Dollar Starting at $185.95 Hour Glass 5.5 hours
A Molokini snorkeling adventure aboard Calypso is the most fun on Maui! This stable, high-speed, triple-decker catamaran will get you to two snorkel sites fast: Molokini Crater and Turtle Town, and with all the equipment you need and plenty of food on board, what more could you ask for? You’ll be welcomed aboard by our friendly crew and enjoy a delicious, hearty breakfast. After everyone is settled in, it’s off to the most popular underwater destination in Maui for some morning Molokini snorkeling! While you’re enjoying the feel of the ocean wind in your hair, from December through April, watch the horizon for the incredible humpback whales!
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This relaxing, two-hour excursion gives you time to enjoy a delicious meal, explore the incredible craft, listen to great island-style music, and watch the sun go down from your place on top of the waves! Book your sunset dinner cruise in Maui online today!
The two-hour Calypso whale watching in Maui is one of the most thrilling family-friendly Hawaiian activities! From December 18th through April 15th, climb aboard our boat, and make your way to the top. Book your Maalaea whale watching excursion online today!
The Calypso Maui is ready to take you on exciting ocean excursions. The boat launches from Ma’alaea – the most easily reached, centralized harbor on the island . You can go on the morning Molokini Snorkeling Tour , the Sunset Dinner Cruise , the seasonal Whale Watch , and – for super special occasions — the Private Charter !
This motorized catamaran is built with three decks of fun, and is a wonderful vessel for landlubbers and ocean adventurers alike. The Calypso Maui operates like a spacious, floating amusement park, and her double hulls are built for stability . When the boat is moving forward, the twin hulls cut smartly through the water, leaving most of the craft to float high above the waves, and ride on top of the sea-surface winds. This leads to a comfortable, smooth catamaran snorkeling trip in Maui for you and your group, even when island trade-winds factor in.
The views from Calypso Maui are better than any other boat for miles, because she is the only vessel on the island that has three decks . As a bonus, you’ll find glass panels on the bottom of the boa t, too! Two of the cabins are completely covered from the sun, but both ends are open to the sea air. The huge tinted windows along both the port and starboard sides ensure that you always have a good view of the great Pacific beyond the railings. Year round, it’s good to keep your eyes open for flying fish , sea turtles, dolphins, false killer whales, and other fantastic marine animals who may be up near the surface. During whale season (mid-December through mid-April), come out to see the 45-ton humpback whales! Once you’ve seen a whale, nothing else can compare.
Our fun, dynamic, and experienced crew is there for you no matter what you need, and safety is paramount. If you come out with us to Molokini Crater, the captain and crew will teach you what you need to know in order to snorkel. Crew members will explain how to use the wide dive steps, two water slides, or the “leap of faith” jump-off point to enter the water, and they will entertain you with little-known facts about the islands that you are gliding past. The crew will also have delicious food and drinks at the ready, along with local insider tips, good humor, and Aloha .
We had a large group with small children. The crew was very accommodating and friendly! They made sure we had a spot together on the boat and were comfortable! They had all the right equipment to make snorkeling doable for all skill levels and ages including a viewing board to allow my 2 year old niece to see the ocean bottom. The food was great! The boat was clean and spacious! The family said it was a highlight of the trip! We would definitely do it again!
Great experience! Enjoyed the large boat. The crew were awesome, friendly and professional! The food was delicious! It was two fabulous snorkeling spots!
This trip was amazing. Having a big boat was worth it. Sure there were more people. But when there was a heavy surf we barely noticed. The food for both breakfast and lunch was great!!! Also on the ride back they gave out some little ice creams too! The photographer Marley is amazing at photographing and he has both go pros and nice camera to use in the water. This was 100% worth it.
