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Top Oahu Cruises & Sailing

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175 Oahu Cruises & Sailing

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Did you know?You can reserve your spot today and pay when you're ready.
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Did you know?
You can reserve your spot today and pay when you're ready.Learn more

Waikiki Sunset Cocktail Sail with Open BarSailing

Waikiki Sunset Cocktail Sail with Open Bar

star-4.5
This lively sunset cruise is great for groups as well as solo travelers. In fact, you’re likely to make fast friends with other passengers over conversation and cocktails including wine, champagne, and a variety of domestic and premium local beers from Maui Brewing. Have a signature cocktail, the “Holokai Hooch,” as you savor the sunset over Oahu.
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  • 1 hour 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation
  • Taking safety measures
From  
US$65.39 
From  
US$65.39 
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  • 1 hour 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation
  • Taking safety measures

Oahu Catamaran Cruise: Wildlife, Snorkeling and Hawaiian BuffetDay Cruises

Oahu Catamaran Cruise: Wildlife, Snorkeling and Hawaiian Buffet

star-4.5
Sail on a catamaran down Oahu's western coast during this cruise from Ko Olina. Glide through the unspoiled waters on this side of the island in search of dolphins and whales, then dive in for a snorkeling experience in a hidden local spot rich with marine life. Enjoy a Hawaiian buffet, including alcoholic and non-alcoholic drinks, before heading back to shore. Choose from three daily departure times. Round-trip transportation from select Oahu hotels is included.
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  • 6 hours
  • Reserve Now & Pay Later
  • Free Cancellation
  • Taking safety measures
From  
US$134.00 
From  
US$134.00 
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  • 6 hours
  • Reserve Now & Pay Later
  • Free Cancellation
  • Taking safety measures

Majestic Sunset Dinner and Cocktail Cruise with Live EntertainmentDining Experiences

Majestic Sunset Dinner and Cocktail Cruise with Live Entertainment

star-4
Hop aboard Hawaii’s newest yacht cruise, 'The Majestic', admire the setting sun and enjoy a relaxing evening dinner cruise on the waters off Waikiki Beach. Take in unobstructed views of Diamond Head and the Waikiki skyline while enjoying an Island Style Buffet or Appetizer Menu options. Hit the dance floor with live entertainment in the open seating lounge. Pick-up and drop-off from selected Waikiki hotels available. Book on a Friday to enjoy an amazing fireworks display off Waikiki beach.
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  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$95.86 
From  
US$95.86 
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  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation

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Catamaran Sail and Snorkel from Ko OlinaDay Trips

Catamaran Sail and Snorkel from Ko Olina

star-4.5
Snorkel at two different Oahu reefs, with transportation between on a 53-foot (16-meter) catamaran in between during this half-day sailing and snorkeling excursion. Keep an eye out for dolphins and whales, sip provided cocktails, and refuel with a Hawaiian-style lunch. Pickup and drop-off available from select Waikiki hotels.
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  • 5 hours
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  • Free Cancellation
  • Taking safety measures
From  
US$147.00 
From  
US$147.00 
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  • 5 hours
  • Reserve Now & Pay Later
  • Free Cancellation
  • Taking safety measures

3:30 PM Glass Bottom Boat CruiseDay Cruises

3:30 PM Glass Bottom Boat Cruise

star-4.5
Settle in for an afternoon cruise aboard the Haleiwa Queen, a 50-foot power catamaran that departs conveniently from Honolulu’s harbor. Learn about Hawaii past and present from the friendly crew as you venture into the open Pacific Ocean to look for dolphins, sea turtles, and even migrating whales. As a bonus, look beneath the water’s surface at fish and coral reefs through unique magnifying view portals.
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  • 1 hour
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  • Free Cancellation
From  
US$35.47 
From  
US$35.47 
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  • 1 hour
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  • Free Cancellation

