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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.
8 Tours and Activities

Haleakala Maui Sunrise Tour w/ Breakfast
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 on 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 transportation, breakfast and entrance fees.
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From
US$234.38
From
US$234.38

Group Surf Lesson: Two Hours of Beginners Instruction in Kihei
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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US$79.00
From
US$79.00

Four Winds II Molokini Snorkeling Tour from Maalaea Harbor
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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US$178.47
From
US$178.47

Molokini and Turtle Arches Snorkeling Trip from Ma'alaea Harbor
Get off the beaten path to explore the wild side of Molokini on this half-day 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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US$199.95
From
US$199.95

Makena Turtle Town Eco Adventure in Maui
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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US$98.00
From
US$98.00

Whalewatch Sail from Lahaina
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. Snacks and drinks are available on board upon purchase.
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From
US$104.55
From
US$104.55

Road to Hana Adventure Tour w/ Breakfast and Lunch
On this guided, full day tour of Hana, enjoy the diverse and tropical beauty of the famous Road to Hana. Stop for photos at waterfalls and a black sand beach. 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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From
US$234.38
From
US$234.38

Kayak and Snorkel - South Shore Turtle
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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From
US$106.46
From
US$106.46