Sailing

Luxury Sailing in Oahu , Hawaii


Luxury Oahu Attractions
Oahu

Waikiki Beach

Honolulu, Oahu

★★★★☆4.8 (87,988)
Oahu

Pearl Harbor National Memorial

1 Arizona Memorial Place

★★★★☆4.7 (44,648)
Oahu

Diamond Head

Honolulu, Oahu

★★★★☆4.8 (94,448)

Luxury Oahu Tours
2hr Luxury Private Sailing Catamaran for 7-12 People Free Cancellation
Oahu

2hr Luxury Private Sailing Catamaran for 7-12 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 sche…

🕐 2 hours ★★★★★5.0 (3)
Private Oahu Sunset Charter with Tasting and Drinks Free Cancellation
Oahu

Private Oahu Sunset Charter with Tasting and Drinks

This Experience is for up to 6 guests. Get the ultimate all-inclusive experience on a 46-foot world renown yacht for a maximum of 6 people while enjoying the West Oahu Sunset on this 2.5-hour experience. There’s more th…

★★★★★5.0 (50)
Luxury Diamond Head Sunset Sail Free Cancellation
Oahu

Luxury 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 50' luxury yacht. Immerse yourself in a gorgeous Hawaiian sunset the only way…

🕐 2 hours ★★★★★5.0 (3)
Private Catamaran Charter for Exclusive Celebrations Save 10% Free Cancellation
Oahu

Private Catamaran Charter for Exclusive Celebrations

Enjoy the luxury of having your own 35-passenger catamaran for a private charter on the Pacific. Perfect for exclusive celebrations or a fun day with family and friends, this rental offers total freedom to create memorab…

🕐 2 hours
Private 5Hr Island Tour with 2.5Hr Sail and Snorkel with Turtles Free Cancellation
Honolulu

Private 5Hr Island Tour with 2.5Hr Sail and Snorkel with Turtles

This 8 hour private tour includes a 5 hour custom tour of the island, and a 2.5 hour sail on a sailboat including swimming or snorkeling with turtles. You can pick and choose the stops on the island tour and go at your …

🕐 8 hours ★★★★★5.0 (3)
2 Hour Private Catamaran Charter in Waikiki (7-12 Guests) Free Cancellation
Oahu

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 …

🕐 2 hours
Explore Turtle Canyons Waikiki Snorkel and Sail Adventure Free Cancellation
Oahu

Explore Turtle Canyons Waikiki Snorkel and Sail Adventure

Enjoy your best day in Hawaii and discover a new Adventure! This sailing with snorkeling experience is amazing for you to relax and have fun.…

🕐 3 hours ★★★★☆4.5 (4)
2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 People Free Cancellation
Oahu

2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 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 sche…

🕐 2 hours ★★★★☆4.8 (14)
Private South Shore Sail Charter Free Cancellation
Oahu

Private South Shore Sail Charter

Manu Kai's south shore sails offer stunning views of Waikiki, Ala Moana, and Kaka'ako! Sit back and enjoy complimentary drinks while getting the ocean breeze, some Hawaiian sunshine, and even a splash or two! Experience …

🕐 1 hour and a half ★★★★★5.0 (2)
Private Morning Ceremony Sailing Charter Free Cancellation
Oahu

Private Morning Ceremony Sailing Charter

This is a 90-minute sailing trip to attend to ceremonies, ash scatterings, organization charters, and more. We offer this experience at a discounted rate to accommodate groups wanting to do private charters in the mornin…

🕐 1 hour and a half
Private Catamaran Charter in Waikiki (1-6 Guests) Free Cancellation
Oahu

Private 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…

🕐 2 hours ★★★★★5.0 (23)
Private Catamaran Sunset Sail in Waikiki Free Cancellation
Oahu

Private Catamaran Sunset Sail in Waikiki

Established in 2017. As a private charter company, we always cater to your preferences. Our 48-foot catamaran, Hawaiian Style, has a sleek low-profile design which makes it optimal for stability out on the ocean. It ha…

