At sunset time the winds generally die-down and the sailing is gentle. 
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 Sunset Sails and Cruises on Oahu |
 Alii Kai Catamaran - Sunset Dinner Cruise |
| Hawaii Nautical - Leid Back' Dinner Cruise |
| Hawaii Nautical Ko Olina Catamaran - Sunset Cruise and Sailing |
| Island Dream Catamaran - Sunset Sailing Cruise |
| Maitai Catamaran - Sailing |
| Makani Catamaran - 65' Sailing Catamaran |
| Navatek I - Lunch and Whale Watch |
| North Shore Catamaran - 40' Catamaran |
| Ocean Joy Cruises - |
| Royal Hawaiian Catamaran - 52' Catamaran - Sunset Excursions |
| Star of Honolulu - Lunch and Whale Watch |
| Tradewind Charters - Sail Oahu |
Oahu Sunset Sails and Sunset Cruises
(From: $30.90 - To: $1,420.00)
Oahu sunset sails or sunset cruises provide some of the most relaxing and romantic sunset sails in Hawaii.
Oahu sunset sails are usually just a couple hours in length and occur during the most beautiful two hours of the day. This is a time of the day to unwind and relax with a cocktail in hand and share in the day's adventures. Many people love to enjoy an Oahu sunset sail in the late afternoon as a preparation for a nice meal at a restaurant afterwards and the timing for this is perfect allowing for reservations at a restaurant at about 8 pm.
Sunset sails have always been a favorite in Oahu particularly out of Waikiki or Honolulu. Your sunset sail sets the tone for the evening to follow and Waikiki is such a busy and happening evening location that the sunset sail will dove-tail just perfectly with whatever event my come next. Another reason Waikiki is so popular for its sunset sails is the traditional Friday night fireworks display which occurs just after sunset and is great to see from the ocean looking back at the city from your sunset cruise.
Your choice of sunset sails and sunset cruises on Oahu is quite wide and there are any one of a number of sunset cruises and types of venues and programs to choose from.
- Most sunset cruises leave from Waikiki or Honolulu but we also have sunset sails departing from the Ko'Olina Resort Marina and from the North Shore at Haleiwa.
- The size of your Oahu sunset cruise could be as few as just the two of you or could be with literally hundreds of others in a big sunset cruise party atmosphere.
- Many Oahu sunset sails are referred to as a "booze cruise" and are just great for party time.
- A close cousin to the Oahu sunset cruise is the Oahu dinner cruise, the difference being that instead of just serving "pupus" on the sunset sails they serve a full dinner on the dinner cruises.
You will be glad you arranged your evening sunset cruise entertainment off the coast of Waikiki and Diamond Head with its colorful sunsets and beautiful views of the Honolulu shoreline. A more romantic evening activity than a sunset sail will be hard to find.
Tom's Tips - Oahu Sunset Sails and Oahu Sunset Tours
- Although Oahu sunset sails are a great choice on any night, your last night in Hawaii will make it all the more memorable.
- Sailing at sunset time in Oahu is usually much calmer than sailing during mid-day. Generally you are likely to be sailing with the gentle breezes that set in as the air cools with the setting of the sun.
- Remember the "romance factor" of Oahu sunset sails. These are not adventure cruises but instead are soothing and relaxing moments spent on the ocean enjoying Oahu's glimmering coastline.
Sunset Sails and Sunset Cruises in Oahu - Options Below:
Alii Kai Catamaran If you’re looking for a little more then just a sunset cruise you should look into the Ali’i Kai Catamaran. This colossal one hundred and seventy foot ship is fashioned after an ancient Polynesian canoe. This trip is actually what we would classify as a dinner cruise because in addition to going out to see the sunset views it will have dinner and drinks on board. The trip will depart the harbor at the Aloha Tower Marketplace and cruise towards the majestic Diamond Head. It is a multilevel boat…(more info) | Price Range: (From: $70.67 - To: $102.18) |
Hawaii Nautical If you're really looking to treat yourselves well and enjoy a totally personalized sunset sail, why not consider Hawaii Nautical with its beautiful thirty-eight foot sailing catamaran "Leid Back". This sunset sail is just for small groups of six-persons or less and in addition to all your cocktails, beer or wine you will have prepared for you, right on board, a four course dinner. It's hard to imagine a sunset sail more romantic than this; it's just perfect for your intimate sunset sail and…(more info) | Price Range: (From: $90.00 - To: $200.00) |
Hawaii Nautical Ko Olina Catamaran Sunset cocktail sails are great fun for any time of year and the sunset sail aboard Hawaii Nautical's " Ko'Olina Cat" is a great choice. The Ko'Olina Cat leaves from its departure point in Ko Olina harbor. The boat is fifty-three feet in length and can take as many as forty-eight people on board. Appetizers can include chicken wings, meatballs with marinara sauce, vegetable platter, fruits and chips and unlimited soda, juice and water. Two alcoholic drinks are included as well and additional…(more info) | Price Range: (From: $60.00 - To: $200.00) |
