Sailing Trips in Oahu
Top 10 Best Oahu Sailing Trips
Found 68 Sailing Trips activities in Oahu. Sort by Popularity. - Page 2Private Catamaran Charter in Waikiki (1-6 Guests)
Our 48-foot catamaran has a sleek low-profile design which makes it optimal for stability out on the ocean. It has 2 large lounging nets on the front of the boat, as well as 2 small nets on the back of the boat. Not only does Hawa... More
Private Tour
Private Catamaran Charter in Waikiki (1-6 Guests)
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Oahu
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Superb25 reviews5
Our 48-foot catamaran has a sleek low-profile design which makes it optimal for stability out on the....
Private Tour
Hilton Hawaiian Village Turtle Snorkel with Optional Lunch
Swim with turtles and fish, while enjoying the crystal blue topical waters. Sail the scenic Waikiki coastline and snorkel at Turtle Canyon. Our eco-conscious cruise lets you see whales (December through March), fish, even green s... More
Private Tour
Hilton Hawaiian Village Turtle Snorkel with Optional Lunch
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Oahu
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Exellent45 reviews4.4
Swim with turtles and fish, while enjoying the crystal blue topical waters. Sail the scenic Waikiki....
Private Tour
Friday Night Firework Cruise in Waikiki
After the sun goes down, the fun goes up! On Friday nights, you’ll be front and center as the fireworks explode over the city’s skyline, truly making this the ultimate party experience. Enjoy the Premium drinks of your choice ... More
Private Tour
Friday Night Firework Cruise in Waikiki
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Oahu
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Superb34 reviews4.8
After the sun goes down, the fun goes up! On Friday nights, you’ll be front and center as the fire....
Private Tour
Waikiki Sunset Cruise Catamaran Boat Tour on Oahu
Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (Lē‘ahi), crystal blue waters, a gorgeous sunset, and from December-March, of course, the annual humpback whales!... More
Private Tour
Waikiki Sunset Cruise Catamaran Boat Tour on Oahu
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Oahu
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Superb19 reviews4.7
Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (LÄ“â€....
Private Tour
Waikiki Turtle Snorkeling Adventure(8am)
Embark on a delightful journey through Oahu's pristine waters on a luxurious and comfortable catamaran. Our Turtle Snorkeling Package offers a unique opportunity to snorkel with friendly turtles in the heart of Waikiki's picturesq... More
Private Tour
Waikiki Turtle Snorkeling Adventure(8am)
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Oahu
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Superb86 reviews5
Embark on a delightful journey through Oahu's pristine waters on a luxurious and comfortable catamar....
Private Tour
Diamond Head Sunset Sail
Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Our Diamond Head Sunset Sail features a two hour cruise aboard a private luxury yacht. Immerse yourself in a gorgeous Hawaiian sunset the only way, from the... More
Private Tour
Diamond Head Sunset Sail
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Oahu
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Superb15 reviews4.7
Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Our Diamond Head Sunset Sa....
Private Tour
Small Group Waikiki Sunset Sailing Tour
Hawaii is well known for its majestic sunsets, and there is truly no better way to experience it than on our boat, The Universe. Come and enjoy the Golden hour with your loved ones to make memories of a lifetime ,why go with overc... More
Private Tour
Small Group Waikiki Sunset Sailing Tour
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Oahu
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Superb116 reviews4.9
Hawaii is well known for its majestic sunsets, and there is truly no better way to experience it tha....
Private Tour
Waikiki: Fireworks Cruise from Beach & Cocktail Open Bar | Oahu
Set sail with Waikiki’s top-rated fireworks cruise and enjoy the famous Hilton Hawaiian Village display from the best seat on Oahu—the water. Every Friday night, you’ll glide along the coastline and experience an exclusive o... More
Private Tour
Waikiki: Fireworks Cruise from Beach & Cocktail Open Bar | Oahu
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Oahu
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Superb59 reviews4.8
Set sail with Waikiki’s top-rated fireworks cruise and enjoy the famous Hilton Hawaiian Village di....
Private Tour
Waikiki Fireworks Cocktail Cruise
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Oahu
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Exellent8 reviews4.5
Majestic provides a intimate ambiance and exceptional service. We provide a romantic setting on a b....
Private Tour
3hr Luxury Private Sailing Catamaran in Waikiki for 1 to 6 People
Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allow more flexibility with the day’s schedule and activities. Book a sail, swim, and snorkel time that works with your schedule. Yo... More
Private Tour
3hr Luxury Private Sailing Catamaran in Waikiki for 1 to 6 People
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Oahu
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Superb1 review5
Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allo....
