Water activity

Lahaina: Private Sunset Sailing Trip & West Maui Mountains

Activity provider: Kainani Sails
Water activity

Lahaina: Private Sunset Sailing Trip & West Maui Mountains

Activity provider: Kainani Sails

From US$ 1,929.28 per group up to 6

Privately hire your own sailing yacht and cruise over Hawaiian waters to watch the serene sunset. Celebrate a special occasion and admire views of the West Maui Mountains as the sky turns to gold.

About this activity

Free cancellation
Cancel up to 7 days in advance for a full refund
Covid-19 precautions
Special health and safety measures are in place. Check your activity voucher once you book for full details.
Duration 3 hours
Check availability to see starting times.
Live tour guide
Private group


  • Stare in wonder at the magical sunset transforming the color of the ocean
  • Celebrate a blossoming romance or lifelong friendship on a private sailboat
  • Admire breathtaking views of the West Maui Mountains shining in the sun
  • Indulge your tastebuds with a platter of fruits, cheeses, and crackers
  • Be surprised by wonderful encounters with stunning Hawaiian marine life
Full description

Celebrate a special occasion with a private evening sailing cruise in Maui departing from Lahaina. Have the boat all to yourself as you sail over the Hawaiian waters and look out for marine life as the West Maui Mountains become the perfect backdrop to watch the sunset.

Make your way down to Whalers Village in the late afternoon and be welcomed aboard your own private sailboat by the captain. Hoist the sails at around 16:00 PM and set out onto the iddylic sea.

Relax on deck with your significant other, your family, or your friends and celebrate any occasion as the waves of Lahaina lap against the boat. Treat yourself to some light appetizers including a platter of fruit, cheeses, and crackers and bring your own booze.

Watch as the sun begins to set on the horizon and make a moment to remember with the West Maui Mountains majestically rising behind you. Stay for all of the sunset and then sail back to the shore.

  • Sunset sailing trip
  • Non-alcoholic beverages
  • Fruit, cheese and cracker platter
  • Captain and crew
  • Gratuity
  • Alcohol (Bring your own)
Not suitable for
  • People with mobility impairments

Select participants and date



Meeting point

Meet your crew in front of Leilani's restaurant on the beach. Look for white, longsleeve shirts and a red shuttle boat.

Open in Google Maps ⟶
Important information

Not allowed

  • Drones

Know before you go

  • To board the boat you'll need to walk over sand and through very shallow water, meaning your shins will get wet
  • You are welcome to bring any alcoholic beverages you wish to enjoy onboard with you
  • There is paid parking at the Whalers Village parking lot
  • We have a 7 day cancelation policy
Customer reviews

Overall rating

5 /5

based on 2 reviews

Sort by:

Traveler type:

Star rating:

Captain Patrick and Phil were wonderful. Beautiful sunset sail and so nice to be just our family. Appreciated all the island knowledge and attention to detail. Thank you for making this a great experience for one of our last nights In Maui.

August 2, 2022

We had the most amazing time on our private sail with Captain Patrick and Matthew! The boat was pristine and they were an excellent and fun crew. This was the highlight of our time on Maui. Highly recommend!

June 6, 2022

Product ID: 417460