Maui
Sailing Trips & Tours

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Our most recommended Maui Sailing Trips & Tours

Lahaina: 2-Hour Whale Watch Cruise

1. Lahaina: 2-Hour Whale Watch Cruise

Travel via high-speed catamaran from Lahaina Harbor to the Maui Channel to see the humpback whales, who return to Hawaii for a few months each year to mate and give birth. Depending on the whales’ behavior during your 2-hour whale watching trip, you may see any number of whale things happen. Keep your eyes peeled for whales slapping the surface with their pectoral fins (their very long side fins), flukes (the tail), or peduncle (the strong muscles attaching the tail to the rest of the body). Keep your fingers crossed for a breach. This is when a whale rises completely out of the water and crashes down again. Don’t forget to bring your camera.

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Maui: Molokini and Turtle Town Snorkel Tour with Lunch

2. Maui: Molokini and Turtle Town Snorkel Tour with Lunch

Your snorkeling tour to the Molokini Crater and Turtle Town begins at Maalaea harbor, where you'll board the boat. Start the day off right with a breakfast of eggs, ham, cinnamon rolls, donuts, coffee, fruit, and juice. Located off the south shore of Kihei and rising 300 feet (91 meters) out of the water, the extinct volcanic cone of Molokini provides the opportunity to see native Hawaiian marine life in their natural habitat. Spot manta rays, fish, and sharks, who swim around the coral year-round. Molokini is protected as a marine preserve and bird sanctuary, so you can expect pristine conditions. Use the provided snorkeling equipment to explore the underwater world and take advantage of the two water slides into the water. You can also take a peek at the reef without getting in the water via the glass-bottom viewing room. To ensure safety, a lifeguard will be in the water at all times watching over the snorkelers and lending any assistance, if needed. After leaving Molokini, your second snorkeling spot of the day will be Turtle Town, where you have the chance to swim with Hawaiian green sea turtles amid the calm waters. Then return to the boat for lunch. Amenities of the boat include two slides, two freshwater showers, quality snorkeling gear, flotation devices, and restrooms. The boat features an easy-to-use stairway in and out of the water, and lots of shade if you want to stay out of the sun.

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Maui: Deluxe Sunset Sail from Lahaina

3. Maui: Deluxe Sunset Sail from Lahaina

Enjoy an elevated sunset viewing experience. Lay back on the forward trampolines, find a comfortable seat with panoramic island views, or sit under the covered cabin space for a break from the elements. From December to May, enjoy the thrill of watching the humpback whales making their way to Hawaii each year.

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Lahaina, Maui: Sunset Dinner Cruise from Lahaina Harbor

4. Lahaina, Maui: Sunset Dinner Cruise from Lahaina Harbor

Departing from Pier One in Lahaina Harbor, enjoy a relaxing sunset cruise with a delicious Hawaiian meal, listen to island-style music and watch the sun go down while cruising the waves on a state-of-the-art catamaran. Once aboard, explore both decks and take your time to find just the right spot in sun or shade. After you’ve settled in, follow your nose to the delicious appetizers and pick up a tasty soda or tropical juice. Your dinner cruise includes two free drinks, once the catamaran has motored out of the harbor, you can order alcoholic beverages. For the main meal, depending on the option selected, enjoy a sumptuous selection of Hawaiian classics like mahi-mahi, a pan-seared white fish with fresh mango salsa, or prime rib dinner (prepared medium/medium-well done). Each is served with authentic side dishes traditional Hawaiian sweet rolls, and a chocolate brownie. Relax as the sun sets behind the distant Maui mountains, and keep an eye out for humpback whales while you enjoy your delicious dinner cruise.

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Maui, Lahaina: Turtle Town Snorkel & Whale Watch

5. Maui, Lahaina: Turtle Town Snorkel & Whale Watch

Take in all the beautiful scenery on an afternoon snorkeling charter to either the beautiful coasts of Lana’i island or the magnificent area of Lahaina Turtle Town! Lana’i boasts large coral reefs fringe the wild, remote, and sparsely populated island. The waters off Lanai are home to a pod of spinner dolphins made up of more than 100 individuals! Oftentimes, you will see spinners leap from the water while your double-deck catamaran makes her way to the snorkeling site at Manele Bay or Shark Fin Rock (named for its shape, not its underwater residents). If the weather is too rough or uncomfortable for our guests to cross the channel between Maui and Lana’i, we will take our guests to Lahaina Turtle Town where turtles are always seen in the wild amongst a variety of beautiful Hawaiian fish! Enjoy snorkeling in the translucent waters of Maui, sure to leave you in awe with abundant sea life and unreal clear visibility. Lana'i is the destination of choice, however is weather dependent, and if the weather does not cooperate, we will enjoy the Lahaina Turtle Town filled with various coral species and plentiful fish life. Afternoon snorkels on Maui are a treat! There are very few options that do afternoon snorkel charters, which allows us to bring you to an exclusive area that will be little to no other tourism in the area - giving a unique experience you're sure to love. When traveling to the island of Lana'i it is common to encounter the Hawaiian Spinner Dolphins, which jump and spin in the air! Lana'i has a resident pod of over 200 Hawaiian Spinner Dolphins. or Lahaina Turtle Town is a very unique and highly desired snorkel location featuring turtle cleaning stations and an abundance of reef fish. This afternoon trip brings the possibility of experiencing an awesome boat snorkel charter without having to wake up at the break of dawn to get to the morning trips! Sleep in, enjoy the morning, and come for an awesome snorkel charter in the afternoon. Whale watch season officially starts December 1, 2021, so along with an awesome afternoon snorkel tour, you will have the opportunity to go Whale watching too. Humpback whales visit the Hawaiian Islands seasonally, so this is a combination of snorkeling at a beautiful reef as well as whale watching on the same tour. All snorkel spots are determined daily weather permitting. Please understand and respect the captain's decisions on the safest snorkel locations for the day. Where ever your captain takes you, the crew will provide you with snorkeling tips and gear. The catamaran has 2 restrooms and freshwater showers available for passengers. 