Private Tour
2 Hour Private Catamaran Charter in Waikiki (7-12 Guests)
(IMPORTANT: Make sure you have *over* 6 guests selected to see availability for this activity, or it will show NO AVAILABILITY. If you have 1-6 guests, you can book under our other listing labeled for 1-6 guests.) This 48-foot ca... More
Private Tour
2 Hour Private Catamaran Charter in Waikiki (7-12 Guests)
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Oahu
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Superb2 reviews5
(IMPORTANT: Make sure you have *over* 6 guests selected to see availability for this activity, or it....
Private Tour
Waikiki Sail and Snorkel Adventure Best of Hawaii 2023
Immerse yourself in a vibrant underwater wonderland as you snorkel through coral reefs teeming with an array of tropical fish. The clear waters of Turtle Canyons reveal a kaleidoscope of colors, from dazzling schools of fish to vi... More
Private Tour
Waikiki Sail and Snorkel Adventure Best of Hawaii 2023
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Oahu
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Very Good4 reviews4
Immerse yourself in a vibrant underwater wonderland as you snorkel through coral reefs teeming with ....
Private Tour
Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast
As you swim off of the coast of the world famous Waikiki beach, you’ll realize you’ve found your very own piece of paradise. Just far away enough from the bustling travelers and crowded beaches, the crystal-clear water will br... More
Private Tour
Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast
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Oahu
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Superb256 reviews4.9
As you swim off of the coast of the world famous Waikiki beach, you’ll realize you’ve found your....
Private Tour
Waikiki Friday Night Fireworks Cruise
Experience authentic aloha vibes with us. Our knowledgeable guides and crew are ready to share insights on local culture, marine life, and island tips. Bring your favorite beverages and join us for Waikiki's weekly fireworks displ... More
Private Tour
Waikiki Friday Night Fireworks Cruise
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Oahu
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Exellent31 reviews4.5
Experience authentic aloha vibes with us. Our knowledgeable guides and crew are ready to share insig....
Private Tour
Polynesian Canoe Day Sail
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 b... More
Private Tour
Polynesian Canoe Day Sail
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Oahu
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Superb29 reviews4.9
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) o....
Private Tour
Best Waikiki Whale Watching in Honolulu: Whales Guaranteed
Guaranteed whale sightings* Spacious and modern Trimaran with unobstructed open air views as well as ample seating and shade on board. Knowledgeable staff with plenty of interesting whale information Convenient location walking... More
Private Tour
Best Waikiki Whale Watching in Honolulu: Whales Guaranteed
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Oahu
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Superb250 reviews4.6
Guaranteed whale sightings* Spacious and modern Trimaran with unobstructed open air views as well a....
Private Tour
Waikiki small group turtle snorkeling & sailing
Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples or families who are up at the crack of dawn during their Hawaiian vacation due to time zone changes. As we start out our tour from ... More
Private Tour
Waikiki small group turtle snorkeling & sailing
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Oahu
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Superb103 reviews5
Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples o....
Private Tour
Waikiki: Afternoon Sail from Beach & Open Bar | Oahu - Best Value
-Open bar fully included in $50 ticket: beer, wine, cocktails, and more -AMAZING value catamaran sail in Waikiki -Direct beach boarding — no harbor shuttle, no bus, no wasted time -Sail toward Diamond Head on the famous Waikiki ... More
Private Tour
Waikiki: Afternoon Sail from Beach & Open Bar | Oahu - Best Value
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Oahu
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Superb256 reviews4.8
-Open bar fully included in $50 ticket: beer, wine, cocktails, and more -AMAZING value catamaran sai....
Private Tour
2 Hour Swim, Snorkel & Sail (Kewalo Harbor)
A beautiful swim and boat ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and whales (seasonal). Our snorkel, swim and sail is the perfect combination of warm sun, refreshing salty water, and b... More
Private Tour
2 Hour Swim, Snorkel & Sail (Kewalo Harbor)
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Oahu
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Superb3 reviews5
A beautiful swim and boat ride along the south shore of Oahu, potentially viewing sea turtles, dolph....
Private Tour
Waikiki Sunset Cruise and Iconic Views with Swimming
Set sail on a spacious catamaran for a memorable sunset cruise that begins with a refreshing swim in the crystal-clear waters off Waikīkī Beach. Glide along the iconic Gold Coast as the sun sets, painting the sky with vibrant co... More
Private Tour
Waikiki Sunset Cruise and Iconic Views with Swimming
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Oahu
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Superb2 reviews5
Set sail on a spacious catamaran for a memorable sunset cruise that begins with a refreshing swim in....
Private Tour