Find the best sunset sail for your group by narrowing down the options using one of our tools. Try clicking on the map to find something close. Click a question to use our activity selector to narrow your options. Or, If you want to keep things simple you can always just browse through the list of all the sunset sails that we offer on Maui in the yellow box below.
 Sunset Sails and Cruises on Maui |
 Gemini - 64' Sailing Catamaran |
| Hula Girl - 65' Multi-Million Dollar Catamaran |
Kai Kanani - 65' Power Catamaran  |
| Kaulana - 65' Power Catamaran |
| Maui Princess - |
| Pacific Whale Foundation - Catamarans |
| Paragon Sailing Charters - 47' Sailing Catamaran |
| Pride of Maui - 65' Maxi Catamaran |
| Quicksilver - 55' Power Catamaran |
| Scotch Mist - 50' Sailing Yacht. |
| Teralani - 64' Sailing Catamaran |
| Trilogy Excursions - 55' Sailing Catamaran |
Maui Sunset Sails. Maui Sunset Cruises
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Information Related to Sunset Sails and Cruises on Maui |
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Difference Between a Dinner Cruise and a Sunset Sail |
Maui's coastline is lovely at any time of day, but even more beautiful during a Maui sunset sail.
From the deck of a Maui sailboat in the light sundown breeze, you will understand why sunset sails are so popular here on Maui.
The strong afternoon winds die down at sunset and are reduced to a gentle breeze. The heat of the day has been replaced with a hint of coolness. The bright wash of midday has turned to vivid pastels. The sun glows orange and red and drops quickly into the ocean, disappearing in an instant display of Maui's famous "green flash." The water is calm, a gentle swell lulls the quiet scene.
Looking back toward Maui, you find the West Maui Mountains or the slopes of Haleakala draped with rainbow colors and a halo of clouds turns from pink to purple to violet before your eyes. And then a twinkling, a glitter, as stars appearing above the Lahaina or Kihei lights reflect across the water. If you're lucky, as I was the first day I set foot on Maui many years ago, you may see the full moon rise out of an enchanted valley. It's a good omen: you'll be back again as Maui now has you under its spell.
Many vessels can take you on a sunset cruise
Most sunset sails depart from Lahaina and Maalaea Harbors. Catamarans, sloops, schooners, and even power vessels are used for this purpose. No matter what boat you take, one thing is certain. It will be the beginning of an evening you will remember for a long time to come.
Tom's Tips - Maui Sunset Sails and Maui Sunset Cruises
A Maui sunset sail is the perfect beginning to a romantic evening for your last night on Maui.
You won't get wet (probably) on sunset sails leaving from Lahaina or Maalaea harbors. If you go on a boat boarding from a beach you'll have to wade out a bit through the surf. Plan your attire accordingly.
All Maui sunset cruises provide Hawaiian hors d'oeuvres or "pupus" and beverages such as mai tais, wine, beer, or a bit of the bubbly. Non-alcoholic drinks will be served as well.
Sunset Sails and Sunset Cruises in Maui - Options Below:Gemini The "Gemini" is a sixty-four foot sailing catamaran that has been operating off of Kaanapali Beach for over thirty years. This classic catamaran leaves it's mooring and pulls onto the sand to pick people up for their classic sunset sail. This company is made up of more then just a beautiful boat. As in any well-run venture their employees (which are more like family) have for the most part been with the Gemini for years. This gentle and experienced group will set the buffet and keep your glass full throughout the sail. The champagne sunset sails are always a big hit and they are always pleased to be able to accommodate you on their group trip or even for your own special private charter.…(more info) | Price Range: (From: $65.90 - To: $65.90) |
Hula Girl Would you like to see the sunset from aboard a luxury sailing catamaran? The "Hula Girl" is a large sixty-five foot long sailing catamaran that is thirty-five feet wide. The "Hula Girl" departs from the sands of Kaanapali Beach in front of Whalers Village on the West shore of Maui. This multi million-dollar vessel provides a variety of amenities including a spacious lower cabin, restrooms, a kitchen, and a large twelve person capacity fly bridge equipped with couches. The kitchen on the boat will be bustling with action. Throughout the cruise master chefs are available to make anything you would like to order off the menu. With the stellar service of the crew of the "Hula Girl" coupled with the luxurious boat and the classic four island Hawaiian sunset in the background, you're bound to enjoy the sunset sail experience.…(more info) | Price Range: (From: $65.00 - To: $78.00) |
Kai Kanani How about a sunset cruise that departs from South Maui? The "Kai Kanani" departs from the beach in front of the Makena Beach and Golf Resort. This convenient departure location just south of the Wailea resort community is an option that many visitors are unaware of. This spacious sixty-five foot catamaran is able to pull right up on the sandy beach for boarding. You will board barefoot and will normally get wet up to about your knees. From here the Kai Kanai will begin its evening sail. The crew will be serving appetizers and keeping your drinks topped off from their open bar. The catamaran hull design of the "Kai Kanai" is very stable and can sail quite fast with the right winds. …(more info) | Price Range: (From: $84.00 - To: $84.00) |
Kaulana Lahaina Maui is one of the most ideal locations in the islands to go on a sunset sail. The channel offshore off the coastline is circled by four islands and is generally shielded from the wind by the West Maui Mountains. The "Kaulana" is a sixty-five foot double deck power catamaran that offers cruises in this area. "Kaulana" has something for everyone with a shaded and enclosed lower cabin as well as an open-air upper sundeck. The "Kaulana" will have a variety appetizers as well as live entertainment. …(more info) | Price Range: (From: $43.90 - To: $43.90) |
