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Home > Oahu Shop All Sunset Cruises on Oahu

Sunset Sails and Cruises on OahuAt sunset time the winds generally die-down and the sailing is gentle. Sunset Sails and Cruises on Oahu

Sunset Sails and Cruises on OahuSunset Sails and Cruises on Oahu
Sunset Dinner CruiseAlii Kai Catamaran - Sunset Dinner Cruise
43Aqua Zone - 43' Power Catamaran
Sunset Cruise and SailingHawaii Nautical - Catamaran - Sunset Cruise and Sailing
Sunset Sailing CruiseIsland Magic Catamaran - Sunset Sailing Cruise
SailingMaitai Catamaran - Sailing
65Makani Catamaran - 65' Sailing Catamaran
Lunch and Whale WatchNavatek I - Lunch and Whale Watch 1 Navatek I Videos Available
40North Shore Catamaran - 40' Catamaran
Ocean Joy Cruises -
54Port Waikiki Cruises - 54' catamaran.
48 Foot Egg Harbor Sport Fishing Yacht Reel Intense Sportfishing - 48 Foot Egg Harbor Sport Fishing Yacht
52Royal Hawaiian Catamaran - 52' Catamaran - Sunset Excursions
Sunset SailsStar of Honolulu - Sunset Sails 1 Star of Honolulu Videos Available
Sail OahuTradewind Charters - Sail Oahu
Sunset CruiseWaikiki Ocean Club - Sunset Cruise
Oahu Sunset Sails Watch Videos - Click Here

Oahu Cruise Oahu Sunset Sails

(From: $30.00 - To: $1,420.00)

Oahu sunset sails or sunset cruises provide some of the most relaxing and romantic sunset sails in Hawaii.

Oahu cruise 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 cruise sunset sail 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 Cruise 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.

Oahu Sunset SailsSunset Sails and Sunset Cruises in Oahu - Options Below:
Aqua Zone

Aqua Zone has the "Aukai" which is a forty-three foot catamaran. She is equipped with a sound system, hammock net in the bow, bathroom and bar and can accommodate up to forty-nine passengers. The catamarans hull design is a classic for these kinds of tours. By having a wide stance and little drag in the water because of their split hull design catamarans are able to provide a very stable ride. …(more info)
(From: $49.00 - To: $49.00)


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(From: $49.00 - To: $49.00)
Hawaii Nautical - Catamaran

Sunset cocktail sails are great fun for any time of year and the sunset sail aboard Hawaii Nautical's " Honi Olani" is a great choice. 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 ones can be purchased on board. During the winter months whales can often be seen on these cruises and year-round there is always the possibility of seeing the famous spinner dolphins that frequent this coastline. …(more info)
(From: $79.00 - To: $175.00)


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(From: $79.00 - To: $175.00)
Island Magic Catamaran

The Island Magic 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 25 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)
(From: $30.00 - To: $40.00)


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(From: $30.00 - To: $40.00)
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. Music is pumped in via CD and stereo system and your ninety minute sunset experience will include lots of time for being "social" with the potential other forty-five or so other people who will be on board with you. The boat Maita'i itself is a comfortable, state of the art, twin hulled, forty-four foot sailing catamaran. You will enjoy the views of the Honolulu coastline at sunset as well as the views of Diamond Head to the South. On Friday nights you have a special treat in store as that night is reserved for their Moonlight and Fireworks sail. The boat leaves a bit later, usually at dusk, and you will be able to see the special fireworks display that has become a hallmark event in Waikiki.…(more info)
(From: $34.90 - To: $34.90)


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(From: $34.90 - To: $34.90)
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. As night draws nearer the cityscape of Honolulu and Waikiki along with the famous crater of Diamond will become a beautiful silhouette. As the sun drops into the western skies, on board, the evening will be heating up as you have couple cocktails and flow into the rhythm. Delicious appetizers will be served which are often chicken tortilla wraps, pasta salad, spring rolls and freshly baked cookies. The Makani can hold as many as eighty people so your sunset sail will in all likelihood morph itself into a full-blown party by evenings end. You will receive two complementary drinks upon arrival and during the cruise but if you would like to have more there is a full No Host Bar available. Also don't worry about having one drink too many for the road because there is complementary round-trip pick-up and return to your Waikiki Hotel or condo. Also, don't forget that the Makani also offers a similar sunset sail on Fridays but with the added dimension of including the thrill of the traditional Friday night fireworks display.…(more info)
(From: $73.34 - To: $82.63)


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(From: $73.34 - To: $82.63)
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 no matter what the seas. The movement inside seems a bit more like driving in a car that on a boat in the rocky ocean. The Navatek is truly a marvel of technology and will provide you with one of the smoothest rides on a boat you have ever had. …(more info)
(From: $99.00 - To: $129.00)


