Maui sailing tours are a blissful way to experience this pristine environment. Sailing in Maui is a chance to break away from the noise and crowds. We’ll pamper you and your guests as we cruise to ideal snorkel destinations and admire Maui’s breathtaking scenery. Click here to contact us and book your Maui Sailing Tour.
Head out on your own Maui sailboat from Ma‘alaea Harbor and explore Coral Gardens or Olowalu, the largest and healthiest reef in Maui. You can snorkel and swim with an abundance of tropical fish, a variety of colorful corals and the endangered Green Sea Turtles. After a gourmet lunch on deck, we sail back to port while searching for dolphins or whales.
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.
Experience a full day of your own private Maui sailboat while enjoying snorkeling and fun in the sun aboard the Island Star. You will explore the south side of the island in a remote, protected area. Snorkel on pristine coral reefs with an abundance of tropical fish, a variety of colorful corals and the endangered Green Sea Turtles.
The full day gives us the extra time to adventure and snorkel a second or third reef. After a full day of sailing, snorkeling, chef prepared lunch and sunbathing on deck, we’ll return our sailboat cruise to the marina just in time for sunset at sea.
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.
Morgan and John were awesome!!!! The day was fantastic. We saw a whale, dolphins and sea turtles!!!! We had the continental breakfast which exceeded our expectations…the pastries were amazing. We will definitely be back!
Fabulous trip with wife and two teenage daughters. Crew was wonderful. Bryan was a very experienced captain and made the trip very enjoyable despite very challenging weather conditions. They were able to accommodate severe food allergies professionally. The boat is beautiful and very clean. If you’re looking for a special day at sea, you can’t go wrong with Island Star.
We have sailed on the Island Star on numerous occasions during our visits to Maui. Today was the absolute best whale watching experience ever. We were in a pod of about 30+ whales all around and under our boat. Thanks to Captain Mike and First Mate John who made this trip the most incredible ever.