Windsurf Multi-Day Courses

All Ages Welcome • 3-5 Day Options • Great Introduction and Fast-Track Learning

Great Introduction and Fast-Track Learning! 3 Day Course The windsurfing course includes two and a half hours of progressive windsurfing instruction per day for three days. This course is great for beginners and people with some previous windsurfing experience. We usually prefer to go out in the mornings ...

3-5 Day Options
Ropes Course, Sailing, Windsurf
Action Sports Maui
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Private Wingsurfing Lesson on Maui

2 Hour Private Lesson

Learn How to Harness the Wind & Engage with the Ocean! Duration 2 Hours About Learning to Wingsurf is a great way to harness the wind and engage with the ocean. Wingsurfing combines using a free moving hand-held wing while standing on a board. Our experienced instructors show you the basics on land, ...

Private Tours Sailing, Surf
Action Sports Maui
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Windsurf Advanced Classes

All Ages Welcome • 2 Hours • Waterstart, Shortboard, Jibing, Jumping

Waterstart, Shortboard, Jibing, Jumping All Ages Welcome • Gear Not Included • All Advanced Courses are Private Instruction Action Sports Maui has a reputation as the most progressive windsurfing teaching center in the state. Our school offers the highest levels of training available to the general ...

2 Hours
Private Tours
Private Surf Lesson, Sailing, Surf, Windsurf
Action Sports Maui
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Windsurf Kids Classes

2 hours • Our Popular Windsurf Class Tailored For Kids!

Young children can have a special kids-only group lesson or a private lesson. Duration 2 hours About These lessons are for all levels of sailing. And we can teach many of the adult techniques. The minimum age is 6 years old. And must be able to swim. Kids need constant and close attention while in the ...

Private Tours Sailing, Windsurf
Action Sports Maui
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Windsurf Beginner Private

All Ages Welcome • 2 Hours • Gear Included

Gear Included All Ages Welcome! Duration 2 Hours About Getting a good start in windsurfing is essential. Beginner Windsurfing Lesson will lead to a successful first day. Our windsurfing Instructors are worth their weight in gold. We have a great sailing location with a sandy beach surrounded by a protective ...

Private Tours Sailing, Windsurf
Action Sports Maui
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Day Sail

1 hour • All Ages Welcome • Come set Sail with us right from the Waikiki Beach!

Sit back, relax, and enjoy the beautiful scenery of Waikiki Beach! Catamaran sailing is one of the best ways to sit back, relax, and just take in the beautiful scenery of Waikiki Beach and the ocean surrounding it. Let the ocean be your sanctuary away from it all and take a relaxing catamaran sail aboard ...

Honolulu
1 hour
Boat Tour, Catamaran, Day Sail, Sailing
Catamaran Kepoikai II
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Private Charter

1 & 2 hour Options • All ages • Day & Sunset Sails • Up to 37 Passengers

Sit back, relax, and enjoy the beautiful scenery of Waikiki Beach! Duration 1 & 2 hour options About Catamaran sailing is one of the best ways to sit back, relax, and just take in the beautiful scenery of Waikiki Beach and the ocean surrounding it. Let the ocean be your sanctuary away from it all ...

Honolulu
Private Tours
Sailing
Catamaran Kepoikai II
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Private 5Hrs Island Tour with 2Hrs Sail and Snorkel with Turtles

8 Hours • Custom Tour

Rates Private tour: $1000.00 About 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 own pace. The sailboat leaves from the harbor in ...

Private Tours Sailing
Custom Island Tours LLC
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???? Waikiki Friday Fireworks Cruise

We start off the weekend in style as you sail towards Diamond Head and enjoy a stunning 360 degree view of Hawaii's stunning fireworks. Cruise aboard and enjoy a unique and unobstructed view of the sunset and fireworks in front of the famous Waikiki beach, and spend time with friends and family, ...