We took our kids (6 & 11) and we had a blast! The highlight was swimming with a turtle for sure. Every just seeing the cool fish was amazing. The girls loved the slides off the boat and the food was good. Definitely would do it again
An absolute must do. This is an awesome adventure for the price. You get to stop at two locations and even if you only get out and snorkel at one it is way worth it for the cost. Molokini was incredible and clear. The crew on this boat makes everything even better the captain is funny, friendly, gives clear helpful instructions to snorkel newbies like myself and they have everything they can for sea sickness. Truly an amazing time with the Calypso.
Me and my friend got to go on the dinner cruise. The captain was great, the boat was very nice, we loved the live music(Alex is very talented), the crew was good and the food and views were amazing! Thanks for an unforgettable evening aboard the Calypso!
Maui’s best sailing cruises and tours, discover maui with luxury snorkel tours, sunset sails, & whale watch tours, sailing charters, sail in luxury.
When it comes to experiencing the beauty of Maui’s waters in true style, look no further than our luxury Teralani Charters. Whether you’re seeking adventure, relaxation, or an unforgettable wildlife encounter, our exclusive offerings ensure you’ll make cherished memories. Join us for our top-rated snorkel tours, sunset sails, whale watch tours, and more. Here’s a glimpse of what our best charters have to offer:
Sunset sails.
Private sailing charters, your exclusive maui adventure.
Departing from the World Famous Ka’anapali Beach on Maui, Teralani’s fleet of state-of-the-art sailing catamarans is sure to exceed your expectations. Teralani Sailing is proud to offer exclusive private charters, designed to provide a luxurious experience and conform to your style of adventure.
Our commitment to luxury goes beyond aesthetics, creating an environment of utmost comfort and enjoyment.
Each adventure is thoughtfully designed to showcase Maui's marine wonders, from snorkeling to whale watching.
Our team of knowledgeable professionals shares their passion and expertise, enriching your journey with valuable insights.
Witness face to fin wildlife encounters, snorkel pristine reefs, and encounter humpback whales up close for truly unforgettable memories.
Indulge in culinary delights that perfectly complement the beauty of the surroundings.
Whether a private charter or group adventure, our experiences are tailored to your preferences.
#luxurysailing.
Popular maui tours.
The most exclusive tour on Maui, snorkeling Molokini before any other snorkel boats arrive. Hot cinnamon rolls, a three-course breakfast, plus an open bar make this the best morning of your visit to Maui.
There’s nothing quite like a Maui sunset, with Molokini silhouetted on the horizon and the presence of friends and loved ones and the best crew on Maui taking care of your every need.
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Snorkel Molokini and enjoy up to 200 ft. of visibility on our classic Maui adventure. An open bar, Maui Brewing beers and full-service deli lunch in three courses complete the perfect day!
We are a family-owned, 30+ year-old company committed to the quality of your experience in our marine sanctuary. South Maui and the Wailea-Makena area are prized for their beautiful beaches, calm and clear emerald-blue waters, and near perfect weather year round. We gratefully acknowledge our kuleana (responsibility) as caretakers of this South Maui paradise. As a company, we treat each other, our guests and our neighbors with Aloha and respect and we believe that is what keeps Maui such an amazing and beautiful place to visit and to live.
The Kai Kanani II is the only commercial catamaran that lives in South Maui, moored off of Maluaka Beach in Makena. Seven days-a-week, she takes passengers on the short cruise out to Molokini Crater, just 3 miles away, to swim and play in the clearest water in all of Hawaii. Five nights-a-week, the Kai Kanani II raises her sails, taking advantage of our famous afternoon trade winds on our Adventure Sunset Sail. These trips and other special offerings are all crewed by the best group of men and women to grace the blue channels of these islands. Their goal is to create the best memories you’ll take home after your time on Maui.
We feature fresh island foods, all curated by Wailea’s own Spoon & Key Market, a chef-inspired deli and restaurant using ingredients that are locally-sourced and house-cured. Our bar features Maui’s Organic Ocean Vodka, Kula Rum, Fy Gin and wines from MauiWine in Ulupalakua. Kai Kanani’s tours are saturated in local experience and cuisine so that you go away feeling connected and refreshed.
