Sailing Trips in Hawaii
Top 10 Best Hawaii Sailing Trips
Found 108 Sailing Trips activities in Hawaii. Sort by Popularity. - Page 5#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 to launch f... More
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                                    #1 eFoil 1.25 hr or 2 hr wing foil or windsurf or kayak lesson
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                      Hawaii
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                                            Superb4 reviews5
You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets he....
Private Tour
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
Private Tour
 
                  
                                    Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village
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                      Hawaii
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                                            Exellent11 reviews4.1
Explore the Waikiki coastline aboard the new Spirit of Aloha, a 65-foot sailing catamaran custom-bui....
Private Tour
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
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 Likely to Sell Out
                  
                  Likely to Sell Out                  Private Catamaran Charter in Waikiki (7-12 Guests)
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                      Hawaii
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                                            Exellent11 reviews4.1
(IMPORTANT: Make sure you have *over* 6 guests selected to see availability for this activity, or it....
Private Tour
Afternoon Ali'i Adventure
Experience the ultimate in luxury and exclusivity with our Afternoon Ali’i Adventure. Unlike crowded tours, we limit our trips to a maximum of 22 guests, allowing for a semi-private experience aboard our spacious 50' catamaran. ... More
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                  Likely to Sell Out                  Afternoon Ali'i Adventure
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                      Hawaii
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                                            Superb6 reviews5
Experience the ultimate in luxury and exclusivity with our Afternoon Ali’i Adventure. Unlike crowd....
Private Tour
3 Hour 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 schedule. Yo... More
Private Tour
 Likely to Sell Out
                  
                  Likely to Sell Out                  3 Hour Luxury Private Sailing Catamaran for 7-12 People
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                      Hawaii
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                                            Superb6 reviews5
Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allo....
Private Tour
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                  Likely to Sell Out                  Explore Turtle Canyons Waikiki Snorkel and Sail Adventure
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                      Hawaii
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                                            Exellent4 reviews4.5
Enjoy your best day in Hawaii and discover a new Adventure! This sailing with snorkeling experience ....
Private Tour
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
Private Tour
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                  Likely to Sell Out                  Midday Whale Watch: Mā’alaea Harbor
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                      Hawaii
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                                            Superb100 reviews4.9
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....
Private Tour
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.... More
Private Tour
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                  Likely to Sell Out                  Friday Night Waikiki Fireworks Sail
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                      Hawaii
Sunset, Sailing and Fireworks! Highlights of Hawaii! Top Rated Sailing adventure in Waikiki. Enjoy a....
Private Tour
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 for maj... More
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                  Likely to Sell Out                  Private Whale Watching Sailing Adventure
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                      Hawaii
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                                            Good2 reviews3.5
From the comfort of your private luxury yacht, enjoy an amazing experience with Hawaii’s humpback ....
Private Tour
Maui: Kaanapali Beach 5-hour Snorkel w/ BBQ Lunch & Open Bar
5-hour, two-spot snorkel is unlike any other on Ka'anapali Beach as it's aboard Ka'anapali's newest luxury custom built catamarans and includes breakfast, lunch, dessert and an open bar. This is our award-winning snorkel tour that... More
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                  Likely to Sell Out                  Maui: Kaanapali Beach 5-hour Snorkel w/ BBQ Lunch & Open Bar
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                      Hawaii
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                                            Superb1 review5
5-hour, two-spot snorkel is unlike any other on Ka'anapali Beach as it's aboard Ka'anapali's newest ....
Private Tour
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, from... More
Private Tour
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                  Likely to Sell Out                  Luxury Diamond Head Sunset Sail
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                      Hawaii
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                                            Superb3 reviews5
Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Our Diamond Head Sunset Sa....
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
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                  Likely to Sell Out                  3hr Luxury Private Sailing Catamaran in Waikiki for 1 to 6 People
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                      Hawaii
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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
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 schedule. Yo... More
Private Tour
 Likely to Sell Out
                  
                  Likely to Sell Out                  2hr Luxury Private Sailing Catamaran for 7-12 People
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                      Hawaii
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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
Whale Watching Sail in Honolulu with Open Bar
Observe the majestic humpback whales during their migration from December to March on this 1.5-hour sail in Honolulu. Experience the beauty of Oahu's coastline while searching for dolphins and sea turtles in their natural habitat.... More
Private Tour
 Likely to Sell Out
                  
                  Likely to Sell Out                  Whale Watching Sail in Honolulu with Open Bar
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                      Hawaii
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                                            Superb1 review5
Observe the majestic humpback whales during their migration from December to March on this 1.5-hour ....
Private Tour
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 the south ... More
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                  Likely to Sell Out                  Private South Shore Sail Charter
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                      Hawaii
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                                            Superb2 reviews5
Manu Kai's south shore sails offer stunning views of Waikiki, Ala Moana, and Kaka'ako! Sit back and ....
Private Tour
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 at no... More
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                  Likely to Sell Out                  Moana’s VIP Waikiki Turtle Snorkeling Experience on Nalu
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                      Hawaii
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                                            Superb29 reviews4.9
Enjoy the Hawaiian Ocean, your way! The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, ....
Private Tour
Private Charter Snorkel Sail Adventure off Kaanapali Beach
PRIVATE CHARTER - 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 ‘H... More
Private Tour
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                  Likely to Sell Out                  Private Charter Snorkel Sail Adventure off Kaanapali Beach
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                      Hawaii
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                                            Superb29 reviews4.9
PRIVATE CHARTER - While snorkeling along West Maui’s coastline, experience warm waters abundant wi....
Private Tour
Private Swim and Sail Charter (Kewalo Harbor)
A beautiful ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and whales (seasonal). This experience is customization in its duration and activity *Viewing marine life is not guaranteed but we do... More
Private Tour
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                  Likely to Sell Out                  Private Swim and Sail Charter (Kewalo Harbor)
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                      Hawaii
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                                            Superb29 reviews4.9
A beautiful ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and....
Private Tour
Afternoon Catamaran Sail with Local Culture, Cocktails and Snacks
Set sail on a midday escape where cocktails meet culture aboard Maui’s most luxurious sailing catamaran. Explore the island through authentic storytelling, coastal beauty, and handcrafted island specialties, both sippable and sa... More
Private Tour
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                  Likely to Sell Out                  Afternoon Catamaran Sail with Local Culture, Cocktails and Snacks
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                      Hawaii
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                                            Superb1 review5
Set sail on a midday escape where cocktails meet culture aboard Maui’s most luxurious sailing cata....
Private Tour
Lāna'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. We'll check the conditions for the day and take off across the channel o... More
Private Tour
 Likely to Sell Out
                  
                  Likely to Sell Out                  Lāna'i Coast Snorkel and Sail
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                      Hawaii
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                                            Superb1 review5
Nobody knows the waters of Maui better than our crew. Let us host you on our Gold Coast catamaran as....
Private Tour
