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Ultimate 5-Day Maui Adventure in Wailea

Ultimate 5-Day Maui Adventure in Wailea Itinerary

Last updated: 2024 Jun 14

Sun, Sea, and Snorkeling

Morning
Start your day with a delicious breakfast at Ka'ana Kitchen, known for its farm-to-table cuisine. Afterward, head to the Wailea Beach Snorkeling Tour for Non-Swimmers & Beginners for a relaxing and beginner-friendly snorkeling experience.
Afternoon
For lunch, enjoy the stunning ocean views at Gannon's and savor their Pacific Rim cuisine. In the afternoon, continue your aquatic adventures with the South Maui PM Snorkel to Coral Gardens or Molokini Crater, where you'll discover the vibrant marine life of Maui.
Evening
Conclude your day with a sunset dinner at Ferraro's Bar e Ristorante, known for its Italian cuisine and oceanfront setting. Afterward, take a leisurely stroll along the beach to soak in the evening ambiance.
Bedtime
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Haleakalā Majesty and Farm-to-Table Delights

Morning
Indulge in a hearty breakfast at Kō Restaurant, offering a blend of Hawaiian, Asian, and European flavors. Then, embark on the Maui Haleakala National Park Sunrise Tour to witness the breathtaking sunrise from the summit of Haleakalā.
Afternoon
For lunch, experience the fresh and innovative cuisine at Ka'ana Kitchen. Afterward, spend a relaxing afternoon at the Maui Interactive Butterfly Farm, immersing yourself in the beauty of these delicate creatures.
Evening
Enjoy a farm-to-table dining experience at the Maui Feast at Mokapu Farm-to-Table Luau in Wailea, where you can savor local ingredients and traditional Hawaiian dishes. End the day with a leisurely evening at your resort or a beachfront bar.
Bedtime
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Luxurious Beach Day and Sunset Sail

Morning
Start your day with a leisurely breakfast at Monkeypod Kitchen, known for its island-inspired cuisine and craft cocktails. Then, spend the morning relaxing on the pristine beaches of Wailea, taking in the sun and the sound of the waves.
Afternoon
For lunch, enjoy the casual and vibrant atmosphere of Tommy Bahama Restaurant & Bar, known for its tropical decor and seafood dishes. In the afternoon, set sail on the Maui Molokini Snorkel and Performance Sail with Lunch, where you can snorkel in the crystal-clear waters and enjoy a live musical performance.
Evening
Dine in style at Morimoto Maui, a renowned restaurant offering contemporary Japanese cuisine. After dinner, take a romantic sunset stroll along the beach or enjoy a cocktail at a beachfront lounge.
Bedtime
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Adventure in the Rainforest and Sunset Splendor

Morning
Enjoy a hearty breakfast at Mala Ocean Tavern, known for its fresh seafood and ocean views. Then, embark on the Kahului Guided Rainforest and Waterfall Walk to explore Maui's lush landscapes and hidden waterfalls.
Afternoon
For lunch, savor the flavors of Hawaii at Humuhumunukunukuapua'a, a restaurant set over a lagoon and known for its Polynesian-influenced cuisine. Afterward, spend a relaxing afternoon at your resort or indulge in a spa treatment.
Evening
Conclude your day with a magical experience on the Maui Haleakala Sunset and Stargazing Tour with Dinner, where you can witness the sunset from the summit of Haleakalā and stargaze in the clear night sky.
Bedtime
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Farewell to Paradise

Morning
For your last morning in Wailea, enjoy a leisurely breakfast at Matteo's Osteria, known for its authentic Italian cuisine. Spend the morning at your own pace, perhaps taking a final swim in the ocean or exploring the local shops.
Afternoon
Indulge in a memorable lunch at Ferraro's Bar e Ristorante, where you can enjoy Mediterranean-inspired dishes with a focus on fresh seafood. Afterward, take a leisurely walk along the Wailea Beach Path, enjoying the ocean views.
Evening
End your Maui adventure with a sunset dinner cruise aboard the From Ma'alaea Sunset Dinner Cruise Aboard the Quicksilver, where you can relax on the deck, enjoy a delicious meal, and take in the beauty of the Hawaiian sunset over the water.
Bedtime
Find amazing hotels in Wailea, Maui.

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