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Maui 5-Day Adventure Itinerary
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Maui 5-Day Adventure Itinerary
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Day 1: Exploring Kahului
Kahului, Maui, Hawaii
8:00AM
Sunrise at Haleakalā National Park
Start your day with a breathtaking sunrise at Haleakalā National Park, offering panoramic views of the island.
Entrance fee: $30, 2 hours
10:30AM
Road to Hana
Embark on the famous Road to Hana drive, a scenic journey with lush rainforests, waterfalls, and stunning coastal views.
Free, Full day
6:00PM
Dinner at Da Kitchen
Enjoy authentic Hawaiian cuisine at Da Kitchen, known for its generous portions and local flavors.
$$, 1.5 hours
Find Hotels in Kahului
Day 2: Kahului Beach Day
Kahului, Maui, Hawaii
9:00AM
Kanaha Beach Park
Spend the morning relaxing at Kanaha Beach Park, known for its calm waters and windsurfing opportunities.
Free, 3 hours
12:00PM
Lunch at Tasty Crust
Indulge in a local favorite, the Tasty Crust, for a delicious Hawaiian plate lunch.
$, 1 hour
2:00PM
Explore Maui Tropical Plantation
Visit Maui Tropical Plantation to learn about the island's agriculture, take a tram tour, and enjoy fresh fruit tastings.
$$, 2 hours
6:00PM
Dinner at Mama's Fish House
Savor a seafood dinner at the iconic Mama's Fish House, known for its oceanfront setting and delectable dishes.
$$$, 2 hours
Find Hotels in Kahului
Day 3: Discovering Lahaina
Lahaina, Maui, Hawaii
9:00AM
Whale Watching Tour
Embark on a whale watching tour from Lahaina Harbor, where you can spot humpback whales in the winter months.
$$$, 2 hours
12:00PM
Lunch at Lahaina Fish Co.
Enjoy fresh seafood and ocean views at Lahaina Fish Co., a waterfront restaurant in the historic town.
$$, 1.5 hours
2:30PM
Explore Front Street
Stroll along Lahaina's Front Street, lined with art galleries, shops, and historic sites like the Baldwin Home Museum.
Free, 2 hours
6:00PM
Dinner at Lahaina Grill
Indulge in a fine dining experience at Lahaina Grill, known for its innovative cuisine and elegant ambiance.
$$$, 2 hours
Find Hotels in Lahaina
Day 4: Venturing to Hana
Hana, Maui, Hawaii
8:00AM
Road to Hana Stops
Embark on the scenic Road to Hana drive, stopping at attractions like Twin Falls, Black Sand Beach, and Wai'anapanapa State Park.
Free, Full day
6:00PM
Dinner at Braddah Hutts BBQ Grill
Relish in a casual BBQ dinner at Braddah Hutts BBQ Grill, offering Hawaiian barbecue favorites in a relaxed setting.
$, 1.5 hours
Find Hotels in Hana
Day 5: Relaxing in Wailea
Wailea, Maui, Hawaii
9:00AM
Beach Day at Wailea Beach
Spend a leisurely day at the beautiful Wailea Beach, known for its golden sands and crystal clear waters, perfect for swimming and sunbathing.
Free, Full day
1:00PM
Lunch at Gannon's
Enjoy a delicious lunch with panoramic ocean views at Gannon's, offering a blend of Hawaiian and global cuisine.
$$, 1 hour
3:00PM
Snorkeling at Molokini Crater
Embark on a snorkeling excursion to Molokini Crater, a marine sanctuary teeming with colorful fish and coral reefs.
$$$, 3 hours
7:00PM
Farewell Dinner at Humuhumunukunukuapua'a
End your Maui adventure with a memorable dinner at Humuhumunukunukuapua'a, a restaurant set over a lagoon and known for its Polynesian-inspired cuisine.
$$$, 2 hours
Find Hotels in Wailea
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More About Maui
Trip Packing List: Maui (Late February — early March 2026)
Packing List
Trip Packing List: Maui, HI (early February 2026)
Packing List
Maui Weather and Climate Guide: Year-Round Patterns
Weather Guide
Essential Tips for Visiting Maui: Travel Guide & Practical Advice
Travel Expert
Itinerary created by
Plantrip Team
February 15, 2024
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