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Ultimate 7-Day Beach and Adventure Retreat in Wailea, Maui Itinerary
Last updated: 2024 Jun 14Sun, Sand, and Seafood Delights
Morning
Start your day with a leisurely breakfast at the iconic Gannon's, known for its stunning views. Afterward, head to the South Maui Self-Guided E-Bike, Hike and Snorkel Excursion for a mix of adventure and relaxation.
Afternoon
For lunch, savor the fresh seafood at Mala Ocean Tavern, a local favorite. Spend the afternoon unwinding at the beach or pamper yourself with a spa treatment at the Wailea Beach Resort Spa.
Evening
In the evening, enjoy a romantic dinner at Humuhumunukunukuapua'a, set in a picturesque oceanfront location. Afterward, take a sunset stroll along the beach.
Bedtime
Find amazing hotels in Wailea, Maui, Hawaii.
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South Maui Self-Guided E-Bike, Hike and Snorkel Excursion
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Snorkeling Paradise and Sunset Magic
Morning
Indulge in a delicious breakfast at Ka'ana Kitchen, known for its farm-to-table cuisine. Then, embark on the South Maui Premium Turtle Town Kayak and Snorkel Tour for an unforgettable marine adventure.
Afternoon
After working up an appetite, have a leisurely lunch at Monkeypod Kitchen, famous for its Mai Tais. Spend the rest of the afternoon at your leisure, perhaps exploring the local shops and galleries.
Evening
For dinner, experience the sunset while enjoying a meal at Ferraro's Bar e Ristorante, known for its Italian cuisine. Conclude the day with a South Maui Sunset Prime Rib or Mahi Mahi Dinner Cruise.
Bedtime
Find amazing hotels in Wailea, Maui, Hawaii.
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South Maui Premium Turtle Town Kayak and Snorkel Tour
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South Maui Sunset Prime Rib or Mahi Mahi Dinner Cruise
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Haleakalā Wonders and Farm-to-Table Feasts
Morning
Wake up early for a magical experience at the Maui Haleakala National Park Sunrise Tour. Afterward, enjoy a hearty breakfast at Kō Restaurant, known for its innovative dishes.
Afternoon
Take a leisurely drive to the upcountry and visit the Hali'imaile Pineapple Farm Tour. For lunch, savor the farm-to-table delights at the Maui Feast at Mokapu Farm-to-Table Luau in Wailea.
Evening
In the evening, relax and enjoy a casual dinner at Matteo's Osteria, known for its wood-fired pizzas and homemade pastas.
Bedtime
Find amazing hotels in Wailea, Maui, Hawaii.
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Maui Haleakala National Park Sunrise Tour
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Hali'imaile Pineapple Farm Tour
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Maui Feast at Mokapu Farm-to-Table Luau in Wailea
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Coastal Bliss and Underwater Adventures
Morning
Start your day with a delicious breakfast at Tommy Bahama Restaurant & Bar, known for its island-inspired cuisine. Then, set out for the South Maui Molokini Crater and Turtle Town Snorkeling Trip for a day of marine exploration.
Afternoon
Enjoy a leisurely lunch at Morimoto Maui, a culinary gem. Spend the afternoon at the beach, soaking up the sun and the stunning views.
Evening
For dinner, experience the innovative Pacific Rim cuisine at Kō Restaurant. Afterward, take a South Maui Sunset Prime Rib or Mahi Mahi Dinner Cruise.
Bedtime
Find amazing hotels in Wailea, Maui, Hawaii.
Popular
South Maui Molokini Crater and Turtle Town Snorkeling Trip
click to access prices
Popular
South Maui Sunset Prime Rib or Mahi Mahi Dinner Cruise
click to access prices
Adventure in the Skies and Culinary Delights
Morning
Embark on the Maui Road to Hana Helicopter & Waterfall Tour with Landing for a thrilling aerial adventure. Afterward, enjoy a relaxed brunch at Mala Ocean Tavern.
Afternoon
Spend the afternoon at your leisure, perhaps exploring the local art galleries or taking a dip in the ocean. For a late lunch, head to Monkeypod Kitchen for its famous fish tacos.
Evening
In the evening, savor a gourmet dinner at Morimoto Maui, known for its exquisite Japanese cuisine. Conclude the day with a leisurely sunset walk along the beach.
Bedtime
Find amazing hotels in Wailea, Maui, Hawaii.
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Maui Road to Hana Helicopter & Waterfall Tour with Landing
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Beach Bliss and Luau Magic
Morning
Enjoy a relaxing morning at the beach, followed by a light breakfast at Tommy Bahama Restaurant & Bar. Take a dip in the crystal-clear waters or simply unwind on the sandy shores.
Afternoon
For lunch, indulge in the island flavors at Ka'ana Kitchen. In the afternoon, pamper yourself with a spa treatment at the Wailea Beach Resort Spa.
Evening
In the evening, immerse yourself in the local culture with the South Maui Gilligans' Island Luau with Dinner and Drinks. Enjoy a traditional feast and Polynesian entertainment under the stars.
Bedtime
Find amazing hotels in Wailea, Maui, Hawaii.
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South Maui Gilligans' Island Luau with Dinner and Drinks
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Farewell to Paradise
Morning
On your last day, savor a leisurely breakfast at Gannon's while taking in the panoramic views. Spend the morning at the beach, making the most of your final hours in paradise.
Afternoon
For lunch, enjoy a casual meal at Matteo's Osteria. Afterward, take a leisurely stroll through the Wailea Beach Path, enjoying the ocean views.
Evening
End your trip with a memorable dinner at Ferraro's Bar e Ristorante, known for its seafood. Raise a toast to the incredible experiences you've had in Wailea.
Bedtime
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