Sunset Cocktail Cruise West OahuDay Cruises

Sunset Cocktail Cruise West Oahu

star-4
Cruise down the West coast of Oahu during sunset on this 2-hour tour Wai'anae. Meet your experienced captain and crew on board the ship, then set off in search of the best spot to watch the sunset. Snack on 'pupus' and sip 2 complimentary alcoholic beverages while relaxing on the boat's deck and watching the sky fill with orange, pink, purple and red. Learn from your guides about Hawaii’s seafaring history, which includes fishing, the invention of surfing and the Hawaiian art of way-finding. A shuttle from select West Oahu resorts and hotels is available.
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  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation
  • Taking safety measures
From  
US$96.75 
From  
US$96.75 
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  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation
  • Taking safety measures

Turtle Canyon Catamaran Snorkel CruiseNature and Wildlife

Turtle Canyon Catamaran Snorkel Cruise

star-4.5
Snorkel with green sea turtles in Oahu's Turtle Canyon on this 2- to 3-hour tour departing from Waikiki. Board a power catamaran and sail along the shore of Oahu towards the island's best place to spot the resident turtles. Turtle sightings are guaranteed; if a turtle is not sighted, you will be given a free second cruise. After snorkeling, enjoy lunch (if option selected ) and two provided drinks while you keep your eyes peeled for passing marine life like dolphins and migrating whales. Snorkel equipment and round-trip transportation from Waikiki hotels is included.
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  • 3 hours
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  • Free Cancellation
  • Taking safety measures
From  
US$96.75 
From  
US$96.75 
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  • 3 hours
  • Reserve Now & Pay Later
  • Free Cancellation
  • Taking safety measures

Star Casual Sunset & Show CruiseTheaters

Star Casual Sunset & Show Cruise

star-4.5
Plan your vacation ahead of time by purchasing tickets for this 2-hour cruise from Oahu. Dine on a crab and steak dinner while watching live Hawaiian entertainment, a show called '60 Years of Aloha' and enjoying vistas over the Oahu coast.
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  • 2 hours
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  • Free Cancellation
From  
US$115.00 
From  
US$115.00 
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  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation

Polynesian Canoe Sunset SailSailing

Polynesian Canoe Sunset Sail

star-5
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and become immersed in the stories and history of place (Mo‘olelo) reflected through the land (ʻāina) and ocean (moana) aboard a classroom on the sea. Our cultural practitioner and crew involve guests in hands on activities, using native materials to make food, clothing, tools, and other traditional items. Ask questions, explore the deck, nets and hulls, take part in poi (taro) pounding or just relax and enjoy. 'Ukulele music and traditional chants ('oli) with locally-sourced traditional food and drinks are all part of this unique experience.
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  • 2 hours
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  • Free Cancellation
From  
US$192.00 
From  
US$192.00 
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  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation

1:00 PM Glass Bottom Boat CruisePrivate and Luxury

1:00 PM Glass Bottom Boat Cruise

star-4.5
Get out onto the water in Oahu for an express sightseeing cruise, even if you just have an hour to spare. This glass-bottom boat tour is the perfect introduction to Hawaiian sea life, as the expert captain and crew help spot creatures like green sea turtles (honu), migrating whales, and dolphins. Unlike other catamaran cruises, this one lets you look underwater through clear magnifying port holes.
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  • 1 hour
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  • Free Cancellation
From  
US$35.00 
From  
US$35.00 
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  • 1 hour
  • Reserve Now & Pay Later
  • Free Cancellation

Waikiki Sunset Cocktail CruiseNature and Wildlife

Waikiki Sunset Cocktail Cruise

star-4.5
View the Hawaiian sunset from the deck of a luxury catamaran during this 1.5-hour cruise from Oahu. Glide along the coastline from Waikiki towards Diamond Head while enjoying the vibrant colors of the island sunset, appetizers, two alcoholic drinks and unlimited non-alcoholic drinks. Round-trip transportation from select Waikiki hotels is included.
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  • 1 hour 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation
  • Taking safety measures
From  
US$96.75 
From  
US$96.75 
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  • 1 hour 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation
  • Taking safety measures

Sunset And city light tour on a forty foot catamaran, Snorkel tours dailySunset Cruises