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(From: $99.00 - To: $129.00)
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 ninetee 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 to take this trip, and it will take about an hour, but it is well worth it anyway. A good idea might be to head off to the famous North Shore beaches early in the day to check out the locations that are some of the most special in all of the surfing world like Sunset Beach, Pipeline, Waimea Bay and others. Your afternoon sunset sail with North Shore Catamarans will then have all the more meaning as you cruise the coast, this time from the perspective of out at sea. North Shore Catamarans also offers special moonlight tours at certain times of the month.…(more info)
(From: $55.90 - To: $64.90)


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(From: $55.90 - To: $64.90)
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 on your journey. Pick-up is included from you Waikiki Hotel and you can expect lunch/dinner on board and beer, wine, mai tai's and margaritas are included as well.…(more info)
(From: $110.95 - To: $137.52)


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(From: $110.95 - To: $137.52)
Port Waikiki Cruises

If you're considering going out for an evening on the water to have some drinks and take in the scenery then you might want to look into the trips that are offered by Port Waikiki Cruises. These cruises conveniently depart from the Hilton Pier which is located right on Waikiki Beach. If you're thinking about doing one of these cruises don't wait to long to book them because they're very popular and have a tendency to sell out (especially the Friday night fireworks cruises).…(more info)
(From: $79.00 - To: $135.00)


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(From: $79.00 - To: $135.00)
Reel Intense Sportfishing

Reel Intense Sportfishing Charters specialize in private charters for a beautiful sunset, private ash scattering and of course exclusive sportfishing charters, shared and private, some night time shark hunting and tournament fishing. Overnight inter-island charters can also be arranged. …(more info)
(From: $100.00 - To: $600.00)


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(From: $100.00 - To: $600.00)
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 your evening sunset sail should be a memorable one on your Hawaiian adventure. Snacks will be provided on your evening event which will most likely include veggies and fruit, sodas, fruit juices and water but you can also BYOB just so long as it is not red wine.…(more info)
(From: $136.90 - To: $136.90)


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(From: $136.90 - To: $136.90)
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 some fresh air and take in the fantastic sunset views of Honolulu, Waikiki and Diamond Head. At the very top of the boat is offered what the Star of Honolulu calls its Five Star Dinner. This will include a seven-course French style dinner with live jazz performed by Honolulu's finest instrumentalists. This is a package that you might want to consider for that special occasion. Slacks are required for gentleman and coats are not required but recommended. The Three Star Cruise is found on the next level down and features a five-course dinner with lobster and steak and a dinner show featuring the largest "on water" show in Honolulu which is called "My Hawaii-Lei of Memories". The Star Sunset Dinner comes next with the same show and a crab and steak meal and for those that prefer a bit more of a Hawaiian flavor the Hawaiian Style Evening offers a three course dinner serving either Mahi-mahi or chicken. Drinks are provided in varying proportions on all the above cruises. You can also arrange for pick-up and return to your Waikiki hotel with the Star of Honolulu. These are sunset cruises that will provide a lifetime of memories.…(more info)
(From: $55.90 - To: $223.90)


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(From: $55.90 - To: $223.90)
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 charters will make your visit to the islands all that more enjoyable. There is no question that taking a sunset cruise or having a sailing charter on a boat that is exclusively for your party, whether it be large of small, is the best way to go. The question always comes up however about the price. People often think that these costs would be prohibitive but in many cases the absolute reverse is actually the case. Tradewind Charters generally has their pricing based upon the number of hours that you would want the boat. The price charged could seem fairly expensive if there is just a few of you in the group but if you have larger amounts of people the pricing will get progressively better as your number of people grows. In many cases the actual price per person can become even lower than the price charged per person on other boats that are not a private. Tradewinds Charters is always worthy of consideration when viewed in this light as it might actually not only be your best choice for comfort, relaxation and overall ambience but it also might be your best choice regarding price as well. Keep in mind that Tradewinds Charters has many varied choices of cruises available including sunset sails, dinner cruises, a delightful Mimosa Sunrise Cruise, a champagne and chocolates cruise, private whale watching cruises, sailing cruises and even sailing lessons, memorial service and ash scattering, snorkel cruises, overnight and inter-island cruises, wedding and vow renewals at sea and even bachelor or bachelorette party cruises.…(more info)
(From: $474.90 - To: $1,420.00)


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(From: $474.90 - To: $1,420.00)
Waikiki Ocean Club

Waikiki Ocean Club is Hawaii's newest ocean activities playground located conveniently off the shores of Waikiki Beach. There is over 10,000 square feet of deck space to enjoy on this large catamaran. Free inclusions are swimming, diving from three 5-15 foot platforms, blasting down a 15 foot wet water slide and sunbathing on a 5,000 foot deck. They feature great music, clean facilities and a friendly crew. Spend some time on an adrenaline pumping high-speed Jet Ski, skimming the waves on a Banana Sled, or Parasailing over the Pacific Ocean. Roundtrip transportation to and from Waikiki hotels is included with each reservation and the tour departs from the Ala Wai Harbor.…(more info)
(From: $47.75 - To: $47.75)


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(From: $47.75 - To: $47.75)
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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.

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