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 your beverages

   Slip out of Maalaea for two unhurried hours aboard Island Star, our classic 57-foot Columbia. Leave the crowds behind as we sail the bay and along the coastline. Expect soft trade winds, a smooth ride, and sky that shifts from gold to pink and orange as the sun sets.

   Wildlife sightings often happen at dusk. We admire turtles, dolphins, and seasonal whales from a respectful distance. Your crew keeps the vibes relaxed and the service thoughtful so you can take in the view.

   All sunset sails include light crew-prepared appetizers and chilled non-alcoholic beverages such as water, juices, and sodas. You are welcome to bring your own beer, wine, or spirits. If you prefer, we can arrange a beverage pick-up in advance.

Finish your day on Maui with a quiet, private sail on turquoise water. Call 808-669-7827 to check sunset availability.

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Three to Four Hour Half-Day Sail

Our most popular private snorkel and sightseeing tour

   Depending on conditions, we head toward Olowalu or Coral Gardens, two of the island’s healthiest reef systems. Slip into clear water and swim among tropical fish, colorful corals, and Hawaiian sea turtles. In season, whales are often spotted on the way.

   All tours include light crew-prepared appetizers and a selection of non-alcoholic beverages such as water, juices, and sodas. Guests are welcome to bring their own beer, wine, or spirits.

Tip: Mornings are usually calmer, with lighter tradewinds. Whale season typically runs mid-December through mid-April.

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Five to Seven Hour Full Day Sail

Private Snorkel, Sailing, and Sightseeing Adventure

   Spend a full day on the water with plenty of time to sail, snorkel multiple reefs, and simply relax. We often head south toward quiet anchorages with calm water and healthy coral, perfect for slipping in with tropical fish and green sea turtles.

   With extra hours to explore, you can enjoy unhurried sailing, sunshine, and time to take in Maui’s coastline. In winter months, humpback whales are often seen breaching and tail-slapping offshore. Dolphins may also appear, though sightings are never guaranteed.

Light appetizers and non-alcoholic beverages are included, and you’re welcome to bring your own beer, wine, or spirits.

Note: Whale season runs mid-December through mid-April.

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Say “I Do” on the Water

   Island Star offers a timeless setting for weddings, vow renewals, and intimate celebrations with up to 16 guests. Picture yourself exchanging vows under Maui’s golden sky, with turquoise water all around and the soft trade winds carrying your words out to sea.

   Our classic 57-foot Columbia sailing yacht provides a private, elegant space where you and your closest loved ones can relax and take in the beauty of the coastline. Many couples choose to time their ceremony for sunset, when the sky glows in shades of pink, orange, and purple, creating a natural backdrop you will never forget.

   Wedding sails typically last about three hours, giving you time for the ceremony, photos, a toast, and a peaceful sail along Maui’s shore. Our crew handles all the sailing so you can simply focus on the moment.

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