Sunset And city light tour on a forty foot catamaran, Snorkel tours daily

star-4.5
Spend a relaxing two hours on an evening catamaran cruise from Waikiki. With maximum 25 passengers on board, you can enjoy the city without the hustle and bustle. Relax and watch the sunset from the deck and see Waikiki as it begins to light up for the evening. Your journey is further enhanced with provided drinks and snacks.
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  • 2 hours
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  • Free Cancellation
From  
US$49.00 
From  
US$49.00 
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  • 2 hours
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  • Free Cancellation

Catamaran Sailing and Snorkel Adventure on Kane'ohe BayHalf-day Tours

Catamaran Sailing and Snorkel Adventure on Kane'ohe Bay

star-5
Snorkel in Kaneohe Bay off a small catamaran during this 3-hour cruise from Oahu. Leaving from He'eia State Park, visit Sunken City, Coconut Island, Turtle Canyon or the Sunken Island sandbar with an expert local guide. Learn how to sail or hop off the boat, using the snorkeling equipment provided, and explore Oahu's underwater world. Back at the beach, enjoy an included barbecue lunch with your small group, limited to 5 people to ensure personalized attention. Round-trip hotel transportation is provided.
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  • 4 hours
  • Reserve Now & Pay Later
  • Free Cancellation
  • Taking safety measures
From  
US$199.00 
From  
US$199.00 
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  • 4 hours
  • Reserve Now & Pay Later
  • Free Cancellation
  • Taking safety measures

Oahu Fireworks Dinner CruisePrivate and Luxury

Oahu Fireworks Dinner Cruise

star-4.5
Watch a spectacular fireworks display from the deck of a luxury catamaran during this 2-hour dinner cruise from Oahu. Scheduled every Friday night, this dinner cruise features a sumptuous tapas-style dinner and two drinks. Sail down the coast of Oahu with fantastic views of Diamond Head, the colorful Waikiki sunset and the weekly fireworks display. Round-trip transportation from Oahu hotels is included.
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  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation
  • Taking safety measures
From  
US$161.98 
From  
US$161.98 
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  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation
  • Taking safety measures

3pm Tradewind SailSailing

3pm Tradewind Sail

star-4.5
Discover the beauty of Oahu from the perspective of the water during an afternoon sail. Keep an eye out for a variety of marine life such as dolphins and whales. See local landmarks including the Diamond Head Lighthouse during the sail. Catch a glimpse of Koko Head and Koko Crater, and if the conditions are right, see all the way to Molokai, Maui, and Lanai.
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  • 1 hour 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation
  • Taking safety measures
From  
US$43.59 
From  
US$43.59 
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  • 1 hour 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation
  • Taking safety measures

Five Star Luxury Sunset Dining & JazzDay Trips

Five Star Luxury Sunset Dining & Jazz

star-4.5
If you’re looking for a unique, luxurious way to experience a Honolulu sunset, this Oahu sunset dinner and jazz cruise offers an unforgettable evening. While seated at a comfortable, private table, dine on seven different signature courses while sipping on super premium beverages, all while enjoying the smooth sounds of jazz as performed by live entertainment.  For an even more unique experience, book on a Friday and enjoy an extra hour to view the Friday aerial Fireworks show!
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  • 6 hours
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  • Free Cancellation
From  
US$201.00 
From  
US$201.00 
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  • 6 hours
  • Reserve Now & Pay Later
  • Free Cancellation

Star Sunset Dinner and Show CruiseDay Cruises

Star Sunset Dinner and Show Cruise

star-5
Take an evening cruise from Honolulu to watch the sunset from the water. Aboard the 'Star of Honolulu,' you can enjoy a welcome mai tai while admiring views of the ocean and coastline from the boat's four decks. A dinner of crab and steak is included, along with a live show and dancing.
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  • 2 hours
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  • Free Cancellation
From  
US$140.67 
From  
US$140.67 
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  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation

