Sailing Trips in Hawaii
Top 10 Best Hawaii Sailing Trips
Found 109 Sailing Trips activities in Hawaii. Sort by Popularity. - Page 3Waikoloa Catamaran Snorkel Sail Including Lunch
Set sail from Anaeho‘omalu Bay on a 3-hour snorkel and cruise adventure along Waikoloa’s beautiful Kohala Coast. Aboard the spacious Spirit of Aloha catamaran, enjoy a smooth, comfortable ride to one of the region’s best sno... More
Waikoloa Catamaran Snorkel Sail Including Lunch
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Hawaii
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Superb109 reviews4.6
Set sail from Anaeho‘omalu Bay on a 3-hour snorkel and cruise adventure along Waikoloa’s beautif....
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 water to s... More
Waikiki Turtle Snorkeling Tour 6 Activities + & Sunset Cruise
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Hawaii
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Superb10 reviews5
Our sunset turtle snorkeling tour delivers a unique all-in-one Waikiki ocean experience, combining a....
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 pier in W... More
Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village
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Hawaii
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Exellent34 reviews4.5
Explore the Waikiki coastline aboard the new Spirit of Aloha, a 65-foot sailing catamaran custom-bui....
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
Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast
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Hawaii
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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....
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
Hilton Hawaiian Village Turtle Snorkel with Optional Lunch
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Hawaii
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Exellent43 reviews4.5
Swim with turtles and fish, while enjoying the crystal blue topical waters. Sail the scenic Waikiki....
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
Likely to Sell Out Waikiki: Fireworks Cruise from Beach & Cocktail Open Bar | Oahu
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Hawaii
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Superb59 reviews4.8
Set sail with Waikiki’s top-rated fireworks cruise and enjoy the famous Hilton Hawaiian Village di....
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
Likely to Sell Out 2 Hour Swim, Snorkel & Sail (Kewalo Harbor)
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Hawaii
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Superb2 reviews5
A beautiful swim and boat ride along the south shore of Oahu, potentially viewing sea turtles, dolph....
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
Likely to Sell Out Waikiki Friday Night Fireworks Cruise
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Hawaii
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Exellent31 reviews4.5
Experience authentic aloha vibes with us. Our knowledgeable guides and crew are ready to share insig....
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
Likely to Sell Out 2 Hour Private Catamaran Charter in Waikiki (7-12 Guests)
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Hawaii
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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
Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure
Join us aboard our luxurious 50’ catamaran “Kona Style”, as we sail the Kona coast. Scan the horizon for dolphins and whales (seasonal) from our shaded cabin or sunny splash nets. Snorkel calm waters and lush coral gardens u... More
Private Tour
Likely to Sell Out Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure
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Hawaii
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Superb714 reviews5
Join us aboard our luxurious 50’ catamaran “Kona Style”, as we sail the Kona coast. Scan the h....
Private Tour
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 does Hawa... More
Private Tour
Likely to Sell Out Private Catamaran Charter in Waikiki (1-6 Guests)
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Hawaii
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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
Half-Day Deluxe Molokini Snorkel Excursion in Maui
Begin your morning with a chef-prepared buffet breakfast as we cruise to Molokini Crater, a world-renowned marine preserve home to over 400 species of tropical fish and coral reefs. Your adventure continues with a second snorkel... More
Private Tour
Likely to Sell Out Half-Day Deluxe Molokini Snorkel Excursion in Maui
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Hawaii
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Superb127 reviews4.9
Begin your morning with a chef-prepared buffet breakfast as we cruise to Molokini Crater, a world-re....
Private Tour
Akialoa Mā’alaea Sunset Sail
Witness the stunning sunsets of Maui from the comfort of a luxury sailing catamaran. The Akialoa Sunset Sail offers a two-hour journey through the picturesque inter-island channel, showcasing the beauty of Maui, Lāna‘i, and Kah... More
Private Tour
Likely to Sell Out Akialoa Mā’alaea Sunset Sail
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Hawaii
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Superb13 reviews4.7
Witness the stunning sunsets of Maui from the comfort of a luxury sailing catamaran. The Akialoa Sun....
Private Tour
Likely to Sell Out
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
Free Cancellation
Private Tour
(Saving 25% )
Likely to Sell Out Waikiki: Afternoon Sail from Beach & Open Bar | Oahu - Best Value
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Hawaii
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Superb255 reviews4.8
-Open bar fully included in $50 ticket: beer, wine, cocktails, and more -AMAZING value catamaran sai....
Free Cancellation
Private Tour
(Saving 25% )
Likely to Sell Out
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
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out Friday Night Firework Cruise in Waikiki
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Hawaii
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Superb33 reviews4.8
After the sun goes down, the fun goes up! On Friday nights, you’ll be front and center as the fire....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
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
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out Waikiki small group turtle snorkeling & sailing
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Hawaii
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Superb99 reviews5
Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples o....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Hawaiian Canoe Sailing Experience in Maui
Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour includes snorkeling with sea turtles, seasonal whale watching, and learning Hawaiian history and culture. Cold water and snorkel gear are... More
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out Hawaiian Canoe Sailing Experience in Maui
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Hawaii
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Superb63 reviews4.6
Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour include....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
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 has 2 large ... More
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out Private Catamaran Sunset Sail in Waikiki
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Hawaii
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Superb11 reviews5
Established in 2017. As a private charter company, we always cater to your preferences. Our 48-foo....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Honolua Snorkel Sail from Lahaina
Sail to the storied waters of Honolua Bay, long valued in Hawaiian culture and now protected as a Marine Life Conservation District. Along the way, watch for wild dolphins, then snorkel among Hawaiian green sea turtles in this vib... More
Free Cancellation
Private Tour
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Likely to Sell Out Honolua Snorkel Sail from Lahaina
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Hawaii
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Superb61 reviews4.9
Sail to the storied waters of Honolua Bay, long valued in Hawaiian culture and now protected as a Ma....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
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
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out Small Group Waikiki Sunset Sailing Tour
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Hawaii
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Superb115 reviews4.9
Hawaii is well known for its majestic sunsets, and there is truly no better way to experience it tha....
Free Cancellation
Private Tour
(Saving inf% )