Home > Paragon Sailing Charters

Paragon Sailing Charters

If sailing is truly your ultimate objective in going out on a boat, you will be thrilled with a sail on Paragon Sailing Charters. The Paragon is a 47' custom sailing catamaran that was designed for these waters and also for speed. There are not that many boats that pass through these waters that could go faster than this one. These boat tours are mid-range in terms of capacity taking only a maximum of about thirty-five passengers so there is still room for a large amount of personalization. Paragon Sailing Charters offers tours that go to Lanai and to Molokini as well as afternoon Performance Sails, and they also have Sunset Sails in their offerings as well. Whichever trip you might decide on, you will enjoy the excitement of being under sail with Paragon.

We sell tickets to 5 items by Paragon Sailing Charters.

View the complete list below or use our Activity Finder to narrow down your options.


(5 Reviews, 5 Stars)

The adventure begins in Lahaina Harbor where we set sail across the Au'au' channel to Lana'i. A continental breakfast featuring some of Hawaii's tastiest tropical fruit is served as you enjoy the panoramic view of the islands of Maui, Molokai, Kahoolawe, and Lana'i.

More Info / Buy Now

(4 Reviews, 5 Stars)

Sailing out of Maalaea Harbor provides some of the best speed sailing in the world with flat water and stiff breezes. We often reach speeds in excess of 20 knots.

More Info / Buy Now

(5 Reviews, 4.8 Stars)

The peaceful sounds of the wind in our sails while viewing Maui's Western coastline offers a most relaxing experience. The crew will pamper you with complimentary hors d'oeuvres and beverages, which include beer, wine, champagne and Mai Tai's.

More Info / Buy Now

(7 Reviews, 4.6 Stars)

Let the wind catch the sails and you are off to Maui's most visually stimulating snorkel destination. This five hour morning snorkel trip features a continental breakfast, buffet lunch, snacks, beer, wine, soda, coffee and juice.

More Info / Buy Now