South Maui has a unique beauty unlike anywhere else on the island. For a boat company, there’s one very important feature: there are no boat harbors!
Because of this, Kai Kanani’s passengers “beach-load,” walking through the surf and up on to our gorgeous 65-foot catamaran. Our crew are experts at beach-loading, taking pride in our ability to get everyone of our guests on board as dry and safe as possible for your upcoming tour
For us, it’s part of the adventure! So come prepared to get a little wet while getting on-board. Then sit back and relax while our crew takes care of your every need during your adventure in Maui. Kai Kanani Sailing Charters staff is here to help you and make your adventure on the Kai Kanani II memorable, safe & fun. Let us know if you have any questions or concerns about any part of your excursion with us or any other part of your Maui vacation . We look forward to seeing you out on the water and we’ll see you on-board!
What shoes should you wear? We suggest sandals or flip-flops, shoes that are easily removed as you walk across the beach barefoot. And please bring a towel! Once on board, you’re welcome to wear your sandals or whatever type of shoe you’re comfortable in.
Such a great time. We had so much fun with Capt Anthony, Mikey, Eric, Adam, and Dwight. The food was fabulous. Sounds crazy, but true. Great drinks. Beautiful music. A little slice of paradise in the evening. Highly recommend!
The sunset adventure cruise was fantastic. The captain and crew were welcoming, fun, and informative. Four light courses were served during the cruise and champagne was passed around during sunset. Would recommend for couples or friends looking for a chill evening.
We had an amazing day! We were picked up at our hotel and taken to the beach to meet our catamaran. Then -Crater, fish eel, turtles - breakfast, snack, lunch, ending with cocktails. Service was outstanding! Highly recommend!!!!
A true highlight of our trip to Maui! This tour was wonderful! The crew was beyond friendly & helpful, the snorkeling at the crater & additional stop to swim with sea turtles was truly amazing! The food was fabulous too! Would not hesitate to do this tour again!
Embrace sustainable travel with eco-friendly boat sailing tours in Maui, focusing on conservation efforts and environmental education.
Welcome to the serene and spectacular landscapes of Maui, a place where the ocean unveils its secrets and the winds whisper tales of the seas. Sailing Tours in Maui are a gateway to a world filled with azure waters, vibrant marine life, and heavenly sunsets. Whether you’re an avid sailor or a marine enthusiast yearning for new experiences, the sailing tours here offer an array of unforgettable adventures.
Maui, the second-largest of the Hawaiian Islands, is a treasure trove of natural beauty and marine wonders. It’s a place where the mountains meet the sea, creating breathtaking landscapes that leave visitors in awe. The island’s diverse ecosystems and rich cultural heritage make it a sought-after destination for travelers seeking both relaxation and adventure.
The warm tropical climate, coupled with the gentle breezes of the Pacific, provides ideal conditions for sailing. The crystal-clear waters and abundant marine life make every sailing tour a unique experience, allowing visitors to immerse themselves in the enchanting beauty of the ocean.
Maui offers a plethora of sailing tours tailored to cater to the diverse preferences of its visitors. Whether it’s the thrill of snorkeling or the tranquility of a sunset cruise, there’s something for everyone.
Delve into the underwater paradise of Maui with Maui snorkeling tours . Witness the vibrant coral reefs teeming with a myriad of fish species, sea turtles, and other exotic marine creatures. The clear waters offer excellent visibility, ensuring a mesmerizing snorkeling experience.
Guided by experienced instructors, even beginners can safely explore the underwater world and get up close to its inhabitants. The snorkeling spots are carefully chosen to offer the best conditions and marine life sightings, making the tours suitable for both novice and experienced snorkelers.
Experience the serene beauty of the ocean at dawn with sunrise snorkel in Maui . As the first rays of the sun light up the sky, the ocean reveals its true colors, offering a unique and tranquil snorkeling experience.
