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paragon catamaran anchored on lanai

Lahaina Whale Watching Tour

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‘Alihilani Sunset Sail

‘Alihilani translates to where the heavenly horizon meets the sea, and we’d like to invite you to meet us there. Sail Maui is still offering the same great performance sunset sail on Paragon, but we are pleased to introduce ‘Alihilani for an elevated experience. Our deluxe new 65’ Catamaran is spacious, comfortable, and all about the views. Lounge on the forward trampolines, find a comfortable seat with panoramic island views, or take cover under our 575 square feet of covered cabin space for a break from the elements. We’re currently offering this trip as BYOB, so bring your favorite bottle of bubbly and we’ll serve up pupus from acclaimed local eatery Down the Hatch.

Alihilani sunset sail maui

Lana’i Coast Snorkel

Join us aboard our newest vessel the ‘Alihilani for an adventure along the incredible coast of Lana’i. Running only on Saturdays, this trip explores the pristine reefs along Lana’i’s south shores. Stunning sea cliffs, uncrowded snorkeling sites, and expansive island views make this trip a wonderful way to spend your weekend.

maui's best snorkel charters

Private Sailing Charters

Sail Maui is the perfect choice for your event! You and your guests will thoroughly enjoy sailing along the tropical coastline on one of the fastest, most sought after boats on Island. Charter our whole fleet to accommodate large groups, or book an unforgettable intimate sail for just you and that special someone. Our twin vessels Paragon & Paragon II have been operating on Maui for the past 25 years, and our new 65’ Gold Coast sailing catamaran ‘Alihilani features a more spacious and modern layout with plenty of seating as well as a large galley with bar. 

Ma’alaea Whale Watching Tour

Maui is the place to see humpback whales. Each year the whales migrate down from Alaska, and although you can see them throughout Hawaii, the ‘Au ‘au channel off the coast of Maui has the greatest number. The humpbacks are drawn to our warm, relatively shallow and protected waters that make an ideal location to mate and give birth to their calves. These whales are known for their acrobatics, and are often seen fully breaching out of the ocean! Peak whale season is December – March.

sail maui Whale Watching Tours Maui

West Maui Snorkeling Tour & Performance Sail

Paragon is now offering our West Maui Snorkel & Performance sail every day of the week! Nobody knows the waters of Maui better than our crew. Let us be your hosts as we explore and snorkel the incredible West Maui coast on Paragon. What’s our destination? Some of our favorites are Olowalu, Honolua, or Mokule’ia Bay, but we leave it up to our Captain to decide where the absolute best conditions are for the day. 

Sail Maui snorkel sail

Lana’i Snorkeling Tour

Sail Maui is proud to offer a destination snorkel sail to the exclusive island of Lana’i. Join us on our newest vessel ‘Alihilani to discover why the island has been named one of the TOP 10 snorkel destinations in the world. Once known as the pineapple island, Lana’i is now famous for remote tropical beaches and tide pools, pristine reefs, and of course the spinner dolphins that frequent Manele Bay. On your honeymoon? Ask the crew about the breathtaking hike to check out Sweetheart Rock, and see why Travel + Leisure named Lana’i the No. 12 Most Romantic Island on the globe.

Molokini Snorkeling Tour & Performance Sail

Discover Molokini aboard Paragon II, where your trip includes a continental breakfast on the leisurely sail across Ma’alaea Bay. Take in the stunning landscape that makes Maui special, and during whale season (December – May), spot humpback whales as they swim nearby. While at Molokini, swim, snorkel, and rinse off with our fresh water shower. We invite you to indulge in a full lunch buffet and refresh with a variety of beverages, including wine and local beer.

Tropical Island Tours Maui


A perfect Maui experience is not complete without witnessing the beauty of a sunset out on the ocean. Join us for our Paragon Performance Sunset Sail and watch the sun dip below the horizon as we glide along the picturesque West Maui coast. Beverages including locally brewed beer, mai tais, wine, and champagne are served as well as pupus (appetizers) from acclaimed local eatery Down The Hatch. This is as close as we get to yachting on the Paragon, but make no mistake — when the wind is up this can be quite an exhilarating sail.

Sunset Sailing Maui