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5-day Trip to Wailea, Hawaii

5-day Trip to Wailea, Hawaii Itinerary

Last updated: 2024 Jun 14

Snorkeling and Luau Experience

Morning
Start your day with a snorkeling adventure at South Maui PM Snorkel to Coral Gardens or Molokini Crater. Explore the vibrant underwater world and swim alongside colorful fish and coral reefs. After snorkeling, head to Monkeypod Kitchen for a delicious breakfast or brunch.
Afternoon
Embark on a guided kayak and snorkel tour to Maui Turtle Town Kayak and Snorkel Tour. Paddle through crystal-clear waters and encounter sea turtles in their natural habitat. For lunch, enjoy farm-to-table cuisine at Kō Restaurant.
Evening
Immerse yourself in Hawaiian culture with the Maui Feast at Mokapu Farm-to-Table Luau in Wailea. Indulge in a traditional feast, watch captivating performances, and learn about the history and traditions of the islands.
Bedtime
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Visit South Maui PM Snorkel to Coral Gardens or Molokini Crater in Wailea, Hawaii
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South Maui PM Snorkel to Coral Gardens or Molokini Crater

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Visit Maui Turtle Town Kayak and Snorkel Tour in Wailea, Hawaii
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Maui Turtle Town Kayak and Snorkel Tour

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Road to Hana Adventure

Morning
Embark on an unforgettable journey along the Maui Road to Hana Adventure with Breakfast & Lunch. Experience breathtaking waterfalls, lush rainforests, and stunning coastal views. Enjoy a picnic lunch amidst the natural beauty of Maui.
Afternoon
Continue your exploration of the Road to Hana with a self-driving audio tour Kahului Self-Driving Audio Tour of Road to Hana. Discover hidden gems, scenic viewpoints, and cultural landmarks along the way. For a quick snack, stop by Matteo's Osteria.
Evening
Relax and unwind with a sunset dinner cruise aboard the South Maui Sunset Dinner Cruise Aboard the Malolo. Indulge in a 4-course dinner, sip on tropical cocktails, and admire the breathtaking views of the coastline.
Bedtime
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Visit Maui Road to Hana Adventure with Breakfast & Lunch in Wailea, Hawaii
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Maui Road to Hana Adventure with Breakfast & Lunch

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Visit Kahului Self-Driving Audio Tour of Road to Hana in Wailea, Hawaii
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Kahului Self-Driving Audio Tour of Road to Hana

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Haleakala National Park and Waterfall Hike

Morning
Witness a mesmerizing sunrise at Maui Haleakala National Park Sunrise Tour. Marvel at the stunning colors as the sun rises above the volcanic crater. Afterward, enjoy a hearty breakfast at Gannon's.
Afternoon
Embark on a guided waterfall and rainforest hiking tour Maui Waterfall & Rainforest Hiking Tour with Picnic Lunch. Explore the lush landscapes, swim in refreshing waterfalls, and learn about the unique flora and fauna of Maui. For a mid-afternoon snack, visit The Mill House.
Evening
Treat yourself to a memorable dining experience at Morimoto Maui. Indulge in exquisite Japanese cuisine crafted by Iron Chef Masaharu Morimoto while enjoying panoramic ocean views.
Bedtime
Find amazing hotels in Wailea, Hawaii.
Visit Maui Haleakala National Park Sunrise Tour in Wailea, Hawaii
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Maui Haleakala National Park Sunrise Tour

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Visit Maui Hike to the Rainforest Waterfalls with a Picnic Lunch in Wailea, Hawaii
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Maui Waterfall & Rainforest Hiking Tour with Picnic Lunch

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Snorkeling and Sunset Cruise

Morning
Embark on a snorkeling adventure to South Maui Molokini and Turtle Town Snorkeling Tour. Discover the vibrant marine life and swim alongside sea turtles. For breakfast, head to Tommy Bahama Restaurant & Bar for a delicious start to the day.
Afternoon
Relax and soak up the sun at South Maui Maui Ocean Center All-Day Entrance Ticket. Explore the fascinating exhibits and get up close to sharks, rays, and tropical fish. For a refreshing afternoon drink, visit Spago Maui.
Evening
Set sail on a sunset prime rib or mahi-mahi dinner cruise South Maui Sunset Prime Rib or Mahi Mahi Dinner Cruise. Enjoy a gourmet dinner, sip on tropical cocktails, and admire the breathtaking sunset views.
Bedtime
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Visit South Maui Molokini & Turtle Town Snorkeling Tour with Meal in Wailea, Hawaii
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South Maui Molokini and Turtle Town Snorkeling Tour

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Visit South Maui Maui Ocean Center All-Day Entrance Ticket in Wailea, Hawaii
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South Maui Maui Ocean Center All-Day Entrance Ticket

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Relaxation and Farewell

Morning
Enjoy a leisurely morning at the beach and soak up the sun at South Maui Beach. Grab a delicious breakfast at Humuhumunukunukuapua'a and savor the ocean views.
Afternoon
Pamper yourself with a spa treatment or relax by the pool at one of Wailea's luxurious resorts. For a light lunch, visit Nick's Fishmarket Maui.
Evening
Indulge in a farewell dinner at Mama's Fish House. Savor fresh seafood dishes while enjoying the stunning oceanfront ambiance. End your trip with a memorable dining experience in Wailea.
Bedtime
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