Top Maui Day Cruises

Enjoy a ‘front-row seat’ for Maui’s epic sunset accompanied by handcrafted cocktails and snacks during this sailing cruise from Kaanapali Beach. Enjoy views of nearby Lanai, Molokai, and Kahoolawe from your boat, cocktail and food in hand, as the Hawaiian sky puts on its nightly display. Snacks, unlimited alcoholic drinks, and non-alcoholic beverages are all included.

Watch the Hawaii sunset aboard a sailing catamaran while listening to live music for a fun twist on the conventional sunset cruise. Depart from Kaanapali Beach and soak in great views of Maui as popular local performers play traditional, contemporary, and reggae versions of favorite songs. Your sailing cruise includes an open bar with drinks and 'pupus' (appetizers).

Board the beautiful and spacious Pride of Maui catamaran for a sunset cruise near the Molokini crater. Enjoy an open bar including craft beer and blended drinks, plus a generous buffet featuring barbecued ribs, honey-glazed chicken, stir fried vegetables, and more. Watch the sun set, take in a live hula show and if you’re lucky, you may even see humpback whales during mating season.

Hawaii is a major destination for relaxation and fun times—and this Maui sunset dinner cruise allows you to let loose and enjoy yourself while visiting the island. Step aboard a ship that cruises by the Na Pali coast, and take in views during sunset as you feast on your dinner of choice. Dance to live music, sip on two free drinks from a full bar, and create your own memorable experience on the water.

Discover the amazing array of marine life that populates Maui’s Molokini Crater during this small-group snorkeling trip. Head by boat to this long-extinct volcanic crater just off Maui, a top-notch snorkeling site where visibility often surpasses 180 feet (55m). Among the many creatures you may spot during your adventure are rays, tropical fish and variety of other wildlife. Finish your trip at ‘Turtle Town,’ another well-known snorkel site where you can glide through the water with Hawaiian Green Sea Turtles. Your snorkel trip also includes, breakfast, lunch, local guide and snorkel equipment.

Don’t miss one of the most popular whale-watching tours in Maui! This 2-hour catamaran cruise takes you from the historic Lahaina Harbor out to waters home to humpback whales. Using underwater hydrophones, listen to them sing, and watch males compete for mates or mother whales calving — you never know you might see on this adventure that guarantees whale sightings. Enjoy the views from the open upper deck or the shaded cabins below, and hear informative commentary from naturalist-guides on board. This family-friendly outing includes a Naturalist Program for kids.

Experience the magic of whale watching off the coast of Maui with this incredible tour from Ma'alaea Harbor. Spend two-hours cruising the waters with a team of certified marine naturalists and listen in as they unlock the secretes of humpback whales. You'll have the chance to hear whale songs through underwater hydrophones and learn about interactions between these giant marine mammals. Travelers are guaranteed to see whales on this is a once-in-a-lifetime tour or the next trip is free.

Experience a Maui sunset aboard a triple-deck catamaran. Enjoy live music and amazing views on the comfortable Calypso as it sets sail from Ma’alaea Harbor. Relax with two drinks—wine, mai tais, well drinks, and beer from Maui Brewing Company are available—and learn about Maui’s extraordinary marine life with an on-board video presentation.

Rather than spending the most magical time of day inside a restaurant or hotel, treat yourself to this sunset dinner cruise aboard a catamaran. Enjoy included drinks and watch the down behind the island of Lanai as you cruise along the Lahaina coastline. Then, indulge in a delicious 3-course dinner accompanied by the sounds of a local musician. Depending on the time of year, you might even spot humpback whales.

On this Molokini snorkel cruise, travel in comfort to Molokini Crater and the Keawalai shoreline of Maui. The crew onboard assists you with gear and provides lifeguarding help in the water, and also help serve the delicious breakfast and lunch provided on board. After snorkeling the waters of Molokini Crater, embark on a search for Hawaiian Green sea turtles, which are often found by the colorful reefs just off the Keawalai coast.

Ever year humpbacks whales congregate off the coast of Maui to breed, and you can see them up close from the comfort of a 65-foot double-decker catamaran. Designed to accommodate 147 people, no more than 75 are allowed on board to ensure you have a front-row seat to the show. You’ll also enjoy a delicious buffet lunch on-board. Whale sightings are guaranteed or you can go on another tour for free within a year.

Book your own private sailboat charter from Kaanapali for a special occasion in Maui. Whether you want to go snorkeling, host a ceremony, watch the sunset, or look for humpback whales, the deluxe catamaran can take up to 48 passengers on a memorable outing from Kaanapali. Drinks, meals, snorkel gear, and other perks are included depending on the package you choose.

Get off the beaten path to explore the wild side of Molokini on this 6-hour, small-group eco-adventure from Maui. The small, crescent-shaped island of Molokini is an extinct volcanic crater with a thriving coral reef, home to more than 250 species of fish and 38 species of coral. Hop aboard a 64-foot, single-deck catamaran and jump in the water for a snorkel at the mid-ocean reef. Then cruise around Molokini's rugged, red rock back wall, home to a variety of seabirds. Snorkeling equipment plus a continental breakfast and buffet lunch are included.

Ditch the crowds on Front Street and watch the 4th of July fireworks from a boat instead. Hop aboard one of several evening cruises and have dinner and drinks before the show. Enjoy unobstructed views, a bar, and the opportunity to make new friends instead of vying for position and parking on the crowded downtown streets. Options range from an appetizer buffet with two drinks included to BYOB.

Dance to island rhythms on an open-air dance floor during this 2-hour sunset cocktail cruise. Climb aboard an ocean voyager at Maalaea Harbor in Maui, then prepare for classic reggae, island rhythms and pop and rock favorites from fun-loving recording star Eric Gilliom. A variety of tasty appetizers are available along with local, microbrewed beer, wine, juices, sodas, Mai Tais and tropical cocktails. Fun for all ages.

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 what’s the absolute best for the day. This adventurous excursion is offered daily.