Honolulu
3 Hours
Pickup Available
Boat Tour, Cruise / Large Boat, Day Sail, Fireworks Cruise, Music Tour, Sailing, Sunset Cruise, Sunset Sail, Water Activities
E Sea Diver
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Private Day Sail

3 Hours • Up to 6 People

Sailing off Lahaina and the west side of Maui offers some of the most scenic and exciting sailing in the world. You don’t want to miss this opportunity to learn from the best! Duration 3 Hours About The Daytime Sailing Tour is great for groups or families of 6 looking to enjoy a few hours sailing around ...

Lahaina
Private Tours
Boat Tour, Day Sail, Dolphin, Food Tour, Harbor Tour, Sailing
Gungho Sailing
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Private Sailing Lesson

4 Hours • Up to 4 People

Tailored, Private Sailing Lesson! Duration 4 Hours About This is a private lesson for up to 4 people. Whether you are a beginner looking to get into sailing, or have some experience and looking to reinforce and build upon what you already know. We will tailor this lesson to challenge you at your pace. ...

Lahaina
Private Tours
Sailing
Gungho Sailing
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Private Snorkel Sail

3-4 Hours • Up to 6 People

All snorkel gear and instruction is included! Duration 3-4 Hours About Snorkel and sail - enjoy the best of Maui's gorgeous marine coastline! Our snorkel sail includes snorkelling followed by sailing along Maui's spectacular coastline. All snorkel gear and instruction is included. Fresh pineapple ...

Lahaina
Private Tours
Sailing
Gungho Sailing
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Waikiki Signature Sunset Sail

Starting at $99! • Year Round • Daily • 5:30PM • 1.5 Hrs • Drinks & Appetizers Included!

End your day in paradise with a relaxing sunset sail along the Waik?k? coastline. Step aboard our spacious, stable catamaran and take in panoramic views of Diamond Head as the sky glows in vibrant sunset colors. Enjoy smooth sailing, refreshing trade winds, and a full premium bar featuring tropical cocktails, ...

Honolulu
1.5 Hours
Pickup Available
Boat Tour, Catamaran, Cruise / Large Boat, Sailing, Shuttle, Sunset Cruise, Sunset Sail
Hawaii Nautical - Oahu
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Waikiki Turtle Snorkel Sail with Lunch

Turtle Sightings Guaranteed • Daily (Except Wed) • 11AM • 3 Hrs • Lunch included!

Departing from Kewalo Harbor—just minutes from Waik?k? and Ala Moana—set sail aboard our spacious 65’ sailing catamaran, complete with comfortable seating, bathrooms, and a full bar. Glide along the iconic Waik?k? coastline to vibrant reef spots where Hawaiian green sea turtles are often spotted ...

Honolulu
3 Hours
Pickup Available
Sailing, Shuttle, Snorkeling, Whale Watch
Hawaii Nautical - Oahu
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West Oahu Dolphin Watch and Turtle Snorkel Sail w/ Lunch

Year Round • Daily • 9:00AM • 3 Hours • Lunch included • Dolphin Sightings Guaranteed!

Discover the beauty of West O‘ahu’s coastline on a 3-hour sailing adventure from Wai‘anae Small Boat Harbor. Cruise along the scenic coast as our crew helps you spot pods of wild spinner dolphins — sightings are guaranteed or you can join us again free! Pause at a calm, clear snorkel site for ...

Wai'anae
3 Hours
Pickup Available
Catamaran, Dolphin, Sailing, Snorkeling
Hawaii Nautical - Oahu
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Waikiki Turtle Snorkel Sail

April - November • Daily • 2 Hrs • Turtle Sightings Guaranteed!

Departing from Kewalo Harbor—just minutes from Waik?k? and Ala Moana—step aboard our spacious 65’ sailing catamaran, complete with comfortable seating, onboard bathrooms, and a full bar. Sail the iconic Waik?k? coastline and explore vibrant reef spots where Hawaiian green sea turtles are often ...

Honolulu
2 Hours
Pickup Available
Boat Tour, Day Sail, Sailing, Shuttle, Snorkeling
Hawaii Nautical - Oahu
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Sunset Sail

1.5 Hour Sunset/Happy Hour Sail, 5 PM Daily

What to expect: Our most popular trip for the fun-loving crowd, the sunset sail often turns strangers into fast friends in an hour and a half. Sit back, relax and bask in Oahu’s magnificent sunset together. We provide beverages including wine and a variety of domestic and premium local beers, along ...

