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Activities & Tours: Hawaii

Catamaran Cruises

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Premium Sunset Dinner Cruise from Ka’anapali Beach

Sea Maui’s Sunset Dinner Cruise is our premium dining & Sunset experience. Leave behind the hustle and bustle of the land when you're welcomed onboard our newest vessel the beautiful Sea Maui III, a 65ft newly refurbished luxury catamaran. Feel the mana of the ocean beneath you as you cruise along the shoreline and enjoy the humbling panoramic views of Maui and its surrounding islands during the magic hours of sunset. This dining experience will not be forgotten as you enjoy delicious hand crafted cocktails and premium beers from the spacious cabin or from the cozy table tops on open air deck of our boat. Come hungry and enjoy a custom buffet style menu designed and prepared by Chef Jai. Enjoy LIVE music on Wednesdays and Saturdays! This cruise departs directly from Ka'anapali beach. Check in times vary throughout the year, please see your confirmation email to confirm your time. This trip returns to the beach just after sunset.
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based on 375 reviews
See Details → Duration :2 hours 30 minutes
From $153.5
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Ma'alaea Harbor: Sunset Prime Rib or Mahi Mahi Dinner Cruise

Come enjoy Prime Rib, Baby Back Ribs, Kiawe Smoked Chicken Leg and Thigh combo, Fresh Mahi-Mahi, or Penne Pasta with Thai Basil Marinara. A full bar and island music make for a memorable experience. Come join the fun and friendly captain and crew aboard the Calypso for this romantic sunset dinner cruise along the Pali coast of Maui. Step aboard, get your table and enjoy the boat as you are welcomed by our friendly crew and captain. Upon leaving the harbor, your captain cruises the coast while you hang out, listen to island-style, and enjoy a refreshing beverages. *If members of your group want different menu options, you will need to make separate reservations, once complete please reach out to our team so we can ensure you are seated together.
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based on 207 reviews
See Details → Duration :2 hours
From $149.95
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Maui Sunset Luau Dinner Cruise from Ma'alaea Harbor aboard Pride of Maui

For a one-of-a-kind Maui Sunset Cruise and cocktail dinner party aboard Pride of Maui, the most spacious and stable catamaran on Maui. Freshly prepared and delicious food, with plenty to eat. Authentic hula performed by passionate and beautiful male and female Hawaiian couple. Feel their genuine Aloha Spirit through Polynesian dance, song, and interaction. Truly a unique cultural experience in an intimate setting, and an evening you will not soon forget.
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based on 476 reviews
See Details → Duration :2 hours
From $187
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Four Winds II Molokini Snorkeling Tour from Maalaea Harbor

Cruise to Molokini and snorkel into a crescent-shaped submerged volcanic crater! Discover the beautiful coral reefs and tropical fish underneath the water, or bask in the warmth of paradise. From the experienced snorkeler to those who cannot swim, this adventure is perfect for everyone-guaranteeing fun in the water or on the sundeck! The tour departure point in Maalaea Harbor is an easy drive from Lahaina and Kahului.
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based on 698 reviews
See Details → Duration :5 hours
From $191.78
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Premium Dinner Cruise: Four Course Dining Experience - Ma'alaea

For a uniquely Maui dining experience, join the sunset dinner cruise, where you'll enjoy exquisite dining while surrounded by spell-binding views of the Pacific and the islands of Maui, Moloka'i, Lana'i and Kaho'olawe during the golden hours of sunset. This relaxing and romantic dinner cruise departs from Ma'alaea Harbor on a smooth-riding double-deck catamaran. All guests enjoy guaranteed outdoor seating on the bow or upper deck. Your four-course dinner is professionally prepared using Hawaii's freshest, locally grown salad greens, vegetables, fruits and herbs.
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based on 313 reviews
See Details → Duration :2 hours 30 minutes
From $170.18
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From Ma'alaea: 4th of July Fireworks, Pupu's, and Cocktail Cruise

Celebrate our independence day with a once in a lifetime event aboard the Quicksilver viewing the fireworks from the water! Quicksilver is a 55-foot vessel providing the utmost comfort, stability, and ultimate viewing pleasure to our guests for the entire fireworks show while we moor in the shallow Maui waters! Great for families, honeymooners, and those looking for a special seat to enjoy our freedom!
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See Details → Duration :2 hours
From $149
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From Ma'alaea: 4th of July Fireworks Cruise Aboard Malolo