🕐 2 hours ★★★★★5.0 (10)
Waikiki Private Sunset Sail Romantic and Private Free Cancellation
Oahu

Waikiki Private Sunset Sail Romantic and Private

Adventure Awaits aboard our Fabulous 48' private yacht. Bring along your family and friends for a spectacular Hawaiian sunset on your private yacht. Get a chance to see whales, dolphins and sea turtles. Immerse yourself …

🕐 2 hours
Friday Night Waikiki Fireworks Sail Free Cancellation
Oahu

Friday Night Waikiki Fireworks Sail

Sunset, Sailing and Fireworks! Highlights of Hawaii! Top Rated Sailing adventure in Waikiki. Enjoy a spectacular Hawaiian sunset and the Friday Night Fireworks onboard a luxury private yacht.…

🕐 2 hours ★★★☆☆3.0 (1)
Diamond Head Sunset Sail Free Cancellation
Oahu

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, fr…

🕐 2 hours ★★★★☆4.7 (15)
Waikiki Sail and Snorkel Adventure Best of Hawaii 2023 Free Cancellation
Oahu

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 …

🕐 3 hours ★★★★☆4.0 (4)
Private Whale Watching Sailing Adventure Free Cancellation
Oahu

Private Whale Watching Sailing Adventure

From the comfort of your private luxury yacht, enjoy an amazing experience with Hawaii’s humpback whales. Departing near Waikiki, enjoy a leisurely sail against the majestic backdrop of Diamond Head as you scan the water…

🕐 2 hours ★★★☆☆3.5 (2)
#1 eFoil 1.25 hr or 2 hr wing foil or windsurf or kayak lesson Free Cancellation
Oahu

#1 eFoil 1.25 hr or 2 hr wing foil or windsurf or kayak lesson

You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets help us to give precise specific info as needed so you learn faster and safer. We will share with you the best locations t…

🕐 2 hours ★★★★★5.0 (4)
Waikiki private Day Tour and Sunset sail for couples Free Cancellation
Oahu

Waikiki private Day Tour and Sunset sail for couples

Why go with an overcrowded catamaran, when you can enjoy the privacy with your love one .This private tour was specifically created for Newlywed couples on their honeymoon, celebrating an Anniversary, or just in love, ce…

🕐 2 hours ★★★★★5.0 (17)
Epic 34 Catamaran Sailing and Snorkeling Adventure Free Cancellation
Oahu

Epic 34 Catamaran Sailing and Snorkeling Adventure

Epic 34' catamaran sailing and snorkeling in Waikiki Bay. With Diamond as the back drop you lay back and enjoy the amazing views.…

🕐 3 hours
Polynesian Canoe Sunset Sail Free Cancellation
Oahu

Polynesian Canoe Sunset Sail

Kamoauli is a locally owned, all-wood, double-hulled, traditional sailing vessel (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline…

🕐 2 hours ★★★★☆4.9 (126)
Moana’s VIP Waikiki Turtle Snorkeling Experience on Nalu Free Cancellation
Oahu

Moana’s VIP Waikiki Turtle Snorkeling Experience on Nalu

Enjoy the Hawaiian Ocean, your way! The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizable experience. From November to May, Guests can look forward to Humpback Whale watching…

🕐 2 hours ★★★★☆4.8 (33)
Polynesian Canoe Morning Sail Free Cancellation
Oahu

Polynesian Canoe Morning 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 coastli…

🕐 2 hours ★★★★★5.0 (18)
Polynesian Canoe Day Sail Free Cancellation
Oahu

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 coastli…

🕐 2 hours ★★★★☆4.9 (29)
Half Day Oahu Combo Adventure: Bike, Sail and Snorkel Free Cancellation
Honolulu

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

Join our Honolulu bike tour on the Bike, Sail & Snorkel adventure. This exhilarating Oahu combo tour from rainforest to reef combines views high above Honolulu to snorkeling off a catamaran off Waikiki. Explore lush rain…

🕐 5 hours and a half ★★★★☆4.7 (68)
Oahu: 3 Hours - Kane‘ohe Sandbar Splash and Snorkeling Adventure Free Cancellation
Oahu