Maui Princess The "Maui Princess" is one of the largest boats on Maui to offer sunset dinner cruises out of the Lahaina Harbor. The "Maui Princess" is a one hundred and eighteen foot power boat that has two decks. The lower deck is enclosed and makes for and ideal spot for dancing. The upper deck is open, which makes for an ideal location to eat and view the sunset from. The "Maui Princess" is equipped with restrooms and an onboard bar. This large boat is very stable because of its size as well as its gyrostabilizer. If you're looking for a large boat that has more food then the typical sunset sail, look further into the Maui Princess Sunset Dinner Cruise. …(more info) | Price Range: (From: $67.20 - To: $67.20) |
Pacific Whale Foundation The Pacific Whale Foundation is a company that many people think does only whale watches and snorkel cruises. This is not the case, in addition to the whale watching and the snorkeling they also have sunset and dinner cruises. The sunset cruises are going to have less food. Generally there will be some light appetizers on the sunset sails as well as drinks. The dinner cruises are going to have a more substantial meal as well as a bar. The Pacific Whale Foundation uses large catamarans to ensure a smooth ride and there is indoor and outdoor seating on all their boats. The Pacific Whale Foundation is known for it's friendly and knowledgeable crew. They also offer Full Moon and Star Gazing Cruises. A Sunset Reggae Cruise offers live entertainment and appetizers. The sunset cruises that are offered by Pacific Whale Foundation depart from the picturesque ports of Lahaina as well as Maalaea. These locations sit on the edge of the relatively tranquil water of Maui's leeward side. The sunset cruises offer an excellent vantage point to see the magnificent views of the sunset as well as the islands behind.…(more info) | Price Range: (From: $56.96 - To: $89.46) |
Paragon Sailing Charters Paragon Sailing Charters offers sunset sails out of Lahaina Harbor aboard their sleek forty-seven foot sailing catamaran. Comfort of the passengers is very important to the management of Paragon Sailing Charters and they limit the capacity of their sunset cruises to twenty-four even though they are certified by the coast guard to carry almost twice that amount. The quiet stable Paragon is an ideal platform to go for a mellow sunset sail from and the tranquil waters of West Maui make for one of…(more info) | Price Range: (From: $49.99 - To: $49.99) |
Pride of Maui The "Pride of Maui" is one of the larger boats to offer sunset sails on Maui. The "Pride of Maui" is a large sixty-five foot power catamaran that features a very wide "Maxi" design. This configuration offers a great amount of stability as well as a great deal of deckspace. The boat is broken up into two levels. On the top level there is an open viewing deck that makes for an ideal place to watch the sun go down and sip on some cocktails. Underneath lies and enclosed cabin that will serve as the food service and bar area.…(more info) | Price Range: (From: $59.95 - To: $59.95) |
Quicksilver The "Quicksilver" is a large fifty five foot power catamaran that offers sunset cruises departing from Maalaea Harbor. The waters off of the southern shore of the island make an ideal spot to go for a sunset cruise. The large and stable "Quicksilver" has an enclosed lower cabin and an open air upper deck. During whale season it is very likely that you will run into a few pods of humpback whales on this cruise. There is a wide variety of food onboard. In addition to the meal service alcoholic drinks are available for adults, soft drinks and juices are available for children.…(more info) | Price Range: (From: $29.95 - To: $74.90) |
Scotch Mist If you're a fan of classic sailboats then you need to know about the "Scotch Mist". The "Scotch Mist" was initially sailed to Maui in the 1984 Victoria to Maui Sailboat Race. After making the crossing faster then any of the competitors and taking first place in the race the owners of the "Scotch Mist" decided to retire the boat to the calm waters of Lahaina, Maui and put her into service operating a variety of charters for the visitors of Maui. Since the "Scotch Mist" made Maui her home the most popular cruise has always been her Champagne and Chocolate Sunset Sail. …(more info) | Price Range: (From: $69.95 - To: $69.95) |
Teralani The Teralani offers a variety of snorkel cruises and whale watches but they are perhaps best known for their dinner cruises and sunset sails. The wide deck of sixty-four foot Teralani makes for a very spacious cruise and the catamaran hull design allows for very smooth sailing with little side-to-side rocking of the boat. The west side of Maui is one of the best places to view the sunset with direct western exposure and the foreground of the calm channel waters between the islands of Molokai, Lanai and Kahoolawe. The crew of the Teralani is known for their excellent customer service and will be there to wait on your every need throughout the cruise. During the winter whale season the humpback whales are often a part of the scenery with their spouts and splashes adding some extra excitement to the Hawaiian sunset view.…(more info) | Price Range: (From: $58.90 - To: $78.90) |
Trilogy Excursions Trilogy Excursions was one of the original companies to offer sailing and snorkel trips in Maui County. The large sailing catamarans that have worked so well for them over the years for their snorkel trips have also proven to be well suited for sunset sails. These large catamarans offer a very stable ride and a spacious deck. The crew of Trilogy has a reputation for attention to detail and these friendly, experienced sailors will be waiting on your every need for the entirety of the trip. The calm waters off the western shore of Maui make for a great place to watch the sun dip into the ocean with the islands of Molokai, Lanai, Kahoolawe and Maui surrounding the boat in the distance.…(more info) | Price Range: (From: $69.00 - To: $79.00) |
Sunset Sailing Cruises in Maui - Sunset sails are just like the dinner cruises without the dinner and for a lesser price. They are generally the same length of time and often serve Hawaiian hors d'oeuvres, referred to as “pupus”. These are a great prelude to a romantic dinner in a fine restaurant on shore.