Celebrate our independence and watch the fireworks from the ocean with the best seat in the house aboard the Malolo. Avoid the crowds and sail gently just outside Wailea where you can take in the gorgeous panoramic views of the West Maui mountains and beautiful Maui coastline. Then take a look across the channel to catch the always spectacular Maui sun set behind the islands of Lanai and Molokai. Sit back, relax, listen to good music, and enjoy delicious Pupu's with an ice-cold beer, glass of wine, or cocktail. Watch the fireworks show in comfort and style with unbeatable views. Great for the whole family, honeymooners, and those looking for a special seat to enjoy our freedom!
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See Details → Duration :2 hours
From $149
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From Ma'alaea Harbor: Afternoon Whale Watch Cruise Aboard Calypso

No boat has a better view of whales than the triple-decker catamaran Calypso. The newest and most-advanced whale watching boat on Maui. Come join the fun and friendly captain and crew aboard the Calypso for this 2-hour whale watch cruise along the Pali coast of Maui. Admire the whales from the surface or go down to the underwater viewing room whenever the boat makes a stop. If the whales choose to swim beneath the vessel, you’ll be able to see them through the glass panels in the bottom of the hull. Your driver/guide will tell you some of the more popular moves that whales engage in. Enjoy comfortable seating throughout and take advantage of the bar and snack area aboard. December 16, 2021 - April 17, 2023.
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based on 20 reviews
See Details → Duration :2 hours
From $59.95
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Catamaran Private Morning Snorkel And Sail in Maui

Charter-ready for sailing around the renowned waters of Maalaea, our sailing fleet provides the perfect choices for small private groups to escape the crowds. Join us and snorkel, whale watch, enjoy some cocktails, learn to sail, celebrate a special occasion, or just lay back and relax. We can customize the perfect trip to make your dreams come true. This is a small ʻohana run business. We are one of the few companies on Maui owned and operated by born and raised captains. Our hand-selected and trained staff have been on island operating boats collectively for nearly 100 years, you can rest assured that your experience will be top notch. We focus on providing genuine, thrilling, eco-friendly charters. Our goal is to ensure you have the most incredible experience that you will look forward to having again, telling all your friends about, and rebooking every time you return to Maui.
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based on 4 reviews
See Details → Duration :5 hours
From $5358.35
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Whalewatch Sail Deluxe Tour from Ma'aleae

This special three-hour informative and fun whalewatch is led by a team of Pacific Whale Foundation’s certified Marine Naturalists and Marine Biologists, who explain and interpret the social behavior of humpback whales. Listen to whale songs through underwater hydrophones, watch mothers and calves interact, and see males compete for females. Every trip is different; you never know what you will experience. Moreover, you will also be served a delicious lunch: 1st course: fruit salad with toasted coconut 2nd course: teriyaki chicken with mango chutney, vegan beyond hamburger steak with vegetarian mushroom gravy, japanese sticky rice, “local-style” potato salad-macaroni salad Dessert: triple chocolate chip brownie Hotel pick-up and drop off services are not available.
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based on 39 reviews
See Details → Duration :3 hours
From $174.96
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Maui's Best Private Sunset Sailing Charter

Charter-ready for sailing around the renowned waters of Maalaea, our sailing fleet provides the perfect choices for small private groups to escape the crowds. Join us for a gorgeous sunset sail, whale watch, enjoy some cocktails, learn to sail, celebrate a special occasion, or just lay back and relax. We can customize the perfect trip to make your dreams come true.
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based on 8 reviews
See Details → Duration :2 hours
From $2143.34
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Full Day Private Catamaran Sailing and Snorkeling Charter

Charter-ready for sailing around the renowned waters of Maalaea, our sailing fleet provides the perfect choices for small private groups to escape the crowds. Join us and snorkel, watch the sunset, whale watch, enjoy some cocktails, learn to sail, celebrate a special occasion, or just lay back and relax. We can customize the perfect trip to make your dreams come true. This is a small ʻohana run business. We are one of the few companies on Maui owned and operated by born and raised captains. Our hand-selected and trained staff have been on island operating boats collectively for nearly 100 years, you can rest assured that your experience will be top notch. We focus on providing genuine, thrilling, eco-friendly charters. Our goal is to ensure you have the most incredible experience that you will look forward to having again, telling all your friends about, and rebooking every time you return to Maui.
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based on 2 reviews
See Details → Duration :7 hours
From $7501.69