Honolulu
Sailing
Holokai Catamaran
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Turtle Canyon Adventure Sail

2.5 Hour Snorkeling Tour offered at 9 AM & 12 PM

Duration 2.5 Hours What to expect: This morning sail takes you to Turtle Canyon, where you’ll get to swim around Waikiki’s most pristine coral reefs and get up close to turtles, tropical fish and other stunning marine life. Our crew of friendly PADI-certified divers will make sure you don’t miss ...

Honolulu
Sailing, Snorkeling, Water Activities
Holokai Catamaran
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Tradewind Sail

1.5 Hour Afternoon Sail, 3 PM Daily

Duration 1.5 hours What to expect: This one and a half hour-long sail lets you see Oahu from a different perspective at a great value! We’ll follow the trade winds blowing from the northeast, which gives you a spectacular view from the boat as you pass the Waikiki Natatorium War Memorial and Diamond ...

Honolulu
Boat Rental, Sailing
Holokai Catamaran
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Fireworks Sail

1 Hour Firework Sail, Every Friday Night!

What to expect: Honolulu comes alive every Friday night with a stunning fireworks show. You haven’t had the full experience until you watch the lively display from the water. Join us for our nighttime sail—the best place to watch the show. We guarantee you’ll feel like you're right under the ...

Honolulu
Sailing
Holokai Catamaran
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OFFSHORE FISHING

3 Hours

Duration 3 Hours Offshore Fishing & Sailing Adventure We fish off Diamond Head for Mahi Mahi, Ono, and Tuna. Duration is three hours. As with all fishing adventures, sometimes we get lucky, and sometimes we don't. Things to Bring A hat, sunglasses, sunscreen, towel, gloves, and camera. Don’t ...

Dolphin, Fishing, Sailing, Snorkeling, Sport Fishing
Honolulu Sailing Co.
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Waikiki Sail & Snorkel Adventure

3 Hours

Duration 3 Hours Oahu's Best Snorkeling Tour Features a three-hour cruise aboard a private luxury yacht. Enjoy a leisurely sail off the idyllic coast of Oahu's famous Waikiki Beach with stunning views and a chance to see dolphins, sea turtles and whales in season. Escape the crowds and let ...

Private Tours Cruise / Large Boat, Dolphin, Sailing, Snorkeling
Honolulu Sailing Co.
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Sailing Lessons (Sign Up)

Honolulu Sailing Company is the #1 ASA Certified Sailing School in Hawaii. We offer beginner to advanced sailing and navigation instruction aboard private yachts in the Hawaiian Islands. Instructors are ASA Certified and dedicated to teaching you the skills required to be your own Captain. We give you ...

Private Tours Boat Tour, Sailing
Honolulu Sailing Co.
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Private Whale Watching Cruise

3 Hours

Duration 3 Hours Oahu's Best Whale Watching Cruise 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 majestic whales. Dolphins, ...

Private Tours Cruise / Large Boat, Dolphin, Sailing, Whale Watch
Honolulu Sailing Co.
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Honolulu Sailing Co. Private Charter Gift Certificate

Give an experience they'll remember!

Purchase the perfect gift!

Private Tours Gift Card, Sailing
Honolulu Sailing Co.
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Diamond Head Sunset Cruise

2 Hours

Duration 2 Hours Diamond Head Sunset Sail Features a two-hour cruise aboard a private luxury yacht. Enjoy the beauty of a Hawaiian Sunset from your private yacht in comfort and style. Hawaii's Best Sunset Cruise is the experience you don't want to miss. Immerse yourself in a gorgeous Hawaiian ...

Private Tours Boat Tour, Cruise / Large Boat, Dolphin, Sailing, Sunset Cruise, Sunset Sail
Honolulu Sailing Co.
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Na Pali Coast Tour on the amazing Na Pali Kai III

Ages 4+ • 4.5-5 Hour Snorkel Tour • Lunch provided • Shared Tour or Private Charter Tours Available!