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From Lahaina: Lana'i Coast Maui Sail and Snorkel Trip

6. From Lahaina: Lana'i Coast Maui Sail and Snorkel Trip

Start the tour by boarding a brand new luxury catamaran at the dock in Lahaina. Set off on your incredible adventure along the spectacular coastline of Lana'i. Onboard the vessel, enjoy a continental breakfast of tropical fruit, freshly baked banana bread, and locally roasted coffee. Head towards the pristine reefs along Lana’i’s south shores where you'll discover stunning sea cliffs, uncrowded snorkeling sites, and expansive island views. Get geared up with the snorkeling equipment provided and plunge into the warm waters to discover an array of local marine life.  This relaxed tour does not have a set destination, so the experienced crew can select the best locations based on sea conditions, and visit multiple snorkel sites when time and weather allow. After swimming and snorkeling, sit back with a drink and enjoy a full lunch buffet while trying to catch a sighting of Lana’i’s famous spinner dolphins. Finally, return to the dock where your memorable day at sea concludes.

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Maui: Eco-Friendly Molokini and Turtle Town Tour with Lunch

7. Maui: Eco-Friendly Molokini and Turtle Town Tour with Lunch

Enjoy a continental breakfast including pastries, fruit and coffee before sailing out to Molokini. Molokini, Maui’s iconic crescent-shaped islet, is a beautiful reef known for its crystal clear waters, abundant coral, colorful fish and resting seabirds. A protected marine conservation area, this volcanic crater is only accessible by boat with a certified tour operator and is the #1 snorkeling destination in Maui. Learn about the history and nature of your surroundings and the efforts being made to protect the ocean here.  Snorkel at Molokini and discover a beautiful underwater world. For those who haven't snorkeled before, have the opportunity to partake in learn-to-snorkel instruction on the vessel. Be guided around the reef with professional naturalists and learn about this fascinating world.  Following your time at Molokini head to Turtle Arches and enjoy a bonus snorkel site with its underwater lava formations and frequent turtle sightings.  It's simply impossible to not smile as you watch the green sea turtles swimming so gracefully through the water. keep your eye's open as you never know what you'll see - eels, octopus, an abundance of reef fish. Once your done snorkeling and worked up an appetite, you'll be able to enjoy a freshly prepared lunch of  grilled chicken, burgers and various salads before heading back to Ma'alaea Harbor.

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Maui: Turtle Town Kayak and Snorkel Tour

8. Maui: Turtle Town Kayak and Snorkel Tour

Explore the ocean and see marine wildlife on this family-friendly kayaking tour– great for children 5 and up. Go snorkeling and feast on complimentary snacks and beverages as you go. Take a group kayaking tour where you will kayak roughly 2.5 miles through Makena Bay. Turtle Town is known as one of Maui's best kayaking and snorkeling destinations. Spot ocean wildlife as you battle through the blue Hawaiian surf. This location is famous for the Hawaiian Green Sea Turtle population and exceptional paddling conditions on Maui's calm blue waters. It is also very common to see manta rays and dolphins as well as the Hawaiian monk seal. During whale season (October thru April) you will have the opportunity to see Humpback whales during their annual migration to the Islands to mate and give birth. Take advantage of the opportunity to snorkel in this unique environment. Enjoy complimentary snacks and beverages as part of your tour.

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Maui: Sunset Dinner Cruise from Ma'alaea Harbor

9. Maui: Sunset Dinner Cruise from Ma'alaea Harbor

Depart from the Ma’alaea Harbor and set off into the waves on a deluxe, 3-story catamaran. After exiting the harbor, enjoy a complimentary drink before the dinner service kicks off. Explore the alcoves of the boat, gaze out over the ocean, and snap photos. While soaking up the tropical views, listen to island-style music. For dinner, chef Keoni will serve the succulent Hawaiian prime rib, Mahi Mahi, teriyaki chicken, ribs, steamed vegetables, white rice with soy sauce, and more. As you dine, take in views of Kaho’olawe and Lanai in the distance, as well as the top snorkeling location, Molokini Crater. Gaze out at the Kahalawai Mountains of Maui extending toward the sky. You are likely to see humpback whales visiting the islands from Alaska along with other marine mammals.

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Maui: Molokini Snorkel & Performance Sail with Lunch

10. Maui: Molokini Snorkel & Performance Sail with Lunch

Discover Molokini aboard a fast-sailing catamaran, 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 the humpback whales as they swim nearby. While at Molokini, swim, snorkel, and rinse off with a freshwater shower. After snorkeling, indulge in a full lunch buffet and refresh with a variety of beverages, including wine and local beer. Maui’s afternoon trade winds can really get the boat going, so join the friendly crew at the helm and try your hand at sailing the high seas! 

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Other Sightseeing Options in Maui

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What people are saying about Maui

Overall rating

4.5 / 5

based on 596 reviews

What an incredible experience! Captain Paul was so amazing and informative and his crew was fun and helpful yet made sure safety was a priority. To top everything off we got to watch a baby whale play in the ocean while momma was nearby and see unclose a pod of dolphins.

Was a great tour! Our ships crew was wonderful. We saw tons of whales, fish and turtles. Couldn’t have asked for more :)

The captain and staff were all great and just as excited as we were about all the whales and wildlife.

Fantastic snorkel, sail and food. I highly recommend this trip. Not crowded, friendly crew.

So much fun! The crew was amazing! A must do with your family in Maui!