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Top Oahu Sailing Trips

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11 Tours and Activities

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12pm Turtle Canyon Snorkel Adventure

What better way to start your day than to slip into the refreshing waters of Turtle Canyon and swim with amazing green sea turtles, beautiful tropical fish, and other incredible marine life? Our snorkel guides help you feel confident, safe and at ease as you dive in and explore the beauty just below the surface. Our guides specialize in showing you not only turtles, but also hidden creatures such as a tako (octopus), vana (sea urchin), and so much more! We provide snorkels, masks, fins and snorkel vests to get you out there exploring all the remarkable sea life below! After we've finished snorkeling, we'll hoist the sails and set out around Diamond Head on the search for Hawaiian Spinner Dolphins, and in the winter months, we'll be on the lookout for Humpback Whales making their yearly migration. Stretch out on the nets, relax and enjoy complimentary snacks as we cruise along some of the most beautiful scenery on the island!
  • Duration: 2 hours 30 minutes
  • Free Cancellation
  • Duration: 2 hours 30 minutes
  • Free Cancellation
From  
USD80.00
From  
USD80.00
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NEW TO VIATOR

9am Turtle Canyon Snorkel Adventure

Get adventurous during a trip to Honolulu with a morning snorkeling excursion to see green sea turtles. Go under water at Turtle Canyon and swim with a variety of tropical fish, octopus, and turtles. After snorkeling, set sail around Diamond Head to look for Hawaiian spinner dolphins (and humpback whales during the winter months). All snorkel equipment is included.
  • Duration: 2 hours 30 minutes
  • Free Cancellation
  • Duration: 2 hours 30 minutes
  • Free Cancellation
From  
USD80.00
From  
USD80.00
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NEW TO VIATOR

BYOB Friday Night Fireworks Cruise!

Friday Night Fireworks in Waikiki Beach is a major tourist draw each week. Avoid the crowds than congregate on the beach and surrounding streets by enjoying the spectacle from a boat as you cruise along the coast of Waikiki. You'll enjoy unobstructed views of the fireworks from the water and plenty of space to move around. The company provides light snacks and refreshments and you can bring your own beverages.
  • Duration: 3 hours
  • Free Cancellation
  • Duration: 3 hours
  • Free Cancellation
From  
USD75.00
From  
USD75.00
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NEW TO VIATOR

Firework Cruise (Friday's Only)

Who doesn't love fireworks, especially with all inclusive drinks? The famous weekly Hilton Hawaiian Village fireworks display seen from the water feels like you’re right under the action! There's no better way to kick off the weekend than with a fireworks cruise!
  • Duration: 1 hour
  • Free Cancellation
  • Duration: 1 hour
  • Free Cancellation
From  
USD50.00
From  
USD50.00
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Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

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.
  • Duration: 5 hours 30 minutes
  • Free Cancellation
  • Duration: 5 hours 30 minutes
  • Free Cancellation
From  
USD130.00
From  
USD130.00
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NEW TO VIATOR

3pm Tradewind Sail

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.
  • Duration: 1 hour 30 minutes
  • Free Cancellation
  • Duration: 1 hour 30 minutes
  • Free Cancellation
From  
USD40.00
From  
USD40.00
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Sunset Sail

This is our most popular sail for the fun-loving crowd! All drinks are included on this lively cruise! Strangers become fast friends on this one regardless if your cruising solo or with a crew! We provide juice, soda, bottled water, wine, champagne, and a variety of domestic and premium local beers from Maui Brewing, as well as our famous “Holokai Hooch” cocktail. So sit back, have a drink, make some new friends and enjoy an amazing sunset!•Please note: Friday night Sunset Sails are 21 and over only.
  • Duration: 1 hour 30 minutes
  • Free Cancellation
  • Duration: 1 hour 30 minutes
  • Free Cancellation
From  
USD60.00
From  
USD60.00
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Waikiki Panorama Sail

Set sail for beautiful Waikiki, the beachfront neighborhood of Honolulu, on this guided, 90-minute tour along the south shore of the island of Oahu in Hawaii. Beginning from the Kewalo Harbor waterfront, head down to Ala Moana Beach Park to Waikiki and the volcanic tuff cone Diamond Head. Along the way, look for Hawaii’s famous green sea turtles and other marine wildlife. Snacks, two free bar beverages and unlimited non-alcoholic drinks are provided. Local hotel pickup and drop-off included.
  • Duration: 1 hour 30 minutes
  • Free Cancellation
  • Duration: 1 hour 30 minutes
  • Free Cancellation
From  
USD75.01
From  
USD75.01
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Kepoikai Catamaran Charter

Cruise the waters off Waikiki on this private catamaran. During this 1-hour activity, invite up to 37 of your friends and family on board for a journey down the coast of Waikiki and around to Diamond Head. Bring your cameras for fantastic photo ops. Relax on board with your party for special occasions such as weddings, family reunions or birthdays. Multiple departure times offered throughout the day make this a flexible activity that's easy to fit into your schedule while on Oahu.
  • Duration: 1 hour
  • Duration: 1 hour
From  
USD1,256.55
From  
USD1,256.55
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Sail Oahu, Hawaii's Premier Luxury Sailing Experience

SV Shalimar at 70 feet is appointed like a Megayacht, her sleek lines, teak decks and pearl white hull with Prussian Blue canvas is the finest in the entire fleet of Hawaii.Skipper and crew are pleased to invite you aboard for the trip of your vacation.Relax whilst the Captain takes care of the boat and the crew take care of you on this luxurious exclusive yachting charter. Come sail with us and make your sea-dreams come true.Our gourmet dining experience at sea or back in the slip watching the sun sink into the ocean whilst you are wined and dined by the Shalimar crew will be a feast for your soul.Shalimar is the finest yacht available for private charter in the Hawaiian Waters, she is built for luxury, opulence and safety
  • Duration: 2 to 4 hours
  • Duration: 2 to 4 hours
From  
USD1,650.00
From  
USD1,650.00
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NEW TO VIATOR

Amazing Ocean Joy Cruises Hawaii

Discover a pod of dolphins cavorting in the crystal clear waters. Our Hawaii Ocean Joy Cruise grants you the ultimate sunset and night view. Get up close with a pod of dolphins as they play and jump in the crystal clear ocean. Spend your day snorkeling with tropical fish, the ultimate opportunity to truly immerse yourself in nature. Cozy up for a relaxing night with our Hawaii Ocean Joy Cruise.------------------------[[ Tour Schedule: ]]* Morning : 06:40 Pickup → Tour → 14:00 Return * Afternoon : 10:55 Pickup → Tour → 18:00 Return* Sunset : 14:55 Pickup → Tour → 21:00 Return (Tuesday, Thursday, and Saturday only)---------------------[[ Buffet Menu: ]]* Hawaiian-style grilled chicken, Kalua Pig, potato macaroni salad, rice, fresh fruit & bread, lettuce & tomato* Non alcoholic beverages : water, juice, soft drinks (unlimited)* Alcoholic beverages : Beer, wine, Mai Tai, Margarita (4 glasses per person)---------------------[[ Pickup Information: ]]* Location: near your hotel
  • Duration: 5 hours
  • Duration: 5 hours
From  
USD156.00
From  
USD156.00
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(888) 651-9785
(888) 651-9785