Island Dream Catamaran The Island Dream Catamaran is the most photographed boat in the Hawaiian Islands. It is a jewel of Waikiki with its lovely pink sails that catch every eye. But don't let its beauty fool you. This catamaran has the speed to catch the fast flowing swells of Oahu. This "state of the art" twin hulled, catamaran is easily able to accommodate 30 people and in addition to its snorkel sails and sunset sails is available for charter on a private charter basis as well. This boat is beautifully maintained and is an excellent choice for a sail off the Waikiki coastline.…(more info) | Price Range: (From: $34.00 - To: $35.00) |
Maitai Catamaran Waikiki Beach is right in the heart of the "action" in Waikiki and one of our sunset sail boats, the Maita'i, conveniently leaves directly from the beach itself. The Maita'i catamaran is known for its ease of access, it's beautiful off-shore sailing, for spectacular sunsets and for an inexpensive way to enjoy a complete Oahu sunset experience. Your cruise will usually include dry snacks of some sort and generous amounts of your choice of MaiTais, Champagne, Wine, Juices and soft drinks…(more info) | Price Range: (From: $30.90 - To: $30.90) |
Makani Catamaran If you are looking for a wonderful sunset cruise on your visit to Oahu you should consider the beautiful new sixty-five foot power sailing catamaran offered by Makani Catamarans. A sunset sail on a boat as beautiful as this will create fond memories of your tour to Oahu. From the coastline on this two-hour tour you will be able to witness the spectacle of Honolulu, Waikiki and the mountains behind as the sun sinks into the Pacific painting the sky with every color of the rainbow…(more info) | Price Range: (From: $45.00 - To: $55.00) |
Navatek I A sunset sail on the Navatek is an experience you won't soon forget. The Navatek is "a horse of a different color". Up-to-date technology is the name of the game on the Navatek sunset sails. The boat is made of what is referred to as a SWATH design. This stands for Small Water-plane Area Twin Hull design. The point behind all this technology is that the Navatek will make constant and continuous adjustments in the water level of each hull that keeps the boat on an even and stable course…(more info) | Price Range: (From: $89.00 - To: $205.00) |
North Shore Catamaran The Ho'o Nanea is the forty foot long sailing catamaran that is used on sunset sails and dinner cruises on the North Shore Catamarans charters. This is a wonderful boat upon which to take a sunset sail as it takes only small groups of perhaps twenty-five or so. The sunset sail becomes that much more of an intimate experience as a result. The other unique quality that separates the North Shore Catamarans from other sunset cruises on Oahu is its location. Yes, you'll have to drive to the North Shore…(more info) | Price Range: (From: $56.90 - To: $56.90) |
Ocean Joy Cruises Consider a combination sunset sail and snorkel on one of the most beautiful coastlines on all of Oahu with Ocean Joy Cruises. Ocean Joy Cruises uses their sixty-one foot power catamaran Kai Oli'Oli on this sightseeing and sunset sail cruise. You'll travel about fifty miles round trip on this boat powering past Ka'ena Point, Makua Valley and Yokohama Beach. Whales will be happening in season during the winter months and dolphins are always in season so you'll probably end up seeing some spinner dolphins…(more info) | Price Range: (From: $132.75 - To: $132.75) |
Royal Hawaiian Catamaran Sunset sailing aboard the Royal Hawaiian Catamaran is a memorable way to spend the evening on one of your days visiting Oahu. This particular boat is one designed by a noted boat builder in Hawaii whose name is Rudy Choy. His boats are famous for a number of reasons but primarily because of their smooth rides. The Royal Hawaiian is built to float high in the water so the waves roll underneath and do not rock the boat. The sunsets are generally a calmer time of day to sail in any event so…(more info) | Price Range: (From: $99.90 - To: $131.90) |
Star of Honolulu The Star of Honolulu offers sunset cruises which provide dinner on what is certainly the very largest boat in all of Honolulu. The Star of Honolulu is two-hundred and thirty-two feet long and holds fifteen hundred people on four separate decks. Each one of the decks actually provides a different class of service on its sunset cruises. Whichever deck you are on will become your deck for the evening and each of them provides walkway areas on the perimeters that will allow you to go outside for…(more info) | Price Range: (From: $67.90 - To: $215.39) |
Tradewind Charters Sunset cruises and sunset sailing charters are available for you in Oahu on a private basis on Tradewind Charters. Your party could be as small as just a couple or as large as eighty people and you'll be treated with luxury and privacy on one of Tradewind Charters beautiful sailing yachts. There are a number of yachts available for your use ranging from forty foot sailing yachts to forty-five foot catamarans to sixty-five foot sailing catamarans. The intimate and relaxing ambience of these…(more info) | Price Range: (From: $474.90 - To: $1,420.00) |
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Sunset Sails and Cruises in Oahu - Sailing on Oahu is rarely one of those activities that happens exclusive of itself. Generally sailing is accompanied by snorkeling as well to give you the full benefit of the ocean experience. If sailing is your primary objective however I would recommend taking a trip in the early afternoon when the trade winds are generally blowing the stiffest. We have some gorgeous sailboats on Oahu, many with some incredible amenities providing all your creature comforts and if you can afford the pricing, some of the most beautiful vessels are available on a private basis.
