Sailing Trips in Hawaii
Top 10 Best Hawaii Sailing Trips
Found 110 Sailing Trips activities in Hawaii. Sort by Popularity. - Page 3Lāna'i Coast Snorkel and Sail
Nobody knows the waters of Maui better than our crew. Let us host you on our Gold Coast catamaran as we explore and snorkel the incredible coastline of Maui. Departing daily from 9:30 am - 2:30 pm. We'll check the conditions for t... More
Lāna'i Coast Snorkel and Sail
-
Hawaii
-
Superb24 reviews5
Nobody knows the waters of Maui better than our crew. Let us host you on our Gold Coast catamaran as....
9am 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 confid... More
9am Turtle Canyon Snorkel Adventure
-
Hawaii
-
Superb278 reviews4.9
What better way to start your day than to slip into the refreshing waters of Turtle Canyon and swim ....
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, is that s... More
Best Waikiki Sunset Cruise:BYOB Sunset Sail with Swimming
-
Hawaii
-
Superb196 reviews4.9
Our vessel "Hokulani" is a beautiful and spacious custom built sailing trimaran specifically designe....
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
Free Cancellation
(Saving 30% )
Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast
-
Hawaii
-
Superb239 reviews4.9
As you swim off of the coast of the world famous Waikiki beach, you’ll realize you’ve found your....
Free Cancellation
(Saving 30% )
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 listen for ... More
Free Cancellation
(Saving inf% )
2-Hour Oahu Sunset Catamaran Sail
-
Hawaii
-
Superb125 reviews4.8
Relax, sit back and delight in our 2-hour sunset sailing cruise on a gorgeous, 53' foot catamaran fr....
Free Cancellation
(Saving inf% )
Molokini Snorkel and Performance Sail: Mā’alaea Harbor
Sail Maui is proud to offer a destination snorkel sail to Molokini, one of Maui’s most incredible snorkeling destinations. The unique, crescent shaped crater is a natural marine preserve, and is home to over 250 species of t... More
Free Cancellation
(Saving inf% )
Molokini Snorkel and Performance Sail: Mā’alaea Harbor
-
Hawaii
-
Superb215 reviews4.8
Sail Maui is proud to offer a destination snorkel sail to Molokini, one of Maui’s most incredib....
Free Cancellation
(Saving inf% )
Kona Tradewind Catamaran Day Sail
Experience the beauty of the Kona Coast from a new perspective aboard the Spirit of Aloha sailing catamaran. Feel the trade winds fill the sails as you glide across the water, taking in panoramic views of volcanic cliffs, sparklin... More
Free Cancellation
(Saving inf% )
Kona Tradewind Catamaran Day Sail
-
Hawaii
-
Superb43 reviews4.8
Experience the beauty of the Kona Coast from a new perspective aboard the Spirit of Aloha sailing ca....
Free Cancellation
(Saving inf% )
Friday Night Catamaran Fireworks Sail with Open Bar
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
Free Cancellation
(Saving inf% )
Friday Night Catamaran Fireworks Sail with Open Bar
-
Hawaii
-
Superb55 reviews4.8
Set sail with Waikiki’s top-rated fireworks cruise and enjoy the famous Hilton Hawaiian Village di....
Free Cancellation
(Saving inf% )
'Alihilani Golden Hour Sail
We pride ourselves on sailing, so enjoy the natural sounds as we turn of our motors and raise our sails. Our spacious catamarans make for a luxurious experience, allowing for incredible views of Maui and the inter islands from the... More
Free Cancellation
(Saving inf% )
'Alihilani Golden Hour Sail
-
Hawaii
-
Superb85 reviews4.9
We pride ourselves on sailing, so enjoy the natural sounds as we turn of our motors and raise our sa....
Free Cancellation
(Saving inf% )
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
(Saving inf% )
Hawaiian Canoe Sailing Experience in Maui
-
Hawaii
-
Superb60 reviews4.7
Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour include....