Oahu: 3 Hours - Kane‘ohe Sandbar Splash and Snorkeling Adventure

Discover an unforgettable side of O‘ahu most visitors never experience! Our Kāneʻohe Sandbar Splash & Snorkeling Adventure takes you beyond Waikiki to the serene waters of Kāneʻohe Bay, framed by the dramatic Ko‘olau mou…

🕐 3 hours ★★★☆☆3.0 (4)
Moana’s Luxury semi-private Sunset Cruise on Nalu Free Cancellation
Oahu

Moana’s Luxury semi-private Sunset Cruise on Nalu

The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizable experience. From November to May, Guests can look forward to Humpback Whale watching at no additional cost. Dolphins, Sea …

🕐 2 hours ★★★★☆4.7 (13)
Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed Free Cancellation
Oahu

Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed

Welcome aboard Hawaii Nautical, you're invited to observe, learn, and experience Hawaiian Green Sea Turtles firsthand! Guests will learn about the life cycle, behaviors, and threats to the Hawaiian Sea Turtles "Honu" (L…

★★★★☆4.7 (2,117)
BYOB Friday Night Fireworks Cruise Free Cancellation
Oahu

BYOB Friday Night Fireworks Cruise

BYOB Fireworks Cruise! Relax and enjoy the views as you cruise along the beautiful coast of Waikiki. You'll enjoy the view of the city lights and be in awe with this unobstructed view of fireworks from the water! With…

🕐 2 hours and a half ★★★★☆4.3 (6)
2-Hour Oahu Sunset Catamaran Sail Free Cancellation
Oahu

2-Hour Oahu Sunset Catamaran Sail

Relax, sit back and delight in our 2-hour sunset sailing cruise on a gorgeous, 53' foot catamaran from the beautiful Ko Olina Marina on Oahu. Sip a cocktail and enjoy warm wind in your hair as you scan for dolphins and l…

🕐 2 hours ★★★★☆4.8 (128)
Waikiki Turtle Snorkeling Tour 6 Activities + & Sunset Cruise Free Cancellation
Oahu

Waikiki Turtle Snorkeling Tour 6 Activities + & Sunset Cruise

Our sunset turtle snorkeling tour delivers a unique all-in-one Waikiki ocean experience, combining adventure, relaxation, and unforgettable views in one trip. We reach Turtle Canyon quickly, giving you more time in the …

🕐 4 hours
Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village Free Cancellation
Oahu

Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village

Explore the Waikiki coastline aboard the new Spirit of Aloha, a 65-foot sailing catamaran custom-built for the Hilton Hawaiian Village Waikiki Beach Resort. See the island like never before as you set sail from the only…

🕐 1 hour and a half ★★★★☆4.6 (25)
Hilton Hawaiian Village Turtle Snorkel with Optional Lunch Free Cancellation
Oahu

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, ev…

🕐 2 hours and a half ★★★★☆4.6 (40)
Honolulu Sailing and Snorkeling Activity New On Viator
Oahu

Honolulu Sailing and Snorkeling Activity

You’re guaranteed to see an array of endemic reef fish, colorful corals, and other unique marine creatures that call the Hawaiian islands home.…

🕐 3 hours and a half
Waikiki Turtle Snorkeling Adventure(8am) Free Cancellation
Oahu

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…

🕐 3 hours ★★★★☆4.9 (9)
Waikiki small group turtle snorkeling & sailing Free Cancellation
Oahu

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 …

🕐 2 hours ★★★★★5.0 (92)
Small Group Waikiki Sunset Sailing Tour Free Cancellation
Oahu

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 …

🕐 2 hours ★★★★☆4.9 (114)
Best Waikiki Snorkel Tour: Guaranteed Turtles at Turtle Canyon Free Cancellation
Honolulu

Best Waikiki Snorkel Tour: Guaranteed Turtles at Turtle Canyon

-Guaranteed Hawaiian sea turtles at Turtle Canyon -Ample shade and seating on board -Premium snorkel equipment -Fun, friendly, lifeguard certified crew -BYOB (Bring your own Beverage. No glass bottles)…