NAPALI COAST GROUP TOUR Onboard of the Na Pali Kai III* Tour the Na Pali coast, one of the Top 10 Wonders of the World in comfort and style on our custom powered 49ft. catamaran. Relax and enjoy aboard our spacious deck with comfortable seating and a restroom for your convenience. Experience Na Pali ...

Waimea
4.5-5 Hour
Kid-Friendly, Private Tours
Canoe, Catamaran, Cave, History Tour, Sailing, Snorkeling
Makana Charters / Liko Kauai Cruises
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Ocean Spirit Adult Sunset Sail • Ma'alaea

2 hours • Ages 21+ • An adults-only cruise with pupus and island-style music!

An adults-only cruise with tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunset over the Pacific Ocean. This relaxing cruise is aboard Maui's newest luxury sailing catamaran, Ocean Spirit. It’s the perfect way to experience the essence of ho’okipa (hospitality), ...

Wailuku
Approximately 2 hours
Boat Tour, Sailing
PacWhale Eco-Adventures
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Whalewatch Sail • Ma'alaea

2 hours • All ages • Experience Maui's top-rated whalewatch aboard our eco-friendly sailing vessel!

Experience Maui's top-rated whalewatch aboard Maui’s newest eco-friendly sailing vessel, Ocean Spirit. Ocean Spirit is a state-of-the-art catamaran offering luxury, space and comfort for a maximum capacity of 49 passengers. Whalewatch Sail is led by certified Marine Naturalists for fun and informative ...

Wailuku
Approximately 2 Hours
Boat Tour, Sailing, Whale Watch
PacWhale Eco-Adventures
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Exclusive Honolua Snorkel Sail • Lahaina

5 hours • All ages • Cruise the beautiful Ka'anapali coastline to the waters of Honolua Bay!

Come aboard Ocean Spirit, our luxury sailing catamaran, on this exclusive experience up the beautiful West Maui and Ka'anapali coastline to the breathtaking waters of Honolua Bay. Running at 50% capacity, this experience to give you plenty of room to enjoy the experience. Honolua Bay is protected ...

Wailuku
Approximately 6 Hours
Boat Tour, Sailing, Snorkeling
PacWhale Eco-Adventures
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Ocean Spirit Sunset Sail • Ma'alaea

2 hours • All ages • Enjoy tantalizing pupus and island-style music with a stunning sunset!

Enjoy tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunset over the Pacific Ocean. This relaxing cruise is aboard Maui's newest luxury sailing catamaran, Ocean Spirit. It’s the perfect way to experience the essence of ho’okipa (hospitality), as our ...

Wailuku
Approximately 2 hours.
Boat Tour, Sailing
PacWhale Eco-Adventures
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Whalewatch Sail Deluxe • Ma'alaea

2.5 hours • All ages • Enjoy a deluxe 2.5-hour whalewatch plus a delicious lunch onboard!

Enjoy a deluxe 2.5-hour whalewatch plus a delicious lunch onboard our state-of-the-art luxury sailing vessel, Ocean Spirit. Ocean Spirit is a high-tech eco-friendly catamaran with a maximum capacity of 65 passengers. Whalewatch Sail Deluxe is led by certified Marine Naturalists for fun and informative ...

Wailuku
2.5 hours
Boat Tour, Sailing, Whale Watch
PacWhale Eco-Adventures
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July 4th Fireworks Sail

Approx. 2.5 hrs • Departs from historic Ma'alaea Harbor

Book your ticket now – this trip sells out early. Experience the essence of ho’okipa (hospitality) on this intimate and memorable cruise featuring the breathtaking beauty of Maui’s sunset followed by Maui’s festive local fireworks displays. Departs from historic Ma'alaea Harbor.

Wailuku
2.5 hours (approx.)
Boat Tour, Sailing
PacWhale Eco-Adventures
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Sunset Whale Watch Sail

All ages

This relaxing cruise aboard Maui’s newest luxury sailing catamaran, Ocean Spirit has been extended by 30 minutes to treat our guests to more dedicated time with Hawai?i’s most famous winter visitor: humpback whales! It’s the perfect way to experience the essence of ho?okipa (hospitality), as our ...

