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Things to Do on Maui This Winter

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Things to Do on Maui This Winter
With warm weather year-round, Maui is a great place to soak up the sun, even in winter. While winter is technically the rainy season on the island, the south side of Maui—which is home to the popular resort town of Wailea—remains relatively dry. Here are a few ways to make the most of your winter escape to Maui. 

  • Get a bird’s-eye view of the Haleakala crater on a scenic helicopter flight.
  • Spot migrating whales  from November through April on a whale-watching cruise.
  • Take a cruise to Molokini and snorkel in the underwater crater. 
  • Embrace the twists, turns, and epic views on a tour of the Road to Hana.
  • Watch hula dancing and enjoy traditional Hawaiian food during a luau in Lahaina.
  • Go sea kayaking along Maui’s south shore. 
  • Snorkel through Turtle Town, a reef frequented by sea turtles.
  • Hike through the tropical forests on the west side of the island to discover hidden waterfalls; take a hike on the east side if you want to avoid the rain. 
  • Try out surfing by taking a private or small-group lesson—both welcome beginners.
  • Enjoy the white-sand beaches of Maui’s south shore.
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Maui Tours & Activities (10)
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Haleakala Maui Sunrise Tour with Breakfast and PickupDay Trips

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Haleakala Maui Sunrise Tour with Breakfast and Pickup

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Experience an incredible daybreak view from top of Maui’s highest peak during this 7- to 8-hour Mt. Haleakala sunrise tour. Journey with a guide to the summit of this massive volcano to witness the orange and red-colored dawn of a new day set amidst the clouds, enjoying the sublime beauty of a sight that once inspired literary great Mark Twain. This Maui sunrise excursion also includes round-trip hotel transport, continental breakfast and entrance fees.
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  • 8 hours
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  • 8 hours
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Molokini Snorkel Adventure from Maalaea HarborSailing Trips

Molokini Snorkel Adventure from Maalaea Harbor

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Snorkeling in Molokini Crater is undeniably one of the best parts about visiting Maui. Here in this crescent, submerged volcano off Maui’s southern coastline, over 250 species of fish inhabit a world-class reef. Experience water so exceptionally clear you can see down 75 feet, and swim with schools of tropical fish while cruising the vibrant reef. You can also just sit and suntan on the deck, with sweeping views of Haleakala set just off the back of the boat.
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  • 5 hours
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  • 5 hours
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Waterfall & Rainforest Hiking Adventure with Hotel PickupHiking & Camping

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Waterfall & Rainforest Hiking Adventure with Hotel Pickup

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On this guided East Maui rainforest hike, experience the hidden, tropical beauty of the island’s lush interior. Here in one of the island’s most popular valleys, your guide will take you to sections of the rainforest that are well off the beaten track, where secret waterfalls spill into pools that welcome you for a dip. Adventurous visitors can climb up the rocks and jump towards the pools below, or simply relax in the jungle scenery while enjoying a refreshing lunch. This Maui waterfalls and rainforest hike is a total of 5-6 hours, and transport from your Maui hotel can also be arranged.
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  • 7 hours
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Molokini and Turtle Arches Snorkeling Trip from Ma'alaea HarborSnorkeling

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Molokini and Turtle Arches Snorkeling Trip from Ma'alaea Harbor

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Get off the beaten path to explore the wild side of Molokini on this 5-hour 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 54-foot, single-deck catamaran and jump in the water for a snorkel at the Turtle Arches reef. Then cruise around Molokini's rugged, red rock back wall, home to a variety of seabirds. Snorkeling equipment plus a continental breakfast, buffet lunch and refreshments are included.
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  • 5 hours
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  • 5 hours
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Group Surf Lesson: Two Hours of Beginners Instruction in KiheiOther Water Sports

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Group Surf Lesson: Two Hours of Beginners Instruction in Kihei

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Catch a wave of excitement as you learn to surf during this 2-hour beginner’s, small-group, lesson in Maui. Join no more than 6 other students for an introduction to the fundamentals of surfing, including ocean awareness, water safety, riding skills and proper etiquette. You’re guaranteed to be surfing in one easy lesson, or your next lesson is free! An instructor, surfboard and rash guard are all included.
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  • 2 hours
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  • 2 hours
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Makena Turtle Town Eco Adventure in MauiSnorkeling

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Makena Turtle Town Eco Adventure in Maui

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Maximize your chances of seeing Hawaiian green sea turtles on this small-group kayak and snorkel tour. Paddle from Makena toward Turtle Town, a snorkeling location along the island’s southern coast, and explore the calm, clear water to spot these beloved marine animals.
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  • 3 hours
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  • 3 hours

Whalewatch Sail from LahainaSailing Trips

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Whalewatch Sail from Lahaina

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Maximize your chances of seeing humpback whales by embarking on a catamaran cruise from Lahaina Harbor. In the company of certified marine naturalists and marine biologists who provide insights into whale behavior, head out onto the water in search of the gentle giants. Enjoy included snacks and drinks on board.
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  • 2 hours
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  • 2 hours
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Going to Hana MauiDay Trips

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Going to Hana Maui

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On this guided, full day tour of Hana, enjoy the diverse and tropical beauty of the famous Road to Hana. Stop for photos at roadside waterfalls and stunning black sand beaches, and even wrap around the rugged backside of Haleakala volcano. With an informative guide behind the wheel, this is one of the best ways to visit Hana—especially if you don’t want to drive!
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  • 12 hours
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  • 12 hours
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Maui Sunset Whale Watch Cruise! (Ma'alaea Harbor)Other Water Sports

Maui Sunset Whale Watch Cruise! (Ma'alaea Harbor)

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For a few months each year, humpback whales return to the Hawaiian islands to mate and give birth. Enjoy these majestic creatures in their natural habitat on a relaxing sunset tour. The crew shares information about the animals and history of the area, and the modern, high-speed catamaran features restrooms, a shady cabin, and a full bar for your comfort.
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  • 2 hours
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  • 2 hours
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Kayak and Snorkel - South Shore TurtleNature & Wildlife

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Kayak and Snorkel - South Shore Turtle

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Discover Maui’s South Shore on a 2.5- or 4.5-hour snorkel and kayak tour. Led by a local guide, you’ll paddle through the scenic Makena Bay on your choice of single or tandem kayaks. Then, take a dip in the water and explore the underwater world on a snorkel tour. Keep your eyes peeled for green sea turtles and other bright marine life. This family-friendly excursion is suitable for all skill levels, and your guide will provide paddling instructions as needed. Lunch is also included on the 4.5-hour option.
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  • 2 hours 30 minutes
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  • 2 hours 30 minutes
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