Memorable Private Sailing Charters With Island Star Excursions in Maui, HI

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Two Hour Sunset Sail

Sunset at Sea with Appetizers and Cocktails.

End your day by joining us for two hours of sailing aboard the Island Star. Break away from the crowds to admire the stunning beauty that Maui has to offer. For this tour, we will cruise around looking for sea life sightings in Maalaea Bay while enjoying delicious crew-prepared appetizers and your favorite beverages. Your journey will continue as we head west to chase the sun and watch it set. There is nothing more extraordinary than seeing the clouds in a Hawaiian sunset change into vibrant hues of pink, purple, and orange. The Island Star provides a relaxing ambiance for all to enjoy!

All tours include light appetizers and non-alcoholic beverages such as water, juices, and sodas, but you are also welcome to bring your own alcohol on board. Should you wish to designate one of our crew members to purchase beverages on your behalf before your charter, this can also be arranged.

Many people dream about the opportunity to come to Maui to sail on our turquoise blue waters. Finish your day off right by joining the Island Star’s expert crew for a sunset sail.

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Three to Four Hour Half Day Sail

Most Popular! Half-Day Snorkel and Sightseeing Tour.

There is no better way to experience a snorkeling adventure than aboard your very own private sailing yacht. Island Star Excursions offers world-class private charters for anyone who wants to break away from the crowds and enjoy an intimate day out on the water. We will set sail from Maalaea Harbor and head to the beautiful snorkel locations of either Olowalu or Coral Gardens, the largest and healthiest reef in Maui. On this tour, you will swim with an abundance of tropical fish, varieties of colorful corals, and endangered Hawaiian sea turtles. Home to a vast variety of marine life, Maui’s waters are an ocean playground for all who want to jump in! All tours include light appetizers and non-alcoholic beverages such as water, juices, and sodas.

TIP: We recommend this as a morning trip as Tradewinds tend to increase in the afternoons. Whale watching season typically starts mid-December and ends mid-April.

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Five to Seven Hour Full Day Sail

Full-Day Private Snorkel and Sightseeing Tour.

Set sail from Maalaea Harbor for a full day of sailing, fishing, snorkeling, and fun in the sun aboard the Island Star! Our full-day tour provides us the extra time to adventure, sunbathe, and snorkel at a second or third reef. Most times we head to the south side of Maui and anchor in a remote protected area that has amazing snorkeling! Enjoy the Island Star’s relaxing ambiance as we sail on Maui’s turquoise blue waters while keeping an eye out for sea-life sightings that can happen at any time and anywhere! Many times, we are visited by dolphins and green sea turtles.

During whale watching season, you can watch the magnificent humpback whales splash in the water and play. There is nothing better than chartering your own sailboat on your Maui vacation!

NOTE: We love seeing dolphins but cannot guarantee sightings. Whale watch season typically starts mid-December and ends mid-April.

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Wedding and Special Event Tours

Special Events for 16 Guests or Less

Island Star is the most memorable place to host an intimate special event like a family reunion or corporate meetings. The sailing yacht can comfortably host up to 16 people.

Maui Weddings at Sea

The Island Star makes for a perfect wedding site for an intimate celebration. We can put you in contact with wedding coordinators that we work with here on Maui, who can take care of all your needs. Our wedding sails are typically 3 hours.

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Call 808-669-7827 to book your exciting tour with Island Star Excursions in Maalaea, HI.