🕐 2 hours ★★★★☆4.8 (314)
Sunset Sail Experience by Catamaran in Waikiki Free Cancellation
Oahu

Sunset Sail Experience by Catamaran in Waikiki

Enjoy the end of your day on a relaxing 2-hour Waikiki Sunset Sail aboard a 38.6 foot twin-hulled catamaran. Take in the views of Honolulu skyline from offshore Waikiki and feel the warmth of the setting Hawaiian sun and…

🕐 2 hours ★★★★☆4.8 (6)
Waikiki: Fireworks Cruise from Beach & Cocktail Open Bar | Oahu Free Cancellation
Oahu

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 exclusi…

🕐 1 hour ★★★★☆4.8 (57)
Waikiki Turtle Snorkeling Tour with Free Pickup Free Cancellation
Oahu

Waikiki Turtle Snorkeling Tour with Free Pickup

Experience a special turtle snorkeling adventure in Waikiki aboard a smooth and comfortable catamaran. This all-in-one 6-in-1 ocean tour includes snorkeling, kayaking, stand-up paddleboarding (SUP), sea scooters, and mor…

🕐 3 hours ★★★★☆4.8 (167)
Waikiki Sunset Cocktail Sail on the Moana Catamaran Free Cancellation
Oahu

Waikiki Sunset Cocktail Sail on the Moana Catamaran

All aboard! There is no better place to be during Oahu’s magnificent golden sunsets than on our Waikiki Sunset Cruise, an unmatched experience complete with premium drinks, indescribable views, and music. As we sail alon…

🕐 2 hours ★★★★☆4.9 (2,289)
Waikiki Turtle Snorkel and Sail on Hawea Catamaran Free Cancellation
Oahu

Waikiki Turtle Snorkel and Sail on Hawea Catamaran

Experience the best of Waikiki on a Turtle Snorkel & Sail combo aboard the Hawea Catamaran. This popular Oahu tour blends marine exploration and island relaxation in one extraordinary outing. Swim among sea turtles and t…

🕐 2 hours and a half ★★★★☆4.8 (1,689)
Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure Free Cancellation
Oahu

Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure

Snorkel Turtle Canyon on the Largest Luxury Catamaran! Top Quality Gear, Certified Crew & Premium On Board Bar. When you trust Moana Sailing Co. for your snorkel adventure, you’re choosing the tour with the most profes…

🕐 2 hours and a half ★★★★☆4.7 (958)
Waikiki: Sunset Cruise from Beach & Cocktail Open Bar | Oahu Free Cancellation
Oahu

Waikiki: Sunset Cruise from Beach & Cocktail Open Bar | Oahu

-Open bar fully included in $80 ticket: beer, wine, cocktails, and more -21+ only on Fridays! -Direct beach boarding — no harbor shuttle, no bus, no wasted time -Sail toward Diamond Head on the famous Waikiki trade winds…

🕐 1 hour and a half ★★★★☆4.8 (575)
Waikiki Heritage and Diamond Head Wildlife Sail Free Cancellation
Oahu

Waikiki Heritage and Diamond Head Wildlife Sail

Set sail along the iconic Waikiki coastline for a laid-back 1.5-hour afternoon on the water. This experience emphasizes relaxation, scenic views of Oʻahu’s south shore, and casual wildlife watching—keep an eye out for do…

🕐 1 hour and a half ★★★★☆4.7 (32)
Best Waikiki Sunset Cruise:BYOB Sunset Sail with Swimming Free Cancellation
Honolulu

Best Waikiki Sunset Cruise:BYOB Sunset Sail with Swimming

Our vessel "Hokulani" is a beautiful and spacious custom built sailing trimaran specifically designed for a comfortable ride in Hawaiian waters. What makes Hokulani unique from every other tour boat operating in Waikiki,…

🕐 2 hours ★★★★☆4.9 (204)
Best Waikiki Whale Watching in Honolulu: Whales Guaranteed Free Cancellation
Honolulu

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 locati…

🕐 2 hours ★★★★☆4.6 (250)