Wailuku
2.5 Hours
Boat Tour, Sailing, Whale Watch
PacWhale Eco-Adventures
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Sunset Splash Adventure

All Ages • 5 pm to Sunset • Inside & Outside Seating

There is no better place to swim than Hawaii and no better way to watch the sunset than from the Waikiki Coastline. Experience an unforgettable time and be amazed at the natural island beauty as day turns to night and twilight blankets us with an array of amazing colors that you can only see in our special ...

Honolulu
2 Hours
Boat Tour, Sailing
Pink Sails Waikiki
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Turtle Reef Snorkel & Sail

Enjoy the best snorkeling • 2.5 Hours • All Ages

Spirit of Aloha takes you to the outer side of the Turtle Canyon reef near Hilton Hawaiian Village. Also enjoy a scenic sail along the Waikiki coast. Enjoy the best snorkeling platform as the yacht becomes your island retreat to a site inaccessible from the beach. *Snorkel, mask & fins provided on ...

Honolulu
2.5 Hours
Canyoning, Sailing, Snorkeling
Port Waikiki Cruises
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Turtle Snorkel Sail with Lunch

Snorkel, Sail and Lunch • 2.5 hours • All Ages

Enjoy a individualized sandwich lunch at sea, and snorkel in Hawaii’s azure waters at Turtle Canyon. Whales visit December through April. See fish, reefs, even green sea turtles at play off the Waikiki coast. Operates daily except on Wednesdays. Snorkel fins and vest and in-water assistance from expert ...

Honolulu
2.5 Hours
Canyoning, Sailing, Snorkeling
Port Waikiki Cruises
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Sunset Cocktail Cruise

Catch the sunset from the water • 1.5 Hours • All Ages

There’s nothing like a Hawaiian sunset, and nothing beats seeing a sunset sail at sea. Enjoy a scenic cocktail cruise, one of the best things to do in Waikiki. Sail south toward Diamond Head, pausing on the way back to catch the moment the sun slips below the horizon – you may even see the green ...

Honolulu
1.5 Hours
Boat Tour, Cruise / Large Boat, Sailing, Sunset Cruise, Sunset Sail
Port Waikiki Cruises
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Spirit Adventure Sail

Sail to Diamond Head • 1 Hour • All Ages

Set sail on an expedition to Diamond Head while you take in the sights and delights of Oahu’s natural and city scenery. See marine wildlife in their natural environment and Waikiki Beach from a perspective you can only get at sea.

Honolulu
1 Hour
Sailing
Port Waikiki Cruises
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Sunrise Breakfast Cruise

Apr~Dec • 1.5 Hours • Breakfast Included!

Sail away from the bustling city of Honolulu as the morning sun rises over the mountains of Oahu! All while enjoying a cup of our 100% Kona coffee and our chef inspired specialty breakfast!

Honolulu
1.5 Hours
Boat Tour, Cruise / Large Boat, Day Sail, Dolphin, Sailing
Prince Kuhio Tours, LLC
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West Maui Snorkel & Sail

5 Hours • All Ages • Explore Pristine Reefs

Discover the beauty of Maui’s West Coast on a premier Lahaina snorkeling and sailing tour. Departing daily from Lahaina Harbor, this memorable sailing charter welcomes a maximum of 25 guests aboard Paragon, our flagship Gold Coast performance catamaran. Duration: 5 hours Time: 9:00 AM – 2:00 PM (check-in ...

5 Hours
Boat Tour, Sailing, Snorkeling
Sail Maui
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Windsurfing Lessons

Learn a classic sport that is both great fun and great exercise About Learn a classic sport that is both great fun and great exercise. This is the water sport that helped make Oahu's Windward side famous! Windsurfing has been around for decades and is practiced all over the world. Get up on the ...

