100% recommended!
Review provided by Tripadvisor
Jmak5240
Apr 17, 2024
Beautiful Sunset Charter - Amazing charter, so many great videos and photos. Crew was great, snacks and company were fantastic. Would definitely recommend this for a small family group!
Review provided by Tripadvisor
Tandtn
Mar 5, 2024
Two great 40th Anniversary sailings - We did 2 sailings and both were magnificent. I would give 10 stars!!! Both trips were on S/V Nova. Our first was with Kiera and Annie. We saw SO many whales and the knowledge Kiera and Annie shared about the migration activity and the behavior was impressive. We had so much fun sailing and when we snorkeled we could hear them singing. Next we did the sunset with Peter and Tennasyn. Again, total knowledge of the whales...we saw so many breeches and the sunset was beautiful. The Nova is a beautiful sailing vessel. Both crews were so much fun and easy going which made our 40th anniversary all the more special. We even brought home some cool merch!
Review provided by Tripadvisor
Bdaviskc
Mar 4, 2024
Best Ever! - Wonderful experience from start to finish! Captain Kiera and Tennyson were phenomenal hosts and we enjoyed every minute of our 3 hour whale watch/sunset cruise. The Nova is a great boat and very stable, snacks/charcut plate were awesome and it seemed like our drinks were always full. 150% recommend this group--we will be back! If you are considering booking with them--do it, you will not regret it!
Review provided by Tripadvisor
Wineluvrmaui
Jan 24, 2024
FANTASTIC!!! - Totally amazing trip with great crew and great Captain!!! Had such a great time on a private charter. Unbelievably good service! You'll be glad you booked with them.
Review provided by Tripadvisor
Fuzzyc2024
Jan 13, 2024
Great Experience and Crew!! - Anna and Tennyson were the best! We had a great trip, and they were very kind, knowledgeable and overall made it a wonderful experience. Crew accommodated our unique timing experience so we could make our flight. Could not have had a better boating trip on Maui!!
Review provided by Tripadvisor
Glenlivet
Jan 5, 2024
Perfect, Absolutely Perfect! - My wife and I were treated (by our daughter and her husband) to a sunset sailing cruise for our 50th Anniversary. I cannot imagine it could have gone better. We left out of Ma'alaea Harbor north of Kihei. We were met by Captain Kiera and First Mate Tennasyn. Now, there are good sailors and there are truly good people. Kiera and Tennasyn were both. They were gracious, efficient and competent. All on board felt comfortable. We were blessed with ideal conditions, just enough wind to allow for sailing, but not to bounce us around. We sailed around Ma'alaea Bay for two hours during which time we had several encounters with Northern Humpback whales including some breeching whales and a mother and young one. It was exciting. As sunset approached, we were surrounded by the sounds of the waves lapping against the boat, the wind slapping the sails and the strains of Cousin IZ's "White Sandy Beach". It was magical. The final dip of the sun into the Pacific Ocean seemed almost anticlimactic. I cannot recommend Maui Custom Charters more highly. It was a highlight of our trip to Maui. Thank you Kiera and Tennasyn.
Review provided by Tripadvisor
Howardb852
Nov 10, 2023
Fantastic trip! Captain Kiera rocks! - Love Maui! Our captain, Kiera, was fantastic! First of all, her knowledge of the boat and sailing in general is incredible. To say that she is a terrific captain would be an understatement. She made sure that everyone on the boat had fun, was safe at all times and got off the boat knowing a lot more about sailing, Hawaiian culture and marine habitats. We took a dedicated whale watching cruise a few days before our trip with Kiera. It was fun and we saw some whales but nowhere near as many as on our MC Charter cruise. She knew right where to go and how not to spook them.
This obviously maximized our viewing. I would recommend Maui Custom Charters and Captain Kiera to anyone thinking about this trip!
Review provided by Tripadvisor
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