The early morning calm provides ideal conditions for snorkeling, allowing you to explore the reefs in peace, without the crowds. The rising sun enhances the underwater scenery, illuminating the coral formations and marine life in a soft, golden glow. It’s a magical experience that leaves a lasting impression on all who witness it.
Conclude your day in Maui with a magical Wailea sunset cruise . Sail along the picturesque coastline as the setting sun paints the sky in vibrant shades of orange, pink, and purple. The gentle sea breeze and the soothing sound of the waves create a romantic and relaxing atmosphere, making it a perfect way to end your day.
As you cruise along the calm waters, keep an eye out for dolphins, whales, and other marine life that frequent the area. The panoramic views of the sun setting over the Pacific Ocean are truly mesmerizing, offering ample photo opportunities to capture the moment.
Whether it’s your first time on a sailing tour or you’re a seasoned sailor, the experienced and friendly crews ensure your safety and enjoyment throughout the journey. They share interesting facts and stories about the local marine life and ecosystems, enriching your sailing experience.
All necessary equipment and instructions are provided, ensuring a smooth and enjoyable experience for everyone on board. The crew’s local knowledge and expertise allow them to choose the best spots and routes, maximizing your chances of witnessing the diverse marine life and scenic beauty of Maui.
Sailing tours in Maui offer an unparalleled opportunity to explore the pristine waters and witness the vibrant marine life of the island. The diverse range of tours available caters to all preferences and skill levels, ensuring a memorable experience for everyone.
Whether you’re exploring the colorful coral reefs, witnessing the serene beauty of a sunrise, or enjoying the romantic ambiance of a sunset cruise, sailing tours in Maui promise a nautical adventure like no other. So come, set sail, and let the winds guide you through the enchanting waters of Maui, creating memories that will last a lifetime.
Discover the enchanting world beneath the waves with molokini crater snorkeling , a must-do adventure for anyone visiting Maui. This crescent-shaped, partially submerged volcanic crater offers crystal-clear waters, vibrant coral reefs, and a plethora of marine life, making it an ideal destination for snorkelers of all levels.
Molokini Crater, a protected marine conservation area, is renowned for its exceptional water clarity, with visibility often exceeding 100 feet. The crater’s unique geography creates a natural sanctuary for hundreds of fish species, many of which are endemic to Hawaii. From the colorful parrotfish to the elusive octopus, Molokini offers an underwater spectacle that is second to none.
When you embark on a molokini snorkeling adventure, you’re in for an experience of a lifetime. The crater’s calm and clear waters make it perfect for beginners, while the diverse marine life and underwater terrain offer plenty to explore for the more experienced snorkeler.
Before you dive into the waters of Molokini, it’s important to prepare. Make sure to choose a reputable snorkeling tour that prioritizes safety and environmental conservation. Additionally, familiarize yourself with Maui snorkeling techniques and equipment to ensure a comfortable and enjoyable experience.
Preserving the natural beauty of Molokini Crater is a top priority. As visitors, it’s our responsibility to respect and protect this delicate ecosystem. By choosing eco-friendly tours and adhering to conservation guidelines, we can help ensure that Molokini remains a pristine snorkeling destination for generations to come.
While Molokini Crater is a jewel in Maui’s crown, the island offers numerous other snorkeling spots worth exploring. From the vibrant coral gardens of snorkeling in Maui to the serene waters of Kapalua Bay, each location offers its own unique charm and marine life.
As you plan your snorkeling in Maui adventure, remember that the island’s beauty extends beyond its beaches. The rich cultural heritage, lush landscapes, and warm Aloha spirit make every visit to Maui an unforgettable journey.
Embarking on a Molokini Crater snorkeling trip not only offers an opportunity to explore one of the world’s most exceptional underwater environments but also invites you to become part of a community dedicated to preserving the beauty and diversity of Maui’s marine life. Dive in and discover the magic that lies beneath the surface.
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