Sailing, Water Park, Windsurf
Sammy's Aloha Watersports
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Waikiki Sunset Sail

2 Hours • All ages

BYOB Sunset Sail in Waik?k? Departure Time: 4:30 PM Mon, Tue, Wed, Thu, Sat, Sun Duration: 2 hours Rates: Adults (13+): $89 Children (3–12): $69 Infants (0–2): Free Welcome aboard Hokulani, our spacious 1,000-square-foot trimaran, for an unforgettable sunset sail and swim experience in Waik?k?. This ...

Honolulu
2 Hours
Sailing
Three Tiki's Sailing
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Waikiki Turtle Snorkeling

2 Hours • All ages • 11am and 2pm

Welcome to the breathtaking Waikiki Sail and Snorkel Cruise, where you'll embark on a mesmerizing journey through the crystal clear waters of Hawaii. Get ready to witness an underwater wonderland of tropical fish and majestic sea turtles, and sail past iconic Diamond Head while being captivated ...

Honolulu
2 Hours
Boat Tour, Sailing, Snorkeling
Three Tiki's Sailing
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Custom Private Charter - Winona Sail Catamaran

At the North Dock near 233 Maalaea Rd, Wailuku, HI 96793, USA

Step aboard our charming catamaran "Winona" with a tiki bar, and let the celebrations begin! Whether it's a wedding party, corporate event, or birthday bash, our private charters can accommodate groups of up to 45 people, ensuring an unforgettable experience. Winona, Maui's only Hawaiian-built ...

Wailuku
2 Hours
Private Tours
Boat Rental, Boat Tour, Catamaran, Sailing
Unicorn Tours of Hawaii Inc
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Whale Watch Sailing Tour

All Ages

Duration 2 Hours About Join us aboard the Universe. See humpback whales during their annual migration in the waters off Oahu on a whale-watching cruise from Waikiki. Enjoy great photo ops of the massive 30-ton whale breaching the surface and soaring majestically back into the ocean as well as views of ...

Honolulu
Sailing, Whale Watch
Waikiki Sailing Tours
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Diamond Head Sail & Swim

2.5 Hours • Up to 6 People • All Ages! • Private Tour Available

Our luxurious yachts provide an intimate and relaxing ambiance for couples and families or groups. to enjoy the sea’s soothing magic! Duration 2.5 Hours About As we start out our adventure from the Ala Wai Boat harbor to explore a beautiful Waikiki coastline all the way past the famous Diamond Head ...

Honolulu
Private Tours
Sailing
Waikiki Sailing Tours
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Special Events

Call to book • 2 Hours • Private Charter

Let us help you create beautiful memories on The Universe, and to create a unique sailing experience that matches your event! Rates Private Tour $495 About Trust us to make your event timeless! - Weddings - Memorials - Committal of ashes - Corporate events - Private Parties - Bachelor/bachelorette parties ...

Honolulu
Private Tours
Sailing
Waikiki Sailing Tours
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Sunrise Turtle Snorkel

2 Hours • Up to 6 People • All Ages! • Private Tour Available

100% guaranteed swimming with turtles 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 Alawa'i boat harbor towards Diamond Head alongside of the Waikiki coast, it will be a short boat ...

Honolulu
2 hours
Private Tours
Sailing, Snorkeling
Waikiki Sailing Tours
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Waikiki Day & Sunset Sail For Couples

2 Hours • 2 People • Couples only

We start out our adventure from the Ala Wai Boat harbor to explore a beautiful Waikiki coastline all the way past the famous Diamond Head Crater. Hawaii is well known for its majestic sunsets, and there is truly no better way to experience it than on our boat, The Universe. Create experiences that leave ...

Honolulu
2 Hours
Private Tours
Sailing
Waikiki Sailing Tours
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Sunset Tour

2 Hours • Up to 6 People • All Ages! • Private Tour Available

Hawaii is well known for its majestic sunsets, and there is truly no better way to experience it than on our boat! Duration 2 Hours About Come and enjoy the Golden hour with your loved once to make memories of a lifetime. More info Our private tours can be extended, customized just for you or modified ...

Honolulu
Private Tours
Sailing
Waikiki Sailing Tours
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