Pacific Star Sunset Buffet & ShowSunset Cruises

Pacific Star Sunset Buffet & Show

star-4
Prebook your tickets for the popular Oahu Pacific Star sunset dinner cruise, a 2-hour excursion from Oahu. Enjoy the Pacific Rim cuisine and contemporary entertainment from your private table.
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  • 2 hours
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  • Free Cancellation
From  
US$99.00 
From  
US$99.00 
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  • 2 hours
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  • Free Cancellation

Diamond Head Sail and Snorkel AdventureSnorkeling

Diamond Head Sail and Snorkel Adventure

star-4.5
The beaches of Oahu can be crowded with tourists swimming and snorkeling. Escape the crowds and enjoy a relaxing, intimate experience aboard a catamaran off the coast of Diamond Head. This is a fun adventure for the whole family, with opportunities to swim and snorkel. Your guides provide on-board restroom and shower, all snorkel equipment, and Hawaiian music while you sail.
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  • 2 hours
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  • Free Cancellation
From  
US$84.51 
From  
US$84.51 
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  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation

Whale Watch, Dolphins, Turtles and Sightseeing Cruise - 3pmDay Cruises

Whale Watch, Dolphins, Turtles and Sightseeing Cruise - 3pm

star-3.5
Explore Oahu's wildlife-rich waters on a sightseeing cruise that conveniently departs from Honolulu. Get a fresh perspective on Diamond Head and other South Shore landmarks as you stretch out on the spacious decks or under a shade cover. The seasoned crew helps spot dolphins, sea turtles, and occasionally humpback whales—plus, you can peer through magnifying glass portholes for a look underwater.
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  • 1 hour 30 minutes
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  • Free Cancellation
From  
US$39.44 
From  
US$39.44 
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  • 1 hour 30 minutes
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  • Free Cancellation

Sunset Photo Tour on OahuDay Trips

Sunset Photo Tour on Oahu

star-5
Oahu’s perfect beaches and jungle scenery are a photographer’s dream, but some of the best shots of the island are tucked away in secret spots, away from the crowds. Explore the island through the lens on a 5-hour, small-group, sunset photography tour from Waikiki with a local, photographer guide that includes hotel pickup and drop-off and the use of a tripod.
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  • 5 hours
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$89.00 
From  
US$89.00 
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  • 5 hours
  • Reserve Now & Pay Later
  • Free Cancellation

Friday Night Catamaran Fireworks Sail with Open BarSailing

Friday Night Catamaran Fireworks Sail with Open Bar

star-4.5
Every Friday night, catch the weekly Hilton Hawaiian Village fireworks display from the water on this evening cruise off Waikiki Beach. The cruise includes an open bar, making this a fun and affordable way to kick off the weekend. This is a great option for families, groups, and celebrations like birthdays and bachelorette parties.
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  • 1 hour
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  • Free Cancellation
From  
US$54.49 
From  
US$54.49 
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  • 1 hour
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  • Free Cancellation

Half Day Oahu Combo Adventure: Bike, Sail and SnorkelSailing

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

star-4.5
On this exciting Oahu combo tour, start the day with a downhill bike ride with epic views of the coastline, before boarding a comfortable catamaran for a two-hour snorkeling adventure.  On this Oahu biking and sailing tour, all the necessary equipment is provided along with professional guides, as is round trip transportation and a deli-style lunch.
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  • 5 hours 30 minutes
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  • Free Cancellation
From  
US$138.67 
From  
US$138.67 
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  • 5 hours 30 minutes
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  • Free Cancellation

Family-Friendly Pearl Harbor Tour with Private TransportationAttraction Tickets

Family-Friendly Pearl Harbor Tour with Private Transportation

star-4.5
Spend the morning steeped in history with a visit to the Pearl Harbor memorial. Have control over the details of your experience with a small group and customizable tour. Leave the hassles of driving to your guide, who shares local insights and history as you visit the USS Arizona memorial, watch historical documentaries and explore museums dedicated to the events of WWII and Hawaii’s role in the war.
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  • 3 hours
From  
US$152.12 
From  
US$152.12 
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  • 3 hours

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