Free Cancellation
(Saving inf% )
Likely to Sell Out
Sunset Cocktail Cruise on our Sailing Catamaran
Enjoy the warm tropical breezes and unparalleled views of the Big Island as you sail along the Kohala Coast aboard our legendary sailing catamaran Seasmoke. This cruise includes unlimited soft drinks, tropical juices, beers, wines... More
Free Cancellation
(Saving inf% )
Likely to Sell Out Sunset Cocktail Cruise on our Sailing Catamaran
-
Hawaii
-
Superb62 reviews4.8
Enjoy the warm tropical breezes and unparalleled views of the Big Island as you sail along the Kohal....
Free Cancellation
(Saving inf% )
Likely to Sell Out
Midday Whale Watch: Mā’alaea Harbor
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii, the ‘Au ‘au channel off the coast of Maui boasts the greatest number. ... More
Free Cancellation
(Saving inf% )
Likely to Sell Out Midday Whale Watch: Mā’alaea Harbor
-
Hawaii
-
Superb103 reviews4.9
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....
Free Cancellation
(Saving inf% )
Likely to Sell Out
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
Free Cancellation
(Saving inf% )
Likely to Sell Out Waikiki Sunset Cruise and Iconic Views with Swimming
-
Hawaii
-
Superb1 review5
Set sail on a spacious catamaran for a memorable sunset cruise that begins with a refreshing swim in....
Free Cancellation
(Saving inf% )
Likely to Sell Out
Waikoloa 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
Free Cancellation
(Saving inf% )
Likely to Sell Out Waikoloa Catamaran Snorkel Sail Including Lunch
-
Hawaii
-
Superb106 reviews4.7
Set sail from Anaeho‘omalu Bay on a 3-hour snorkel and cruise adventure along Waikoloa’s beautif....
Free Cancellation
(Saving inf% )
Likely to Sell Out
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 plenty of... More
Free Cancellation
(Saving inf% )
Likely to Sell Out BYOB Friday Night Fireworks Cruise
-
Hawaii
-
Exellent6 reviews4.3
BYOB Fireworks Cruise! Relax and enjoy the views as you cruise along the beautiful coast of Waikiki....
Free Cancellation
(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
(Saving inf% )
Likely to Sell Out Waikiki small group turtle snorkeling & sailing
-
Hawaii
-
Superb90 reviews5
Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples o....
Free Cancellation
(Saving inf% )
Likely to Sell Out
Snorkel Sail Adventure off Ka'anapali Beach, Maui
While snorkeling along West Maui’s coastline, experience warm waters abundant with sea life. You will see a variety of tropical fish, and if you’re lucky, an endangered Hawaiian Green Sea turtle called a ‘Honu’. A hot buff... More
Free Cancellation
(Saving inf% )
Likely to Sell Out Snorkel Sail Adventure off Ka'anapali Beach, Maui
-
Hawaii
-
Superb36 reviews4.9
While snorkeling along West Maui’s coastline, experience warm waters abundant with sea life. You w....
Free Cancellation
(Saving inf% )
Likely to Sell Out
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
Free Cancellation
(Saving inf% )
Likely to Sell Out Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure
-
Hawaii
-
Superb703 reviews5
Join us aboard our luxurious 50’ catamaran “Kona Style”, as we sail the Kona coast. Scan the h....
Free Cancellation
(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
(Saving inf% )
Likely to Sell Out Small Group Waikiki Sunset Sailing Tour
-
Hawaii
-
Superb111 reviews4.9
Hawaii is well known for its majestic sunsets, and there is truly no better way to experience it tha....
Free Cancellation
(Saving inf% )
Likely to Sell Out
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 coastline and b... More
Free Cancellation
(Saving inf% )
Likely to Sell Out Polynesian Canoe Morning Sail
-
Hawaii
-
Superb18 reviews5
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) o....
Free Cancellation
(Saving inf% )